MiMeDB: Showing metabocard for (S)-Methylmalonyl-CoA (MMDBc0029694)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:37:51 UTC

Update Date

2022-08-31 17:12:41 UTC

Metabolite ID

MMDBc0029694

Metabolite Identification

Common Name

(S)-Methylmalonyl-CoA

Description

Methylmalonyl-CoA is an intermediate in the metabolism of Propanoate.

Structure

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

R-Methylmalonyl-CoA.mol
  Mrv0541 02231219292D          

 55 57  0  0  0  0            999 V2000
    5.5816   -2.6812    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7286   -1.8497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9835    0.2698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4986   -0.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9835   -1.0651    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7681   -0.8102    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7681    0.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4356   -1.2951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2202    1.5797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4356    1.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4356    0.4997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2202    0.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5558   -0.5089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3762   -0.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.5256    0.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2948    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2961   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2961   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  3  7  1  0  0  0  0
  6  8  1  1  0  0  0
  9 10  2  0  0  0  0
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 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
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 16 17  2  0  0  0  0
  9 17  1  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
  7 11  1  0  0  0  0
 21 22  2  0  0  0  0
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 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 29 30  1  0  0  0  0
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 31 34  1  1  0  0  0
 35 36  1  0  0  0  0
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 39 40  1  0  0  0  0
 36 38  1  0  0  0  0
 31 35  1  0  0  0  0
 25 28  1  0  0  0  0
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  4 19  1  0  0  0  0
  5  2  1  1  0  0  0
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  2 48  1  0  0  0  0
  1 46  1  0  0  0  0
  1 52  1  0  0  0  0
  1 53  1  6  0  0  0
 52 54  1  0  0  0  0
 52 55  2  0  0  0  0
M  END

HMDB0002310
     RDKit          3D
S-Methylmalonyl-CoA
 95 97  0  0  0  0  0  0  0  0999 V2000
    7.8846   -0.9679    1.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9583   -0.7179    0.7115 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7676    0.4309    1.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9718    0.2863    1.4802 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1471    1.6532    1.4570 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8606   -1.8595    0.5901 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6045   -2.8298    1.3529 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2151   -2.0233   -0.4662 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3599   -1.1181   -1.9547 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5558   -1.6568   -3.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1540   -1.5892   -2.9218 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4517   -0.3420   -2.8517 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1228    0.7080   -2.9437 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9830   -0.3900   -2.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3721    0.9864   -2.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9346    0.9128   -2.4312 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4052    0.3069   -1.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1663   -0.1556   -0.3950 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9528    0.2152   -1.0547 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2259    0.7856   -2.1113 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5083    0.7447    0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2057   -0.0704    1.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7598    2.2196    0.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
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 23 76  1  0
 23 77  1  0
 23 78  1  0
 24 79  1  0
 24 80  1  0
 28 81  1  0
 32 82  1  0
 34 83  1  0
 34 84  1  0
 35 85  1  0
 37 86  1  0
 39 87  1  0
 43 88  1  0
 43 89  1  0
 45 90  1  0
 48 91  1  1
 49 92  1  0
 50 93  1  1
 54 94  1  0
 55 95  1  0
M  END

R-Methylmalonyl-CoA.mol
  Mrv0541 02231219292D          

 55 57  0  0  0  0            999 V2000
    5.5816   -2.6812    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7286   -1.8497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9835    0.2698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4986   -0.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9835   -1.0651    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7681   -0.8102    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7681    0.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4356   -1.2951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2202    1.5797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4356    1.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4356    0.4997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2202    0.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5558   -0.5089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3762   -0.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8612    0.0723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5256    0.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7051    0.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0105    1.4933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6736   -0.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2611   -1.1121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4361   -1.1121    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4361   -1.9371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3889   -1.1121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4361   -0.2872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2784    0.1253    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.6909   -0.5891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9929    0.5378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1341    0.8398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2784    1.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1341    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5804    2.6812    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8486    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5466    2.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5804    3.5062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948    2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2948    1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0093    2.6812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0093    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0093    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7238   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7238   -1.0312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4382    0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4382   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4382   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1527   -2.6812    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.8672   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8672   -1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3119   -2.4331    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8953   -1.8497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8953   -3.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286   -3.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2961   -2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5815   -3.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0105   -2.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2961   -1.4438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  3  7  1  0  0  0  0
  6  8  1  1  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  9 17  1  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
  7 11  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 28 29  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
 31 34  1  1  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 38 39  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  2  0  0  0  0
 43 44  1  0  0  0  0
 46 47  2  0  0  0  0
 45 46  1  0  0  0  0
 44 45  1  0  0  0  0
 41 43  1  0  0  0  0
 39 40  1  0  0  0  0
 36 38  1  0  0  0  0
 31 35  1  0  0  0  0
 25 28  1  0  0  0  0
 24 25  1  0  0  0  0
 21 24  1  0  0  0  0
 20 21  1  0  0  0  0
 19 20  1  0  0  0  0
  4 19  1  0  0  0  0
  5  2  1  1  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 48 51  2  0  0  0  0
  2 48  1  0  0  0  0
  1 46  1  0  0  0  0
  1 52  1  0  0  0  0
  1 53  1  6  0  0  0
 52 54  1  0  0  0  0
 52 55  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029694

