MiMeDB: Showing metabocard for 3-hydroxy-2-methylpropanoyl-CoA (MMDBc0055370)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:50:21 UTC

Update Date

2024-04-20 06:12:18 UTC

Metabolite ID

MMDBc0055370

Metabolite Identification

Common Name

3-hydroxy-2-methylpropanoyl-CoA

Description

3-hydroxy-2-methylpropanoyl-CoA(4-) 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. Based on a literature review very few articles have been published on 3-hydroxy-2-methylpropanoyl-CoA(4-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221502D          

 60 62  0  0  1  0            999 V2000
    7.2515   16.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   14.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097   15.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2502   14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5357   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3936   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1081   14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9660   14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3235   15.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366   15.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4948   13.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8542   12.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2515   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0379   15.2177    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9647   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1599   12.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3436   14.9402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7916   15.5532    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6077   14.8052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.9136   12.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0737   13.3005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1068   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9311   14.2257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5370   14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9998   11.3240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6791   14.8052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   14.8052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5810   12.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7411   13.7854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4062   12.1444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2667   13.4720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6804   15.2177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9647   16.0427    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -9.1641   15.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6077   13.9802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1068   16.0427    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.5370   13.9802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7980   16.2992    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -7.9021   17.5253    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -6.7369   17.4643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4820   14.9157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3070   16.3447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8781   14.9157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0531   16.3447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6090   15.2177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7511   15.2177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1242   14.3972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9631   16.3602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1800   16.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3500   16.9123    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8945   15.6302    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656   15.6302    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.8226   15.2177    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9660   15.6302    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0811   16.0416    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6393   15.7104    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6201   14.7463    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6077   15.6302    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7550   14.1825    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  1  0  0  0
 15  4  1  0  0  0  0
 18 14  1  0  0  0  0
 18 17  1  0  0  0  0
 20 16  2  0  0  0  0
 21 16  1  0  0  0  0
 22 19  1  0  0  0  0
 23 17  1  0  0  0  0
 24 13  1  0  0  0  0
 25  2  1  0  0  0  0
 25  3  1  0  0  0  0
 25 10  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27  6  1  4  0  0  0
 27 15  2  0  0  0  0
 28  5  1  4  0  0  0
 28 22  2  0  0  0  0
 29 11  2  0  0  0  0
 29 20  1  0  0  0  0
 30 11  1  0  0  0  0
 30 21  2  0  0  0  0
 31 12  2  0  0  0  0
 31 16  1  0  0  0  0
 32 12  1  0  0  0  0
 32 21  1  0  0  0  0
 23 32  1  1  0  0  0
 33  8  1  0  0  0  0
 34 15  1  0  0  0  0
 17 35  1  6  0  0  0
 19 36  1  1  0  0  0
 37 22  1  0  0  0  0
 38 24  2  0  0  0  0
 46  9  1  0  0  0  0
 47 10  1  0  0  0  0
 48 14  1  0  0  0  0
 48 23  1  0  0  0  0
 18 49  1  1  0  0  0
 51 39  1  0  0  0  0
 51 40  1  0  0  0  0
 51 41  2  0  0  0  0
 51 49  1  0  0  0  0
 52 42  1  0  0  0  0
 52 43  2  0  0  0  0
 52 46  1  0  0  0  0
 52 50  1  0  0  0  0
 53 44  1  0  0  0  0
 53 45  2  0  0  0  0
 53 47  1  0  0  0  0
 53 50  1  0  0  0  0
 54  7  1  0  0  0  0
 54 24  1  0  0  0  0
 55 13  1  0  0  0  0
 14 56  1  6  0  0  0
 17 57  1  1  0  0  0
 18 58  1  1  0  0  0
 19 59  1  1  0  0  0
 23 60  1  6  0  0  0
M  CHG  4  34  -1  37  -1  39  -1  40  -1
M  END


