MiMeDB: Showing metabocard for 3-Oxoadipyl-CoA (MMDBc0030006)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:50:25 UTC

Update Date

2022-08-31 17:38:36 UTC

MiMeDB ID

MMDBc0030006

Metabolite Identification

Common Name

3-Oxoadipyl-CoA

Description

3-oxoadipyl-CoA is a member of the chemical class known as Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine.

Structure

MOL SDF PDB SMILES InChI

      
  Mrv1533005141519052D          

 58 60  0  0  0  0            999 V2000
    4.1495    3.5430    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3959    3.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7284    3.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8146    2.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5683    2.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2358    2.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9215    3.5652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5089    2.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0608    2.2377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3097    4.6990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8892    1.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2217    1.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542    1.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8092    0.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6341    0.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3243   -0.0213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1190   -0.0212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4803    2.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3371   -1.0958    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508   -1.1001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3471   -2.1295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624   -1.0700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9461    1.6698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2650    1.7128    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5934    1.7562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3564    2.7975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2919    0.8882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4183    1.7696    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2433    1.7764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4082    2.5946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4284    0.9447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6616    1.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4866    1.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2204    2.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8932    1.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0025    0.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8216    0.4826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6784   -0.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1734   -1.0346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8593   -0.4732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5352   -1.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0301   -1.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7060   -2.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2010   -3.3106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8869   -2.7492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1241   -2.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3471   -2.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5744   -2.5294    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9376   -3.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0735   -3.8677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1650   -2.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5282   -3.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6641   -4.1031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7556   -3.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1188   -3.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -3.2356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102   -2.4219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2905   -3.7602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  2 10  1  0  0  0  0
  1  2  2  0  0  0  0
  6  1  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  2  0  0  0  0
  3  7  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 13 18  1  0  0  0  0
 15 17  1  0  0  0  0
 14 16  1  0  0  0  0
 16 19  1  0  0  0  0
 19 21  2  0  0  0  0
 19 22  1  0  0  0  0
 19 20  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 27  1  0  0  0  0
 24 26  2  0  0  0  0
 25 28  1  0  0  0  0
 28 30  2  0  0  0  0
 28 31  1  0  0  0  0
 28 29  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 38  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 38 39  2  0  0  0  0
 36 37  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
 46 47  1  0  0  0  0
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 54  1  0  0  0  0
 54 55  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 52 53  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 58  2  0  0  0  0
M  END

      
  Mrv1533005141519052D          

 58 60  0  0  0  0            999 V2000
    4.1495    3.5430    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3959    3.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7284    3.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8146    2.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5683    2.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2358    2.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9215    3.5652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5089    2.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0608    2.2377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3097    4.6990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8892    1.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2217    1.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542    1.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8092    0.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6341    0.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3243   -0.0213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1190   -0.0212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4803    2.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3371   -1.0958    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5508   -1.1001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3471   -2.1295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624   -1.0700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9461    1.6698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2650    1.7128    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5934    1.7562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3564    2.7975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2919    0.8882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4183    1.7696    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2433    1.7764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4082    2.5946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4284    0.9447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6616    1.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4866    1.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2204    2.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8932    1.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0025    0.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8216    0.4826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6784   -0.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1734   -1.0346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8593   -0.4732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5352   -1.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0301   -1.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7060   -2.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2010   -3.3106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8869   -2.7492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1241   -2.1784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3471   -2.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5744   -2.5294    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9376   -3.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0735   -3.8677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1650   -2.7648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5282   -3.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6641   -4.1031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7556   -3.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1188   -3.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3461   -3.2356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102   -2.4219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2905   -3.7602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  2 10  1  0  0  0  0
  1  2  2  0  0  0  0
  6  1  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  2  0  0  0  0
  3  7  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 13 18  1  0  0  0  0
 15 17  1  0  0  0  0
 14 16  1  0  0  0  0
 16 19  1  0  0  0  0
 19 21  2  0  0  0  0
 19 22  1  0  0  0  0
 19 20  1  0  0  0  0
 18 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 27  1  0  0  0  0
 24 26  2  0  0  0  0
 25 28  1  0  0  0  0
 28 30  2  0  0  0  0
 28 31  1  0  0  0  0
 28 29  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 38  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 38 39  2  0  0  0  0
 36 37  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
 46 47  1  0  0  0  0
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 54  1  0  0  0  0
 54 55  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 52 53  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 58  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030006

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)(COP(O)(=O)OP(O)(=O)OCC1CC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H44N7O19P3S/c1-28(2,24(42)27(43)31-6-5-18(37)30-7-8-58-20(40)10-16(36)3-4-19(38)39)12-52-57(49,50)54-56(47,48)51-11-15-9-17(22(41)23(15)53-55(44,45)46)35-14-34-21-25(29)32-13-33-26(21)35/h13-15,17,22-24,41-42H,3-12H2,1-2H3,(H,30,37)(H,31,43)(H,38,39)(H,47,48)(H,49,50)(H2,29,32,33)(H2,44,45,46)

