2.0
2012-10-10 12:19:50 -0600
2015-06-04 16:20:32 -0600
ECMDB23162
M2MDB003552
(3S)-Citryl-CoA
(3S)-Citryl-CoA is an (S)-3-hydroxyacyl-CoA having (3S)-citryl as the S-acyl group. It is a substrate for the enzyme citryl-CoA lyase (EC 4.1.3.34), an enzyme that catalyzes the chemical reaction (3S)-citryl-CoA <=> acetyl-CoA + oxaloacetate
C27H42N7O22P3S
941.642
941.131646289
2-[2-({2-[(3-{[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)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-2-oxoethyl]-2-hydroxybutanedioic acid
(3S)-citryl-coa
[H]C(O)(C(O)=NCCC(O)=NCCSC(=O)CC(O)(CC(O)=O)C(O)=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=1S/C27H42N7O22P3S/c1-26(2,20(40)23(41)30-4-3-14(35)29-5-6-60-16(38)8-27(44,25(42)43)7-15(36)37)10-53-59(50,51)56-58(48,49)52-9-13-19(55-57(45,46)47)18(39)24(54-13)34-12-33-17-21(28)31-11-32-22(17)34/h11-13,18-20,24,39-40,44H,3-10H2,1-2H3,(H,29,35)(H,30,41)(H,36,37)(H,42,43)(H,48,49)(H,50,51)(H2,28,31,32)(H2,45,46,47)/t13-,18-,19-,20?,24-,27?/m1/s1
IHVFHZGGMJDGGZ-CLSGQFMISA-N
logp
-0.64
logs
-2.23
solubility
5.60e+00 g/l
logp
-3
pka_strongest_acidic
0.82
iupac
2-[2-({2-[(3-{[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)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-2-oxoethyl]-2-hydroxybutanedioic acid
average_mass
941.642
mono_mass
941.131646289
smiles
[H]C(O)(C(O)=NCCC(O)=NCCSC(=O)CC(O)(CC(O)=O)C(O)=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
formula
C27H42N7O22P3S
inchi
InChI=1S/C27H42N7O22P3S/c1-26(2,20(40)23(41)30-4-3-14(35)29-5-6-60-16(38)8-27(44,25(42)43)7-15(36)37)10-53-59(50,51)56-58(48,49)52-9-13-19(55-57(45,46)47)18(39)24(54-13)34-12-33-17-21(28)31-11-32-22(17)34/h11-13,18-20,24,39-40,44H,3-10H2,1-2H3,(H,29,35)(H,30,41)(H,36,37)(H,42,43)(H,48,49)(H,50,51)(H2,28,31,32)(H2,45,46,47)/t13-,18-,19-,20?,24-,27?/m1/s1
inchikey
IHVFHZGGMJDGGZ-CLSGQFMISA-N
polar_surface_area
465.44
refractivity
196.23
polarizability
81.66
rotatable_bond_count
25
acceptor_count
24
donor_count
12
physiological_charge
-5
formal_charge
0
Citrate cycle (TCA cycle)
ec00020
Two-component system
ec02020
Specdb::EiMs
3093
Specdb::NmrOneD
296915
Specdb::NmrOneD
296916
Specdb::NmrOneD
296917
Specdb::NmrOneD
296918
Specdb::NmrOneD
296919
Specdb::NmrOneD
296920
Specdb::NmrOneD
296921
Specdb::NmrOneD
296922
Specdb::NmrOneD
296923
Specdb::NmrOneD
296924
Specdb::NmrOneD
296925
Specdb::NmrOneD
296926
Specdb::NmrOneD
296927
Specdb::NmrOneD
296928
Specdb::NmrOneD
296929
Specdb::NmrOneD
296930
Specdb::NmrOneD
296931
Specdb::NmrOneD
296932
Specdb::NmrOneD
296933
Specdb::NmrOneD
296934
Specdb::MsMs
25529
Specdb::MsMs
25530
Specdb::MsMs
25531
Specdb::MsMs
32087
Specdb::MsMs
32088
Specdb::MsMs
32089
C00566
Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A
Citrate lyase subunit beta
P0A9I1
CITE_ECOLI
citE
http://ecmdb.ca/proteins/P0A9I1.xml
Citrate lyase alpha chain
P75726
CILA_ECOLI
citF
http://ecmdb.ca/proteins/P75726.xml
Acetyl-CoA + Citric acid > Acetic acid + (3S)-Citryl-CoA
(3S)-Citryl-CoA > Acetyl-CoA + Oxalacetic acid
Acetyl-CoA + Citric acid <> Acetic acid + (3S)-Citryl-CoA
R01323
(3S)-Citryl-CoA <> Acetyl-CoA + Oxalacetic acid
R00354