  Mrv1652306172221502D          

 60 62  0  0  1  0            999 V2000
    7.2515   16.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   14.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097   15.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2502   14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5357   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3936   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1081   14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9660   14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3235   15.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366   15.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4948   13.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8542   12.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2515   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0379   15.2177    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9647   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1599   12.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3436   14.9402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7916   15.5532    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6077   14.8052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.9136   12.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0737   13.3005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1068   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9311   14.2257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5370   14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9998   11.3240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6791   14.8052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   14.8052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5810   12.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7411   13.7854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4062   12.1444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2667   13.4720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6804   15.2177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9647   16.0427    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -9.1641   15.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6077   13.9802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1068   16.0427    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.5370   13.9802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7980   16.2992    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -7.9021   17.5253    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -6.7369   17.4643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4820   14.9157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3070   16.3447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8781   14.9157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0531   16.3447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6090   15.2177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7511   15.2177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1242   14.3972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9631   16.3602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1800   16.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3500   16.9123    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8945   15.6302    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656   15.6302    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.8226   15.2177    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9660   15.6302    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0811   16.0416    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6393   15.7104    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6201   14.7463    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6077   15.6302    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7550   14.1825    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  1  0  0  0
 15  4  1  0  0  0  0
 18 14  1  0  0  0  0
 18 17  1  0  0  0  0
 20 16  2  0  0  0  0
 21 16  1  0  0  0  0
 22 19  1  0  0  0  0
 23 17  1  0  0  0  0
 24 13  1  0  0  0  0
 25  2  1  0  0  0  0
 25  3  1  0  0  0  0
 25 10  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27  6  1  4  0  0  0
 27 15  2  0  0  0  0
 28  5  1  4  0  0  0
 28 22  2  0  0  0  0
 29 11  2  0  0  0  0
 29 20  1  0  0  0  0
 30 11  1  0  0  0  0
 30 21  2  0  0  0  0
 31 12  2  0  0  0  0
 31 16  1  0  0  0  0
 32 12  1  0  0  0  0
 32 21  1  0  0  0  0
 23 32  1  1  0  0  0
 33  8  1  0  0  0  0
 34 15  1  0  0  0  0
 17 35  1  6  0  0  0
 19 36  1  1  0  0  0
 37 22  1  0  0  0  0
 38 24  2  0  0  0  0
 46  9  1  0  0  0  0
 47 10  1  0  0  0  0
 48 14  1  0  0  0  0
 48 23  1  0  0  0  0
 18 49  1  1  0  0  0
 51 39  1  0  0  0  0
 51 40  1  0  0  0  0
 51 41  2  0  0  0  0
 51 49  1  0  0  0  0
 52 42  1  0  0  0  0
 52 43  2  0  0  0  0
 52 46  1  0  0  0  0
 52 50  1  0  0  0  0
 53 44  1  0  0  0  0
 53 45  2  0  0  0  0
 53 47  1  0  0  0  0
 53 50  1  0  0  0  0
 54  7  1  0  0  0  0
 54 24  1  0  0  0  0
 55 13  1  0  0  0  0
 14 56  1  6  0  0  0
 17 57  1  1  0  0  0
 18 58  1  1  0  0  0
 19 59  1  1  0  0  0
 23 60  1  6  0  0  0
M  CHG  4  34  -1  37  -1  39  -1  40  -1
M  END
> <DATABASE_ID>
MMDBc0055370

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(C)(CO)C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H42N7O18P3S/c1-13(8-33)24(38)54-7-6-27-15(34)4-5-28-22(37)19(36)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-18(49-51(39,40)41)17(35)23(48-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,33,35-36H,4-10H2,1-3H3,(H,27,34)(H,28,37)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/p-4/t13?,14-,17-,18-,19+,23-/m1/s1

> <INCHI_KEY>
WWEOGFZEFHPUAM-MIZDRFBCSA-J

> <FORMULA>
C25H38N7O18P3S

> <MOLECULAR_WEIGHT>
849.59

> <EXACT_MASS>
849.122883899

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
92

> <JCHEM_AVERAGE_POLARIZABILITY>
74.69456138113482

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-[2-({2-[(3-hydroxy-2-methylpropanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-3,3-dimethylbutanecarboximidate

