MiMeDB: Showing metabocard for (3S)-Citryl-CoA (MMDBc0031782)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:49:07 UTC

Update Date

2022-08-31 18:24:42 UTC

Metabolite ID

MMDBc0031782

Metabolite Identification

Common Name

(3S)-Citryl-CoA

Description

(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

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 10101211192D          

 65 67  0  0  0  0            999 V2000
    5.3030   -4.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9599   -5.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0622   -7.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2552   -7.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3791   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1860   -9.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1383  -11.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5029  -10.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3245   -4.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3172   -7.9570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3537  -12.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2480  -10.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9384   -5.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1933   -6.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.1168  -11.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1314   -5.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3099  -10.9970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1241   -8.1286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0003   -6.2163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   10.7406  -11.5069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8000   -9.4278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    0.3009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4904   -4.6470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6413   -6.6578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3718  -11.9532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6689  -10.5554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4814  -10.1900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6575   -1.9121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9864   -0.4047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0756   -0.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9853   -2.7498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4160   -3.2597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4341   -3.1539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9457   -2.2201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3864   -5.8732    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    0.6542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
 13  9  1  6  0  0  0
 14  3  1  0  0  0  0
 15  7  1  0  0  0  0
 16  8  1  0  0  0  0
 19 13  1  0  0  0  0
 19 18  1  0  0  0  0
 21 17  2  0  0  0  0
 22 17  1  0  0  0  0
 23 20  1  0  0  0  0
 24 18  1  0  0  0  0
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 29  5  1  4  0  0  0
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 30  4  1  4  0  0  0
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 31 11  2  0  0  0  0
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 34 22  1  0  0  0  0
 24 34  1  6  0  0  0
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 60  6  1  0  0  0  0
 60 16  1  0  0  0  0
 13 61  1  1  0  0  0
 18 62  1  6  0  0  0
 19 63  1  6  0  0  0
 64 20  1  0  0  0  0
 24 65  1  1  0  0  0
M  END


  Mrv0541 10101211192D          

 65 67  0  0  0  0            999 V2000
    5.3030   -4.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9599   -5.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0622   -7.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2552   -7.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3791   -8.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1860   -9.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1383  -11.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5029  -10.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -2.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3245   -4.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   11.2480  -10.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    9.1241   -8.1286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3523    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   11.1822  -12.8659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7406  -11.5069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8000   -9.4278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    0.3009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4904   -4.6470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6413   -6.6578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3718  -11.9532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6689  -10.5554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4814  -10.1900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6575   -1.9121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9853   -2.7498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4160   -3.2597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4341   -3.1539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0910   -4.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4556   -3.7894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3220   -1.1584    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.2006   -3.0048    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.2625   -3.9609    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.4410   -9.8693    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6359   -0.5586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0583   -1.8189    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3864   -5.8732    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3004    0.6542    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
 13  9  1  6  0  0  0
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 15  7  1  0  0  0  0
 16  8  1  0  0  0  0
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 60  6  1  0  0  0  0
 60 16  1  0  0  0  0
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 64 20  1  0  0  0  0
 24 65  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031782

> <DATABASE_NAME>
MIME

> <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

> <INCHI_IDENTIFIER>
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

> <INCHI_KEY>
IHVFHZGGMJDGGZ-CLSGQFMISA-N

> <FORMULA>
C27H42N7O22P3S

> <MOLECULAR_WEIGHT>
941.642

> <EXACT_MASS>
941.131646289

> <JCHEM_ACCEPTOR_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
81.66296003450687

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_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

> <ALOGPS_LOGP>
-0.64

> <JCHEM_LOGP>
-3.0161642793333328

> <ALOGPS_LOGS>
-2.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.8611680006823317

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8183943842677852

> <JCHEM_POLAR_SURFACE_AREA>
465.4400000000001

> <JCHEM_REFRACTIVITY>
196.23160000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.60e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-citryl-coa

