MiMeDB: Showing metabocard for Stigmasterol (MMDBc0000559)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:40:31 UTC

Update Date

2024-04-30 19:32:59 UTC

Metabolite ID

MMDBc0000559

Metabolite Identification

Common Name

Stigmasterol

Description

Stigmasterol is a phytosterol, meaning it is steroid derived from plants. As a food additive, phytosterols have cholesterol-lowering properties (reducing cholesterol absorption in intestines), and may act in cancer prevention. Phytosterols naturally occur in small amount in vegetable oils, especially soybean oil. One such phytosterol complex, isolated from vegetable oil, is cholestatin, composed of campesterol, stigmasterol, and brassicasterol, and is marketed as a dietary supplement. Sterols can reduce cholesterol in human subjects by up to 15%. The mechanism behind phytosterols and the lowering of cholesterol occurs as follows : the incorporation of cholesterol into micelles in the gastrointestinal tract is inhibited, decreasing the overall amount of cholesterol absorbed. This may in turn help to control body total cholesterol levels, as well as modify HDL, LDL and TAG levels. Many margarines, butters, breakfast cereals and spreads are now enriched with phytosterols and marketed towards people with high cholesterol and a wish to lower it. Stigmasterol is found to be associated with phytosterolemia, which is an inborn error of metabolism.

Structure

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


  Mrv1652309272007292D          

 34 37  0  0  0  0            999 V2000
 9999.976210000.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8380 9999.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6956 9997.3244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5507 9998.1599    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2635 9999.3952    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9762 9998.1599    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1240 9998.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4095 9998.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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10000.049310001.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.478610000.4793    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
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 13 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20  6  1  6  0  0  0
 19  1  1  1  0  0  0
M  END

HMDB0000937
     RDKit          3D
Stigmasterol
 78 81  0  0  0  0  0  0  0  0999 V2000
    7.9389    1.6838   -0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5555    1.5718    0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5152    0.9911   -0.4689 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2334    1.0149    0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4128    0.0203    0.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1200    0.0573    1.1882 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0007    1.2328    2.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0319   -0.2189    0.2382 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309272007292D          

 34 37  0  0  0  0            999 V2000
 9999.976210000.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 23 24  1  0  0  0  0
 23 34  1  6  0  0  0
 24 25  1  0  0  0  0
 24 33  1  6  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 31  1  1  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 31 32  1  0  0  0  0
 23 19  1  0  0  0  0
 23 22  1  0  0  0  0
 13 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20  6  1  6  0  0  0
 19  1  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000559

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)\C=C\[C@@H](CC)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1

> <INCHI_KEY>
HCXVJBMSMIARIN-PHZDYDNGSA-N

> <FORMULA>
C29H48O

> <MOLECULAR_WEIGHT>
412.702

> <EXACT_MASS>
412.370516166

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
53.55229580663386

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,3E,5S)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

> <ALOGPS_LOGP>
6.95

> <JCHEM_LOGP>
7.482555135333334

> <ALOGPS_LOGS>
-7.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.20428950550382