> <INCHI_KEY>
WQQGFCRVKOMCQC-UHFFFAOYSA-N

> <FORMULA>
C28H44N7O19P3S

> <MOLECULAR_WEIGHT>
907.67

> <EXACT_MASS>
907.162554393

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
102

> <JCHEM_AVERAGE_POLARIZABILITY>
81.55382807647501

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-{[2-(3-{3-[({[({[4-(6-amino-9H-purin-9-yl)-3-hydroxy-2-(phosphonooxy)cyclopentyl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido}propanamido)ethyl]sulfanyl}-4,6-dioxohexanoic acid

> <ALOGPS_LOGP>
-0.47

> <JCHEM_LOGP>
-6.428634572471803

> <ALOGPS_LOGS>
-2.34

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
2.0017287655107365

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.310667050014521

> <JCHEM_PKA_STRONGEST_BASIC>
5.125907100998288

> <JCHEM_POLAR_SURFACE_AREA>
408.7699999999999

> <JCHEM_REFRACTIVITY>
196.73460000000009

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.13e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-({2-[3-(3-{[({[4-(6-aminopurin-9-yl)-3-hydroxy-2-(phosphonooxy)cyclopentyl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-2-hydroxy-3-methylbutanamido)propanamido]ethyl}sulfanyl)-4,6-dioxohexanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  N   UNK     0       7.746   6.614   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       6.339   7.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.093   6.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.254   4.803   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       6.661   4.177   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       7.907   5.082   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       3.587   6.655   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       2.817   5.321   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       3.847   4.177   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       6.178   8.771   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       3.527   2.671   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.281   3.576   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.035   2.671   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.511   1.206   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.050   1.206   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.605  -0.040   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.955  -0.040   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.763   4.313   0.000  0.00  0.00           C+0
HETATM   19  P   UNK     0       0.629  -2.045   0.000  0.00  0.00           P+0
HETATM   20  O   UNK     0      -1.028  -2.054   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.648  -3.975   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.543  -1.997   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -5.499   3.117   0.000  0.00  0.00           O+0
HETATM   24  P   UNK     0      -7.961   3.197   0.000  0.00  0.00           P+0
HETATM   25  O   UNK     0     -10.441   3.278   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -8.132   5.222   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -8.012   1.658   0.000  0.00  0.00           O+0
HETATM   28  P   UNK     0     -11.981   3.303   0.000  0.00  0.00           P+0
HETATM   29  O   UNK     0     -13.521   3.316   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0     -11.962   4.843   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0     -12.000   1.763   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0     -14.302   1.989   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -15.842   2.001   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -15.345   3.840   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -16.601   3.341   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -16.805   0.717   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0     -18.334   0.901   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0     -16.200  -0.699   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0     -17.124  -1.931   0.000  0.00  0.00           O+0
HETATM   40  N   UNK     0     -14.671  -0.883   0.000  0.00  0.00           N+0
HETATM   41  C   UNK     0     -14.066  -2.300   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -14.990  -3.532   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -14.385  -4.948   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0     -15.309  -6.180   0.000  0.00  0.00           O+0
HETATM   45  N   UNK     0     -12.856  -5.132   0.000  0.00  0.00           N+0
HETATM   46  C   UNK     0     -11.432  -4.066   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -9.981  -5.261   0.000  0.00  0.00           C+0
HETATM   48  S   UNK     0      -8.539  -4.722   0.000  0.00  0.00           S+0
HETATM   49  C   UNK     0      -7.350  -5.701   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -7.604  -7.220   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      -5.908  -5.161   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -4.719  -6.140   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      -4.973  -7.659   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      -3.277  -5.600   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -2.088  -6.580   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      -0.646  -6.040   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      -0.392  -4.521   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0       0.542  -7.019   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    3   10    1                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    8    3                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   11                                                  
CONECT   10    2                                                            
CONECT   11    9   12   15                                                  
CONECT   12   13   11                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   11   17                                                  
CONECT   16   14   19                                                       
CONECT   17   15                                                            
CONECT   18   13   23                                                       
CONECT   19   16   21   22   20                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19                                                            
CONECT   23   18   24                                                       
CONECT   24   23   25   27   26                                             
CONECT   25   24   28                                                       
CONECT   26   24                                                            
CONECT   27   24                                                            
CONECT   28   25   30   31   29                                             
CONECT   29   28   32                                                       
CONECT   30   28                                                            
CONECT   31   28                                                            
CONECT   32   29   33                                                       
CONECT   33   32   34   35   36                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   33   38   37                                                  
CONECT   37   36                                                            
CONECT   38   36   40   39                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   42   40                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   51   48   50                                                  
CONECT   50   49                                                            
CONECT   51   49   52                                                       
CONECT   52   51   54   53                                                  
CONECT   53   52                                                            
CONECT   54   52   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57   58                                                  
CONECT   57   56                                                            
CONECT   58   56                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  120    0
END