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-OCT-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   35  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   57  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   58  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   59  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   60  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   61  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1   26                                                            
CONECT    2   26                                                            
CONECT    3    4   14                                                       
CONECT    4    3   30                                                       
CONECT    5    6   29                                                       
CONECT    6    5   60                                                       
CONECT    7   15   27                                                       
CONECT    8   16   27                                                       
CONECT    9   13   52                                                       
CONECT   10   26   53                                                       
CONECT   11   31   32                                                       
CONECT   12   33   34                                                       
CONECT   13    9   19   54   61                                             
CONECT   14    3   29   35                                                  
CONECT   15    7   36   37                                                  
CONECT   16    8   38   60                                                  
CONECT   17   21   22   33                                                  
CONECT   18   19   24   39   62                                             
CONECT   19   13   18   55   63                                             
CONECT   20   23   26   40   64                                             
CONECT   21   17   28   31                                                  
CONECT   22   17   32   34                                                  
CONECT   23   20   30   41                                                  
CONECT   24   18   34   54   65                                             
CONECT   25   27   42   43                                                  
CONECT   26    1    2   10   20                                             
CONECT   27    7    8   25   44                                             
CONECT   28   21                                                            
CONECT   29    5   14                                                       
CONECT   30    4   23                                                       
CONECT   31   11   21                                                       
CONECT   32   11   22                                                       
CONECT   33   12   17                                                       
CONECT   34   12   22   24                                                  
CONECT   35   14                                                            
CONECT   36   15                                                            
CONECT   37   15                                                            
CONECT   38   16                                                            
CONECT   39   18                                                            
CONECT   40   20                                                            
CONECT   41   23                                                            
CONECT   42   25                                                            
CONECT   43   25                                                            
CONECT   44   27                                                            
CONECT   45   57                                                            
CONECT   46   57                                                            
CONECT   47   57                                                            
CONECT   48   58                                                            
CONECT   49   58                                                            
CONECT   50   59                                                            
CONECT   51   59                                                            
CONECT   52    9   58                                                       
CONECT   53   10   59                                                       
CONECT   54   13   24                                                       
CONECT   55   19   57                                                       
CONECT   56   58   59                                                       
CONECT   57   45   46   47   55                                             
CONECT   58   48   49   52   56                                             
CONECT   59   50   51   53   56                                             
CONECT   60    6   16                                                       
CONECT   61   13                                                            
CONECT   62   18                                                            
CONECT   63   19                                                            
CONECT   64   20                                                            
CONECT   65   24                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  134    0
END

Synonyms

Value	Source
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-hydroxybutanedioate	Generator
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}sulphanyl)-2-oxoethyl]-2-hydroxybutanedioate	Generator
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}sulphanyl)-2-oxoethyl]-2-hydroxybutanedioic acid	Generator

Molecular Formula

C₂₇H₄₂N₇O₂₂P₃S

Average Mass

941.642

Monoisotopic Mass

941.131646289

IUPAC Name

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

Traditional Name

(3S)-citryl-coa

CAS Registry Number

Not Available

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

InChI Identifier

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

InChI Key

IHVFHZGGMJDGGZ-CLSGQFMISA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Acyl CoAs

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	5.6 g/L	ALOGPS
logP	-0.64	ALOGPS
logP	-3	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	24	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	465.44 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	196.23 m³·mol⁻¹	ChemAxon
Polarizability	81.66 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	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0079-0944000224-9542d959256d3cd045a9	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0934100000-5b84d8dda3d4cee931b3	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-2932000000-6b0d383bd22a5fa40bcb	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-003r-3901010242-13473c4f022d7d0702ae	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-3900110001-8c24a7f0e664b2f57836	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-5900100000-83ecd668f8a6a2a958d3	2015-09-15	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
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
Bacteria	Proteobacteria	4	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Human sputum; Human subgingival plaque	Unknown
Bacteria	Firmicutes	1

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

Not Available

KEGG Compound ID

C00566

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439266

PDB ID

Not Available

ChEBI ID

Not Available

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 (3S)-Citryl-CoA (MMDBc0031782)

MOL for #<Metabolite:0x00007fece0925278>

3D MOL for #<Metabolite:0x00007fece0925278>

3D SDF for #<Metabolite:0x00007fece0925278>

3D-SDF for #<Metabolite:0x00007fece0925278>

PDB for #<Metabolite:0x00007fece0925278>

3D PDB for #<Metabolite:0x00007fece0925278>

SMILES for #<Metabolite:0x00007fece0925278>

INCHI for #<Metabolite:0x00007fece0925278>

Structure for #<Metabolite:0x00007fece0925278>

3D Structure for #<Metabolite:0x00007fece0925278>