MiMeDB: Showing metabocard for zymosterol (MMDBc0033026)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:31:39 UTC

Update Date

2024-04-30 19:58:52 UTC

Metabolite ID

MMDBc0033026

Metabolite Identification

Common Name

zymosterol

Description

Zymosterol is an intermediate in the biosynthesis of both ergosterol, a major constituent of the fungal plasma membrane, and cholesterol, the homologous component in mammalian membranes. Cholesterol and ergosterol share most of their biosythetic pathway, with differences only in the part of the pathway that is downstream of zymosterol. [Biocyc PWY-6074 and PWY-6075]

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309042000322D          

 32 35  0  0  1  0            999 V2000
    5.8023  -20.2425    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0774  -20.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8058  -19.4116    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2478  -20.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3604  -20.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0957  -21.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5264  -18.9936    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0739  -18.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7769  -18.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2514  -19.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6503  -20.6711    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3533  -19.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3674  -21.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5300  -18.1803    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6503  -21.4957    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9325  -20.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6001  -19.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2364  -17.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6523  -17.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9325  -21.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2295  -20.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9437  -18.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2295  -21.4957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6501  -17.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5231  -21.8987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3531  -18.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0561  -17.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3495  -19.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8023  -21.0530    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3404  -18.8192    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5300  -17.3629    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6433  -22.3054    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  1  1  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  1  0  0  0  0
 11 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  1  0  0  0
 14 18  1  0  0  0  0
 14 19  1  6  0  0  0
 15 20  1  0  0  0  0
 16 21  1  0  0  0  0
 18 22  1  0  0  0  0
 20 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  1  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
  7 10  1  0  0  0  0
  8 12  1  0  0  0  0
 13 15  1  0  0  0  0
 21 23  1  0  0  0  0
  1 29  1  6  0  0  0
  7 30  1  6  0  0  0
 14 31  1  1  0  0  0
 15 32  1  6  0  0  0
M  END

HMDB0006271
     RDKit          3D
Zymosterol intermediate 2
 72 75  0  0  0  0  0  0  0  0999 V2000
    6.3518   -1.3330   -1.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0588   -1.4729    0.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5199   -2.6910    1.1534 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4042   -0.5250    1.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9149    0.7152    0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3951    0.7245    0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7980    1.9700   -0.0479 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1377    1.9436   -1.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3931    2.1950    0.3217 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8178    3.4178   -0.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5700    2.9914   -0.8124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8810    1.9070    0.1438 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9553    0.9807   -0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0937   -0.0781    0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0869   -0.1864    1.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3094    0.0955    1.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4264    1.0905    0.0805 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4778    0.4156   -1.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1743   -1.0860    0.3653 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5843   -2.3838   -0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8761   -1.3776    1.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3397   -1.0332    1.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0603   -1.6629    0.4673 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3843   -2.9769    0.7025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3072   -1.4782   -0.8377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1874   -0.5154   -0.5777 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5288   -0.0159   -1.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7669    1.2365   -1.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3821   -1.2433   -1.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0240   -0.4771   -1.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8307   -2.2530   -1.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2811   -2.4405    1.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6887   -3.1953    1.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9696   -3.4173    0.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2026   -0.6439    2.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0940    0.6260   -0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3900    1.6195    0.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0463   -0.2024    0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167    0.7353    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3916    2.8216    0.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5734    2.5904   -2.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2237    2.2260   -1.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0984    0.8844   -1.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3785    2.3799    1.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6040    4.2399    0.4389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4108    3.8803   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5149    2.6864   -1.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2903    3.8038   -0.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0387    2.3249    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1520   -1.2272    2.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282    0.5001    2.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702   -0.8973    0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8572    0.5306    2.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1077   -0.4743   -1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7177    1.0761   -2.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692    0.0467   -1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0942   -2.3193   -1.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3968   -3.1393   -0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8922   -2.7394    0.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4065   -0.7309    2.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7720   -2.4370    1.9855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7961   -1.4765    2.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5323    0.0619    1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0284   -1.0920    0.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1788   -3.5064   -0.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9592   -1.0058   -1.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9638   -2.4399   -1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6317    0.3792   -0.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2784    0.1705   -2.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7704   -0.7510   -2.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5537    1.9884   -1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2204    1.6702   -2.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 14 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 17  9  1  0
 26 19  1  0
 17 12  1  0
 28 13  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
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  6 38  1  0
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  7 40  1  1
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  8 42  1  0
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  9 44  1  1
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  1
 15 50  1  0
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 22 62  1  0
 22 63  1  0
 23 64  1  6
 24 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  1
 27 69  1  0
 27 70  1  0
 28 71  1  0
 28 72  1  0
M  END