> <JCHEM_LOGP>
-4.282919749382041

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8916908143258429

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8202000677774892

> <JCHEM_PKA_STRONGEST_BASIC>
4.161270853929108

> <JCHEM_POLAR_SURFACE_AREA>
402.1600000000001

> <JCHEM_REFRACTIVITY>
203.08470000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-N-[2-({2-[(3-hydroxy-2-methylpropanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-3,3-dimethylbutanecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      13.536  29.946   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.238  27.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.698  29.740   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.200  27.636   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.867  28.406   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.201  28.406   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.535  27.636   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.870  27.636   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -11.804  29.176   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.802  29.176   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -19.590  25.106   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -14.661  23.814   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.536  28.406   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -13.137  28.406   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.534  28.406   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -17.098  23.296   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -15.575  27.888   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -14.544  29.033   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.134  27.636   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -18.505  22.670   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -16.937  24.828   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.199  28.406   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -14.805  26.555   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.202  27.636   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.468  28.406   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0     -18.666  21.138   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0       6.868  27.636   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0       1.533  27.636   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0     -19.751  23.575   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0     -18.183  25.733   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0     -15.692  22.670   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0     -15.431  25.148   0.000  0.00  0.00           N+0
HETATM   33  O   UNK     0      16.203  28.406   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       5.534  29.946   0.000  0.00  0.00           O-1
HETATM   35  O   UNK     0     -17.106  28.049   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -1.134  26.096   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       0.199  29.946   0.000  0.00  0.00           O-1
HETATM   38  O   UNK     0      12.202  26.096   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0     -12.690  30.425   0.000  0.00  0.00           O-1
HETATM   40  O   UNK     0     -14.751  32.714   0.000  0.00  0.00           O-1
HETATM   41  O   UNK     0     -12.576  32.600   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -8.366  27.843   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -9.906  30.510   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -7.239  27.843   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -5.699  30.510   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0     -10.470  28.406   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -5.135  28.406   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0     -13.298  26.875   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0     -14.864  30.539   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -7.803  29.946   0.000  0.00  0.00           O+0
HETATM   51  P   UNK     0     -13.720  31.570   0.000  0.00  0.00           P+0
HETATM   52  P   UNK     0      -9.136  29.176   0.000  0.00  0.00           P+0
HETATM   53  P   UNK     0      -6.469  29.176   0.000  0.00  0.00           P+0
HETATM   54  S   UNK     0      10.869  28.406   0.000  0.00  0.00           S+0
HETATM   55  H   UNK     0      14.870  29.176   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0     -13.218  29.944   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0     -16.127  29.326   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0     -14.224  27.526   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.134  29.176   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0     -16.343  26.474   0.000  0.00  0.00           H+0
CONECT    1   13                                                            
CONECT    2   25                                                            
CONECT    3   25                                                            
CONECT    4    5   15                                                       
CONECT    5    4   28                                                       
CONECT    6    7   27                                                       
CONECT    7    6   54                                                       
CONECT    8   13   33                                                       
CONECT    9   14   46                                                       
CONECT   10   25   47                                                       
CONECT   11   29   30                                                       
CONECT   12   31   32                                                       
CONECT   13    1    8   24   55                                             
CONECT   14    9   18   48   56                                             
CONECT   15    4   27   34                                                  
CONECT   16   20   21   31                                                  
CONECT   17   18   23   35   57                                             
CONECT   18   14   17   49   58                                             
CONECT   19   22   25   36   59                                             
CONECT   20   16   26   29                                                  
CONECT   21   16   30   32                                                  
CONECT   22   19   28   37                                                  
CONECT   23   17   32   48   60                                             
CONECT   24   13   38   54                                                  
CONECT   25    2    3   10   19                                             
CONECT   26   20                                                            
CONECT   27    6   15                                                       
CONECT   28    5   22                                                       
CONECT   29   11   20                                                       
CONECT   30   11   21                                                       
CONECT   31   12   16                                                       
CONECT   32   12   21   23                                                  
CONECT   33    8                                                            
CONECT   34   15                                                            
CONECT   35   17                                                            
CONECT   36   19                                                            
CONECT   37   22                                                            
CONECT   38   24                                                            
CONECT   39   51                                                            
CONECT   40   51                                                            
CONECT   41   51                                                            
CONECT   42   52                                                            
CONECT   43   52                                                            
CONECT   44   53                                                            
CONECT   45   53                                                            
CONECT   46    9   52                                                       
CONECT   47   10   53                                                       
CONECT   48   14   23                                                       
CONECT   49   18   51                                                       
CONECT   50   52   53                                                       
CONECT   51   39   40   41   49                                             
CONECT   52   42   43   46   50                                             
CONECT   53   44   45   47   50                                             
CONECT   54    7   24                                                       
CONECT   55   13                                                            
CONECT   56   14                                                            
CONECT   57   17                                                            
CONECT   58   18                                                            
CONECT   59   19                                                            
CONECT   60   23                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  124    0
END

