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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (15) Show 15 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 14:59:12 UTC

HMDB ID

HMDB0001022

Secondary Accession Numbers

HMDB01022

Metabolite Identification

Common Name

Succinyl-CoA

Description

Succinyl-CoA is an important intermediate in the citric acid cycle, where it is synthesized from α-Ketoglutarate by α-ketoglutarate dehydrogenase (EC 1.2.4.2) through decarboxylation, and is converted into succinate through the hydrolytic release of coenzyme A by succinyl-CoA synthetase (EC 6.2.1.5). Succinyl-CoA may be an end product of peroxisomal beta-oxidation of dicarboxylic fatty acids; the identification of an apparently specific succinyl-CoA thioesterase (ACOT4, EC 3.1.2.3, hydrolyzes succinyl-CoA) in peroxisomes strongly suggests that succinyl-CoA is formed in peroxisomes. Acyl-CoA thioesterases (ACOTs) are a family of enzymes that catalyze the hydrolysis of the CoA esters of various lipids to the free acids and coenzyme A, thereby regulating levels of these compounds. (PMID: 16141203 ).

Structure

MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652305132017302D          

 55 57  0  0  1  0            999 V2000
   25.1021   -1.7452    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.4347   -1.2603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8472   -2.5298    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.7672   -1.7452    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.0222   -2.5298    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.3321   -3.1972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3564   -5.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0992   -6.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6419   -6.1987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9274   -5.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2130   -6.1987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6703   -4.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9274   -4.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6703   -3.7237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2414   -3.7237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9558   -3.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3847   -2.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2578   -1.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6703   -2.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0828   -1.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9558   -2.4861    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.2413   -2.0736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0992   -2.0736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7491   -2.0736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3992   -2.0736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9242   -1.2486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9242   -2.8985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5742   -1.2486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5742   -2.8985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9242   -2.0736    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.5742   -2.0736    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.9826   -1.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5372   -3.1972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7122   -4.0223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3622   -4.0223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5372   -4.0223    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.5372   -4.8473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8867   -1.4903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4999   -2.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2223   -0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2143   -1.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4999   -2.8673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0428   -0.8228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9288   -2.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2144   -3.2797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9288   -2.8672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6432   -1.6297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8137   -5.7862    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.5281   -7.0237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5281   -6.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2426   -5.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9571   -6.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3861   -6.1987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6716   -5.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6716   -4.9612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
 32 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
 48 50  1  0  0  0  0
 50 49  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 54  1  0  0  0  0
 54 53  2  0  0  0  0
 54 55  1  0  0  0  0
M  END


  Mrv1652305132017302D          

 55 57  0  0  1  0            999 V2000
   25.1021   -1.7452    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.4347   -1.2603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8472   -2.5298    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.7672   -1.7452    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.0222   -2.5298    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.3321   -3.1972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3564   -5.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0992   -6.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6419   -6.1987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9274   -5.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2130   -6.1987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6703   -4.5487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9274   -4.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6703   -3.7237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2414   -3.7237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9558   -3.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3847   -2.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2578   -1.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6703   -2.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0828   -1.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9558   -2.4861    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.2413   -2.0736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0992   -2.0736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7491   -2.0736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3992   -2.0736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9242   -1.2486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9242   -2.8985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5742   -1.2486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5742   -2.8985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9242   -2.0736    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.5742   -2.0736    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.9826   -1.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5372   -3.1972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7122   -4.0223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3622   -4.0223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5372   -4.0223    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.5372   -4.8473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8867   -1.4903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4999   -2.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2223   -0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2143   -1.6298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4999   -2.8673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0428   -0.8228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9288   -2.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2144   -3.2797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9288   -2.8672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6432   -1.6297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8137   -5.7862    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.5281   -7.0237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5281   -6.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2426   -5.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9571   -6.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3861   -6.1987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6716   -5.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6716   -4.9612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
 32 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
 48 50  1  0  0  0  0
 50 49  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 54  1  0  0  0  0
 54 53  2  0  0  0  0
 54 55  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001022

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H40N7O19P3S/c1-25(2,20(38)23(39)28-6-5-14(33)27-7-8-55-16(36)4-3-15(34)35)10-48-54(45,46)51-53(43,44)47-9-13-19(50-52(40,41)42)18(37)24(49-13)32-12-31-17-21(26)29-11-30-22(17)32/h11-13,18-20,24,37-38H,3-10H2,1-2H3,(H,27,33)(H,28,39)(H,34,35)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42)/t13-,18-,19-,20+,24-/m1/s1

> <INCHI_KEY>
VNOYUJKHFWYWIR-ITIYDSSPSA-N

> <FORMULA>
C25H40N7O19P3S

> <MOLECULAR_WEIGHT>
867.607

> <EXACT_MASS>
867.131252359

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
77.46085733350095

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(2-{3-[(2R)-3-[({[({[(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)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-4-oxobutanoic acid

> <ALOGPS_LOGP>
-0.61

> <JCHEM_LOGP>
-6.057050251482925

> <ALOGPS_LOGS>
-2.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.8959580727344818

