MiMeDB: Showing metabocard for (3S)-3-hydroxypentanoyl-CoA (MMDBc0054930)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:38:00 UTC

Update Date

2022-08-12 20:09:09 UTC

Metabolite ID

MMDBc0054930

Metabolite Identification

Common Name

(3S)-3-hydroxypentanoyl-CoA

Description

(3S)-3-hydroxypentanoyl-CoA, also known as (3S)-hydroxyvaleryl-CoA(4-), belongs to the class of organic compounds known as (s)-3-hydroxyacyl coas. These are organic compounds containing a (S)-3-hydroxyl acylated coenzyme A derivative. Based on a literature review a small amount of articles have been published on (3S)-3-hydroxypentanoyl-CoA.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221382D          

 61 63  0  0  1  0            999 V2000
   -1.6358   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1918   18.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5418   18.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9213   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5089   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2234   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3655   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6510   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5076   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5102   23.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3668   19.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6815   25.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0410   26.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2068   17.9021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.2247   23.6771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7945   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2221   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3467   26.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5304   23.9547    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9784   23.3416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3668   17.9021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1003   26.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2604   25.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6523   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1179   24.6692    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3668   18.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1866   27.5709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0800   17.9021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9379   17.9021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7678   26.2655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9279   25.1094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5930   26.7504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4535   25.4228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2068   18.7271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7945   16.6646    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.2221   18.7271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3509   23.8685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0813   17.4896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6523   16.6646    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   10.9848   22.5957    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   12.0888   21.3695    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   10.9237   21.4306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2082   21.3127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3832   22.7416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9063   20.7896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2563   20.7896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5102   22.4396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0813   19.9646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3109   24.4976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1499   22.5346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0813   21.6146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5368   21.9826    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.7957   22.0271    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.0813   20.7896    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9366   17.4896    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2068   17.0771    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2679   22.8533    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8261   23.1845    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8068   24.1486    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6523   18.3146    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9418   24.7123    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 14  4  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  1  0  0  0
 16  5  1  0  0  0  0
 17  9  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  1  0  0  0  0
 22 18  2  0  0  0  0
 23 18  1  0  0  0  0
 24 21  1  0  0  0  0
 25 19  1  0  0  0  0
 26  2  1  0  0  0  0
 26  3  1  0  0  0  0
 26 11  1  0  0  0  0
 26 21  1  0  0  0  0
 27 22  1  0  0  0  0
 28  7  1  4  0  0  0
 28 16  2  0  0  0  0
 29  6  1  4  0  0  0
 29 24  2  0  0  0  0
 30 12  2  0  0  0  0
 30 22  1  0  0  0  0
 31 12  1  0  0  0  0
 31 23  2  0  0  0  0
 32 13  2  0  0  0  0
 32 18  1  0  0  0  0
 33 13  1  0  0  0  0
 33 23  1  0  0  0  0
 25 33  1  1  0  0  0
 14 34  1  1  0  0  0
 35 16  1  0  0  0  0
 36 17  2  0  0  0  0
 19 37  1  6  0  0  0
 21 38  1  6  0  0  0
 39 24  1  0  0  0  0
 47 10  1  0  0  0  0
 48 11  1  0  0  0  0
 49 15  1  0  0  0  0
 49 25  1  0  0  0  0
 20 50  1  1  0  0  0
 52 40  1  0  0  0  0
 52 41  1  0  0  0  0
 52 42  2  0  0  0  0
 52 50  1  0  0  0  0
 53 43  1  0  0  0  0
 53 44  2  0  0  0  0
 53 47  1  0  0  0  0
 53 51  1  0  0  0  0
 54 45  1  0  0  0  0
 54 46  2  0  0  0  0
 54 48  1  0  0  0  0
 54 51  1  0  0  0  0
 55  8  1  0  0  0  0
 55 17  1  0  0  0  0
 14 56  1  1  0  0  0
 15 57  1  6  0  0  0
 19 58  1  1  0  0  0
 20 59  1  1  0  0  0
 21 60  1  6  0  0  0
 25 61  1  6  0  0  0
M  CHG  4  35  -1  39  -1  40  -1  41  -1
M  END


