CAS No.604-98-8 | Coenzyme A, S-(hydrogen butanedioate)

Basic Information

Names and Identifiers

S-(hydrogen succinyl)coenzyme A
Succinyl-coenzyme A
Coenzyme A, S-(hydrogen butanedioate)
1-[5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-10,14,19-trioxo-2,4,6-trioxa-18-thia-11,15-diaza-3,5-diphosphadocosan-22-oic acid 3,5-dioxide (non-preferred name)
(9R)-1-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-10,14,19-trioxo-2,4,6-trioxa-18-thia-11,15-diaza-3,5-diphosphadocosan-22-oic acid 3,5-dioxide (non-preferred name)

(9R)-1-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8-dimethy
Succinyl coenzyme A
Succinyl CoA
S-Succinoylcoenzyme A
Coenzyme A, S-succinate (6CI,7CI)
Coenzyme A, S-(hydrogen succinate) (8CI)
suc-co-A
suc-co-A
suc-co-A
S-(hydrogen butanedioate) Coenzyme A
S-(hydrogen butanedioate) Coenzyme A
S-(hydrogen butanedioate) Coenzyme A
S-(hydrogen butanedioic acid
S-(hydrogen butanedioic acid
S-(hydrogen butanedioic acid
CoA S-succinate
CoA S-succinate
CoA S-succinate
CoA S-(hydrogen succinate)
CoA S-(hydrogen succinate)
CoA S-(hydrogen succinate)
Coenzyme A S-(hydrogen succinate)
Coenzyme A S-(hydrogen succinate)
Coenzyme A S-(hydrogen succinate)
succinylcoenzyme-A
succinylcoenzyme-A
succinylcoenzyme-A
C25-H40-N7-O19-P3-S
C25-H40-N7-O19-P3-S
succinyl-S-coenzyme-A
succinyl-S-coenzyme-A
C25-H40-N7-O19-P3-S
J-002127
J-002127
succinyl-S-coenzyme-A
succinyl-CoA
succinyl-CoA
J-002127
UNII-BSI27HW5EQ
UNII-BSI27HW5EQ
succinyl-CoA
S-(3-carboxypropionyl)-coenzyme-A
S-(3-carboxypropionyl)-coenzyme-A
UNII-BSI27HW5EQ
succinyl-S-Coenzyme A
succinyl-S-Coenzyme A
succ-CoA
S-(3-carboxypropionyl)-coenzyme-A
succ-CoA
succ-S-Coenzyme A
succinyl-S-Coenzyme A
succ-S-Coenzyme A
succinyl-CoA
(Acyl-CoA)
[M+H]+
succ-CoA
succinyl-CoA
(Acyl-CoA)
[M+H]+
succ-S-Coenzyme A
DTXSID40975809
DTXSID40975809
succinyl-CoA
(Acyl-CoA)
[M+H]+
C25H40N7O19P3S
C25H40N7O19P3S
DTXSID40975809
3'-phosphoadenosine 5'-{3-[(3R)-4-{[3-({2-[(3-carboxypropanoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}
3'-phosphoadenosine 5'-{3-[(3R)-4-{[3-({2-[(3-carboxypropanoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}
C25H40N7O19P3S
Coenzyme A S-succinate
Coenzyme A S-succinate
Coenzyme A, S-(hydrogen succinate)
3'-phosphoadenosine 5'-{3-[(3R)-4-{[3-({2-[(3-carboxypropanoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}
Coenzyme A, S-(hydrogen succinate)
S-(hydrogen succinyl)-CoA
Coenzyme A S-succinate
S-(hydrogen succinyl)-CoA
S-Succinoylcoenzyme A
Coenzyme A, S-(hydrogen succinate)
S-Succinoylcoenzyme A
succ-coenzyme-A
S-(hydrogen succinyl)-CoA
succ-coenzyme-A
succinyl-S-CoA
succinyl-S-CoA
S-Succinoylcoenzyme A
suc-coa
suc-coa
succ-coenzyme-A
S-(Hydrogen succinyl)coenzyme A
S-(Hydrogen succinyl)coenzyme A
succinyl-S-CoA
DB03699
DB03699
suc-coa
CHEBI:15380
CHEBI:15380
S-(Hydrogen succinyl)coenzyme A
BSI27HW5EQ
BSI27HW5EQ
DB03699
EINECS 210-079-5
EINECS 210-079-5
CHEBI:15380
S-(3-carboxy-propionyl)-CoA
S-(3-carboxy-propionyl)-CoA
604-98-8
604-98-8
succ-S-CoA
BSI27HW5EQ
succ-S-CoA
succino-1-yl-coenzyme a
succino-1-yl-coenzyme a
EINECS 210-079-5
C00091
C00091
Succinyl CoA
S-(3-carboxy-propionyl)-CoA
Succinyl CoA
Q419560
Q419560
succ-S-coenzyme-A
604-98-8
succ-S-coenzyme-A
Succinyl coenzyme A
Succinyl coenzyme A
succ-S-CoA
S-(hydrogen butanedioate
S-(hydrogen butanedioate
Coenzyme A, S-succinate
Coenzyme A, S-succinate
succino-1-yl-coenzyme a
S-(hydrogen butanedioate) CoA
S-(hydrogen butanedioate) CoA
S-(3-Carboxy-propionyl)-coenzym-A
C00091
S-(3-Carboxy-propionyl)-coenzym-A
Succinyl coenzyme A sodium salt
Succinyl coenzyme A sodium salt
LMFA07050370
Succinyl CoA
LMFA07050370
succ-Coenzyme A
succ-Coenzyme A
Q419560
SCHEMBL50744
SCHEMBL50744
succ-S-coenzyme-A
Succinyl coenzyme A
S-(hydrogen butanedioate
Coenzyme A, S-succinate
S-(hydrogen butanedioate) CoA
S-(3-Carboxy-propionyl)-coenzym-A
Succinyl coenzyme A sodium salt
LMFA07050370
succ-Coenzyme A
SCHEMBL50744
Coenzyme A, S-succinate (6CI,7CI)
CVD-0019452
BDBM627979
NS00070440
(3R,5R,9R)-1-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-10,14,19-trioxo-2,4,6-trioxa-18-thia-11,15-diaza-3,5-diphosphadocosan-22-oic acid 3,5-dioxide (non-preferred name)
coenzyme A, succinyl-
4-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethylsulfanyl]-4-oxobutanoic acid
Succinyl-CoA
S-(3-carboxy-propionyl)-CoA(5-)
S-(hydrogen succinyl)CoA(5-)
succinyl-coenzyme A(5-)
Succinyl-Coenzyme A
SUCCINYL-COENZYME A
succinyl-CoA pentaanion