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3972437702926293

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
130.88269999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.73e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,3E,5S)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0000937
     RDKit          3D
Stigmasterol
 78 81  0  0  0  0  0  0  0  0999 V2000
    7.9389    1.6838   -0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5555    1.5718    0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5152    0.9911   -0.4689 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2334    1.0149    0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4128    0.0203    0.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1200    0.0573    1.1882 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0007    1.2328    2.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0319   -0.2189    0.2382 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1959   -1.5793   -0.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2175   -2.0768   -0.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0249   -0.8520   -0.4899 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4932   -1.0330   -0.3795 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0404   -1.2269   -1.7791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3599   -0.6315   -1.9866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1373   -0.0695   -1.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4568    0.4861   -1.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0764    1.3660   -0.4477 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.4572    1.4235   -0.5905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7805    0.8618    0.9540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2880    1.0037    1.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6108   -0.0406    0.3226 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7603   -1.3796    1.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1228    0.1985    0.1807 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4728    0.7251    1.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0177    1.0215    1.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3628   -0.2883    0.7627 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5569   -1.2971    1.8499 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7818   -0.3180   -1.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9602   -0.3362   -2.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0140   -1.4282   -0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4948    0.7616   -0.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0283    2.4323   -0.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5192    2.2126    0.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2199    2.6292    0.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5862    1.1024    1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3434    1.7242   -1.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9950    1.9484    0.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6203   -0.9040   -0.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2060   -0.8274    1.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802    0.9663    2.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0273    1.4189    2.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7225    2.1769    1.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0231    0.5124   -0.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7565   -1.5211   -1.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7149   -2.2911    0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962   -2.9346   -0.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2608   -2.4374   -1.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781   -0.1196   -1.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7497   -1.9680    0.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0438   -2.3109   -2.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3400   -0.7465   -2.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7457   -0.6521   -3.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3740    1.0741   -2.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1525   -0.3456   -1.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7066    2.4290   -0.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7215    1.7063   -1.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0911   -0.2007    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3573    1.4771    1.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9458    2.0287    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0748    0.7693    2.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6678   -1.4725    1.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122   -1.4728    1.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7733   -2.1786    0.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0245    0.9976   -0.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9897    1.6502    1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5394    0.0198    2.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760    1.5865    0.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6058    1.6391    1.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3711   -1.9099    1.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7879   -0.8301    2.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3810   -2.0169    1.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8845   -0.5849   -1.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7896   -1.0106   -1.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3244    0.6535   -2.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6979   -0.8361   -3.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7684   -1.1470    0.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4915   -2.3651   -0.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1069   -1.7151   -0.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
  3 28  1  0
 28 29  1  0
 28 30  1  0
 26  8  1  0
 26 11  1  0
 23 12  1  0
 21 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  4 37  1  0
  5 38  1  0
  6 39  1  1
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  6
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  6
 12 49  1  1
 13 50  1  0
 13 51  1  0
 14 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  1
 18 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 22 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  6
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 30 78  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8666.6228667.865   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8662.6318665.538   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8658.6328661.672   0.000  0.00  0.00           O+0
HETATM    4  H   UNK     0    8663.9618663.232   0.000  0.00  0.00           H+0
HETATM    5  H   UNK     0    8665.2928665.538   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8666.6228663.232   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0    8661.2988664.759   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8659.9648663.989   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8659.9648662.449   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8661.2988661.679   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8662.6328662.449   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8662.6328663.989   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8665.2928667.086   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8663.9598666.316   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8663.9598664.775   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8665.2928664.006   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8663.9618661.679   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8665.2958662.449   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8666.6268666.315   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8666.6268664.775   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8668.0918664.300   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8668.9968665.545   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8668.0918666.791   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8668.0918668.331   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8669.4278669.101   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8670.7598668.331   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8672.0958669.101   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8673.4318668.331   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8674.7638669.101   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8673.4318666.791   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8672.0958670.641   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8673.4318671.411   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8666.7598669.101   0.000  0.00  0.00           C+0