Synonyms

Value	Source
3-Hydroxy-2-methylpropanoyl-CoA	ChEBI

Molecular Formula

C₂₅H₃₈N₇O₁₈P₃S

Average Mass

849.59

Monoisotopic Mass

849.122883899

IUPAC Name

(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-[2-({2-[(3-hydroxy-2-methylpropanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-3,3-dimethylbutanecarboximidate

Traditional Name

(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-N-[2-({2-[(3-hydroxy-2-methylpropanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-3,3-dimethylbutanecarboximidate

CAS Registry Number

Not Available

SMILES

[H]C(C)(CO)C(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP([O-])([O-])=O

InChI Identifier

InChI=1S/C25H42N7O18P3S/c1-13(8-33)24(38)54-7-6-27-15(34)4-5-28-22(37)19(36)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-18(49-51(39,40)41)17(35)23(48-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,33,35-36H,4-10H2,1-3H3,(H,27,34)(H,28,37)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/p-4/t13?,14-,17-,18-,19+,23-/m1/s1

InChI Key

WWEOGFZEFHPUAM-MIZDRFBCSA-J

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
Imidazopyrimidine
Purine
Aminopyrimidine
Fatty amide
Monosaccharide
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Imidolactam
Phosphoric acid ester
Alkyl phosphate
Pyrimidine
Tetrahydrofuran
Azole
Heteroaromatic compound
Imidazole
Secondary carboxylic acid amide
Carbothioic s-ester
Secondary alcohol
Thiocarboxylic acid ester
Carboxamide group
Amino acid or derivatives
Thiocarboxylic acid or derivatives
Sulfenyl compound
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Azacycle
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Primary alcohol
Organooxygen compound
Organopnictogen compound
Primary amine
Carbonyl group
Organosulfur compound
Alcohol
Amine
Organic oxygen compound
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

acyl-CoA(4-) (CHEBI:57340 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-4.3	ChemAxon
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.16	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	402.16 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	203.08 m³·mol⁻¹	ChemAxon
Polarizability	74.69 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

Spectrum Type	Description	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	2

Exposure Sources

Source Type	Source Sub-type	Species	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26330715

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45266571

PDB ID

Not Available

ChEBI ID

57340

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 3-hydroxy-2-methylpropanoyl-CoA (MMDBc0055370)

MOL for #<Metabolite:0x00007fecb402acf8>

3D MOL for #<Metabolite:0x00007fecb402acf8>

3D SDF for #<Metabolite:0x00007fecb402acf8>

3D-SDF for #<Metabolite:0x00007fecb402acf8>

PDB for #<Metabolite:0x00007fecb402acf8>

3D PDB for #<Metabolite:0x00007fecb402acf8>

SMILES for #<Metabolite:0x00007fecb402acf8>

INCHI for #<Metabolite:0x00007fecb402acf8>

Structure for #<Metabolite:0x00007fecb402acf8>

3D Structure for #<Metabolite:0x00007fecb402acf8>