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8205988627442897

> <JCHEM_PKA_STRONGEST_BASIC>
4.243758965904162

> <JCHEM_POLAR_SURFACE_AREA>
400.9299999999999

> <JCHEM_REFRACTIVITY>
183.10130000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.84e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
succinyl-coa

> <JCHEM_VEBER_RULE>
0

$$$$

https://cactus.nci.nih.gov/chemical/structure/CC(C)(COP(O)(=O)OP(O)(=O)OC%5BC...
 OpenBabel09142113213D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:94})
 95 97  0  0  0  0  0  0  0  0999 V2000
   -1.9931   -3.2351   -2.6103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5291   -4.6042   -2.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2999   -5.0486   -2.9042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1695   -4.5090   -0.6250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1188   -3.5564   -0.4497 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5116   -3.2010    0.9886 P   0  0  1  0  0  0  0  0  0  0  0  0
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  -11.6394    2.6856    0.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
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  -14.1875    5.4990    0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6146    6.6147   -0.0718 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7090    5.1362    1.5679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3567   -3.3269   -3.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7958   -2.8671   -1.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1574   -2.5358   -2.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5208   -4.3547   -2.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0057   -6.0498   -2.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5390   -5.0581   -3.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0453   -4.1923   -0.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390   -5.4843   -0.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9636   -1.6803    1.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1225    0.0036    2.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2572    0.0579    2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9369   -1.5080    1.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0659    3.2580   -0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4628   -3.0547    0.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3992   -2.2852   -0.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4922    3.4298    1.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6813    6.2489   -3.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6981    9.0760   -1.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7480    8.1212   -0.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8707   -7.0059   -1.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3425   -3.6138   -2.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3464   -4.5338   -0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1746   -3.5731    0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4985   -1.6679   -1.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6703   -2.6286   -2.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8728   -0.3931   -1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8766   -1.3130    0.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7048   -0.3523    1.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0288    1.5530   -0.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2006    0.5922   -1.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6615    2.8627    0.8962 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -13.3372    4.3612   -1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3420    7.0943    0.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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 59 95  1  0  0  0  0
M  END
$$$$

HEADER    PROTEIN                                 13-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-MAY-20         0                                  
HETATM    1  C   UNK     0      46.857  -3.258   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      45.611  -2.353   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      46.381  -4.722   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      44.365  -3.258   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      44.841  -4.722   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      47.287  -5.968   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      34.265 -10.801   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      35.652 -11.571   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      32.932 -11.571   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      31.598 -10.801   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      30.264 -11.571   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      32.985  -8.491   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      31.598  -9.261   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      32.985  -6.951   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      30.317  -6.951   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      31.651  -6.181   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      34.318  -4.641   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      32.215  -2.537   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      32.985  -3.871   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.755  -2.537   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      31.651  -4.641   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      30.317  -3.871   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      35.652  -3.871   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      38.732  -3.871   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      41.812  -3.871   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      37.192  -2.331   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      37.192  -5.411   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      40.272  -2.331   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      40.272  -5.411   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      37.192  -3.871   0.000  0.00  0.00           P+0
HETATM   31  P   UNK     0      40.272  -3.871   0.000  0.00  0.00           P+0
HETATM   32  C   UNK     0      42.901  -2.782   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      43.936  -5.968   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      42.396  -7.508   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      45.476  -7.508   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      43.936  -7.508   0.000  0.00  0.00           P+0
HETATM   37  O   UNK     0      43.936  -9.048   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      48.322  -2.782   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      49.466  -3.812   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      48.948  -1.375   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      50.800  -3.042   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      49.466  -5.352   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      50.480  -1.536   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      52.134  -3.812   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      50.800  -6.122   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      52.134  -5.352   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      53.467  -3.042   0.000  0.00  0.00           N+0
HETATM   48  S   UNK     0      36.986 -10.801   0.000  0.00  0.00           S+0
HETATM   49  O   UNK     0      38.319 -13.111   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      38.319 -11.571   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      39.653 -10.801   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      40.987 -11.571   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      43.654 -11.571   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      42.320 -10.801   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      42.320  -9.261   0.000  0.00  0.00           O+0
CONECT    1   38    2    3                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2   32    5                                                  
CONECT    5    3    4   33                                                  
CONECT    6    3                                                            
CONECT    7    9    8                                                       
CONECT    8    7   48                                                       
CONECT    9    7   10                                                       
CONECT   10    9   13   11                                                  
CONECT   11   10                                                            
CONECT   12   14   13                                                       
CONECT   13   10   12                                                       
CONECT   14   12   16                                                       
CONECT   15   16                                                            
CONECT   16   14   15   21                                                  
CONECT   17   19   23                                                       
CONECT   18   19                                                            
CONECT   19   17   18   21   20                                             
CONECT   20   19                                                            
CONECT   21   16   19   22                                                  
CONECT   22   21                                                            
CONECT   23   17   30                                                       
CONECT   24   30   31                                                       
CONECT   25   31   32                                                       
CONECT   26   30                                                            
CONECT   27   30                                                            
CONECT   28   31                                                            
CONECT   29   31                                                            
CONECT   30   23   24   26   27                                             
CONECT   31   24   25   28   29                                             
CONECT   32    4   25                                                       
CONECT   33    5   36                                                       
CONECT   34   36                                                            
CONECT   35   36                                                            
CONECT   36   33   34   35   37                                             
CONECT   37   36                                                            
CONECT   38    1   39   40                                                  
CONECT   39   38   41   42                                                  
CONECT   40   38   43                                                       
CONECT   41   39   44   43                                                  
CONECT   42   39   45                                                       
CONECT   43   40   41                                                       
CONECT   44   41   46   47                                                  
CONECT   45   42   46                                                       
CONECT   46   44   45                                                       
CONECT   47   44                                                            
CONECT   48    8   50                                                       
CONECT   49   50                                                            
CONECT   50   48   49   51                                                  
CONECT   51   50   52                                                       
CONECT   52   51   54                                                       
CONECT   53   54                                                            
CONECT   54   52   53   55                                                  
CONECT   55   54                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  114    0
END