  Mrv1652309042000322D          

 32 35  0  0  1  0            999 V2000
    5.8023  -20.2425    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0774  -20.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8058  -19.4116    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2478  -20.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3604  -20.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0957  -21.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5264  -18.9936    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0739  -18.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7769  -18.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2514  -19.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6503  -20.6711    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3533  -19.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3674  -21.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5300  -18.1803    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6503  -21.4957    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9325  -20.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6001  -19.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2364  -17.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6523  -17.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9325  -21.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2295  -20.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9437  -18.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2295  -21.4957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6501  -17.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5231  -21.8987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3531  -18.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0561  -17.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3495  -19.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8023  -21.0530    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3404  -18.8192    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5300  -17.3629    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6433  -22.3054    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  1  1  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  1  0  0  0  0
 11 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 17  1  1  0  0  0
 14 18  1  0  0  0  0
 14 19  1  6  0  0  0
 15 20  1  0  0  0  0
 16 21  1  0  0  0  0
 18 22  1  0  0  0  0
 20 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  1  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
  7 10  1  0  0  0  0
  8 12  1  0  0  0  0
 13 15  1  0  0  0  0
 21 23  1  0  0  0  0
  1 29  1  6  0  0  0
  7 30  1  6  0  0  0
 14 31  1  1  0  0  0
 15 32  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033026

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](C)(CCC=C(C)C)[C@@]1([H])CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C[C@]1([H])CC3

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,19-21,23-24,28H,6,8-17H2,1-5H3/t19-,20+,21+,23-,24+,26+,27-/m1/s1

> <INCHI_KEY>
CGSJXLIKVBJVRY-XTGBIJOFSA-N

> <FORMULA>
C27H44O

> <MOLECULAR_WEIGHT>
384.6377

> <EXACT_MASS>
384.33921603

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
49.72357973109007

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

> <ALOGPS_LOGP>
6.51

> <JCHEM_LOGP>
6.663651724666668

> <ALOGPS_LOGS>
-5.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.36138574683793

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3285298743330891

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
121.19989999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.98e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0006271
     RDKit          3D
Zymosterol intermediate 2
 72 75  0  0  0  0  0  0  0  0999 V2000
    6.3518   -1.3330   -1.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0588   -1.4729    0.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5199   -2.6910    1.1534 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4042   -0.5250    1.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9149    0.7152    0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3951    0.7245    0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7980    1.9700   -0.0479 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1377    1.9436   -1.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3931    2.1950    0.3217 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8178    3.4178   -0.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5700    2.9914   -0.8124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8810    1.9070    0.1438 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9553    0.9807   -0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0937   -0.0781    0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0869   -0.1864    1.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3094    0.0955    1.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4264    1.0905    0.0805 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4778    0.4156   -1.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1743   -1.0860    0.3653 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5843   -2.3838   -0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8761   -1.3776    1.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3397   -1.0332    1.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0603   -1.6629    0.4673 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3843   -2.9769    0.7025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3072   -1.4782   -0.8377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1874   -0.5154   -0.5777 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5288   -0.0159   -1.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7669    1.2365   -1.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3821   -1.2433   -1.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0240   -0.4771   -1.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8307   -2.2530   -1.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2811   -2.4405    1.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6887   -3.1953    1.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9696   -3.4173    0.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2026   -0.6439    2.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0940    0.6260   -0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3900    1.6195    0.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0463   -0.2024    0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167    0.7353    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3916    2.8216    0.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5734    2.5904   -2.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2237    2.2260   -1.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0984    0.8844   -1.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3785    2.3799    1.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6040    4.2399    0.4389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4108    3.8803   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5149    2.6864   -1.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2903    3.8038   -0.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0387    2.3249    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1520   -1.2272    2.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282    0.5001    2.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702   -0.8973    0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8572    0.5306    2.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1077   -0.4743   -1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7177    1.0761   -2.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692    0.0467   -1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0942   -2.3193   -1.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3968   -3.1393   -0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8922   -2.7394    0.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4065   -0.7309    2.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7720   -2.4370    1.9855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7961   -1.4765    2.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5323    0.0619    1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0284   -1.0920    0.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1788   -3.5064   -0.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9592   -1.0058   -1.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9638   -2.4399   -1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6317    0.3792   -0.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2784    0.1705   -2.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7704   -0.7510   -2.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5537    1.9884   -1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2204    1.6702   -2.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 14 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 17  9  1  0
 26 19  1  0
 17 12  1  0
 28 13  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  1
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  1
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  1
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  6
 24 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  1
 27 69  1  0
 27 70  1  0
 28 71  1  0
 28 72  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      10.831 -37.786   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.478 -38.573   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.837 -36.235   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.529 -37.793   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.139 -37.807   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.512 -40.198   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.183 -35.455   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.471 -35.461   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.784 -34.576   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.536 -36.242   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.814 -38.586   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.126 -36.248   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.152 -40.891   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.189 -33.937   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.814 -40.125   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.474 -37.827   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.720 -37.060   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.508 -33.176   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.551 -33.296   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.474 -40.898   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.162 -38.586   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.828 -33.943   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.162 -40.125   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.147 -33.183   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.843 -40.878   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      17.459 -33.957   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.771 -33.196   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.452 -35.468   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0      10.831 -39.299   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      13.702 -35.129   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      12.189 -32.411   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.801 -41.637   0.000  0.00  0.00           H+0
CONECT    1    2    3    4   29                                             
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8    9                                             
CONECT    4    1   10                                                       
CONECT    5    2   11   12                                                  
CONECT    6    2   13                                                       
CONECT    7    3   14   10   30                                             
CONECT    8    3   12                                                       
CONECT    9    3                                                            
CONECT   10    4    7                                                       
CONECT   11    5   15   16   17                                             
CONECT   12    5    8                                                       
CONECT   13    6   15                                                       
CONECT   14    7   18   19   31                                             
CONECT   15   11   20   13   32                                             
CONECT   16   11   21                                                       
CONECT   17   11                                                            
CONECT   18   14   22                                                       
CONECT   19   14                                                            
CONECT   20   15   23                                                       
CONECT   21   16   23                                                       
CONECT   22   18   24                                                       
CONECT   23   20   25   21                                                  
CONECT   24   22   26                                                       
CONECT   25   23                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29    1                                                            
CONECT   30    7                                                            
CONECT   31   14                                                            
CONECT   32   15                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

