MiMeDB: Showing metabocard for (3S)-3-Hydroxyadipyl-CoA (MMDBc0029950)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:48:02 UTC

Update Date

2022-08-31 17:37:54 UTC

MiMeDB ID

MMDBc0029950

Metabolite Identification

Common Name

(3S)-3-Hydroxyadipyl-CoA

Description

(3s)-3-hydroxyadipyl-coa belongs to the class of Coenzyme A and Derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine. (inferred from compound structure)

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 08131209212D          

 64 66  0  0  0  0            999 V2000
   10.4797   13.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8297   13.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5099   18.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7955   18.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2257   17.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2257   16.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7968   18.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0823   18.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9389   18.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7981    9.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6547   13.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7720    6.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0512    9.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2244   18.5319    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.5125    9.0444    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5112   17.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0810   18.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6534   18.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9444    8.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4057    8.0524    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.5988    8.2239    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6547   14.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6119    8.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1908    8.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9402   15.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8182    8.7669    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6547   13.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3655    8.4262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5112   18.5319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9402   16.0569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5256    7.2702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1045    7.4195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8582    9.3961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6387    8.8531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2244   17.7069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7968   17.2944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3665   18.5319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0810   19.7694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6534   17.7069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7413    7.2987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3691   15.2319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2257   14.8194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4560    8.7115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9461    7.1422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4164    8.1818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4961   11.4089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6711    9.9799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1941   11.9319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5441   11.9319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7981   10.2819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3691   12.7569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2662    9.3800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9857    7.6719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3691   11.1069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2011    7.9268    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.0836   10.6944    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.3691   11.9319    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.3678   18.9444    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2244   19.3569    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0160    8.3855    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8866    7.4113    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7739    8.2383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9402   14.4069    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2676    8.0750    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
  8  7  1  0  0  0  0
 14  3  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  4  1  0  0  0  0
 18  9  1  0  0  0  0
 21 15  1  0  0  0  0
 21 20  1  0  0  0  0
 23 19  2  0  0  0  0
 24 19  1  0  0  0  0
 25 22  1  0  0  0  0
 26 20  1  0  0  0  0
 27  1  1  0  0  0  0
 27  2  1  0  0  0  0
 27 11  1  0  0  0  0
 27 22  1  0  0  0  0
 28 23  1  0  0  0  0
 29  7  1  4  0  0  0
 29 16  2  0  0  0  0
 30  6  1  4  0  0  0
 30 25  2  0  0  0  0
 31 12  2  0  0  0  0
 31 23  1  0  0  0  0
 32 12  1  0  0  0  0
 32 24  2  0  0  0  0
 33 13  2  0  0  0  0
 33 19  1  0  0  0  0
 34 13  1  0  0  0  0
 34 24  1  0  0  0  0
 26 34  1  1  0  0  0
 14 35  1  6  0  0  0
 36 16  1  0  0  0  0
 37 17  2  0  0  0  0
 38 17  1  0  0  0  0
 39 18  2  0  0  0  0
 20 40  1  6  0  0  0
 41 22  1  0  0  0  0
 42 25  1  0  0  0  0
 50 10  1  0  0  0  0
 51 11  1  0  0  0  0
 52 15  1  0  0  0  0
 52 26  1  0  0  0  0
 21 53  1  6  0  0  0
 55 43  1  0  0  0  0
 55 44  1  0  0  0  0
 55 45  2  0  0  0  0
 55 53  1  0  0  0  0
 56 46  1  0  0  0  0
 56 47  2  0  0  0  0
 56 50  1  0  0  0  0
 56 54  1  0  0  0  0
 57 48  1  0  0  0  0
 57 49  2  0  0  0  0
 57 51  1  0  0  0  0
 57 54  1  0  0  0  0
 58  8  1  0  0  0  0
 58 18  1  0  0  0  0
 14 59  1  6  0  0  0
 15 60  1  6  0  0  0
 20 61  1  1  0  0  0
 21 62  1  1  0  0  0
 63 22  1  0  0  0  0
 26 64  1  6  0  0  0
M  END