COMPND    https://cactus.nci.nih.gov/chemical/structure/CC(C)(COP(O)(=O)OP(O)(=O)OC%5BC... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  C   UNL     1      -1.993  -3.235  -2.610  1.00  0.00           C  
HETATM    2  C   UNL     1      -1.529  -4.604  -2.109  1.00  0.00           C  
HETATM    3  C   UNL     1      -0.300  -5.049  -2.904  1.00  0.00           C  
HETATM    4  C   UNL     1      -1.169  -4.509  -0.625  1.00  0.00           C  
HETATM    5  O   UNL     1      -0.119  -3.556  -0.450  1.00  0.00           O  
HETATM    6  P   UNL     1       0.512  -3.201   0.989  1.00  0.00           P  
HETATM    7  O   UNL     1      -0.610  -2.502   1.908  1.00  0.00           O  
HETATM    8  O   UNL     1       0.981  -4.443   1.642  1.00  0.00           O  
HETATM    9  O   UNL     1       1.753  -2.193   0.796  1.00  0.00           O  
HETATM   10  P   UNL     1       3.016  -1.788   1.708  1.00  0.00           P  
HETATM   11  O   UNL     1       2.530  -0.819   2.898  1.00  0.00           O  
HETATM   12  O   UNL     1       3.621  -3.010   2.284  1.00  0.00           O  
HETATM   13  O   UNL     1       4.107  -1.024   0.805  1.00  0.00           O  
HETATM   14  C   UNL     1       5.388  -0.627   1.300  1.00  0.00           C  
HETATM   15  C   UNL     1       6.171   0.071   0.187  1.00  0.00           C  
HETATM   16  H   UNL     1       6.218  -0.571  -0.692  1.00  0.00           H  
HETATM   17  O   UNL     1       5.536   1.316  -0.151  1.00  0.00           O  
HETATM   18  C   UNL     1       6.585   2.241  -0.508  1.00  0.00           C  
HETATM   19  H   UNL     1       6.938   2.050  -1.521  1.00  0.00           H  
HETATM   20  C   UNL     1       7.700   1.938   0.525  1.00  0.00           C  
HETATM   21  H   UNL     1       7.499   2.437   1.473  1.00  0.00           H  
HETATM   22  O   UNL     1       8.982   2.315   0.016  1.00  0.00           O  
HETATM   23  C   UNL     1       7.596   0.398   0.674  1.00  0.00           C  
HETATM   24  H   UNL     1       7.718   0.106   1.717  1.00  0.00           H  
HETATM   25  O   UNL     1       8.572  -0.251  -0.143  1.00  0.00           O  
HETATM   26  P   UNL     1       9.693  -1.244   0.451  1.00  0.00           P  
HETATM   27  O   UNL     1       8.981  -2.549   1.067  1.00  0.00           O  
HETATM   28  O   UNL     1      10.697  -1.685  -0.728  1.00  0.00           O  
HETATM   29  O   UNL     1      10.454  -0.549   1.513  1.00  0.00           O  
HETATM   30  N   UNL     1       6.119   3.624  -0.378  1.00  0.00           N  
HETATM   31  C   UNL     1       5.096   4.060   0.411  1.00  0.00           C  
HETATM   32  N   UNL     1       4.954   5.347   0.283  1.00  0.00           N  
HETATM   33  C   UNL     1       5.874   5.818  -0.593  1.00  0.00           C  
HETATM   34  C   UNL     1       6.636   4.719  -1.023  1.00  0.00           C  
HETATM   35  N   UNL     1       7.618   4.916  -1.897  1.00  0.00           N  
HETATM   36  C   UNL     1       7.876   6.123  -2.355  1.00  0.00           C  
HETATM   37  N   UNL     1       7.188   7.186  -1.980  1.00  0.00           N  
HETATM   38  C   UNL     1       6.190   7.087  -1.107  1.00  0.00           C  
HETATM   39  N   UNL     1       5.474   8.206  -0.721  1.00  0.00           N  
HETATM   40  C   UNL     1      -2.654  -5.624  -2.297  1.00  0.00           C  
HETATM   41  H   UNL     1      -2.980  -5.618  -3.337  1.00  0.00           H  
HETATM   42  O   UNL     1      -2.178  -6.927  -1.954  1.00  0.00           O  
HETATM   43  C   UNL     1      -3.814  -5.263  -1.405  1.00  0.00           C  
HETATM   44  O   UNL     1      -4.102  -5.974  -0.466  1.00  0.00           O  
HETATM   45  N   UNL     1      -4.531  -4.148  -1.651  1.00  0.00           N  
HETATM   46  C   UNL     1      -5.596  -3.745  -0.730  1.00  0.00           C  
HETATM   47  C   UNL     1      -6.248  -2.457  -1.237  1.00  0.00           C  
HETATM   48  C   UNL     1      -7.344  -2.042  -0.289  1.00  0.00           C  
HETATM   49  O   UNL     1      -7.580  -2.710   0.695  1.00  0.00           O  
HETATM   50  N   UNL     1      -8.062  -0.928  -0.535  1.00  0.00           N  
HETATM   51  C   UNL     1      -9.127  -0.524   0.387  1.00  0.00           C  
HETATM   52  C   UNL     1      -9.779   0.764  -0.120  1.00  0.00           C  
HETATM   53  S   UNL     1     -11.095   1.263   1.018  1.00  0.00           S  
HETATM   54  C   UNL     1     -11.639   2.686   0.237  1.00  0.00           C  
HETATM   55  O   UNL     1     -11.116   3.050  -0.795  1.00  0.00           O  
HETATM   56  C   UNL     1     -12.770   3.486   0.832  1.00  0.00           C  
HETATM   57  C   UNL     1     -13.057   4.699  -0.055  1.00  0.00           C  
HETATM   58  C   UNL     1     -14.188   5.499   0.540  1.00  0.00           C  
HETATM   59  O   UNL     1     -14.615   6.615  -0.072  1.00  0.00           O  
HETATM   60  O   UNL     1     -14.709   5.136   1.568  1.00  0.00           O  
HETATM   61  H   UNL     1      -2.357  -3.327  -3.634  1.00  0.00           H  
HETATM   62  H   UNL     1      -2.796  -2.867  -1.971  1.00  0.00           H  
HETATM   63  H   UNL     1      -1.157  -2.536  -2.583  1.00  0.00           H  
HETATM   64  H   UNL     1       0.521  -4.355  -2.723  1.00  0.00           H  
HETATM   65  H   UNL     1      -0.006  -6.050  -2.589  1.00  0.00           H  
HETATM   66  H   UNL     1      -0.539  -5.058  -3.968  1.00  0.00           H  
HETATM   67  H   UNL     1      -2.045  -4.192  -0.059  1.00  0.00           H  
HETATM   68  H   UNL     1      -0.839  -5.484  -0.268  1.00  0.00           H  
HETATM   69  H   UNL     1      -0.964  -1.680   1.541  1.00  0.00           H  
HETATM   70  H   UNL     1       2.123   0.004   2.594  1.00  0.00           H  
HETATM   71  H   UNL     1       5.257   0.058   2.138  1.00  0.00           H  
HETATM   72  H   UNL     1       5.937  -1.508   1.633  1.00  0.00           H  
HETATM   73  H   UNL     1       9.066   3.258  -0.179  1.00  0.00           H  
HETATM   74  H   UNL     1       8.463  -3.055   0.426  1.00  0.00           H  
HETATM   75  H   UNL     1      11.399  -2.285  -0.441  1.00  0.00           H  
HETATM   76  H   UNL     1       4.492   3.430   1.047  1.00  0.00           H  
HETATM   77  H   UNL     1       8.681   6.249  -3.063  1.00  0.00           H  
HETATM   78  H   UNL     1       5.698   9.076  -1.087  1.00  0.00           H  
HETATM   79  H   UNL     1       4.748   8.121  -0.083  1.00  0.00           H  
HETATM   80  H   UNL     1      -1.871  -7.006  -1.041  1.00  0.00           H  
HETATM   81  H   UNL     1      -4.343  -3.614  -2.438  1.00  0.00           H  
HETATM   82  H   UNL     1      -6.346  -4.534  -0.673  1.00  0.00           H  
HETATM   83  H   UNL     1      -5.175  -3.573   0.261  1.00  0.00           H  
HETATM   84  H   UNL     1      -5.498  -1.668  -1.293  1.00  0.00           H  
HETATM   85  H   UNL     1      -6.670  -2.629  -2.227  1.00  0.00           H  
HETATM   86  H   UNL     1      -7.873  -0.393  -1.322  1.00  0.00           H  
HETATM   87  H   UNL     1      -9.877  -1.313   0.443  1.00  0.00           H  
HETATM   88  H   UNL     1      -8.705  -0.352   1.377  1.00  0.00           H  
HETATM   89  H   UNL     1      -9.029   1.553  -0.177  1.00  0.00           H  
HETATM   90  H   UNL     1     -10.201   0.592  -1.111  1.00  0.00           H  