> <DATABASE_NAME>
MIME

> <SMILES>
C[C@@H](C(O)=O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12

> <INCHI_IDENTIFIER>
InChI=1S/C25H40N7O19P3S/c1-12(23(37)38)24(39)55-7-6-27-14(33)4-5-28-21(36)18(35)25(2,3)9-48-54(45,46)51-53(43,44)47-8-13-17(50-52(40,41)42)16(34)22(49-13)32-11-31-15-19(26)29-10-30-20(15)32/h10-13,16-18,22,34-35H,4-9H2,1-3H3,(H,27,33)(H,28,36)(H,37,38)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42)/t12-,13?,16+,17+,18-,22?/m0/s1

> <INCHI_KEY>
MZFOKIKEPGUZEN-JDVCRUKVSA-N

> <FORMULA>
C25H40N7O19P3S

> <MOLECULAR_WEIGHT>
867.607

> <EXACT_MASS>
867.131252359

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
76.39176048151957

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-3-[(2-{3-[(2R)-3-[({[({[(3S,4R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-2-methyl-3-oxopropanoic acid

> <ALOGPS_LOGP>
-0.60

> <JCHEM_LOGP>
-6.544466738792172

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.8294145182459967

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8248176615517999

> <JCHEM_PKA_STRONGEST_BASIC>
4.974397514089584

> <JCHEM_POLAR_SURFACE_AREA>
400.92999999999995

> <JCHEM_REFRACTIVITY>
183.12660000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.57e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-3-[(2-{3-[(2R)-3-{[({[(3S,4R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-2-methyl-3-oxopropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002310
     RDKit          3D
S-Methylmalonyl-CoA
 95 97  0  0  0  0  0  0  0  0999 V2000
    7.8846   -0.9679    1.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9583   -0.7179    0.7115 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7676    0.4309    1.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9718    0.2863    1.4802 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1471    1.6532    1.4570 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8606   -1.8595    0.5901 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6045   -2.8298    1.3529 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2151   -2.0233   -0.4662 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3599   -1.1181   -1.9547 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5558   -1.6568   -3.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1540   -1.5892   -2.9218 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4517   -0.3420   -2.8517 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1228    0.7080   -2.9437 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9830   -0.3900   -2.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3721    0.9864   -2.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9346    0.9128   -2.4312 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4052    0.3069   -1.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1663   -0.1556   -0.3950 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9528    0.2152   -1.0547 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2259    0.7856   -2.1113 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5083    0.7447    0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2057   -0.0704    1.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7598    2.2196    0.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0281    0.4775    0.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5254    0.9380    1.6500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1153    0.6216    1.8196 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.9269    1.8715    1.9401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3174   -0.3848    3.1849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314   -0.2226    0.4648 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8017   -1.3830    0.8208 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.1906   -2.0428   -0.4891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1899   -2.5590    1.8820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1990   -0.7502    1.4921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8254    0.0605    0.5500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1040    0.6633    1.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9600   -0.3423    1.4482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0360   -0.3809    0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1979   -0.8279    1.3900 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3133   -0.8386    2.7176 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5238   -1.3147    3.0360 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2063   -1.6179    1.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4579   -2.1268    1.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3428   -2.4514    2.6920 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8141   -2.3039    0.3799 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9737   -1.9942   -0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7539   -1.4991   -0.3918 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3516   -1.3034    0.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2043    1.0531    0.1921 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.0045    1.2464   -0.8880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7971    1.5201    0.0582 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1894    1.2887   -1.1337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4397    2.5603   -1.8764 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.9991    2.1565   -2.1411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0919    2.9228   -3.4102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3495    3.9587   -0.9118 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3061   -0.0425    1.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2109   -1.7921    1.4765 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3630   -1.2130    2.7459 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4389   -0.4182   -0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5605    2.3348    2.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0466   -0.0341   -1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4480   -1.1009   -2.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8512   -1.1215   -4.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8417   -2.7475   -3.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6112   -2.4951   -2.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6007   -0.9543   -3.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7863   -0.9830   -1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8636    1.5500   -1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5895    1.5286   -3.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2841    1.3103   -3.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6990   -0.8816   -1.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4225    1.7643   -2.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4871   -1.0702    1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0870    0.5315    1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5453   -0.2338    2.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2660    2.4021    1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957    2.7995    0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3991    2.6203   -0.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8326   -0.6013    0.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4728    1.0194   -0.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8260    0.0694    3.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5221   -2.3520    2.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0074   -0.4866   -0.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0858    0.8700    0.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8397    1.2301    2.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8574   -1.0608   -0.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5422   -0.5115    3.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1616   -3.1544    3.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2635   -1.9597    2.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2573   -2.1354   -1.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6604    1.5932    1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8920    1.6130   -0.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7046    2.5734    0.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7244    2.1683   -3.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2778    4.2262   -0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 30 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 42 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  2  0