  Mrv0541 08131209212D          

 64 66  0  0  0  0            999 V2000
   10.4797   13.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8297   13.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5099   18.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7955   18.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2257   17.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2257   16.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7968   18.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0823   18.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9389   18.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7981    9.4569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6547   13.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7720    6.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0512    9.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2244   18.5319    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.5125    9.0444    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5112   17.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0810   18.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6534   18.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9444    8.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4057    8.0524    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.5988    8.2239    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6547   14.8194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6119    8.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1908    8.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9402   15.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8182    8.7669    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6547   13.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3655    8.4262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5112   18.5319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9402   16.0569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5256    7.2702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1045    7.4195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8582    9.3961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6387    8.8531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2244   17.7069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7968   17.2944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3665   18.5319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0810   19.7694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6534   17.7069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7413    7.2987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3691   15.2319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2257   14.8194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4560    8.7115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9461    7.1422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4164    8.1818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4961   11.4089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6711    9.9799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1941   11.9319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5441   11.9319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7981   10.2819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3691   12.7569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2662    9.3800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9857    7.6719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3691   11.1069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2011    7.9268    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.0836   10.6944    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.3691   11.9319    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.3678   18.9444    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2244   19.3569    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0160    8.3855    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8866    7.4113    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7739    8.2383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9402   14.4069    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.2676    8.0750    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
  8  7  1  0  0  0  0
 14  3  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  4  1  0  0  0  0
 18  9  1  0  0  0  0
 21 15  1  0  0  0  0
 21 20  1  0  0  0  0
 23 19  2  0  0  0  0
 24 19  1  0  0  0  0
 25 22  1  0  0  0  0
 26 20  1  0  0  0  0
 27  1  1  0  0  0  0
 27  2  1  0  0  0  0
 27 11  1  0  0  0  0
 27 22  1  0  0  0  0
 28 23  1  0  0  0  0
 29  7  1  4  0  0  0
 29 16  2  0  0  0  0
 30  6  1  4  0  0  0
 30 25  2  0  0  0  0
 31 12  2  0  0  0  0
 31 23  1  0  0  0  0
 32 12  1  0  0  0  0
 32 24  2  0  0  0  0
 33 13  2  0  0  0  0
 33 19  1  0  0  0  0
 34 13  1  0  0  0  0
 34 24  1  0  0  0  0
 26 34  1  1  0  0  0
 14 35  1  6  0  0  0
 36 16  1  0  0  0  0
 37 17  2  0  0  0  0
 38 17  1  0  0  0  0
 39 18  2  0  0  0  0
 20 40  1  6  0  0  0
 41 22  1  0  0  0  0
 42 25  1  0  0  0  0
 50 10  1  0  0  0  0
 51 11  1  0  0  0  0
 52 15  1  0  0  0  0
 52 26  1  0  0  0  0
 21 53  1  6  0  0  0
 55 43  1  0  0  0  0
 55 44  1  0  0  0  0
 55 45  2  0  0  0  0
 55 53  1  0  0  0  0
 56 46  1  0  0  0  0
 56 47  2  0  0  0  0
 56 50  1  0  0  0  0
 56 54  1  0  0  0  0
 57 48  1  0  0  0  0
 57 49  2  0  0  0  0
 57 51  1  0  0  0  0
 57 54  1  0  0  0  0
 58  8  1  0  0  0  0
 58 18  1  0  0  0  0
 14 59  1  6  0  0  0
 15 60  1  6  0  0  0
 20 61  1  1  0  0  0
 21 62  1  1  0  0  0
 63 22  1  0  0  0  0
 26 64  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029950

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](O)(CCC(O)=O)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/C27H44N7O20P3S/c1-27(2,22(41)25(42)30-6-5-16(36)29-7-8-58-18(39)9-14(35)3-4-17(37)38)11-51-57(48,49)54-56(46,47)50-10-15-21(53-55(43,44)45)20(40)26(52-15)34-13-33-19-23(28)31-12-32-24(19)34/h12-15,20-22,26,35,40-41H,3-11H2,1-2H3,(H,29,36)(H,30,42)(H,37,38)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45)/t14-,15+,20+,21+,22?,26+/m0/s1

> <INCHI_KEY>
OTEACGAEDCIMBS-PXUUTJOASA-N

> <FORMULA>
C27H44N7O20P3S

> <MOLECULAR_WEIGHT>
911.659

> <EXACT_MASS>
911.157467109

> <JCHEM_ACCEPTOR_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
81.2564952557216

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S)-6-({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)-4-hydroxy-6-oxohexanoic acid