Synonyms

Not Available

Chemical Formula

C₂₈H₄₄N₇O₁₉P₃S

Average Molecular Weight

907.67

Monoisotopic Molecular Weight

907.162554393

IUPAC Name

6-{[2-(3-{3-[({[({[4-(6-amino-9H-purin-9-yl)-3-hydroxy-2-(phosphonooxy)cyclopentyl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido}propanamido)ethyl]sulfanyl}-4,6-dioxohexanoic acid

Traditional Name

6-({2-[3-(3-{[({[4-(6-aminopurin-9-yl)-3-hydroxy-2-(phosphonooxy)cyclopentyl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-2-hydroxy-3-methylbutanamido)propanamido]ethyl}sulfanyl)-4,6-dioxohexanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)(COP(O)(=O)OP(O)(=O)OCC1CC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N)C(O)C(=O)NCCC(=O)NCCSC(=O)CC(=O)CCC(O)=O

InChI Identifier

InChI=1S/C28H44N7O19P3S/c1-28(2,24(42)27(43)31-6-5-18(37)30-7-8-58-20(40)10-16(36)3-4-19(38)39)12-52-57(49,50)54-56(47,48)51-11-15-9-17(22(41)23(15)53-55(44,45)46)35-14-34-21-25(29)32-13-33-26(21)35/h13-15,17,22-24,41-42H,3-12H2,1-2H3,(H,30,37)(H,31,43)(H,38,39)(H,47,48)(H,49,50)(H2,29,32,33)(H2,44,45,46)

InChI Key

WQQGFCRVKOMCQC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nucleoside and nucleotide analogues. These are analogues of nucleosides and nucleotides. These include phosphonated nucleosides, C-glycosylated nucleoside bases, analogues where the sugar unit is a pyranose, and carbocyclic nucleosides, among others.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Nucleoside and nucleotide analogues

Sub Class

Not Available

Direct Parent

Nucleoside and nucleotide analogues

Alternative Parents

Substituents

Organic pyrophosphate
6-aminopurine
Purine
Medium-chain keto acid
Imidazopyrimidine
Gamma-keto acid
Monoalkyl phosphate
Fatty acyl thioester
Thia fatty acid
Hydroxy fatty acid
Aminopyrimidine
Fatty acyl
Imidolactam
Alkyl phosphate
1,3-dicarbonyl compound
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
Keto acid
Cyclopentanol
Heteroaromatic compound
Imidazole
Cyclic alcohol
Azole
Amino acid
Carbothioic s-ester
Thiocarboxylic acid ester
Secondary alcohol
Ketone
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Thiocarboxylic acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
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	4.13 g/L	ALOGPS
logP	-0.47	ALOGPS
logP	-6.4	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	1.31	ChemAxon
pKa (Strongest Basic)	5.13	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	408.77 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	196.73 m³·mol⁻¹	ChemAxon
Polarizability	81.55 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	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Phylum	Total species	Hosts and Body Sites	Microbial Links
Proteobacteria	126	Human Feces; Human ; Pig	Unknown; Metabolic reconstruction;
Firmicutes	145	Human Feces; Human ; Cattle	Metabolic reconstruction
Actinobacteria	58	Human Feces; Human	Metabolic reconstruction
Spirochaetes	1	Human Feces	Metabolic reconstruction
Bacteroidetes	12	Human Feces; Human	Metabolic reconstruction
Thaumarchaeota	1	Human Feces	Metabolic reconstruction
Synergistetes	1	Human Feces	Metabolic reconstruction
Fusobacteria	17	Human Feces; Human	Metabolic reconstruction
Euryarchaeota	4	Human Feces; Cattle ; Human	Metabolic reconstruction
Planctomycetes	1	Human Feces	Metabolic reconstruction
Crenarchaeota	1	Human Feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB		details

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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 3-Oxoadipyl-CoA (MMDBc0030006)

MOL for #<Metabolite:0x0000564abec78580>

3D MOL for #<Metabolite:0x0000564abec78580>

3D SDF for #<Metabolite:0x0000564abec78580>

3D-SDF for #<Metabolite:0x0000564abec78580>

PDB for #<Metabolite:0x0000564abec78580>

3D PDB for #<Metabolite:0x0000564abec78580>

SMILES for #<Metabolite:0x0000564abec78580>

INCHI for #<Metabolite:0x0000564abec78580>

Structure for #<Metabolite:0x0000564abec78580>

3D Structure for #<Metabolite:0x0000564abec78580>