 37 48  1  0
 48 49  1  0
 48 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  2  0
 52 54  1  0
 52 55  1  0
 50 35  1  0
 47 38  1  0
 47 41  1  0
  1 56  1  0
  1 57  1  0
  1 58  1  0
  2 59  1  6
  5 60  1  0
  9 61  1  0
  9 62  1  0
 10 63  1  0
 10 64  1  0
 11 65  1  0
 14 66  1  0
 14 67  1  0
 15 68  1  0
 15 69  1  0
 16 70  1  0
 19 71  1  1
 20 72  1  0
 22 73  1  0
 22 74  1  0
 22 75  1  0
 23 76  1  0
 23 77  1  0
 23 78  1  0
 24 79  1  0
 24 80  1  0
 28 81  1  0
 32 82  1  0
 34 83  1  0
 34 84  1  0
 35 85  1  0
 37 86  1  0
 39 87  1  0
 43 88  1  0
 43 89  1  0
 45 90  1  0
 48 91  1  1
 49 92  1  0
 50 93  1  1
 54 94  1  0
 55 95  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: R-Methylmalonyl-CoA.mol                           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      10.419  -5.005   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.093  -3.453   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      -5.569   0.504   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -4.664  -0.742   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.569  -1.988   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.034  -1.512   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.034   0.028   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -8.280  -2.418   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      -9.744   2.949   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -8.280   2.473   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -8.280   0.933   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -9.744   0.457   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0     -10.371  -0.950   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0     -11.902  -1.111   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0     -12.808   0.135   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0     -12.181   1.542   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.650   1.703   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0     -13.086   2.787   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -3.124  -0.742   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.354  -2.076   0.000  0.00  0.00           O+0
HETATM   21  P   UNK     0      -0.814  -2.076   0.000  0.00  0.00           P+0
HETATM   22  O   UNK     0      -0.814  -3.616   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.726  -2.076   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -0.814  -0.536   0.000  0.00  0.00           O+0
HETATM   25  P   UNK     0       0.520   0.234   0.000  0.00  0.00           P+0
HETATM   26  O   UNK     0       1.290  -1.100   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.853   1.004   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -0.250   1.568   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.520   2.901   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.250   4.235   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.083   5.005   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.584   3.465   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.020   5.568   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       1.083   6.545   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       2.417   4.235   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0       2.417   2.695   0.000  0.00  0.00           N+0
HETATM   37  O   UNK     0       3.751   5.005   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       3.751   1.925   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.751   0.385   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.084  -0.385   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0       5.084  -1.925   0.000  0.00  0.00           N+0
HETATM   42  O   UNK     0       6.418   0.385   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       6.418  -2.695   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       6.418  -4.235   0.000  0.00  0.00           C+0
HETATM   45  S   UNK     0       7.752  -5.005   0.000  0.00  0.00           S+0
HETATM   46  C   UNK     0       9.085  -4.235   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       9.085  -2.695   0.000  0.00  0.00           O+0
HETATM   48  P   UNK     0      -6.182  -4.542   0.000  0.00  0.00           P+0
HETATM   49  O   UNK     0      -7.271  -3.453   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -7.271  -5.631   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -5.093  -5.631   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      11.753  -4.235   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      10.419  -6.545   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      13.086  -5.005   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      11.753  -2.695   0.000  0.00  0.00           O+0
CONECT    1   46   52   53                                                  
CONECT    2    5   48                                                       
CONECT    3    4    7                                                       
CONECT    4    3    5   19                                                  
CONECT    5    4    6    2                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    3   11                                                  
CONECT    8    6                                                            
CONECT    9   10   17                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12    7                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16    9   12                                                  
CONECT   18   16                                                            
CONECT   19   20    4                                                       
CONECT   20   21   19                                                       
CONECT   21   22   23   24   20                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   25   21                                                       
CONECT   25   26   27   28   24                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   29   25                                                       
CONECT   29   30   28                                                       
CONECT   30   29   31   32   33                                             
CONECT   31   30   34   35                                                  
CONECT   32   30                                                            
CONECT   33   30                                                            
CONECT   34   31                                                            
CONECT   35   36   37   31                                                  
CONECT   36   35   38                                                       
CONECT   37   35                                                            
CONECT   38   39   36                                                       
CONECT   39   38   40                                                       
CONECT   40   41   42   39                                                  
CONECT   41   40   43                                                       
CONECT   42   40                                                            
CONECT   43   44   41                                                       
CONECT   44   43   45                                                       
CONECT   45   46   44                                                       
CONECT   46   47   45    1                                                  
CONECT   47   46                                                            
CONECT   48   49   50   51    2                                             
CONECT   49   48                                                            
CONECT   50   48                                                            
CONECT   51   48                                                            
CONECT   52    1   54   55                                                  
CONECT   53    1                                                            
CONECT   54   52                                                            
CONECT   55   52                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  114    0
END

