MiMeDB: Showing metabocard for Propinol adenylate (MMDBc0048831)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:11:38 UTC

Update Date

2025-01-15 21:10:14 UTC

Metabolite ID

MMDBc0048831

Metabolite Identification

Common Name

Propinol adenylate

Description

Propinol adenylate is involved in the propanoate metabolism pathway. Propinol adenylate can be reversibly produced from propanoate or propanoyl-CoA by acetyl-CoA synthetase [EC:6.2.1.1] and propionyl-CoA synthetase [EC:6.2.1.17].

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  
  Mrv0541 02231220522D          

 27 29  0  0  1  0            999 V2000
    1.5531   -0.0474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1830   -0.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7860   -0.2936    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8467    0.7766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9217    0.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2587   -1.3306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1232    0.2083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -1.0371    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7039    0.7719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6698   -0.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0447   -1.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5351   -0.2652    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2841   -1.0371    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7814   -1.8231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7597   -1.1554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3233    0.2131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117   -0.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5493   -1.8183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3306    0.7860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1641    0.7955    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9927    0.8050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1687    1.6289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1687   -0.0331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7077    1.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4227    0.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7124    2.0457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1378    1.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  1  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  8 14  1  6  0  0  0
 10 15  2  0  0  0  0
 10 16  1  0  0  0  0
 12 17  1  1  0  0  0
 13 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  2  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 25 27  1  0  0  0  0
  5  9  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
M  END

HMDB0006806
     RDKit          3D
Propinol adenylate
 45 47  0  0  0  0  0  0  0  0999 V2000
    8.2931   -0.7246    1.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2145    0.3039    1.6534 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2443    0.3079    0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4651    0.8417   -0.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0336   -0.3151    0.7210 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8146   -0.3980   -0.4759 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.1799    0.3377   -1.7297 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6544   -2.0532   -0.8783 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3379    0.0982    0.1683 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309    0.1388   -0.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0628    0.5938   -0.0716 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0116    0.6654   -0.9428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0976    0.3914   -0.1242 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3132    0.1796   -0.8596 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4418   -0.1234   -2.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7462   -0.2417   -2.4692 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4642   -0.0074   -1.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8290   -0.0055   -1.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7861   -0.2687   -2.1534 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2632    0.2687    0.0943 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4041    0.5301    1.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0792    0.5228    0.8728 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5523    0.2580   -0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6150   -0.9092    0.5350 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4245   -1.2828    1.5765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2449   -0.4025    1.0038 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4900    0.2773    2.2023 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7962   -1.7264    1.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0927   -0.7460    2.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7260   -0.4772    0.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7107    1.2821    1.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7306   -0.0078    2.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7029   -2.3270   -0.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5819    0.9214   -1.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1916   -0.7968   -1.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2108    1.6165    0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1906    1.2062    0.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6321   -0.2623   -2.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4528    0.4620   -2.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8177   -1.1988   -2.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8257    0.7421    2.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5275   -1.6429   -0.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563   -2.1172    1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4821   -1.2063    1.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5909    1.2426    2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 13 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 11  1  0
 23 14  1  0
 23 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  8 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  1
 13 37  1  1
 15 38  1  0
 19 39  1  0
 19 40  1  0
 21 41  1  0
 24 42  1  6
 25 43  1  0
 26 44  1  1
 27 45  1  0
M  END

  
  Mrv0541 02231220522D          

 27 29  0  0  1  0            999 V2000
    1.5531   -0.0474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1830   -0.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7860   -0.2936    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8467    0.7766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9217    0.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2587   -1.3306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1232    0.2083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303   -1.0371    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7039    0.7719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6698   -0.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0447   -1.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5351   -0.2652    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2841   -1.0371    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7814   -1.8231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7597   -1.1554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3233    0.2131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117   -0.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5493   -1.8183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3306    0.7860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1641    0.7955    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9927    0.8050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1687    1.6289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1687   -0.0331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7077    1.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4227    0.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7124    2.0457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1378    1.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  1  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  8 14  1  6  0  0  0
 10 15  2  0  0  0  0
 10 16  1  0  0  0  0
 12 17  1  1  0  0  0
 13 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  2  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 25 27  1  0  0  0  0
  5  9  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0048831