HETATM   91  H   UNL     1     -13.662   2.863   0.896  1.00  0.00           H  
HETATM   92  H   UNL     1     -12.490   3.823   1.830  1.00  0.00           H  
HETATM   93  H   UNL     1     -12.165   5.322  -0.119  1.00  0.00           H  
HETATM   94  H   UNL     1     -13.337   4.361  -1.053  1.00  0.00           H  
HETATM   95  H   UNL     1     -15.342   7.094   0.347  1.00  0.00           H  
CONECT    1    2   61   62   63                                       
CONECT    2    1    3    4   40                                       
CONECT    3    2   64   65   66                                       
CONECT    4    2    5   67   68                                       
CONECT    5    4    6                                                 
CONECT    6    5    7    8    8                                       
CONECT    6    9                                                      
CONECT    7    6   69                                                 
CONECT    8    6    6                                                 
CONECT    9    6   10                                                 
CONECT   10    9   11   12   12                                       
CONECT   10   13                                                      
CONECT   11   10   70                                                 
CONECT   12   10   10                                                 
CONECT   13   10   14                                                 
CONECT   14   13   15   71   72                                       
CONECT   15   14   16   17   23                                       
CONECT   16   15                                                      
CONECT   17   15   18                                                 
CONECT   18   17   19   20   30                                       
CONECT   19   18                                                      
CONECT   20   18   21   22   23                                       
CONECT   21   20                                                      
CONECT   22   20   73                                                 
CONECT   23   20   24   15   25                                       
CONECT   24   23                                                      
CONECT   25   23   26                                                 
CONECT   26   25   27   28   29                                       
CONECT   26   29                                                      
CONECT   27   26   74                                                 
CONECT   28   26   75                                                 
CONECT   29   26   26                                                 
CONECT   30   18   31   34                                            
CONECT   31   30   32   32   76                                       
CONECT   32   31   31   33                                            
CONECT   33   32   34   34   38                                       
CONECT   34   33   33   30   35                                       
CONECT   35   34   36   36                                            
CONECT   36   35   35   37   77                                       
CONECT   37   36   38   38                                            
CONECT   38   37   37   33   39                                       
CONECT   39   38   78   79                                            
CONECT   40    2   41   42   43                                       
CONECT   41   40                                                      
CONECT   42   40   80                                                 
CONECT   43   40   44   44   45                                       
CONECT   44   43   43                                                 
CONECT   45   43   46   81                                            
CONECT   46   45   47   82   83                                       
CONECT   47   46   48   84   85                                       
CONECT   48   47   49   49   50                                       
CONECT   49   48   48                                                 
CONECT   50   48   51   86                                            
CONECT   51   50   52   87   88                                       
CONECT   52   51   53   89   90                                       
CONECT   53   52   54                                                 
CONECT   54   53   55   55   56                                       
CONECT   55   54   54                                                 
CONECT   56   54   57   91   92                                       
CONECT   57   56   58   93   94                                       
CONECT   58   57   59   60   60                                       
CONECT   59   58   95                                                 
CONECT   60   58   58                                                 
CONECT   61    1                                                      
CONECT   62    1                                                      
CONECT   63    1                                                      
CONECT   64    3                                                      
CONECT   65    3                                                      
CONECT   66    3                                                      
CONECT   67    4                                                      
CONECT   68    4                                                      
CONECT   69    7                                                      
CONECT   70   11                                                      
CONECT   71   14                                                      
CONECT   72   14                                                      
CONECT   73   22                                                      
CONECT   74   27                                                      
CONECT   75   28                                                      
CONECT   76   31                                                      
CONECT   77   36                                                      
CONECT   78   39                                                      
CONECT   79   39                                                      
CONECT   80   42                                                      
CONECT   81   45                                                      
CONECT   82   46                                                      
CONECT   83   46                                                      
CONECT   84   47                                                      
CONECT   85   47                                                      
CONECT   86   50                                                      
CONECT   87   51                                                      
CONECT   88   51                                                      
CONECT   89   52                                                      
CONECT   90   52                                                      
CONECT   91   56                                                      
CONECT   92   56                                                      
CONECT   93   57                                                      
CONECT   94   57                                                      
CONECT   95   59                                                      
MASTER        0    0    0    0    0    0    0    0   95    0   95    0
END