COMPND    HMDB0002310
HETATM    1  C1  UNL     1       7.885  -0.968   1.775  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.958  -0.718   0.711  1.00  0.00           C  
HETATM    3  C3  UNL     1       9.768   0.431   1.241  1.00  0.00           C  
HETATM    4  O1  UNL     1      10.972   0.286   1.480  1.00  0.00           O  
HETATM    5  O2  UNL     1       9.147   1.653   1.457  1.00  0.00           O  
HETATM    6  C4  UNL     1       9.861  -1.859   0.590  1.00  0.00           C  
HETATM    7  O3  UNL     1       9.605  -2.830   1.353  1.00  0.00           O  
HETATM    8  S1  UNL     1      11.215  -2.023  -0.466  1.00  0.00           S  
HETATM    9  C5  UNL     1      11.360  -1.118  -1.955  1.00  0.00           C  
HETATM   10  C6  UNL     1      10.556  -1.657  -3.090  1.00  0.00           C  
HETATM   11  N1  UNL     1       9.154  -1.589  -2.922  1.00  0.00           N  
HETATM   12  C7  UNL     1       8.452  -0.342  -2.852  1.00  0.00           C  
HETATM   13  O4  UNL     1       9.123   0.708  -2.944  1.00  0.00           O  
HETATM   14  C8  UNL     1       6.983  -0.390  -2.676  1.00  0.00           C  
HETATM   15  C9  UNL     1       6.372   0.986  -2.624  1.00  0.00           C  
HETATM   16  N2  UNL     1       4.935   0.913  -2.431  1.00  0.00           N  
HETATM   17  C10 UNL     1       4.405   0.307  -1.261  1.00  0.00           C  
HETATM   18  O5  UNL     1       5.166  -0.156  -0.395  1.00  0.00           O  
HETATM   19  C11 UNL     1       2.953   0.215  -1.055  1.00  0.00           C  
HETATM   20  O6  UNL     1       2.226   0.786  -2.111  1.00  0.00           O  
HETATM   21  C12 UNL     1       2.508   0.745   0.283  1.00  0.00           C  
HETATM   22  C13 UNL     1       3.206  -0.070   1.360  1.00  0.00           C  
HETATM   23  C14 UNL     1       2.760   2.220   0.419  1.00  0.00           C  
HETATM   24  C15 UNL     1       1.028   0.478   0.443  1.00  0.00           C  
HETATM   25  O7  UNL     1       0.525   0.938   1.650  1.00  0.00           O  
HETATM   26  P1  UNL     1      -1.115   0.622   1.820  1.00  0.00           P  
HETATM   27  O8  UNL     1      -1.927   1.872   1.940  1.00  0.00           O  
HETATM   28  O9  UNL     1      -1.317  -0.385   3.185  1.00  0.00           O  
HETATM   29  O10 UNL     1      -1.631  -0.223   0.465  1.00  0.00           O  
HETATM   30  P2  UNL     1      -2.802  -1.383   0.821  1.00  0.00           P  
HETATM   31  O11 UNL     1      -3.191  -2.043  -0.489  1.00  0.00           O  
HETATM   32  O12 UNL     1      -2.190  -2.559   1.882  1.00  0.00           O  
HETATM   33  O13 UNL     1      -4.199  -0.750   1.492  1.00  0.00           O  
HETATM   34  C16 UNL     1      -4.825   0.060   0.550  1.00  0.00           C  
HETATM   35  C17 UNL     1      -6.104   0.663   1.099  1.00  0.00           C  
HETATM   36  O14 UNL     1      -6.960  -0.342   1.448  1.00  0.00           O  