HETATM   34  H   UNK     0    8669.4278667.561   0.000  0.00  0.00           H+0
CONECT    1   19                                                            
CONECT    2   12                                                            
CONECT    3    9                                                            
CONECT    4   15                                                            
CONECT    5   16                                                            
CONECT    6   20                                                            
CONECT    7    8   12                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10    3                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12    7   11    2   15                                             
CONECT   13   14   19                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16    4   12                                             
CONECT   16   15   18    5   20                                             
CONECT   17   18   11                                                       
CONECT   18   17   16                                                       
CONECT   19   20   23   13    1                                             
CONECT   20   19   21   16    6                                             
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   24   34   19   22                                             
CONECT   24   23   25   33                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   31                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   27   32                                                       
CONECT   32   31                                                            
CONECT   33   24                                                            
CONECT   34   23                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    HMDB0000937
HETATM    1  C1  UNL     1       7.939   1.684  -0.105  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.555   1.572   0.402  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.515   0.991  -0.469  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.233   1.015   0.300  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.413   0.020   0.407  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.120   0.057   1.188  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.001   1.233   2.069  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.032  -0.219   0.238  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.196  -1.579  -0.415  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.217  -2.077  -0.733  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.025  -0.852  -0.490  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.493  -1.033  -0.379  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.040  -1.227  -1.779  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.360  -0.631  -1.987  1.00  0.00           C  
HETATM   15  C15 UNL     1      -5.137  -0.070  -1.069  1.00  0.00           C  
HETATM   16  C16 UNL     1      -6.457   0.486  -1.473  1.00  0.00           C  
HETATM   17  C17 UNL     1      -7.076   1.366  -0.448  1.00  0.00           C  
HETATM   18  O1  UNL     1      -8.457   1.423  -0.590  1.00  0.00           O  
HETATM   19  C18 UNL     1      -6.780   0.862   0.954  1.00  0.00           C  
HETATM   20  C19 UNL     1      -5.288   1.004   1.143  1.00  0.00           C  
HETATM   21  C20 UNL     1      -4.611  -0.041   0.323  1.00  0.00           C  
HETATM   22  C21 UNL     1      -4.760  -1.380   1.020  1.00  0.00           C  
HETATM   23  C22 UNL     1      -3.123   0.199   0.181  1.00  0.00           C  
HETATM   24  C23 UNL     1      -2.473   0.725   1.411  1.00  0.00           C  
HETATM   25  C24 UNL     1      -1.018   1.021   1.015  1.00  0.00           C  
HETATM   26  C25 UNL     1      -0.363  -0.288   0.763  1.00  0.00           C  
HETATM   27  C26 UNL     1      -0.557  -1.297   1.850  1.00  0.00           C  
HETATM   28  C27 UNL     1       5.782  -0.318  -1.109  1.00  0.00           C  
HETATM   29  C28 UNL     1       6.960  -0.336  -2.034  1.00  0.00           C  
HETATM   30  C29 UNL     1       6.014  -1.428  -0.086  1.00  0.00           C  
HETATM   31  H1  UNL     1       8.495   0.762  -0.263  1.00  0.00           H  
HETATM   32  H2  UNL     1       8.028   2.432  -0.946  1.00  0.00           H  
HETATM   33  H3  UNL     1       8.519   2.213   0.721  1.00  0.00           H  
HETATM   34  H4  UNL     1       6.220   2.629   0.636  1.00  0.00           H  
HETATM   35  H5  UNL     1       6.586   1.102   1.430  1.00  0.00           H  
HETATM   36  H6  UNL     1       5.343   1.724  -1.308  1.00  0.00           H  
HETATM   37  H7  UNL     1       3.995   1.948   0.798  1.00  0.00           H  
HETATM   38  H8  UNL     1       3.620  -0.904  -0.076  1.00  0.00           H  
HETATM   39  H9  UNL     1       2.206  -0.827   1.867  1.00  0.00           H  
HETATM   40  H10 UNL     1       1.380   0.966   2.955  1.00  0.00           H  
HETATM   41  H11 UNL     1       3.027   1.419   2.512  1.00  0.00           H  
HETATM   42  H12 UNL     1       1.723   2.177   1.594  1.00  0.00           H  
HETATM   43  H13 UNL     1       1.023   0.512  -0.600  1.00  0.00           H  
HETATM   44  H14 UNL     1       1.756  -1.521  -1.368  1.00  0.00           H  
HETATM   45  H15 UNL     1       1.715  -2.291   0.270  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.496  -2.935  -0.101  1.00  0.00           H  
HETATM   47  H17 UNL     1      -0.261  -2.437  -1.786  1.00  0.00           H  
HETATM   48  H18 UNL     1      -0.778  -0.120  -1.304  1.00  0.00           H  
HETATM   49  H19 UNL     1      -2.750  -1.968   0.166  1.00  0.00           H  
HETATM   50  H20 UNL     1      -3.044  -2.311  -2.049  1.00  0.00           H  
HETATM   51  H21 UNL     1      -2.340  -0.746  -2.513  1.00  0.00           H  
HETATM   52  H22 UNL     1      -4.746  -0.652  -3.007  1.00  0.00           H  
HETATM   53  H23 UNL     1      -6.374   1.074  -2.431  1.00  0.00           H  
HETATM   54  H24 UNL     1      -7.153  -0.346  -1.711  1.00  0.00           H  
HETATM   55  H25 UNL     1      -6.707   2.429  -0.518  1.00  0.00           H  
HETATM   56  H26 UNL     1      -8.721   1.706  -1.496  1.00  0.00           H  
HETATM   57  H27 UNL     1      -7.091  -0.201   0.960  1.00  0.00           H  
HETATM   58  H28 UNL     1      -7.357   1.477   1.672  1.00  0.00           H  
HETATM   59  H29 UNL     1      -4.946   2.029   0.882  1.00  0.00           H  
HETATM   60  H30 UNL     1      -5.075   0.769   2.219  1.00  0.00           H  
HETATM   61  H31 UNL     1      -5.668  -1.473   1.625  1.00  0.00           H  
HETATM   62  H32 UNL     1      -3.912  -1.473   1.755  1.00  0.00           H  
HETATM   63  H33 UNL     1      -4.773  -2.179   0.269  1.00  0.00           H  
HETATM   64  H34 UNL     1      -3.025   0.998  -0.612  1.00  0.00           H  
HETATM   65  H35 UNL     1      -2.990   1.650   1.714  1.00  0.00           H  
HETATM   66  H36 UNL     1      -2.539   0.020   2.241  1.00  0.00           H  
HETATM   67  H37 UNL     1      -1.076   1.586   0.067  1.00  0.00           H  
HETATM   68  H38 UNL     1      -0.606   1.639   1.794  1.00  0.00           H  
HETATM   69  H39 UNL     1       0.371  -1.910   1.903  1.00  0.00           H  
HETATM   70  H40 UNL     1      -0.788  -0.830   2.847  1.00  0.00           H  
HETATM   71  H41 UNL     1      -1.381  -2.017   1.670  1.00  0.00           H  
HETATM   72  H42 UNL     1       4.884  -0.585  -1.713  1.00  0.00           H  
HETATM   73  H43 UNL     1       7.790  -1.011  -1.666  1.00  0.00           H  
HETATM   74  H44 UNL     1       7.324   0.653  -2.342  1.00  0.00           H  
HETATM   75  H45 UNL     1       6.698  -0.836  -3.023  1.00  0.00           H  
HETATM   76  H46 UNL     1       5.768  -1.147   0.936  1.00  0.00           H  
HETATM   77  H47 UNL     1       5.491  -2.365  -0.341  1.00  0.00           H  
HETATM   78  H48 UNL     1       7.107  -1.715  -0.058  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4   28   36
CONECT    4    5    5   37
CONECT    5    6   38
CONECT    6    7    8   39
CONECT    7   40   41   42
CONECT    8    9   26   43
CONECT    9   10   44   45
CONECT   10   11   46   47
CONECT   11   12   26   48
CONECT   12   13   23   49
CONECT   13   14   50   51
CONECT   14   15   15   52
CONECT   15   16   21
CONECT   16   17   53   54
CONECT   17   18   19   55
CONECT   18   56
CONECT   19   20   57   58
CONECT   20   21   59   60
CONECT   21   22   23
CONECT   22   61   62   63
CONECT   23   24   64
CONECT   24   25   65   66
CONECT   25   26   67   68
CONECT   26   27
CONECT   27   69   70   71
CONECT   28   29   30   72
CONECT   29   73   74   75
CONECT   30   76   77   78
END