> <DATABASE_NAME>
MIME

> <SMILES>
CCC(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C13H18N5O8P/c1-2-7(19)26-27(22,23)24-3-6-9(20)10(21)13(25-6)18-5-17-8-11(14)15-4-16-12(8)18/h4-6,9-10,13,20-21H,2-3H2,1H3,(H,22,23)(H2,14,15,16)/t6-,9-,10-,13-/m1/s1

> <INCHI_KEY>
ZGNGGJLVZZHLQM-ZRFIDHNTSA-N

> <FORMULA>
C13H18N5O8P

> <MOLECULAR_WEIGHT>
403.2845

> <EXACT_MASS>
403.089299089

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
35.814180902665186

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(propanoyloxy)phosphinic acid

> <ALOGPS_LOGP>
-1.97

> <JCHEM_LOGP>
-3.958635912124321

> <ALOGPS_LOGS>
-2.13

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.457192389903962

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8307158715077541

> <JCHEM_PKA_STRONGEST_BASIC>
4.988470688192294

> <JCHEM_POLAR_SURFACE_AREA>
192.13999999999996

> <JCHEM_REFRACTIVITY>
87.84689999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.99e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
propionyl-AMP

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006806
     RDKit          3D
Propinol adenylate
 45 47  0  0  0  0  0  0  0  0999 V2000
    8.2931   -0.7246    1.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2145    0.3039    1.6534 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2443    0.3079    0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4651    0.8417   -0.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0336   -0.3151    0.7210 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8146   -0.3980   -0.4759 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.1799    0.3377   -1.7297 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6544   -2.0532   -0.8783 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3379    0.0982    0.1683 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309    0.1388   -0.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0628    0.5938   -0.0716 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0116    0.6654   -0.9428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0976    0.3914   -0.1242 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3132    0.1796   -0.8596 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4418   -0.1234   -2.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7462   -0.2417   -2.4692 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4642   -0.0074   -1.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8290   -0.0055   -1.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7861   -0.2687   -2.1534 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2632    0.2687    0.0943 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4041    0.5301    1.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0792    0.5228    0.8728 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5523    0.2580   -0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6150   -0.9092    0.5350 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4245   -1.2828    1.5765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2449   -0.4025    1.0038 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4900    0.2773    2.2023 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7962   -1.7264    1.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0927   -0.7460    2.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7260   -0.4772    0.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7107    1.2821    1.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7306   -0.0078    2.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7029   -2.3270   -0.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5819    0.9214   -1.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1916   -0.7968   -1.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2108    1.6165    0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1906    1.2062    0.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6321   -0.2623   -2.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4528    0.4620   -2.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8177   -1.1988   -2.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8257    0.7421    2.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5275   -1.6429   -0.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563   -2.1172    1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4821   -1.2063    1.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5909    1.2426    2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 13 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 11  1  0
 23 14  1  0
 23 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  8 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  1
 13 37  1  1
 15 38  1  0
 19 39  1  0
 19 40  1  0
 21 41  1  0
 24 42  1  6
 25 43  1  0
 26 44  1  1
 27 45  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0       2.899  -0.088   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       4.075  -0.919   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.467  -0.548   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.447   1.450   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.454   0.088   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       4.216  -2.484   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0       0.230   0.389   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.990  -1.936   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       5.047   1.441   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       6.850  -0.513   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.683  -3.138   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.999  -0.495   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.530  -1.936   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.459  -3.403   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       7.018  -2.157   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       8.070   0.398   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -2.449  -0.035   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.025  -3.394   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.484   1.467   0.000  0.00  0.00           O+0