HETATM   37  C18 UNL     1      -8.036  -0.381   0.602  1.00  0.00           C  
HETATM   38  N3  UNL     1      -9.198  -0.828   1.390  1.00  0.00           N  
HETATM   39  C19 UNL     1      -9.313  -0.839   2.718  1.00  0.00           C  
HETATM   40  N4  UNL     1     -10.524  -1.315   3.036  1.00  0.00           N  
HETATM   41  C20 UNL     1     -11.206  -1.618   1.930  1.00  0.00           C  
HETATM   42  C21 UNL     1     -12.458  -2.127   1.651  1.00  0.00           C  
HETATM   43  N5  UNL     1     -13.343  -2.451   2.692  1.00  0.00           N  
HETATM   44  N6  UNL     1     -12.814  -2.304   0.380  1.00  0.00           N  
HETATM   45  C22 UNL     1     -11.974  -1.994  -0.632  1.00  0.00           C  
HETATM   46  N7  UNL     1     -10.754  -1.499  -0.392  1.00  0.00           N  
HETATM   47  C23 UNL     1     -10.352  -1.303   0.891  1.00  0.00           C  
HETATM   48  C24 UNL     1      -8.204   1.053   0.192  1.00  0.00           C  
HETATM   49  O15 UNL     1      -9.005   1.246  -0.888  1.00  0.00           O  
HETATM   50  C25 UNL     1      -6.797   1.520   0.058  1.00  0.00           C  
HETATM   51  O16 UNL     1      -6.189   1.289  -1.134  1.00  0.00           O  
HETATM   52  P3  UNL     1      -5.440   2.560  -1.876  1.00  0.00           P  
HETATM   53  O17 UNL     1      -3.999   2.156  -2.141  1.00  0.00           O  
HETATM   54  O18 UNL     1      -6.092   2.923  -3.410  1.00  0.00           O  
HETATM   55  O19 UNL     1      -5.350   3.959  -0.912  1.00  0.00           O  
HETATM   56  H1  UNL     1       7.306  -0.042   1.884  1.00  0.00           H  
HETATM   57  H2  UNL     1       7.211  -1.792   1.476  1.00  0.00           H  
HETATM   58  H3  UNL     1       8.363  -1.213   2.746  1.00  0.00           H  
HETATM   59  H4  UNL     1       8.439  -0.418  -0.187  1.00  0.00           H  
HETATM   60  H5  UNL     1       9.561   2.335   2.081  1.00  0.00           H  
HETATM   61  H6  UNL     1      11.047  -0.034  -1.837  1.00  0.00           H  
HETATM   62  H7  UNL     1      12.448  -1.101  -2.278  1.00  0.00           H  
HETATM   63  H8  UNL     1      10.851  -1.121  -4.061  1.00  0.00           H  
HETATM   64  H9  UNL     1      10.842  -2.748  -3.287  1.00  0.00           H  
HETATM   65  H10 UNL     1       8.611  -2.495  -2.845  1.00  0.00           H  
HETATM   66  H11 UNL     1       6.601  -0.954  -3.585  1.00  0.00           H  
HETATM   67  H12 UNL     1       6.786  -0.983  -1.776  1.00  0.00           H  
HETATM   68  H13 UNL     1       6.864   1.550  -1.812  1.00  0.00           H  
HETATM   69  H14 UNL     1       6.589   1.529  -3.574  1.00  0.00           H  
HETATM   70  H15 UNL     1       4.284   1.310  -3.163  1.00  0.00           H  
HETATM   71  H16 UNL     1       2.699  -0.882  -1.056  1.00  0.00           H  
HETATM   72  H17 UNL     1       2.423   1.764  -2.123  1.00  0.00           H  