COMPND    HMDB0006271
HETATM    1  C1  UNL     1       6.352  -1.333  -1.032  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.059  -1.473   0.437  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.520  -2.691   1.153  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.404  -0.525   1.065  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.915   0.715   0.415  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.395   0.725   0.592  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.798   1.970  -0.048  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.138   1.944  -1.488  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.393   2.195   0.322  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.818   3.418  -0.307  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.570   2.991  -0.812  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.881   1.907   0.144  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.955   0.981  -0.273  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.094  -0.078   0.536  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.087  -0.186   1.634  1.00  0.00           C  
HETATM   16  C16 UNL     1       0.309   0.096   1.187  1.00  0.00           C  
HETATM   17  C17 UNL     1       0.426   1.090   0.081  1.00  0.00           C  
HETATM   18  C18 UNL     1       0.478   0.416  -1.232  1.00  0.00           C  
HETATM   19  C19 UNL     1      -3.174  -1.086   0.365  1.00  0.00           C  
HETATM   20  C20 UNL     1      -2.584  -2.384  -0.125  1.00  0.00           C  
HETATM   21  C21 UNL     1      -3.876  -1.378   1.677  1.00  0.00           C  
HETATM   22  C22 UNL     1      -5.340  -1.033   1.631  1.00  0.00           C  
HETATM   23  C23 UNL     1      -6.060  -1.663   0.467  1.00  0.00           C  
HETATM   24  O1  UNL     1      -6.384  -2.977   0.703  1.00  0.00           O  
HETATM   25  C24 UNL     1      -5.307  -1.478  -0.838  1.00  0.00           C  
HETATM   26  C25 UNL     1      -4.187  -0.515  -0.578  1.00  0.00           C  
HETATM   27  C26 UNL     1      -3.529  -0.016  -1.845  1.00  0.00           C  
HETATM   28  C27 UNL     1      -2.767   1.237  -1.465  1.00  0.00           C  
HETATM   29  H1  UNL     1       5.382  -1.243  -1.599  1.00  0.00           H  
HETATM   30  H2  UNL     1       7.024  -0.477  -1.236  1.00  0.00           H  
HETATM   31  H3  UNL     1       6.831  -2.253  -1.413  1.00  0.00           H  
HETATM   32  H4  UNL     1       7.281  -2.441   1.935  1.00  0.00           H  
HETATM   33  H5  UNL     1       5.689  -3.195   1.701  1.00  0.00           H  
HETATM   34  H6  UNL     1       6.970  -3.417   0.448  1.00  0.00           H  
HETATM   35  H7  UNL     1       5.203  -0.644   2.123  1.00  0.00           H  
HETATM   36  H8  UNL     1       5.094   0.626  -0.692  1.00  0.00           H  
HETATM   37  H9  UNL     1       5.390   1.619   0.788  1.00  0.00           H  
HETATM   38  H10 UNL     1       3.046  -0.202   0.093  1.00  0.00           H  
HETATM   39  H11 UNL     1       3.217   0.735   1.678  1.00  0.00           H  
HETATM   40  H12 UNL     1       3.392   2.822   0.409  1.00  0.00           H  
HETATM   41  H13 UNL     1       2.573   2.590  -2.149  1.00  0.00           H  
HETATM   42  H14 UNL     1       4.224   2.226  -1.635  1.00  0.00           H  
HETATM   43  H15 UNL     1       3.098   0.884  -1.880  1.00  0.00           H  
HETATM   44  H16 UNL     1       1.379   2.380   1.441  1.00  0.00           H  
HETATM   45  H17 UNL     1       0.604   4.240   0.439  1.00  0.00           H  
HETATM   46  H18 UNL     1       1.411   3.880  -1.090  1.00  0.00           H  
HETATM   47  H19 UNL     1      -0.515   2.686  -1.876  1.00  0.00           H  
HETATM   48  H20 UNL     1      -1.290   3.804  -0.697  1.00  0.00           H  
HETATM   49  H21 UNL     1      -1.039   2.325   1.137  1.00  0.00           H  
HETATM   50  H22 UNL     1      -1.152  -1.227   2.045  1.00  0.00           H  
HETATM   51  H23 UNL     1      -1.428   0.500   2.456  1.00  0.00           H  
HETATM   52  H24 UNL     1       0.770  -0.897   0.914  1.00  0.00           H  
HETATM   53  H25 UNL     1       0.857   0.531   2.074  1.00  0.00           H  
HETATM   54  H26 UNL     1       1.108  -0.474  -1.283  1.00  0.00           H  
HETATM   55  H27 UNL     1       0.718   1.076  -2.088  1.00  0.00           H  
HETATM   56  H28 UNL     1      -0.569   0.047  -1.457  1.00  0.00           H  
HETATM   57  H29 UNL     1      -2.094  -2.319  -1.095  1.00  0.00           H  
HETATM   58  H30 UNL     1      -3.397  -3.139  -0.164  1.00  0.00           H  
HETATM   59  H31 UNL     1      -1.892  -2.739   0.683  1.00  0.00           H  
HETATM   60  H32 UNL     1      -3.407  -0.731   2.447  1.00  0.00           H  
HETATM   61  H33 UNL     1      -3.772  -2.437   1.985  1.00  0.00           H  
HETATM   62  H34 UNL     1      -5.796  -1.476   2.557  1.00  0.00           H  
HETATM   63  H35 UNL     1      -5.532   0.062   1.719  1.00  0.00           H  
HETATM   64  H36 UNL     1      -7.028  -1.092   0.359  1.00  0.00           H  
HETATM   65  H37 UNL     1      -6.179  -3.506  -0.123  1.00  0.00           H  
HETATM   66  H38 UNL     1      -5.959  -1.006  -1.624  1.00  0.00           H  
HETATM   67  H39 UNL     1      -4.964  -2.440  -1.268  1.00  0.00           H  
HETATM   68  H40 UNL     1      -4.632   0.379  -0.085  1.00  0.00           H  
HETATM   69  H41 UNL     1      -4.278   0.171  -2.640  1.00  0.00           H  
HETATM   70  H42 UNL     1      -2.770  -0.751  -2.210  1.00  0.00           H  
HETATM   71  H43 UNL     1      -3.554   1.988  -1.172  1.00  0.00           H  
HETATM   72  H44 UNL     1      -2.220   1.670  -2.318  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4    4
CONECT    3   32   33   34
CONECT    4    5   35
CONECT    5    6   36   37
CONECT    6    7   38   39
CONECT    7    8    9   40
CONECT    8   41   42   43
CONECT    9   10   17   44
CONECT   10   11   45   46
CONECT   11   12   47   48
CONECT   12   13   17   49
CONECT   13   14   14   28
CONECT   14   15   19
CONECT   15   16   50   51
CONECT   16   17   52   53
CONECT   17   18
CONECT   18   54   55   56
CONECT   19   20   21   26
CONECT   20   57   58   59
CONECT   21   22   60   61
CONECT   22   23   62   63
CONECT   23   24   25   64
CONECT   24   65
CONECT   25   26   66   67
CONECT   26   27   68
CONECT   27   28   69   70
CONECT   28   71   72
END