HMDB0000937
     RDKit          3D
Stigmasterol
 78 81  0  0  0  0  0  0  0  0999 V2000
    7.9389    1.6838   -0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5555    1.5718    0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5152    0.9911   -0.4689 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2334    1.0149    0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4128    0.0203    0.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1200    0.0573    1.1882 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0007    1.2328    2.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0319   -0.2189    0.2382 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1959   -1.5793   -0.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2175   -2.0768   -0.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0249   -0.8520   -0.4899 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4932   -1.0330   -0.3795 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0404   -1.2269   -1.7791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3599   -0.6315   -1.9866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1373   -0.0695   -1.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4568    0.4861   -1.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0764    1.3660   -0.4477 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.4572    1.4235   -0.5905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7805    0.8618    0.9540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2880    1.0037    1.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6108   -0.0406    0.3226 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7603   -1.3796    1.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1228    0.1985    0.1807 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4728    0.7251    1.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0177    1.0215    1.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3628   -0.2883    0.7627 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5569   -1.2971    1.8499 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7818   -0.3180   -1.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9602   -0.3362   -2.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0140   -1.4282   -0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4948    0.7616   -0.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0283    2.4323   -0.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5192    2.2126    0.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2199    2.6292    0.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5862    1.1024    1.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3434    1.7242   -1.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9950    1.9484    0.7977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6203   -0.9040   -0.0759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2060   -0.8274    1.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802    0.9663    2.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0273    1.4189    2.5124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7225    2.1769    1.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0231    0.5124   -0.5998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7565   -1.5211   -1.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7149   -2.2911    0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962   -2.9346   -0.1006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2608   -2.4374   -1.7863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781   -0.1196   -1.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7497   -1.9680    0.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0438   -2.3109   -2.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3400   -0.7465   -2.5127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7457   -0.6521   -3.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3740    1.0741   -2.4306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1525   -0.3456   -1.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7066    2.4290   -0.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7215    1.7063   -1.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0911   -0.2007    0.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3573    1.4771    1.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9458    2.0287    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0748    0.7693    2.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6678   -1.4725    1.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122   -1.4728    1.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7733   -2.1786    0.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0245    0.9976   -0.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9897    1.6502    1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5394    0.0198    2.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0760    1.5865    0.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6058    1.6391    1.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3711   -1.9099    1.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7879   -0.8301    2.8474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3810   -2.0169    1.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8845   -0.5849   -1.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7896   -1.0106   -1.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3244    0.6535   -2.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6979   -0.8361   -3.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7684   -1.1470    0.9355 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4915   -2.3651   -0.3409 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1069   -1.7151   -0.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  1
  3 28  1  0
 28 29  1  0
 28 30  1  0
 26  8  1  0
 26 11  1  0
 23 12  1  0
 21 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  4 37  1  0
  5 38  1  0
  6 39  1  1
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  6
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  6
 12 49  1  1
 13 50  1  0
 13 51  1  0
 14 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  1
 18 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 22 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  6
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 30 78  1  0
M  END