HETATM   73  H18 UNL     1       3.487  -1.070   1.000  1.00  0.00           H  
HETATM   74  H19 UNL     1       4.087   0.532   1.706  1.00  0.00           H  
HETATM   75  H20 UNL     1       2.545  -0.234   2.249  1.00  0.00           H  
HETATM   76  H21 UNL     1       3.266   2.402   1.396  1.00  0.00           H  
HETATM   77  H22 UNL     1       1.796   2.799   0.358  1.00  0.00           H  
HETATM   78  H23 UNL     1       3.399   2.620  -0.404  1.00  0.00           H  
HETATM   79  H24 UNL     1       0.833  -0.601   0.292  1.00  0.00           H  
HETATM   80  H25 UNL     1       0.473   1.019  -0.372  1.00  0.00           H  
HETATM   81  H26 UNL     1      -0.826   0.069   3.933  1.00  0.00           H  
HETATM   82  H27 UNL     1      -2.522  -2.352   2.805  1.00  0.00           H  
HETATM   83  H28 UNL     1      -5.007  -0.487  -0.400  1.00  0.00           H  
HETATM   84  H29 UNL     1      -4.086   0.870   0.293  1.00  0.00           H  
HETATM   85  H30 UNL     1      -5.840   1.230   2.004  1.00  0.00           H  
HETATM   86  H31 UNL     1      -7.857  -1.061  -0.240  1.00  0.00           H  
HETATM   87  H32 UNL     1      -8.542  -0.511   3.400  1.00  0.00           H  
HETATM   88  H33 UNL     1     -13.162  -3.154   3.432  1.00  0.00           H  
HETATM   89  H34 UNL     1     -14.263  -1.960   2.749  1.00  0.00           H  
HETATM   90  H35 UNL     1     -12.257  -2.135  -1.666  1.00  0.00           H  
HETATM   91  H36 UNL     1      -8.660   1.593   1.068  1.00  0.00           H  
HETATM   92  H37 UNL     1      -9.892   1.613  -0.623  1.00  0.00           H  
HETATM   93  H38 UNL     1      -6.705   2.573   0.387  1.00  0.00           H  
HETATM   94  H39 UNL     1      -6.724   2.168  -3.610  1.00  0.00           H  
HETATM   95  H40 UNL     1      -6.278   4.226  -0.707  1.00  0.00           H  
CONECT    1    2   56   57   58
CONECT    2    3    6   59
CONECT    3    4    4    5
CONECT    5   60
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   61   62
CONECT   10   11   63   64
CONECT   11   12   65
CONECT   12   13   13   14
CONECT   14   15   66   67
CONECT   15   16   68   69
CONECT   16   17   70
CONECT   17   18   18   19
CONECT   19   20   21   71
CONECT   20   72
CONECT   21   22   23   24
CONECT   22   73   74   75
CONECT   23   76   77   78
CONECT   24   25   79   80
CONECT   25   26
CONECT   26   27   27   28   29
CONECT   28   81
CONECT   29   30
CONECT   30   31   31   32   33
CONECT   32   82
CONECT   33   34
CONECT   34   35   83   84
CONECT   35   36   50   85
CONECT   36   37
CONECT   37   38   48   86
CONECT   38   39   47
CONECT   39   40   40   87
CONECT   40   41
CONECT   41   42   42   47
CONECT   42   43   44
CONECT   43   88   89
CONECT   44   45   45
CONECT   45   46   90
CONECT   46   47   47
CONECT   48   49   50   91
CONECT   49   92
CONECT   50   51   93
CONECT   51   52
CONECT   52   53   53   54   55
CONECT   54   94
CONECT   55   95
END