  Mrv1652306172221382D          

 61 63  0  0  1  0            999 V2000
   -1.6358   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1918   18.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5418   18.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9213   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5089   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2234   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3655   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6510   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5076   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5102   23.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3668   19.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6815   25.4450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0410   26.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2068   17.9021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.2247   23.6771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7945   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2221   17.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3467   26.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5304   23.9547    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9784   23.3416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3668   17.9021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1003   26.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2604   25.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6523   17.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1179   24.6692    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3668   18.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1866   27.5709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0800   17.9021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9379   17.9021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7678   26.2655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9279   25.1094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5930   26.7504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4535   25.4228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2068   18.7271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7945   16.6646    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.2221   18.7271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3509   23.8685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0813   17.4896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6523   16.6646    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   10.9848   22.5957    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   12.0888   21.3695    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   10.9237   21.4306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2082   21.3127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3832   22.7416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9063   20.7896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2563   20.7896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5102   22.4396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0813   19.9646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3109   24.4976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1499   22.5346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0813   21.6146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5368   21.9826    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.7957   22.0271    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.0813   20.7896    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.9366   17.4896    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2068   17.0771    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2679   22.8533    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8261   23.1845    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8068   24.1486    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6523   18.3146    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9418   24.7123    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 14  4  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  1  0  0  0
 16  5  1  0  0  0  0
 17  9  1  0  0  0  0
 20 15  1  0  0  0  0
 20 19  1  0  0  0  0
 22 18  2  0  0  0  0
 23 18  1  0  0  0  0
 24 21  1  0  0  0  0
 25 19  1  0  0  0  0
 26  2  1  0  0  0  0
 26  3  1  0  0  0  0
 26 11  1  0  0  0  0
 26 21  1  0  0  0  0
 27 22  1  0  0  0  0
 28  7  1  4  0  0  0
 28 16  2  0  0  0  0
 29  6  1  4  0  0  0
 29 24  2  0  0  0  0
 30 12  2  0  0  0  0
 30 22  1  0  0  0  0
 31 12  1  0  0  0  0
 31 23  2  0  0  0  0
 32 13  2  0  0  0  0
 32 18  1  0  0  0  0
 33 13  1  0  0  0  0
 33 23  1  0  0  0  0
 25 33  1  1  0  0  0
 14 34  1  1  0  0  0
 35 16  1  0  0  0  0
 36 17  2  0  0  0  0
 19 37  1  6  0  0  0
 21 38  1  6  0  0  0
 39 24  1  0  0  0  0
 47 10  1  0  0  0  0
 48 11  1  0  0  0  0
 49 15  1  0  0  0  0
 49 25  1  0  0  0  0
 20 50  1  1  0  0  0
 52 40  1  0  0  0  0
 52 41  1  0  0  0  0
 52 42  2  0  0  0  0
 52 50  1  0  0  0  0
 53 43  1  0  0  0  0
 53 44  2  0  0  0  0
 53 47  1  0  0  0  0
 53 51  1  0  0  0  0
 54 45  1  0  0  0  0
 54 46  2  0  0  0  0
 54 48  1  0  0  0  0
 54 51  1  0  0  0  0
 55  8  1  0  0  0  0
 55 17  1  0  0  0  0
 14 56  1  1  0  0  0
 15 57  1  6  0  0  0
 19 58  1  1  0  0  0
 20 59  1  1  0  0  0
 21 60  1  6  0  0  0
 25 61  1  6  0  0  0
M  CHG  4  35  -1  39  -1  40  -1  41  -1
M  END
> <DATABASE_ID>
MMDBc0054930

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(CC)CC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(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/C26H44N7O18P3S/c1-4-14(34)9-17(36)55-8-7-28-16(35)5-6-29-24(39)21(38)26(2,3)11-48-54(45,46)51-53(43,44)47-10-15-20(50-52(40,41)42)19(37)25(49-15)33-13-32-18-22(27)30-12-31-23(18)33/h12-15,19-21,25,34,37-38H,4-11H2,1-3H3,(H,28,35)(H,29,39)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/p-4/t14-,15+,19+,20+,21-,25+/m0/s1