https://cactus.nci.nih.gov/chemical/structure/CC(C)(COP(O)(=O)OP(O)(=O)OC%5BC...
 OpenBabel09142113213D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:94})
 95 97  0  0  0  0  0  0  0  0999 V2000
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    3.0159   -1.7885    1.7085 P   0  0  1  0  0  0  0  0  0  0  0  0
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    5.0959    4.0599    0.4106 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.6180    4.9164   -1.8968 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8761    6.1231   -2.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1876    7.1859   -1.9796 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1901    7.0870   -1.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4740    8.2063   -0.7205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6541   -5.6242   -2.2968 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9799   -5.6182   -3.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1778   -6.9271   -1.9541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8139   -5.2625   -1.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1016   -5.9741   -0.4660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5313   -4.1484   -1.6510 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5965   -3.7448   -0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2484   -2.4569   -1.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3441   -2.0417   -0.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5803   -2.7101    0.6951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0616   -0.9277   -0.5349 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1267   -0.5240    0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7787    0.7639   -0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0946    1.2626    1.0177 S   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6394    2.6856    0.2373 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1157    3.0499   -0.7948 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7695    3.4857    0.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0574    4.6988   -0.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1875    5.4990    0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6146    6.6147   -0.0718 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7090    5.1362    1.5679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3567   -3.3269   -3.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7958   -2.8671   -1.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1574   -2.5358   -2.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5208   -4.3547   -2.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0057   -6.0498   -2.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5390   -5.0581   -3.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0453   -4.1923   -0.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8390   -5.4843   -0.2679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9636   -1.6803    1.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1225    0.0036    2.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2572    0.0579    2.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9369   -1.5080    1.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0659    3.2580   -0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4628   -3.0547    0.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3992   -2.2852   -0.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4922    3.4298    1.0470 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6813    6.2489   -3.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6981    9.0760   -1.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7480    8.1212   -0.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8707   -7.0059   -1.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3425   -3.6138   -2.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3464   -4.5338   -0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1746   -3.5731    0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4985   -1.6679   -1.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6703   -2.6286   -2.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8728   -0.3931   -1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8766   -1.3130    0.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7048   -0.3523    1.3767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0288    1.5530   -0.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2006    0.5922   -1.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6615    2.8627    0.8962 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4897    3.8234    1.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1654    5.3220   -0.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3372    4.3612   -1.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3420    7.0943    0.3475 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 61  1  0  0  0  0
  1 62  1  0  0  0  0
  1 63  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2 40  1  0  0  0  0
  3 64  1  0  0  0  0
  3 65  1  0  0  0  0
  3 66  1  0  0  0  0
  4  5  1  0  0  0  0
  4 67  1  0  0  0  0
  4 68  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  1  0  0  0
  6  9  1  0  0  0  0
  7 69  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  1  0  0  0
 10 13  1  0  0  0  0
 11 70  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 71  1  0  0  0  0
 14 72  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 15 23  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 18 30  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 22 73  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  2  0  0  0  0
 27 74  1  0  0  0  0
 28 75  1  0  0  0  0
 30 31  1  0  0  0  0
 30 34  1  0  0  0  0
 31 32  2  0  0  0  0
 31 76  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 38  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 77  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 78  1  0  0  0  0
 39 79  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  0  0  0  0
 40 43  1  0  0  0  0
 42 80  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 81  1  0  0  0  0
 46 47  1  0  0  0  0
 46 82  1  0  0  0  0
 46 83  1  0  0  0  0
 47 48  1  0  0  0  0
 47 84  1  0  0  0  0
 47 85  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 86  1  0  0  0  0
 51 52  1  0  0  0  0
 51 87  1  0  0  0  0
 51 88  1  0  0  0  0
 52 53  1  0  0  0  0
 52 89  1  0  0  0  0
 52 90  1  0  0  0  0
 53 54  1  0  0  0  0
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 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 91  1  0  0  0  0
 56 92  1  0  0  0  0
 57 58  1  0  0  0  0
 57 93  1  0  0  0  0
 57 94  1  0  0  0  0
 58 59  1  0  0  0  0
 58 60  2  0  0  0  0
 59 95  1  0  0  0  0
M  END
$$$$