HMDB0002310
     RDKit          3D
S-Methylmalonyl-CoA
 95 97  0  0  0  0  0  0  0  0999 V2000
    7.8846   -0.9679    1.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9583   -0.7179    0.7115 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7676    0.4309    1.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9718    0.2863    1.4802 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1471    1.6532    1.4570 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8606   -1.8595    0.5901 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6045   -2.8298    1.3529 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2151   -2.0233   -0.4662 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3599   -1.1181   -1.9547 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5558   -1.6568   -3.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1540   -1.5892   -2.9218 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4517   -0.3420   -2.8517 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1228    0.7080   -2.9437 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9830   -0.3900   -2.6759 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3721    0.9864   -2.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9346    0.9128   -2.4312 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4052    0.3069   -1.2608 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1663   -0.1556   -0.3950 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9528    0.2152   -1.0547 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2259    0.7856   -2.1113 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5083    0.7447    0.2834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2057   -0.0704    1.3596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7598    2.2196    0.4190 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0281    0.4775    0.4433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5254    0.9380    1.6500 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1153    0.6216    1.8196 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.9269    1.8715    1.9401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3174   -0.3848    3.1849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314   -0.2226    0.4648 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8017   -1.3830    0.8208 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.1906   -2.0428   -0.4891 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1899   -2.5590    1.8820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1990   -0.7502    1.4921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8254    0.0605    0.5500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1040    0.6633    1.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9600   -0.3423    1.4482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0360   -0.3809    0.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1979   -0.8279    1.3900 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3133   -0.8386    2.7176 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5238   -1.3147    3.0360 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2063   -1.6179    1.9296 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4579   -2.1268    1.6511 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3428   -2.4514    2.6920 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8141   -2.3039    0.3799 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9737   -1.9942   -0.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7539   -1.4991   -0.3918 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3516   -1.3034    0.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2043    1.0531    0.1921 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.0045    1.2464   -0.8880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7971    1.5201    0.0582 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1894    1.2887   -1.1337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4397    2.5603   -1.8764 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.9991    2.1565   -2.1411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0919    2.9228   -3.4102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3495    3.9587   -0.9118 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3061   -0.0425    1.8836 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2109   -1.7921    1.4765 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3630   -1.2130    2.7459 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4389   -0.4182   -0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5605    2.3348    2.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0466   -0.0341   -1.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4480   -1.1009   -2.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8512   -1.1215   -4.0609 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8417   -2.7475   -3.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6112   -2.4951   -2.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6007   -0.9543   -3.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7863   -0.9830   -1.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8636    1.5500   -1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5895    1.5286   -3.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2841    1.3103   -3.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6990   -0.8816   -1.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4225    1.7643   -2.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4871   -1.0702    1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0870    0.5315    1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5453   -0.2338    2.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2660    2.4021    1.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957    2.7995    0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3991    2.6203   -0.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8326   -0.6013    0.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4728    1.0194   -0.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8260    0.0694    3.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5221   -2.3520    2.8046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0074   -0.4866   -0.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0858    0.8700    0.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8397    1.2301    2.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8574   -1.0608   -0.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5422   -0.5115    3.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1616   -3.1544    3.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2635   -1.9597    2.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2573   -2.1354   -1.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6604    1.5932    1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8920    1.6130   -0.6230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7046    2.5734    0.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7244    2.1683   -3.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2778    4.2262   -0.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 30 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 42 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  2  0
 37 48  1  0
 48 49  1  0
 48 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  2  0
 52 54  1  0
 52 55  1  0
 50 35  1  0
 47 38  1  0
 47 41  1  0
  1 56  1  0
  1 57  1  0
  1 58  1  0
  2 59  1  6
  5 60  1  0
  9 61  1  0
  9 62  1  0
 10 63  1  0
 10 64  1  0
 11 65  1  0
 14 66  1  0
 14 67  1  0
 15 68  1  0
 15 69  1  0
 16 70  1  0
 19 71  1  1
 20 72  1  0
 22 73  1  0
 22 74  1  0
 22 75  1  0
 23 76  1  0
 23 77  1  0
 23 78  1  0
 24 79  1  0
 24 80  1  0
 28 81  1  0
 32 82  1  0
 34 83  1  0
 34 84  1  0
 35 85  1  0
 37 86  1  0
 39 87  1  0
 43 88  1  0
 43 89  1  0
 45 90  1  0
 48 91  1  1
 49 92  1  0
 50 93  1  1
 54 94  1  0
 55 95  1  0
M  END