> <INCHI_KEY>
YYGYPCRWZMLSGK-VDGSKMPFSA-J

> <FORMULA>
C26H40N7O18P3S

> <MOLECULAR_WEIGHT>
863.62

> <EXACT_MASS>
863.138533964

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
76.81388225774194

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-4

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-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)-2-hydroxy-N-{2-[(2-{[(3S)-3-hydroxypentanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanecarboximidate

> <JCHEM_LOGP>
-5.260825012267203

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8858474300928627

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8191009298514067

> <JCHEM_PKA_STRONGEST_BASIC>
6.398663595166025

> <JCHEM_POLAR_SURFACE_AREA>
402.1600000000001

> <JCHEM_REFRACTIVITY>
207.4530000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-N-{2-[(2-{[(3S)-3-hydroxypentanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -3.053  33.417   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.158  34.957   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.078  34.957   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.720  32.647   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.283  33.417   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.617  32.647   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.282  32.647   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.949  33.417   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.948  32.647   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.619  43.427   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.618  36.497   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      27.406  47.497   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.476  48.790   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.386  33.417   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.953  44.197   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.950  32.647   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.281  33.417   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.914  49.308   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      23.390  44.715   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.360  43.571   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.618  33.417   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.321  49.934   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.753  47.776   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.284  32.647   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.620  46.049   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.618  34.957   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      26.482  51.466   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0       7.616  33.417   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      12.951  33.417   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0      27.567  49.029   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      25.999  46.871   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      23.507  49.934   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      23.246  47.456   0.000  0.00  0.00           N+0
HETATM   34  O   UNK     0      -0.386  34.957   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       8.950  31.107   0.000  0.00  0.00           O-1
HETATM   36  O   UNK     0       2.281  34.957   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      24.922  44.554   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      16.952  32.647   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      14.284  31.107   0.000  0.00  0.00           O-1
HETATM   40  O   UNK     0      20.505  42.179   0.000  0.00  0.00           O-1
HETATM   41  O   UNK     0      22.566  39.890   0.000  0.00  0.00           O-1
HETATM   42  O   UNK     0      20.391  40.004   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      19.055  39.784   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      17.515  42.451   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      18.492  38.807   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      15.412  38.807   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      19.619  41.887   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      16.952  37.267   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      21.114  45.729   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      22.680  42.065   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      16.952  40.347   0.000  0.00  0.00           O+0
HETATM   52  P   UNK     0      21.535  41.034   0.000  0.00  0.00           P+0
HETATM   53  P   UNK     0      18.285  41.117   0.000  0.00  0.00           P+0
HETATM   54  P   UNK     0      16.952  38.807   0.000  0.00  0.00           P+0
HETATM   55  S   UNK     0       3.615  32.647   0.000  0.00  0.00           S+0
HETATM   56  H   UNK     0      -0.386  31.877   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      21.033  42.659   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      23.942  43.278   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      22.039  45.077   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0      14.284  34.187   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0      24.158  46.130   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   26                                                            
CONECT    3   26                                                            
CONECT    4    1   14                                                       
CONECT    5    6   16                                                       
CONECT    6    5   29                                                       
CONECT    7    8   28                                                       
CONECT    8    7   55                                                       
CONECT    9   14   17                                                       
CONECT   10   15   47                                                       
CONECT   11   26   48                                                       
CONECT   12   30   31                                                       
CONECT   13   32   33                                                       
CONECT   14    4    9   34   56                                             
CONECT   15   10   20   49   57                                             
CONECT   16    5   28   35                                                  
CONECT   17    9   36   55                                                  
CONECT   18   22   23   32                                                  
CONECT   19   20   25   37   58                                             
CONECT   20   15   19   50   59                                             
CONECT   21   24   26   38   60                                             
CONECT   22   18   27   30                                                  
CONECT   23   18   31   33                                                  
CONECT   24   21   29   39                                                  
CONECT   25   19   33   49   61                                             
CONECT   26    2    3   11   21                                             
CONECT   27   22                                                            
CONECT   28    7   16                                                       
CONECT   29    6   24                                                       
CONECT   30   12   22                                                       
CONECT   31   12   23                                                       
CONECT   32   13   18                                                       
CONECT   33   13   23   25                                                  
CONECT   34   14                                                            
CONECT   35   16                                                            
CONECT   36   17                                                            
CONECT   37   19                                                            
CONECT   38   21                                                            
CONECT   39   24                                                            
CONECT   40   52                                                            
CONECT   41   52                                                            
CONECT   42   52                                                            
CONECT   43   53                                                            
CONECT   44   53                                                            
CONECT   45   54                                                            
CONECT   46   54                                                            
CONECT   47   10   53                                                       
CONECT   48   11   54                                                       
CONECT   49   15   25                                                       
CONECT   50   20   52                                                       
CONECT   51   53   54                                                       
CONECT   52   40   41   42   50                                             
CONECT   53   43   44   47   51                                             
CONECT   54   45   46   48   51                                             
CONECT   55    8   17                                                       
CONECT   56   14                                                            
CONECT   57   15                                                            
CONECT   58   19                                                            
CONECT   59   20                                                            
CONECT   60   21                                                            
CONECT   61   25                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  126    0
END