Synonyms

Value	Source
(3beta,22E)-Stigmasta-5,22-dien-3-ol	ChEBI
5,22-Cholestadien-24-ethyl-3beta-ol	ChEBI
beta-Stigmasterol	ChEBI
Phytosterol	ChEBI
Poriferasterol	ChEBI
Stigmasta-5,22-dien-3beta-ol	ChEBI
(3b,22E)-Stigmasta-5,22-dien-3-ol	Generator
(3β,22E)-Stigmasta-5,22-dien-3-ol	Generator
5,22-Cholestadien-24-ethyl-3b-ol	Generator
5,22-Cholestadien-24-ethyl-3β-ol	Generator
b-Stigmasterol	Generator
β-Stigmasterol	Generator
Stigmasta-5,22-dien-3b-ol	Generator
Stigmasta-5,22-dien-3β-ol	Generator
(24S)-5,22-Stigmastadien-3b-ol	HMDB
17-(4-Ethyl-1,5-dimethyl-hex-2-enyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol	HMDB
Stigmasta-5,22-dien-3-b-ol	HMDB
Stigmasta-5,22-dien-3-beta-ol	HMDB
Stigmasterin	HMDB
(24S)-24-Ethylcholesta-5,22-dien-3beta-ol	HMDB
(24S)-24-Ethylcholesta-5,22-dien-3β-ol	HMDB
(24S)-5,22-Stigmastadien-3beta-ol	HMDB
(24S)-5,22-Stigmastadien-3β-ol	HMDB
(24S)-Stigmast-5,22-dien-3beta-ol	HMDB
(24S)-Stigmast-5,22-dien-3β-ol	HMDB
24-Ethyl-5,22-cholestadien-3beta-ol	HMDB
24-Ethyl-5,22-cholestadien-3β-ol	HMDB
24beta-Ethyl-5,22-cholestadien-3beta-ol	HMDB
24β-Ethyl-5,22-cholestadien-3β-ol	HMDB
Stigmasta-5,22(E)-dien-3beta-ol	HMDB
Stigmasta-5,22(E)-dien-3β-ol	HMDB
Stigmasterol	HMDB
delta5,22-Stigmastadien-3beta-ol	HMDB
delta5-Stigmasterol	HMDB
Δ5,22-Stigmastadien-3β-ol	HMDB
Δ5-Stigmasterol	HMDB

Molecular Formula

C₂₉H₄₈O

Average Mass

412.702

Monoisotopic Mass

412.370516166

IUPAC Name

(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,3E,5S)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

Traditional Name

(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,3E,5S)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)\C=C\[C@@H](CC)C(C)C

InChI Identifier

InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1

InChI Key

HCXVJBMSMIARIN-PHZDYDNGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Substituents

C24-propyl-sterol-skeleton
Stigmastane-skeleton
Triterpenoid
3-hydroxy-delta-5-steroid
3-hydroxysteroid
Hydroxysteroid
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3beta-sterol (CHEBI:28824 )
phytosterols (CHEBI:28824 )
stigmastane (C05442 )
Stigmasterols and C24-ethyl derivatives (C05442 )
Stigmastane and derivatives (C05442 )
Stigmasterols and C24-ethyl derivatives (LMST01040123 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.7e-05 g/L	ALOGPS
logP	6.95	ALOGPS
logP	7.48	ChemAxon
logS	-7.2	ALOGPS
pKa (Strongest Acidic)	18.2	ChemAxon
pKa (Strongest Basic)	-1.4	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	5	ChemAxon
Refractivity	130.88 m³·mol⁻¹	ChemAxon
Polarizability	53.55 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

Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Urine

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
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

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Sitosterolemia		Association	Human Blood	HMDB	7595097

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Bacteroidetes	2	Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria/Eubacteria	Firmicutes	2	Human ; Human feces; Human stool	Indirect association between microbiota composition and metabolites measured in host biospecimen
Bacteria/Eubacteria	Actinobacteria	1	Human vaginal fluid; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Food Exposures

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	46.8	1.2			uM	Adult (>18 years old)	Both	Phytosterolemia	HMDB	7595097
Human Urine	Detected and Quantified	0.00003	0.00003			umol/mmol creatinine	Adult (>18 years old)	Female	Normal	HMDB	17613052
Human Blood	Detected and Quantified	5.573	0.727			uM	Adult (>18 years old)	Not Specified	Normal	HMDB	7595097
Human Blood	Detected and Quantified	11.15		0.24	55.00	uM	Children (1-13 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Feces	Detected but not Quantified						Infant (0-1 year old)	NULL	Normal	HMDB	24628373
Human Feces	Detected but not Quantified						Infant (0-1 year old)	Not Specified	Normal	HMDB	24628373
Human Feces	Detected but not Quantified						Infant (0-1 year old)	Not Specified	Normal	HMDB	24628373
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0000937

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Stigmasterol

METLIN ID

168

PubChem Compound

5280794

PDB ID

Not Available

ChEBI ID

28824

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Morin RJ, Elms NJ: Rapid microanalysis of cholesterol in bile and serum by gas chromatography. Ann Clin Lab Sci. 1975 Jan-Feb;5(1):52-6. [PubMed:1111441 ]
Miettinen TA: Phytosterolaemia, xanthomatosis and premature atherosclerotic arterial disease: a case with high plant sterol absorption, impaired sterol elimination and low cholesterol synthesis. Eur J Clin Invest. 1980 Feb;10(1):27-35. doi: 10.1111/j.1365-2362.1980.tb00006.x. [PubMed:6768564 ]
Phillips KM, Ruggio DM, Bailey JA: Precise quantitative determination of phytosterols, stanols, and cholesterol metabolites in human serum by capillary gas-liquid chromatography. J Chromatogr B Biomed Sci Appl. 1999 Sep 10;732(1):17-29. doi: 10.1016/s0378-4347(99)00257-1. [PubMed:10517218 ]
Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. doi: 10.1016/s1570-0232(03)00277-0. [PubMed:12829005 ]
Valsta LM, Lemstrom A, Ovaskainen ML, Lampi AM, Toivo J, Korhonen T, Piironen V: Estimation of plant sterol and cholesterol intake in Finland: quality of new values and their effect on intake. Br J Nutr. 2004 Oct;92(4):671-8. doi: 10.1079/bjn20041234. [PubMed:15522137 ]
Noblet JA, Young DL, Zeng EY, Ensari S: Use of fecal steroids to infer the sources of fecal indicator bacteria in the Lower Santa Ana River Watershed, California: sewage is unlikely a significant source. Environ Sci Technol. 2004 Nov 15;38(22):6002-8. doi: 10.1021/es049799v. [PubMed:15573599 ]
Urech K, Scher JM, Hostanska K, Becker H: Apoptosis inducing activity of viscin, a lipophilic extract from Viscum album L. J Pharm Pharmacol. 2005 Jan;57(1):101-9. doi: 10.1211/0022357055083. [PubMed:15638998 ]
Triana J, Lopez M, Perez FJ, Gonzalez-Platas J, Quintana J, Estevez F, Leon F, Bermejo J: Sesquiterpenoids from Pulicaria canariensis and their cytotoxic activities. J Nat Prod. 2005 Apr;68(4):523-31. doi: 10.1021/np0496183. [PubMed:15844941 ]
Kabouche A, Boutaghane N, Kabouche Z, Seguin E, Tillequin F, Benlabed K: Components and antibacterial activity of the roots of Salvia jaminiana. Fitoterapia. 2005 Jul;76(5):450-2. doi: 10.1016/j.fitote.2005.03.011. [PubMed:15893885 ]

Showing metabocard for Stigmasterol (MMDBc0000559)

MOL for #<Metabolite:0x00007f923d8e7700>

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Structure for #<Metabolite:0x00007f923d8e7700>

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