HMDB0006271
     RDKit          3D
Zymosterol intermediate 2
 72 75  0  0  0  0  0  0  0  0999 V2000
    6.3518   -1.3330   -1.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0588   -1.4729    0.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5199   -2.6910    1.1534 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4042   -0.5250    1.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9149    0.7152    0.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3951    0.7245    0.5923 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7980    1.9700   -0.0479 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1377    1.9436   -1.4881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3931    2.1950    0.3217 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8178    3.4178   -0.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5700    2.9914   -0.8124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8810    1.9070    0.1438 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9553    0.9807   -0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0937   -0.0781    0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0869   -0.1864    1.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3094    0.0955    1.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4264    1.0905    0.0805 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4778    0.4156   -1.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1743   -1.0860    0.3653 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5843   -2.3838   -0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8761   -1.3776    1.6770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3397   -1.0332    1.6308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0603   -1.6629    0.4673 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3843   -2.9769    0.7025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3072   -1.4782   -0.8377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1874   -0.5154   -0.5777 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5288   -0.0159   -1.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7669    1.2365   -1.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3821   -1.2433   -1.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0240   -0.4771   -1.2361 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8307   -2.2530   -1.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2811   -2.4405    1.9353 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6887   -3.1953    1.7008 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9696   -3.4173    0.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2026   -0.6439    2.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0940    0.6260   -0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3900    1.6195    0.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0463   -0.2024    0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167    0.7353    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3916    2.8216    0.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5734    2.5904   -2.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2237    2.2260   -1.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0984    0.8844   -1.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3785    2.3799    1.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6040    4.2399    0.4389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4108    3.8803   -1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5149    2.6864   -1.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2903    3.8038   -0.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0387    2.3249    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1520   -1.2272    2.0454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4282    0.5001    2.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7702   -0.8973    0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8572    0.5306    2.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1077   -0.4743   -1.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7177    1.0761   -2.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5692    0.0467   -1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0942   -2.3193   -1.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3968   -3.1393   -0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8922   -2.7394    0.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4065   -0.7309    2.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7720   -2.4370    1.9855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7961   -1.4765    2.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5323    0.0619    1.7187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0284   -1.0920    0.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1788   -3.5064   -0.1226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9592   -1.0058   -1.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9638   -2.4399   -1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6317    0.3792   -0.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2784    0.1705   -2.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7704   -0.7510   -2.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5537    1.9884   -1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2204    1.6702   -2.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 14 19  1  0
 19 20  1  6
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 17  9  1  0
 26 19  1  0
 17 12  1  0
 28 13  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  1
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  1
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  1
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 20 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  6
 24 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  1
 27 69  1  0
 27 70  1  0
 28 71  1  0
 28 72  1  0
M  END