View in JSmol View Stereo Labels

Synonyms

Value	Source
coenzyme A, S-(Hydrogen butanedioate)	ChEBI
S-(3-Carboxy-propionyl)-CoA	ChEBI
S-(3-Carboxy-propionyl)-coenzym-a	ChEBI
S-(3-Carboxypropionyl)-coenzyme A	ChEBI
S-(Hydrogen succinyl)-CoA	ChEBI
S-(Hydrogen succinyl)coenzyme A	ChEBI
Succinyl coenzyme A	ChEBI
coenzyme A, S-(Hydrogen butanedioic acid)	Generator
Succinyl-coenzyme A	ChEBI
S-Succinoylcoenzyme A	HMDB
Succinyl CoA	HMDB
Succinyl-CoA	HMDB

Chemical Formula

C₂₅H₄₀N₇O₁₉P₃S

Average Molecular Weight

867.607

Monoisotopic Molecular Weight

867.131252359

IUPAC Name

4-[(2-{3-[(2R)-3-[({[({[(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)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-4-oxobutanoic acid

Traditional Name

succinyl-coa

CAS Registry Number

604-98-8

SMILES

CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CCC(O)=O

InChI Identifier

InChI=1S/C25H40N7O19P3S/c1-25(2,20(38)23(39)28-6-5-14(33)27-7-8-55-16(36)4-3-15(34)35)10-48-54(45,46)51-53(43,44)47-9-13-19(50-52(40,41)42)18(37)24(49-13)32-12-31-17-21(26)29-11-30-22(17)32/h11-13,18-20,24,37-38H,3-10H2,1-2H3,(H,27,33)(H,28,39)(H,34,35)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42)/t13-,18-,19-,20+,24-/m1/s1

InChI Key

VNOYUJKHFWYWIR-ITIYDSSPSA-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 diphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside 3',5'-bisphosphate
Ribonucleoside 3'-phosphate
Pentose-5-phosphate
Pentose phosphate
Glycosyl compound
N-glycosyl compound
Organic pyrophosphate
Pentose monosaccharide
6-aminopurine
Monosaccharide phosphate
Purine
Imidazopyrimidine
Hydroxy fatty acid
Thia fatty acid
Aminopyrimidine
Monoalkyl phosphate
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Imidolactam
Phosphoric acid ester
Alkyl phosphate
Pyrimidine
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Thiocarboxylic acid ester
Secondary alcohol
Carbothioic s-ester
Amino acid or derivatives
Amino acid
Thiocarboxylic acid or derivatives
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Sulfenyl compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Oxacycle
Azacycle
Organopnictogen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Primary amine
Organic nitrogen compound
Alcohol
Amine
Carbonyl group
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

omega-carboxyacyl-CoA (CHEBI:15380 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Plant:

Biological location:

Biofluid and excreta:

Urine

Organ and components:

Testicle

Tissue and substructures:

Muscle

Cell and elements:

Extracellular

Subcellular:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.84 g/L	ALOGPS
logP	-0.61	ALOGPS
logP	-6.1	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.24	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	23	ChemAxon
Refractivity	183.1 m³·mol⁻¹	ChemAxon
Polarizability	77.46 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

Predicted Spectral Properties

Collision Cross Sections

Name	Adduct	Type	Data Source	Value	Reference

Retention Indices

Underivatized

Not Available

Derivatized

Not Available

Spectra

GC-MS

Spectrum Type	Description	Splash Key	Deposition Date	View
MS	Mass Spectrum (Electron Ionization)	splash10-0002-8332295110-9a82034bf0542826c7e0	2021-09-05	View Spectrum

LC-MS/MS

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1912000130-5d37f85b68294f1bcd7b	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0913000000-5f3ce9a55c6b75d06990	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-2911000000-d4965f3bcf572b49e153	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-017j-8921150580-9a135870fabc65b05d2e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-003s-4910010010-1b02ce20692d0ded522e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-6900100000-44f1bfaeb10b1463a0bd	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0000000090-bb5a570be808ea8a3dd8	2021-09-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00kg-9100001430-6a56696bfa6b84fc9826	2021-09-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-016r-8102403910-3e8c6747e8bdbda6db09	2021-09-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014r-0300000090-ce1ea17de736a3128d73	2021-09-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0901000020-307a08ff7ab07e0b6165	2021-09-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-1119000000-859564ca28518883d359	2021-09-08	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane
Mitochondria

Biospecimen Locations

Not Available

Tissue Locations

Skeletal Muscle
Testis

Pathways

Name	SMPDB/Pathwhiz	KEGG
Valine, Leucine and Isoleucine Degradation
Citric Acid Cycle
Propanoate Metabolism
Threonine and 2-Oxobutanoate Degradation		Not Available
Glycine and Serine Metabolism

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB03699

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Succinyl-CoA

METLIN ID

Not Available

PubChem Compound

92133

PDB ID

Not Available

ChEBI ID

15380

Food Biomarker Ontology

Not Available

VMH ID

SUCCOA

MarkerDB ID

Not Available

References

Synthesis Reference

Wollemann, M. Mechanism of the succinyl-coenzyme A synthesis in brain extracts. Acta Physiologica Academiae Scientiarum Hungaricae (1959), 16 153-4.

Material Safety Data Sheet (MSDS)

Not Available

General References

Elpeleg O, Miller C, Hershkovitz E, Bitner-Glindzicz M, Bondi-Rubinstein G, Rahman S, Pagnamenta A, Eshhar S, Saada A: Deficiency of the ADP-forming succinyl-CoA synthase activity is associated with encephalomyopathy and mitochondrial DNA depletion. Am J Hum Genet. 2005 Jun;76(6):1081-6. Epub 2005 Apr 22. [PubMed:15877282 ]
Tanaka H, Kohroki J, Iguchi N, Onishi M, Nishimune Y: Cloning and characterization of a human orthologue of testis-specific succinyl CoA: 3-oxo acid CoA transferase (Scot-t) cDNA. Mol Hum Reprod. 2002 Jan;8(1):16-23. [PubMed:11756565 ]
Westin MA, Hunt MC, Alexson SE: The identification of a succinyl-CoA thioesterase suggests a novel pathway for succinate production in peroxisomes. J Biol Chem. 2005 Nov 18;280(46):38125-32. Epub 2005 Aug 31. [PubMed:16141203 ]

Only showing the first 10 proteins. There are 15 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. 5-aminolevulinate synthase, erythroid-specific, mitochondrial

General function:: Involved in 5-aminolevulinate synthase activity
Specific function:: Not Available
Gene Name:: ALAS2
Uniprot ID:: P22557
Molecular weight:: 64632.86

Reactions

Succinyl-CoA + Glycine → 5-Aminolevulinic acid + Coenzyme A + CO(2)	details
Succinyl-CoA + Glycine → 5-Aminolevulinic acid + Coenzyme A + Carbon dioxide	details

Enzyme Details

2. 5-aminolevulinate synthase, nonspecific, mitochondrial

General function:: Involved in 5-aminolevulinate synthase activity
Specific function:: Not Available
Gene Name:: ALAS1
Uniprot ID:: P13196
Molecular weight:: 70580.325

Reactions

Succinyl-CoA + Glycine → 5-Aminolevulinic acid + Coenzyme A + CO(2)	details
Succinyl-CoA + Glycine → 5-Aminolevulinic acid + Coenzyme A + Carbon dioxide	details

Enzyme Details

3. 3-ketoacyl-CoA thiolase, mitochondrial

General function:: Involved in transferase activity, transferring acyl groups other than amino-acyl groups
Specific function:: Abolishes BNIP3-mediated apoptosis and mitochondrial damage.
Gene Name:: ACAA2
Uniprot ID:: P42765
Molecular weight:: 41923.82