Synonyms

Value	Source
(S)-Methylmalonyl-CoA	HMDB
(S)-Methylmalonyl-coenzyme A	HMDB

Molecular Formula

C₂₅H₄₀N₇O₁₉P₃S

Average Mass

867.607

Monoisotopic Mass

867.131252359

IUPAC Name

(2S)-3-[(2-{3-[(2R)-3-[({[({[(3S,4R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-2-methyl-3-oxopropanoic acid

Traditional Name

(2S)-3-[(2-{3-[(2R)-3-{[({[(3S,4R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-2-methyl-3-oxopropanoic acid

CAS Registry Number

104809-02-1

SMILES

C[C@@H](C(O)=O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12

InChI Identifier

InChI=1S/C25H40N7O19P3S/c1-12(23(37)38)24(39)55-7-6-27-14(33)4-5-28-21(36)18(35)25(2,3)9-48-54(45,46)51-53(43,44)47-8-13-17(50-52(40,41)42)16(34)22(49-13)32-11-31-15-19(26)29-10-30-20(15)32/h10-13,16-18,22,34-35H,4-9H2,1-3H3,(H,27,33)(H,28,36)(H,37,38)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42)/t12-,13?,16+,17+,18-,22?/m0/s1

InChI Key

MZFOKIKEPGUZEN-JDVCRUKVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Acyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside 3',5'-bisphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
Ribonucleoside 3'-phosphate
Pentose phosphate
Pentose-5-phosphate
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
Monoalkyl phosphate
Aminopyrimidine
Alkyl phosphate
1,3-dicarbonyl compound
Imidolactam
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Monosaccharide
Pyrimidine
Fatty amide
Phosphoric acid ester
Tetrahydrofuran
Imidazole
Heteroaromatic compound
Azole
Thiocarboxylic acid ester
Carbothioic s-ester
Secondary alcohol
Amino acid
Carboxamide group
Amino acid or derivatives
Secondary carboxylic acid amide
Organoheterocyclic compound
Sulfenyl compound
Thiocarboxylic acid or derivatives
Azacycle
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Primary amine
Hydrocarbon derivative
Carbonyl group
Organosulfur compound
Organopnictogen compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Alcohol
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.57 g/L	ALOGPS
logP	-0.6	ALOGPS
logP	-6.5	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.97	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	400.93 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	183.13 m³·mol⁻¹	ChemAxon
Polarizability	76.39 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Mitochondria
Peroxisome

Biospecimen Locations

Not Available

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
MMDBp0191926	Methylmalonyl-CoA epimerase, mitochondrial	Enzyme	Q96PE7	Homo sapiens
MMDBp0191928	Propionyl-CoA carboxylase beta chain, mitochondrial	Enzyme	P05166	Homo sapiens
MMDBp0191929	Propionyl-CoA carboxylase alpha chain, mitochondrial	Enzyme	P05165	Homo sapiens
MMDBp0196797	Ethylmalonyl-CoA decarboxylase	Unknown	Q9NTX5

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0025331	(S)-Methylmalonyl-CoA	Water	Mycolipanoate synthase	Synthesis	RHEA	34755880
MMDBr0025646	(S)-Methylmalonyl-CoA	Water	Phenolphthiocerol/phthiocerol polyketide synthase subunit C	Synthesis	RHEA	34755880
MMDBr0025647	(S)-Methylmalonyl-CoA	Water	Phenolphthiocerol/phthiocerol polyketide synthase subunit C	Synthesis	RHEA	34755880
MMDBr0025648	(S)-Methylmalonyl-CoA	Water	Phenolphthiocerol/phthiocerol polyketide synthase subunit C	Synthesis	RHEA	34755880
MMDBr0025649	(S)-Methylmalonyl-CoA	Water	Phenolphthiocerol/phthiocerol polyketide synthase subunit C	Synthesis	RHEA	34755880
MMDBr0025651	(S)-Methylmalonyl-CoA	Water	Mycoketide-CoA synthase	Synthesis	RHEA	34755880
MMDBr0025668	(S)-Methylmalonyl-CoA	Water	Phthioceranic/hydroxyphthioceranic acid synthase	Synthesis	RHEA	34755880
MMDBr0025669	(S)-Methylmalonyl-CoA	Water	Phthioceranic/hydroxyphthioceranic acid synthase	Synthesis	RHEA	34755880
MMDBr0038729	(S)-Methylmalonyl-CoA	Methylmalonic acid	Thioesterase TesA	Hydrolysis	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Proteobacteria	121	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Human sputum; Human unknown; Human pleural fluid plaque	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	220	Human feces; Pig ; Human ; Cattle ; Human mucosa; Human supragingival plaque; Human saliva; Human subgingival plaque; Human urine	Metabolic reconstruction
Bacteria	Actinobacteria	16	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	71	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human	Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	116	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva	Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Proteobacteria	8	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Human sputum; Human unknown; Human pleural fluid plaque	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	5	Human feces; Human	Metabolic reconstruction
Bacteria	Firmicutes	16	Human feces; Pig ; Human ; Cattle ; Human mucosa; Human supragingival plaque; Human saliva; Human subgingival plaque; Human urine	Metabolic reconstruction
Archaea	Euryarchaeota	3		Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Archaea/Archaea	Euryarchaeota	1		Metabolic reconstruction
Archaea/Archaea	nah	1

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

External Links

HMDB ID

HMDB0002310

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022959

KNApSAcK ID

Not Available

Chemspider ID

13628334

KEGG Compound ID

C00683

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for (S)-Methylmalonyl-CoA (MMDBc0029694)

MOL for #<Metabolite:0x00007f925049d0b0>

3D MOL for #<Metabolite:0x00007f925049d0b0>

3D SDF for #<Metabolite:0x00007f925049d0b0>

3D-SDF for #<Metabolite:0x00007f925049d0b0>

PDB for #<Metabolite:0x00007f925049d0b0>

3D PDB for #<Metabolite:0x00007f925049d0b0>

SMILES for #<Metabolite:0x00007f925049d0b0>

INCHI for #<Metabolite:0x00007f925049d0b0>

Structure for #<Metabolite:0x00007f925049d0b0>

3D Structure for #<Metabolite:0x00007f925049d0b0>