Synonyms

Value	Source
5alpha-Cholesta-8,24-dien-3beta-ol	ChEBI
delta8,24-Cholestadien-3beta-ol	ChEBI
Zymostrol	ChEBI
5a-Cholesta-8,24-dien-3b-ol	Generator
5Α-cholesta-8,24-dien-3β-ol	Generator
delta8,24-Cholestadien-3b-ol	Generator
Δ8,24-cholestadien-3β-ol	Generator
Zymosterol intermediic acid 2	Generator
Δ8,24-cholestadien-3b-ol	HMDB
(3b,5a)- Cholesta-8,24-dien-3-ol	HMDB
Cholest-8,24-dien-3b-ol	HMDB
Cholesta-8,24-dien-3-ol	HMDB
Zymosterol	HMDB

Molecular Formula

C₂₇H₄₄O

Average Mass

384.6377

Monoisotopic Mass

384.33921603

IUPAC Name

(2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

Traditional Name

(2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

CAS Registry Number

7488-99-5

SMILES

[H][C@@](C)(CCC=C(C)C)[C@@]1([H])CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C[C@]1([H])CC3

InChI Identifier

InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,19-21,23-24,28H,6,8-17H2,1-5H3/t19-,20+,21+,23-,24+,26+,27-/m1/s1

InChI Key

CGSJXLIKVBJVRY-XTGBIJOFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol-skeleton
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

cholestanoid (CHEBI:18252 )
3beta-sterol (CHEBI:18252 )
Cholesterol and derivatives (C05437 )
Cholesterol and derivatives (LMST01010066 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.001 g/L	ALOGPS
logP	6.51	ALOGPS
logP	6.66	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	18.36	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	121.2 m³·mol⁻¹	ChemAxon
Polarizability	49.72 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Endoplasmic reticulum
Extracellular
Membrane

Biospecimen Locations

Adipose Tissue
Blood
Liver

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192567	3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase	Unknown	Q15125	Homo sapiens
MMDBp0193337	Delta(24)-sterol reductase	Unknown	Q15392	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0019924	zymosterol intermediate 2	zymosterol	3-keto-steroid reductase ERG27	Reduction	PathBank	31602464
MMDBr0019925	S-Adenosylmethionine	Fecosterol	Sterol 24-C-methyltransferase ERG6	Methylation	PathBank	31602464
MMDBr0020064	zymosterol	5a-Cholesta-7,24-dien-3b-ol	C-8 sterol isomerase ERG2	Isomerization	PathBank	31602464
MMDBr0025006	zymosterol	CoA	Sterol O-acyltransferase 2	Acylation	RHEA	34755880
MMDBr0025007	zymosterol	CoA	Sterol O-acyltransferase 2	Acylation	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Diabetes mellitus type 1		Association	Human Blood	HMDB	16452910
Obesity	Slight Decrease	Association	Human Blood	HMDB	18997681
Obesity	Decreased	Association	Human Blood	HMDB	17408529