+ expand

InChIKey：VNOYUJKHFWYWIR-ITIYDSSPSA-N
Inchi：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
SMILES：CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCSC(=O)CCC(=O)O)O

Chemical and Physical Properties

Computed Properties

Exact Mass: 867.131252
Hydrogen Bond Donor Count: 10
Hydrogen Bond Acceptor Count: 20
Rotatable Bond Count: 23
Monoisotopic Mass: 867.131252
Heavy Atom Count: 55
Complexity: 1510
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count : 5
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
XLogP3: _6.2
Topological Polar Surface Area: 426

Experimental Properties

LogP: -0.10750
PSA: 455.66000
Refractive Index: 1.719
Density: 1.91

Synthetic Circuit

Synthetic Circuit 1

85-61-0

108-30-5

604-98-8

Reaction Conditions + Mở rộng

1.1

Reference

A new method of specific acylation of thiols. Application to coenzyme A

By Le Goffic, F. et al, Tetrahedron Letters, 1976, (33), 2845-7

Synthetic Circuit 2

110-15-6

85-61-0

604-98-8

Reaction Conditions + Mở rộng

1.1R:R:Et3N, S:DMF, 15 min, rt
1.2R:Et3N, S:DMF, rt; 15 h, rt

Reference

Drosophila melanogaster nonribosomal peptide synthetase Ebony encodes an atypical condensation domain

By IzorA, Thierry et al, Proceedings of the National Academy of Sciences of the United States of America, 2019, 116(8), 2913-2918

Synthetic Circuit 3

108-30-5

85-61-0

604-98-8

Reaction Conditions + Mở rộng

1.1R:NaHCO3, S:H2O, S:MeCN, 1 h, 0°C
1.2R:HCl, S:H2O, pH 1.5

Reference

Elucidating the stereochemistry of enzymatic benzylsuccinate synthesis with chirally labeled toluene

By Seyhan, Deniz et al, Angewandte Chemie, 2016, 55(38), 11664-11667

Synthetic Circuit 4

Reaction Conditions + Mở rộng

1.1R:R:R:S:H2O

Reference

6-Deoxyerythronolide B Analogue Production in Escherichia coli through Metabolic Pathway Engineering

By Kennedy, Jonathan et al, Biochemistry, 2003, 42(48), 14342-14348

Synthetic Circuit 5

108-30-5

18439-24-2

604-98-8

Reaction Conditions + Mở rộng

1.1S:H2O, cooled, pH 8
1.2R:HCl, S:H2O, pH 5

Reference

Identification of 3-sulfinopropionyl coenzyme A (CoA) desulfinases within the acyl-CoA dehydrogenase superfamily

By Schuermann, Marc et al, Journal of Bacteriology, 2014, 882-893, 13 pp.

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Product name：Coenzyme A, S-(hydrogen butanedioate)

Computed Properties

Experimental Properties

Synthetic Circuit 1

Synthetic Circuit 2

Synthetic Circuit 3

Synthetic Circuit 4

Synthetic Circuit 5