Reactions

Succinyl-CoA + Acetyl-CoA → Coenzyme A + 3-Oxoadipyl-CoA	details

Enzyme Details

4. 3-ketoacyl-CoA thiolase, peroxisomal

General function:: Involved in transferase activity, transferring acyl groups other than amino-acyl groups
Specific function:: Not Available
Gene Name:: ACAA1
Uniprot ID:: P09110
Molecular weight:: 34664.46

Reactions

Succinyl-CoA + Acetyl-CoA → Coenzyme A + 3-Oxoadipyl-CoA	details

Enzyme Details

5. Trifunctional enzyme subunit beta, mitochondrial

General function:: Involved in transferase activity, transferring acyl groups other than amino-acyl groups
Specific function:: Not Available
Gene Name:: HADHB
Uniprot ID:: P55084
Molecular weight:: 51293.955

Reactions

Succinyl-CoA + Acetyl-CoA → Coenzyme A + 3-Oxoadipyl-CoA	details

Enzyme Details

6. Dihydrolipoyl dehydrogenase, mitochondrial

General function:: Involved in oxidoreductase activity
Specific function:: Lipoamide dehydrogenase is a component of the glycine cleavage system as well as of the alpha-ketoacid dehydrogenase complexes. Involved in the hyperactivation of spermatazoa during capacitation and in the spermatazoal acrosome reaction.
Gene Name:: DLD
Uniprot ID:: P09622
Molecular weight:: 54176.91

Enzyme Details

7. Methylmalonyl-CoA mutase, mitochondrial

General function:: Involved in isomerase activity
Specific function:: Involved in the degradation of several amino acids, odd-chain fatty acids and cholesterol via propionyl-CoA to the tricarboxylic acid cycle. MCM has different functions in other species.
Gene Name:: MUT
Uniprot ID:: P22033
Molecular weight:: 83133.755

Reactions

Methylmalonyl-CoA → Succinyl-CoA	details

Enzyme Details

8. 2-oxoglutarate dehydrogenase, mitochondrial

General function:: Involved in oxoglutarate dehydrogenase (succinyl-transferring) activity
Specific function:: The 2-oxoglutarate dehydrogenase complex catalyzes the overall conversion of 2-oxoglutarate to succinyl-CoA and CO(2). It contains multiple copies of three enzymatic components: 2-oxoglutarate dehydrogenase (E1), dihydrolipoamide succinyltransferase (E2) and lipoamide dehydrogenase (E3).
Gene Name:: OGDH
Uniprot ID:: Q02218
Molecular weight:: 48179.59

Enzyme Details

9. Succinyl-CoA:3-ketoacid coenzyme A transferase 1, mitochondrial

General function:: Involved in CoA-transferase activity
Specific function:: Key enzyme for ketone body catabolism. Transfers the CoA moiety from succinate to acetoacetate. Formation of the enzyme-CoA intermediate proceeds via an unstable anhydride species formed between the carboxylate groups of the enzyme and substrate.
Gene Name:: OXCT1
Uniprot ID:: P55809
Molecular weight:: 56157.175

Reactions

Succinyl-CoA + a 3-oxo acid → Succinic acid + a 3-oxoacyl-CoA	details
Succinyl-CoA + Acetoacetic acid → Succinic acid + Acetoacetyl-CoA	details

Enzyme Details

10. Succinyl-CoA:3-ketoacid coenzyme A transferase 2, mitochondrial

General function:: Involved in CoA-transferase activity
Specific function:: Key enzyme for ketone body catabolism. Transfers the CoA moiety from succinate to acetoacetate. Formation of the enzyme-CoA intermediate proceeds via an unstable anhydride species formed between the carboxylate groups of the enzyme and substrate (By similarity).
Gene Name:: OXCT2
Uniprot ID:: Q9BYC2
Molecular weight:: 56139.41

Reactions

Succinyl-CoA + a 3-oxo acid → Succinic acid + a 3-oxoacyl-CoA	details
Succinyl-CoA + Acetoacetic acid → Succinic acid + Acetoacetyl-CoA	details

Only showing the first 10 proteins. There are 15 proteins in total.

Show all enzymes and transporters

Showing metabocard for Succinyl-CoA (HMDB0001022)

MOL for HMDB0001022 (Succinyl-CoA)

3D MOL for HMDB0001022 (Succinyl-CoA)

3D SDF for HMDB0001022 (Succinyl-CoA)

3D-SDF for HMDB0001022 (Succinyl-CoA)

PDB for HMDB0001022 (Succinyl-CoA)

3D PDB for HMDB0001022 (Succinyl-CoA)

SMILES for HMDB0001022 (Succinyl-CoA)

INCHI for HMDB0001022 (Succinyl-CoA)

Structure for HMDB0001022 (Succinyl-CoA)

3D Structure for HMDB0001022 (Succinyl-CoA)

Collision Cross Sections

Retention Indices

Underivatized

Derivatized

GC-MS

LC-MS/MS

Enzymes

Reactions

Reactions

Reactions

Reactions

Reactions

Reactions

Reactions

Reactions