> <ALOGPS_LOGP>
-0.60

> <JCHEM_LOGP>
-4.8050209199097

> <ALOGPS_LOGS>
-2.22

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8823678628792213

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8204598129704639

> <JCHEM_PKA_STRONGEST_BASIC>
4.8436685269520865

> <JCHEM_POLAR_SURFACE_AREA>
428.1400000000001

> <JCHEM_REFRACTIVITY>
194.86220000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.53e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-AUG-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  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   56  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   57  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   58  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   59  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+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
CONECT    1   27                                                            
CONECT    2   27                                                            
CONECT    3    4   14                                                       
CONECT    4    3   17                                                       
CONECT    5    6   16                                                       
CONECT    6    5   30                                                       
CONECT    7    8   29                                                       
CONECT    8    7   58                                                       
CONECT    9   14   18                                                       
CONECT   10   15   50                                                       
CONECT   11   27   51                                                       
CONECT   12   31   32                                                       
CONECT   13   33   34                                                       
CONECT   14    3    9   35   59                                             
CONECT   15   10   21   52   60                                             
CONECT   16    5   29   36                                                  
CONECT   17    4   37   38                                                  
CONECT   18    9   39   58                                                  
CONECT   19   23   24   33                                                  
CONECT   20   21   26   40   61                                             
CONECT   21   15   20   53   62                                             
CONECT   22   25   27   41   63                                             
CONECT   23   19   28   31                                                  
CONECT   24   19   32   34                                                  
CONECT   25   22   30   42                                                  
CONECT   26   20   34   52   64                                             
CONECT   27    1    2   11   22                                             
CONECT   28   23                                                            
CONECT   29    7   16                                                       
CONECT   30    6   25                                                       
CONECT   31   12   23                                                       
CONECT   32   12   24                                                       
CONECT   33   13   19                                                       
CONECT   34   13   24   26                                                  
CONECT   35   14                                                            
CONECT   36   16                                                            
CONECT   37   17                                                            
CONECT   38   17                                                            
CONECT   39   18                                                            
CONECT   40   20                                                            
CONECT   41   22                                                            
CONECT   42   25                                                            
CONECT   43   55                                                            
CONECT   44   55                                                            
CONECT   45   55                                                            
CONECT   46   56                                                            
CONECT   47   56                                                            
CONECT   48   57                                                            
CONECT   49   57                                                            
CONECT   50   10   56                                                       
CONECT   51   11   57                                                       
CONECT   52   15   26                                                       
CONECT   53   21   55                                                       
CONECT   54   56   57                                                       
CONECT   55   43   44   45   53                                             
CONECT   56   46   47   50   54                                             
CONECT   57   48   49   51   54                                             
CONECT   58    8   18                                                       
CONECT   59   14                                                            
CONECT   60   15                                                            
CONECT   61   20                                                            
CONECT   62   21                                                            
CONECT   63   22                                                            
CONECT   64   26                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  132    0
END

Synonyms

Not Available

Chemical Formula

C₂₇H₄₄N₇O₂₀P₃S

Average Molecular Weight

911.659

Monoisotopic Molecular Weight

911.157467109

IUPAC Name

(4S)-6-({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)-4-hydroxy-6-oxohexanoic acid

Traditional Name

(3S)-3-hydroxyadipyl-coa

CAS Registry Number

Not Available

SMILES

[H][C@](O)(CCC(O)=O)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/C27H44N7O20P3S/c1-27(2,22(41)25(42)30-6-5-16(36)29-7-8-58-18(39)9-14(35)3-4-17(37)38)11-51-57(48,49)54-56(46,47)50-10-15-21(53-55(43,44)45)20(40)26(52-15)34-13-33-19-23(28)31-12-32-24(19)34/h12-15,20-22,26,35,40-41H,3-11H2,1-2H3,(H,29,36)(H,30,42)(H,37,38)(H,46,47)(H,48,49)(H2,28,31,32)(H2,43,44,45)/t14-,15+,20+,21+,22?,26+/m0/s1

InChI Key

OTEACGAEDCIMBS-PXUUTJOASA-N

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
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
6-aminopurine
Pentose monosaccharide
Organic pyrophosphate
Monosaccharide phosphate
Imidazopyrimidine
Purine
Medium-chain hydroxy acid
Medium-chain fatty acid
Aminopyrimidine
Hydroxy fatty acid
Monoalkyl phosphate
Thia fatty acid
Monosaccharide
N-acyl-amine
Pyrimidine
N-substituted imidazole
Alkyl phosphate
Organic phosphoric acid derivative
Fatty amide
Fatty acid
Phosphoric acid ester
Imidolactam
Heteroaromatic compound
Imidazole
Tetrahydrofuran
Azole
Amino acid
Secondary carboxylic acid amide
Amino acid or derivatives
Carbothioic s-ester
Carboxamide group
Secondary alcohol
Thiocarboxylic acid ester
Sulfenyl compound
Thiocarboxylic acid or derivatives
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Azacycle
Oxacycle
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic nitrogen compound
Primary amine
Organosulfur compound
Carbonyl group
Organooxygen compound
Organic oxide
Organonitrogen compound
Alcohol
Hydrocarbon derivative
Amine
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

polyol (CHEBI:34002 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	5.53 g/L	ALOGPS
logP	-0.6	ALOGPS
logP	-4.8	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.84	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	428.14 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	194.86 m³·mol⁻¹	ChemAxon
Polarizability	81.26 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	splash10-000l-0891000250-95ee831c392fd0e68f20	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0971100000-0cadf845dd290ebf5179	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-2950000000-7709eb6393c101778ef8	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0563-3911030342-c89e5aeeea16cfa04985	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-3910120010-0539537acd3c7a9cb785	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-6900100000-4dceb9b2f8705d7c11fe	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)		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	121	Human Feces; Human ; Pig	Unknown; Metabolic reconstruction
Firmicutes	144	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

C14145

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282343

PDB ID

Not Available

ChEBI ID

34002

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 ]
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-Hydroxyadipyl-CoA (MMDBc0029950)

MOL for #<Metabolite:0x0000564abfa8fd08>

3D MOL for #<Metabolite:0x0000564abfa8fd08>

3D SDF for #<Metabolite:0x0000564abfa8fd08>

3D-SDF for #<Metabolite:0x0000564abfa8fd08>

PDB for #<Metabolite:0x0000564abfa8fd08>

3D PDB for #<Metabolite:0x0000564abfa8fd08>

SMILES for #<Metabolite:0x0000564abfa8fd08>

INCHI for #<Metabolite:0x0000564abfa8fd08>

Structure for #<Metabolite:0x0000564abfa8fd08>

3D Structure for #<Metabolite:0x0000564abfa8fd08>