Synonyms

Value	Source
(3S)-Hydroxyvaleryl-CoA(4-)	ChEBI
(S)-3-Hydroxyvaleryl-CoA(4-)	ChEBI

Molecular Formula

C₂₆H₄₀N₇O₁₈P₃S

Average Mass

863.62

Monoisotopic Mass

863.138533964

IUPAC Name

(2R)-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)-2-hydroxy-N-{2-[(2-{[(3S)-3-hydroxypentanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanecarboximidate

Traditional Name

(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-N-{2-[(2-{[(3S)-3-hydroxypentanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanecarboximidate

CAS Registry Number

Not Available

SMILES

[H][C@](O)(CC)CC(=O)SCCN=C([O-])CCN=C([O-])[C@]([H])(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/C26H44N7O18P3S/c1-4-14(34)9-17(36)55-8-7-28-16(35)5-6-29-24(39)21(38)26(2,3)11-48-54(45,46)51-53(43,44)47-10-15-20(50-52(40,41)42)19(37)25(49-15)33-13-32-18-22(27)30-12-31-23(18)33/h12-15,19-21,25,34,37-38H,4-11H2,1-3H3,(H,28,35)(H,29,39)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/p-4/t14-,15+,19+,20+,21-,25+/m0/s1

InChI Key

YYGYPCRWZMLSGK-VDGSKMPFSA-J

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as (s)-3-hydroxyacyl coas. These are organic compounds containing a (S)-3-hydroxyl acylated coenzyme A derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

(S)-3-hydroxyacyl 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
N-glycosyl compound
Glycosyl compound
Organic pyrophosphate
Monosaccharide phosphate
6-aminopurine
Purine
Imidazopyrimidine
Monoalkyl phosphate
Aminopyrimidine
Imidolactam
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Azole
Carbothioic s-ester
Thiocarboxylic acid ester
Secondary alcohol
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Sulfenyl compound
Thiocarboxylic acid or derivatives
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
Organic anion
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
logP	-5.3	ChemAxon
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	6.4	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	402.16 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	207.45 m³·mol⁻¹	ChemAxon
Polarizability	76.81 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

Not Available

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	2

Exposure Sources

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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44237370

PDB ID

Not Available

ChEBI ID

138607

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)-3-hydroxypentanoyl-CoA (MMDBc0054930)

MOL for #<Metabolite:0x00007fdb4c7233a8>

3D MOL for #<Metabolite:0x00007fdb4c7233a8>

3D SDF for #<Metabolite:0x00007fdb4c7233a8>

3D-SDF for #<Metabolite:0x00007fdb4c7233a8>

PDB for #<Metabolite:0x00007fdb4c7233a8>

3D PDB for #<Metabolite:0x00007fdb4c7233a8>

SMILES for #<Metabolite:0x00007fdb4c7233a8>

INCHI for #<Metabolite:0x00007fdb4c7233a8>

Structure for #<Metabolite:0x00007fdb4c7233a8>

3D Structure for #<Metabolite:0x00007fdb4c7233a8>