HETATM   20  P   UNK     0      -4.040   1.485   0.000  0.00  0.00           P+0
HETATM   21  O   UNK     0      -5.586   1.503   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -4.048   3.041   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.048  -0.062   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -6.921   2.272   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -8.256   1.503   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -6.930   3.819   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -9.591   2.272   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10    9                                                  
CONECT    6    2   11                                                       
CONECT    7    3   12                                                       
CONECT    8    3   13   14                                                  
CONECT    9    4    5                                                       
CONECT   10    5   15   16                                                  
CONECT   11    6   15                                                       
CONECT   12    7   17   13                                                  
CONECT   13    8   18   12                                                  
CONECT   14    8                                                            
CONECT   15   10   11                                                       
CONECT   16   10                                                            
CONECT   17   12   19                                                       
CONECT   18   13                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22   23                                             
CONECT   21   20   24                                                       
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24   21   25   26                                                  
CONECT   25   24   27                                                       
CONECT   26   24                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0006806
HETATM    1  C1  UNL     1       8.293  -0.725   1.324  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.214   0.304   1.653  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.244   0.308   0.529  1.00  0.00           C  
HETATM    4  O1  UNL     1       6.465   0.842  -0.573  1.00  0.00           O  
HETATM    5  O2  UNL     1       5.034  -0.315   0.721  1.00  0.00           O  
HETATM    6  P1  UNL     1       3.815  -0.398  -0.476  1.00  0.00           P  
HETATM    7  O3  UNL     1       4.180   0.338  -1.730  1.00  0.00           O  
HETATM    8  O4  UNL     1       3.654  -2.053  -0.878  1.00  0.00           O  
HETATM    9  O5  UNL     1       2.338   0.098   0.168  1.00  0.00           O  
HETATM   10  C4  UNL     1       1.331   0.139  -0.764  1.00  0.00           C  
HETATM   11  C5  UNL     1       0.063   0.594  -0.072  1.00  0.00           C  
HETATM   12  O6  UNL     1      -1.012   0.665  -0.943  1.00  0.00           O  
HETATM   13  C6  UNL     1      -2.098   0.391  -0.124  1.00  0.00           C  
HETATM   14  N1  UNL     1      -3.313   0.180  -0.860  1.00  0.00           N  
HETATM   15  C7  UNL     1      -3.442  -0.123  -2.146  1.00  0.00           C  
HETATM   16  N2  UNL     1      -4.746  -0.242  -2.469  1.00  0.00           N  
HETATM   17  C8  UNL     1      -5.464  -0.007  -1.358  1.00  0.00           C  
HETATM   18  C9  UNL     1      -6.829  -0.006  -1.152  1.00  0.00           C  
HETATM   19  N3  UNL     1      -7.786  -0.269  -2.153  1.00  0.00           N  
HETATM   20  N4  UNL     1      -7.263   0.269   0.094  1.00  0.00           N  
HETATM   21  C10 UNL     1      -6.404   0.530   1.097  1.00  0.00           C  
HETATM   22  N5  UNL     1      -5.079   0.523   0.873  1.00  0.00           N  
HETATM   23  C11 UNL     1      -4.552   0.258  -0.345  1.00  0.00           C  
HETATM   24  C12 UNL     1      -1.615  -0.909   0.535  1.00  0.00           C  
HETATM   25  O7  UNL     1      -2.425  -1.283   1.577  1.00  0.00           O  
HETATM   26  C13 UNL     1      -0.245  -0.402   1.004  1.00  0.00           C  
HETATM   27  O8  UNL     1      -0.490   0.277   2.202  1.00  0.00           O  
HETATM   28  H1  UNL     1       7.796  -1.726   1.262  1.00  0.00           H  
HETATM   29  H2  UNL     1       9.093  -0.746   2.076  1.00  0.00           H  
HETATM   30  H3  UNL     1       8.726  -0.477   0.332  1.00  0.00           H  
HETATM   31  H4  UNL     1       7.711   1.282   1.800  1.00  0.00           H  
HETATM   32  H5  UNL     1       6.731  -0.008   2.596  1.00  0.00           H  
HETATM   33  H6  UNL     1       2.703  -2.327  -0.884  1.00  0.00           H  
HETATM   34  H7  UNL     1       1.582   0.921  -1.510  1.00  0.00           H  
HETATM   35  H8  UNL     1       1.192  -0.797  -1.319  1.00  0.00           H  
HETATM   36  H9  UNL     1       0.211   1.616   0.336  1.00  0.00           H  
HETATM   37  H10 UNL     1      -2.191   1.206   0.611  1.00  0.00           H  
HETATM   38  H11 UNL     1      -2.632  -0.262  -2.859  1.00  0.00           H  
HETATM   39  H12 UNL     1      -8.453   0.462  -2.443  1.00  0.00           H  
HETATM   40  H13 UNL     1      -7.818  -1.199  -2.597  1.00  0.00           H  
HETATM   41  H14 UNL     1      -6.826   0.742   2.070  1.00  0.00           H  
HETATM   42  H15 UNL     1      -1.527  -1.643  -0.280  1.00  0.00           H  
HETATM   43  H16 UNL     1      -2.056  -2.117   1.955  1.00  0.00           H  
HETATM   44  H17 UNL     1       0.482  -1.206   1.102  1.00  0.00           H  
HETATM   45  H18 UNL     1      -0.591   1.243   2.017  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7    7    8    9
CONECT    8   33
CONECT    9   10
CONECT   10   11   34   35
CONECT   11   12   26   36
CONECT   12   13
CONECT   13   14   24   37
CONECT   14   15   23
CONECT   15   16   16   38
CONECT   16   17
CONECT   17   18   18   23
CONECT   18   19   20
CONECT   19   39   40
CONECT   20   21   21
CONECT   21   22   41
CONECT   22   23   23
CONECT   24   25   26   42
CONECT   25   43
CONECT   26   27   44
CONECT   27   45
END