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	12	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Blood	Detected and Quantified	0.0800	0.0700			uM	Adult (>18 years old)	Both	Type I diabetes	HMDB	16452910
Human Blood	Detected and Quantified	0.0500	0.0400			uM	Children (1 - 13 years old)	Not Specified	Obese	HMDB	18997681
Human Blood	Detected and Quantified	0.0590	0.0500			uM	Adult (>18 years old)	Not Specified	Obese	HMDB	17408529
Human Blood	Detected and Quantified	0.031				uM	Adult (>18 years old)	Both	Normal	HMDB	19248870
Human Blood	Detected and Quantified	0.04				uM	Adult (>18 years old)	Both	Normal	HMDB	21389177
Human Blood	Detected and Quantified	0.051				uM	Adult (>18 years old)	Both	Normal	HMDB	19248870
Human Blood	Detected and Quantified	0.06				uM	Adult (>18 years old)	Both	Normal	HMDB	21389177
Human Blood	Detected and Quantified	0.07				uM	Adult (>18 years old)	Male	Normal	HMDB	17116719
Human Blood	Detected and Quantified	0.07				uM	Adult (>18 years old)	Female	Normal	HMDB	18053294
Human Blood	Detected and Quantified	0.07				uM	Adult (>18 years old)	Male	Normal	HMDB	18053294
Human Blood	Detected and Quantified	0.07				uM	Adult (>18 years old)	Both	Normal	HMDB	21389177
Human Blood	Detected and Quantified	0.08				uM	Adult (>18 years old)	Male	Normal	HMDB	19371448
Human Blood	Detected and Quantified	0.08				uM	Adult (>18 years old)	Both	Normal	HMDB	21389177
Human Blood	Detected and Quantified	0.093				uM	Adolescent (13-18 years old)	Male	Normal	HMDB	19602831
Human Blood	Detected and Quantified	0.098				uM	Adult (>18 years old)	Both	Normal	HMDB	21272408
Human Blood	Detected and Quantified	0.0986				uM	Adult (>18 years old)	Both	Normal	HMDB	19022967
Human Blood	Detected and Quantified	0.1				uM	Adult (>18 years old)	Female	Normal	HMDB	17116719
Human Blood	Detected and Quantified	0.108				uM	Children (1-13 years old)	Female	Normal	HMDB	19602831
Human Blood	Detected and Quantified	0.11				uM	Adult (>18 years old)	Female	Normal	HMDB	19371448
Human Blood	Detected and Quantified	0.11				uM	Adolescent (13-18 years old)	Female	Normal	HMDB	19602831
Human Blood	Detected and Quantified	0.112				uM	Adult (>18 years old)	Both	Normal	HMDB	21272408
Human Blood	Detected and Quantified	0.117				uM	Children (1-13 years old)	Male	Normal	HMDB	19602831
Human Blood	Detected and Quantified	0.12				uM	Adult (>18 years old)	Female	Normal	HMDB	10573560
Human Blood	Detected and Quantified	0.12				uM	Adult (>18 years old)	Male	Normal	HMDB	16160701
Human Blood	Detected and Quantified	0.13				uM	Adult (>18 years old)	Female	Normal	HMDB	20332276
Human Blood	Detected and Quantified	0.146				uM	Adult (>18 years old)	Female	Normal	HMDB	10573560
Human Blood	Detected and Quantified	0.2				uM	Adult (>18 years old)	Female	Normal	HMDB	16160701
Human Blood	Detected and Quantified	0.238				uM	Adult (>18 years old)	Female	Normal	HMDB	10573560
Human Blood	Detected and Quantified	0.282				uM	Adult (>18 years old)	Female	Normal	HMDB	10573560
Human Blood	Detected and Quantified	0.514				uM	Adult (>18 years old)	Female	Normal	HMDB	10573560
Human Blood	Detected and Quantified	0.601				uM	Adult (>18 years old)	Female	Normal	HMDB	10573560
Human Blood	Detected and Quantified	0.0400	0.0200			uM	Adult (>18 years old)	Both	Normal	HMDB	16465196
Human Blood	Detected and Quantified	0.05	0.04			uM	Adolescent (13-18 years old)	Female	Normal	HMDB	18053685
Human Blood	Detected and Quantified	0.0500	0.0300			uM	Adult (>18 years old)	Both	Normal	HMDB	16465196
Human Blood	Detected and Quantified	0.0500	0.0500			uM	Adult (>18 years old)	Both	Normal	HMDB	15051849
Human Blood	Detected and Quantified	0.0503	0.0373			uM	Adult (>18 years old)	Male	Normal	HMDB	20061366
Human Blood	Detected and Quantified	0.0503	0.0484			uM	Adult (>18 years old)	Male	Normal	HMDB	20061366
Human Blood	Detected and Quantified	0.0555	0.0669			uM	Adult (>18 years old)	Both	Normal	HMDB	16755268
Human Blood	Detected and Quantified	0.0610	0.0700			uM	Adult (>18 years old)	Male	Normal	HMDB	17408529
Human Blood	Detected and Quantified	0.0689	0.0428			uM	Adult (>18 years old)	Male	Normal	HMDB	9126539
Human Blood	Detected and Quantified	0.0689	0.0894			uM	Adult (>18 years old)	Male	Normal	HMDB	20061366
Human Blood	Detected and Quantified	0.0700	0.0500			uM	Adult (>18 years old)	Female	Normal	HMDB	15051849
Human Blood	Detected and Quantified	0.0700	0.0500			uM	Adult (>18 years old)	Male	Normal	HMDB	15051849
Human Blood	Detected and Quantified	0.0700	0.0600			uM	Adult (>18 years old)	Male	Normal	HMDB	15051849
Human Blood	Detected and Quantified	0.0736	0.0514			uM	Adult (>18 years old)	Female	Normal	HMDB	10427874
Human Blood	Detected and Quantified	0.0764	0.121			uM	Adult (>18 years old)	Both	Normal	HMDB	11117617
Human Blood	Detected and Quantified	0.0800	0.0500			uM	Adult (>18 years old)	Male	Normal	HMDB	8922299
Human Blood	Detected and Quantified	0.0810	0.0600			uM	Adult (>18 years old)	Male	Normal	HMDB	15054421
Human Blood	Detected and Quantified	0.0820	0.0530			uM	Adult (>18 years old)	Male	Normal	HMDB	10024624
Human Blood	Detected and Quantified	0.0820	0.0894			uM	Adult (>18 years old)	Female	Normal	HMDB	20061366
Human Blood	Detected and Quantified	0.0880	0.0730			uM	Adult (>18 years old)	Male	Normal	HMDB	15946415
Human Blood	Detected and Quantified	0.0900	0.0400			uM	Adult (>18 years old)	Both	Normal	HMDB	15051849
Human Blood	Detected and Quantified	0.0900	0.0500			uM	Adult (>18 years old)	Female	Normal	HMDB	8922299
Human Blood	Detected and Quantified	0.0900	0.0600			uM	Adult (>18 years old)	Both	Normal	HMDB	15051849
Human Blood	Detected and Quantified	0.0911	0.0577			uM	Adult (>18 years old)	Male	Normal	HMDB	9094932
Human Blood	Detected and Quantified	0.0913	0.0708			uM	Adult (>18 years old)	Both	Normal	HMDB	9126539
Human Blood	Detected and Quantified	0.0960	0.140			uM	Adult (>18 years old)	Female	Normal	HMDB	17408529
Human Blood	Detected and Quantified	0.0969	0.0782			uM	Adult (>18 years old)	Both	Normal	HMDB	9126539
Human Blood	Detected and Quantified	0.0987	0.0801			uM	Adult (>18 years old)	Both	Normal	HMDB	9126539
Human Blood	Detected and Quantified	0.104	0.0801			uM	Adult (>18 years old)	Both	Normal	HMDB	8000300
Human Blood	Detected and Quantified	0.104	0.0857			uM	Adult (>18 years old)	Female	Normal	HMDB	18813024
Human Blood	Detected and Quantified	0.11	0.09			uM	Adult (>18 years old)	Both	Normal	HMDB	15705230
Human Blood	Detected and Quantified	0.110	0.0800			uM	Adult (>18 years old)	Both	Normal	HMDB	15483635
Human Blood	Detected and Quantified	0.110	0.100			uM	Adult (>18 years old)	Male	Normal	HMDB	1512628
Human Blood	Detected and Quantified	0.110	0.120			uM	Adult (>18 years old)	Male	Normal	HMDB	8922299
Human Blood	Detected and Quantified	0.117	0.0870			uM	Adult (>18 years old)	Female	Normal	HMDB	10024624
Human Blood	Detected and Quantified	0.117	0.0913			uM	Adult (>18 years old)	Female	Normal	HMDB	9126539
Human Blood	Detected and Quantified	0.120	0.0600			uM	Adolescent (13-18 years old)	Male	Normal	HMDB	12368412
Human Blood	Detected and Quantified	0.120	0.0900			uM	Adult (>18 years old)	Female	Normal	HMDB	15054421
Human Blood	Detected and Quantified	0.120	0.0900			uM	Children (1 - 13 years old)	Not Specified	Normal	HMDB	18997681
Human Blood	Detected and Quantified	0.120	0.100			uM	Adult (>18 years old)	Female	Normal	HMDB	1512628
Human Blood	Detected and Quantified	0.120	0.110			uM	Adult (>18 years old)	Both	Normal	HMDB	8922299
Human Blood	Detected and Quantified	0.135	0.0920			uM	Adult (>18 years old)	Male	Normal	HMDB	11522560
Human Blood	Detected and Quantified	0.140	0.0700			uM	Adolescent (13-18 years old)	Female	Normal	HMDB	12368412
Human Blood	Detected and Quantified	0.140	0.230			uM	Adult (>18 years old)	Not Specified	Normal	HMDB	17408529
Human Blood	Detected and Quantified	0.150	0.130			uM	Adult (>18 years old)	Female	Normal	HMDB	8922299
Human Blood	Detected and Quantified	0.180	0.151			uM	Adult (>18 years old)	Female	Normal	HMDB	11522560
Human Blood	Detected and Quantified	0.180	0.200			uM	Adult (>18 years old)	Female	Normal	HMDB	15105183
Human Blood	Detected and Quantified	0.190	0.190			uM	Adult (>18 years old)	Female	Normal	HMDB	15105183
Human Blood	Detected and Quantified	0.208	0.00600			uM	Adult (>18 years old)	Female	Normal	HMDB	18300693
Human Blood	Detected and Quantified	110	80			uM	Adult (>18 years old)	Female	Normal	HMDB	8030600
Human Blood	Detected and Quantified	113.990	103.187			uM	Adult (>18 years old)	Male	Normal	HMDB	9568782
Human Blood	Detected and Quantified	124.980	97.599			uM	Adult (>18 years old)	Female	Normal	HMDB	9568782
Human Blood	Detected and Quantified	130.381	74.503			uM	Adult (>18 years old)	Male	Normal	HMDB	21346713
Human Blood	Detected and Quantified	186.259	93.129			uM	Adult (>18 years old)	Female	Normal	HMDB	21346713
Human Blood	Detected and Quantified	70	60			uM	Adult (>18 years old)	Male	Normal	HMDB	8379507
Human Blood	Detected and Quantified	90	70			uM	Adult (>18 years old)	Male	Normal	HMDB	8379507
Human Blood	Detected and Quantified	3.25		0.90	5.60	uM	Adult (>18 years old)	Not Specified	Normal	HMDB	The Merck Manual, 17th ed. Mark H. Beers, MD, Robert Berkow, MD, eds. Whitehouse Station, NJ: Merck Research Labs, 1999.
Human Adipose tissue	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0006271