HMDB0006806
     RDKit          3D
Propinol adenylate
 45 47  0  0  0  0  0  0  0  0999 V2000
    8.2931   -0.7246    1.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2145    0.3039    1.6534 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2443    0.3079    0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4651    0.8417   -0.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0336   -0.3151    0.7210 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8146   -0.3980   -0.4759 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.1799    0.3377   -1.7297 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6544   -2.0532   -0.8783 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3379    0.0982    0.1683 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309    0.1388   -0.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0628    0.5938   -0.0716 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0116    0.6654   -0.9428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0976    0.3914   -0.1242 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3132    0.1796   -0.8596 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4418   -0.1234   -2.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7462   -0.2417   -2.4692 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4642   -0.0074   -1.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8290   -0.0055   -1.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7861   -0.2687   -2.1534 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2632    0.2687    0.0943 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4041    0.5301    1.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0792    0.5228    0.8728 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5523    0.2580   -0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6150   -0.9092    0.5350 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4245   -1.2828    1.5765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2449   -0.4025    1.0038 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4900    0.2773    2.2023 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7962   -1.7264    1.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0927   -0.7460    2.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7260   -0.4772    0.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7107    1.2821    1.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7306   -0.0078    2.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7029   -2.3270   -0.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5819    0.9214   -1.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1916   -0.7968   -1.3193 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2108    1.6165    0.3362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1906    1.2062    0.6110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6321   -0.2623   -2.8586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4528    0.4620   -2.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8177   -1.1988   -2.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8257    0.7421    2.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5275   -1.6429   -0.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0563   -2.1172    1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4821   -1.2063    1.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5909    1.2426    2.0169 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 13 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 11  1  0
 23 14  1  0
 23 17  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  8 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  1
 13 37  1  1
 15 38  1  0
 19 39  1  0
 19 40  1  0
 21 41  1  0
 24 42  1  6
 25 43  1  0
 26 44  1  1
 27 45  1  0
M  END

Synonyms

Value	Source
5'-Adenylic acid propanoic acid anhydride	ChEBI
5'-Adenylic acid propionic acid anhydride	ChEBI
5'-O-[Hydroxy(propionyloxy)phosphoryl]adenosine	ChEBI
Propanoyl-adenosine monophosphate	ChEBI
Propionyl-adenosine monophosphate	ChEBI
Propionyl-AMP	ChEBI
Propionyladenylate	ChEBI
5'-Adenylate propanoate anhydride	Generator
5'-Adenylate propionate anhydride	Generator
Propanoyl-adenosine monophosphoric acid	Generator
Propionyl-adenosine monophosphoric acid	Generator
Propionyladenylic acid	Generator
Propinol adenylic acid	Generator