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

1454806

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92746

PDB ID

Not Available

ChEBI ID

18252

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Murakoshi M, Nishino H, Satomi Y, Takayasu J, Hasegawa T, Tokuda H, Iwashima A, Okuzumi J, Okabe H, Kitano H, et al.: Potent preventive action of alpha-carotene against carcinogenesis: spontaneous liver carcinogenesis and promoting stage of lung and skin carcinogenesis in mice are suppressed more effectively by alpha-carotene than by beta-carotene. Cancer Res. 1992 Dec 1;52(23):6583-7. [PubMed:1423303 ]
Schmitz HH, Poor CL, Wellman RB, Erdman JW Jr: Concentrations of selected carotenoids and vitamin A in human liver, kidney and lung tissue. J Nutr. 1991 Oct;121(10):1613-21. doi: 10.1093/jn/121.10.1613. [PubMed:1765826 ]
Stahl W, Schwarz W, Sies H: Human serum concentrations of all-trans beta- and alpha-carotene but not 9-cis beta-carotene increase upon ingestion of a natural isomer mixture obtained from Dunaliella salina (Betatene). J Nutr. 1993 May;123(5):847-51. doi: 10.1093/jn/123.5.847. [PubMed:8487096 ]
Leo MA, Ahmed S, Aleynik SI, Siegel JH, Kasmin F, Lieber CS: Carotenoids and tocopherols in various hepatobiliary conditions. J Hepatol. 1995 Nov;23(5):550-6. doi: 10.1016/0168-8278(95)80061-1. [PubMed:8583143 ]
Forman MR, Beecher GR, Muesing R, Lanza E, Olson B, Campbell WS, McAdam P, Raymond E, Schulman JD, Graubard BI: The fluctuation of plasma carotenoid concentrations by phase of the menstrual cycle: a controlled diet study. Am J Clin Nutr. 1996 Oct;64(4):559-65. doi: 10.1093/ajcn/64.4.559. [PubMed:8839500 ]
Virtanen SM, van't Veer P, Kok F, Kardinaal AF, Aro A: Predictors of adipose tissue carotenoid and retinol levels in nine countries. The EURAMIC Study. Am J Epidemiol. 1996 Nov 15;144(10):968-79. doi: 10.1093/oxfordjournals.aje.a008867. [PubMed:8916508 ]
Yu MW, Chiang YC, Lien JP, Chen CJ: Plasma antioxidant vitamins, chronic hepatitis B virus infection and urinary aflatoxin B1-DNA adducts in healthy males. Carcinogenesis. 1997 Jun;18(6):1189-94. doi: 10.1093/carcin/18.6.1189. [PubMed:9214602 ]
Kontush A, Spranger T, Reich A, Baum K, Beisiegel U: Lipophilic antioxidants in blood plasma as markers of atherosclerosis: the role of alpha-carotene and gamma-tocopherol. Atherosclerosis. 1999 May;144(1):117-22. doi: 10.1016/s0021-9150(99)00044-1. [PubMed:10381285 ]
Sommerburg O, Meissner K, Nelle M, Lenhartz H, Leichsenring M: Carotenoid supply in breast-fed and formula-fed neonates. Eur J Pediatr. 2000 Jan-Feb;159(1-2):86-90. doi: 10.1007/pl00013811. [PubMed:10653337 ]
Martin KR, Wu D, Meydani M: The effect of carotenoids on the expression of cell surface adhesion molecules and binding of monocytes to human aortic endothelial cells. Atherosclerosis. 2000 Jun;150(2):265-74. doi: 10.1016/s0021-9150(99)00375-5. [PubMed:10856518 ]
El-Sohemy A, Baylin A, Kabagambe E, Ascherio A, Spiegelman D, Campos H: Individual carotenoid concentrations in adipose tissue and plasma as biomarkers of dietary intake. Am J Clin Nutr. 2002 Jul;76(1):172-9. doi: 10.1093/ajcn/76.1.172. [PubMed:12081831 ]
Yadav D, Hertan HI, Schweitzer P, Norkus EP, Pitchumoni CS: Serum and liver micronutrient antioxidants and serum oxidative stress in patients with chronic hepatitis C. Am J Gastroenterol. 2002 Oct;97(10):2634-9. doi: 10.1111/j.1572-0241.2002.06041.x. [PubMed:12385452 ]
Canfield LM, Clandinin MT, Davies DP, Fernandez MC, Jackson J, Hawkes J, Goldman WJ, Pramuk K, Reyes H, Sablan B, Sonobe T, Bo X: Multinational study of major breast milk carotenoids of healthy mothers. Eur J Nutr. 2003 Jun;42(3):133-41. doi: 10.1007/s00394-003-0403-9. [PubMed:12811470 ]
Thomas JB, Kline MC, Schiller SB, Ellerbe PM, Sniegoski LT, Duewer DL, Sharpless KE: Certification of fat-soluble vitamins, carotenoids, and cholesterol in human serum: Standard Reference Material 968b. Anal Bioanal Chem. 1996 Aug;356(1):1-9. doi: 10.1007/s0021663560001. [PubMed:15045249 ]

Showing metabocard for zymosterol (MMDBc0033026)

MOL for #<Metabolite:0x00007f9232c9ac68>

3D MOL for #<Metabolite:0x00007f9232c9ac68>

3D SDF for #<Metabolite:0x00007f9232c9ac68>

3D-SDF for #<Metabolite:0x00007f9232c9ac68>

PDB for #<Metabolite:0x00007f9232c9ac68>

3D PDB for #<Metabolite:0x00007f9232c9ac68>

SMILES for #<Metabolite:0x00007f9232c9ac68>

INCHI for #<Metabolite:0x00007f9232c9ac68>

Structure for #<Metabolite:0x00007f9232c9ac68>

3D Structure for #<Metabolite:0x00007f9232c9ac68>