Molecular Formula

C₁₃H₁₈N₅O₈P

Average Mass

403.2845

Monoisotopic Mass

403.089299089

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(propanoyloxy)phosphinic acid

Traditional Name

propionyl-AMP

CAS Registry Number

Not Available

SMILES

CCC(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C13H18N5O8P/c1-2-7(19)26-27(22,23)24-3-6-9(20)10(21)13(25-6)18-5-17-8-11(14)15-4-16-12(8)18/h4-6,9-10,13,20-21H,2-3H2,1H3,(H,22,23)(H2,14,15,16)/t6-,9-,10-,13-/m1/s1

InChI Key

ZGNGGJLVZZHLQM-ZRFIDHNTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5'-acylphosphoadenosines. These are ribonucleoside derivatives containing an adenoside moiety, where the phosphate group is acylated.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

5'-acylphosphoadenosines

Alternative Parents

Substituents

5'-acylphosphoadenosine
Pentose phosphate
Pentose-5-phosphate
N-glycosyl compound
Glycosyl compound
6-aminopurine
Pentose monosaccharide
Monosaccharide phosphate
Imidazopyrimidine
Purine
Acyl phosphate
Monoalkyl phosphate
Aminopyrimidine
Imidolactam
Alkyl phosphate
Monosaccharide
Pyrimidine
N-substituted imidazole
Phosphoric acid ester
Organic phosphoric acid derivative
Imidazole
Tetrahydrofuran
Heteroaromatic compound
Azole
1,2-diol
Amino acid or derivatives
Carboxylic acid salt
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Oxacycle
Organonitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic salt
Carbonyl group
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Amine
Alcohol
Primary amine
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

purine ribonucleoside 5'-monophosphate (CHEBI:62415 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.99 g/L	ALOGPS
logP	-2	ALOGPS
logP	-4	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.99	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	192.14 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	87.85 m³·mol⁻¹	ChemAxon
Polarizability	35.81 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

Feces

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
MMDBp0191711	Acetyl-coenzyme A synthetase, cytoplasmic	Enzyme	Q9NR19	Homo sapiens
MMDBp0191716	Acetyl-coenzyme A synthetase 2-like, mitochondrial	Enzyme	Q9NUB1	Homo sapiens
MMDBp0194181	ACSS2 protein	Enzyme	Q96FY7	Homo sapiens
MMDBp0196678	Acyl-CoA synthetase short-chain family member 3, mitochondrial	Unknown	Q9H6R3

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/Eubacteria	Proteobacteria	132	Human feces; Human sputum; Human ; Human unknown; Human pleural fluid plaque; Human feces; pleural fluid plaque; bal; Human stool	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	40	Human feces; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	72	Human feces; Human ; Human subgingival plaque	Metabolic reconstruction
Bacteria	Actinobacteria	9	Human feces; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	4	Human feces	Metabolic reconstruction
Bacteria	Proteobacteria	6	Human feces; Human sputum; Human ; Human unknown; Human pleural fluid plaque; Human feces; pleural fluid plaque; bal; Human stool	Metabolic reconstruction
Archaea	Euryarchaeota	4		Metabolic reconstruction
Bacteria	Firmicutes	3	Human feces; Human ; Human subgingival plaque	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1		Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

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

External Links

HMDB ID

HMDB0006806

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB024092

KNApSAcK ID

Not Available

Chemspider ID

389700

KEGG Compound ID

C05983

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440863

PDB ID

Not Available

ChEBI ID

62415

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 ]

Showing metabocard for Propinol adenylate (MMDBc0048831)

MOL for #<Metabolite:0x00007f92048eb118>

3D MOL for #<Metabolite:0x00007f92048eb118>

3D SDF for #<Metabolite:0x00007f92048eb118>

3D-SDF for #<Metabolite:0x00007f92048eb118>

PDB for #<Metabolite:0x00007f92048eb118>

3D PDB for #<Metabolite:0x00007f92048eb118>

SMILES for #<Metabolite:0x00007f92048eb118>

INCHI for #<Metabolite:0x00007f92048eb118>

Structure for #<Metabolite:0x00007f92048eb118>

3D Structure for #<Metabolite:0x00007f92048eb118>