NP-MRD: Showing NP-Card for Propinol adenylate (NP0087642)

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Record Information

Version

2.0

Created at

2022-05-11 16:55:35 UTC

Updated at

2022-05-11 16:55:36 UTC

NP-MRD ID

NP0087642

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Propinol adenylate

Description

Propinol adenylate, also known as propionyl-AMP, 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. Propinol adenylate is a strong basic compound (based on its pKa). Propinol adenylate exists in all living organisms, ranging from bacteria to humans. Within humans, propinol adenylate participates in a number of enzymatic reactions. In particular, propinol adenylate can be converted into propionic acid through the action of the enzyme acyl-CoA synthetase short-chain family member 3, mitochondrial. In addition, propinol adenylate can be converted into propionic acid; which is catalyzed by the enzyme acetyl-coenzyme A synthetase 2-like, mitochondrial. A purine ribonucleoside 5'-monophosphate consisting of adenosine 5'-monophosphate where one of the hydroxy groups of the phosphate has been condensed with propionic acid. Propinol adenylate was first documented in 1974 (PMID: 4370933). In humans, propinol adenylate is involved in the metabolic disorder called methylmalonic aciduria due to cobalamin-related disorders (PMID: 11841231).

Structure

MOL 3D MOL SDF 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

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
    6.8242    1.2637    0.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177    0.0098    0.9269 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0856    0.1509    1.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9241    1.0883    2.4482 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0651   -0.7246    1.3123 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5586   -0.5560    2.0884 P   0  0  2  0  0  5  0  0  0  0  0  0
    2.6164    0.6073    3.0236 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2794   -2.0076    2.9538 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2730   -0.4132    0.9893 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3506   -1.4015    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1984   -1.2306   -0.9301 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0493   -1.3404   -0.2697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9523   -0.9854   -1.2912 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2745   -0.7486   -0.8121 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3439   -1.5723   -0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4328   -1.0243   -0.3515 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0933    0.1841    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8060    1.1586    0.8000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1797    1.0064    1.1039 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1451    2.2762    1.1535 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8197    2.4125    0.8522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1233    1.4634    0.2060 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7466    0.3456   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3277    0.1198   -2.0656 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2077   -0.1761   -3.4424 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0798    0.1855   -1.4654 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0318    0.5008   -2.4038 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4241    1.2433   -0.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4305    2.1525    0.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9243    1.3682    0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4597   -0.8976    0.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1786   -0.1725    1.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0509   -2.1744    3.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2706   -1.3741   -0.5659 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2469   -2.4158    0.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1954   -1.9465   -1.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9650   -1.8868   -1.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3281   -2.5502   -1.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5721    0.4731    1.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8748    1.4731    0.4703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3802    3.3391    1.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8468    1.0960   -2.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1463   -0.3520   -3.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0917    0.8481   -0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6380    1.1843   -1.9935 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
  6  5  1  6
  6  8  1  0
  6  7  2  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 23  2  0
 23 22  1  0
 22 21  2  0
 21 20  1  0
 20 18  2  0
 18 19  1  0
 26 11  1  0
 23 14  1  0
 18 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  6
 13 37  1  6
 24 42  1  6
 25 43  1  0
 26 44  1  1
 27 45  1  0
 15 38  1  0
 21 41  1  0
 19 39  1  0
 19 40  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>
NP0087642

> <DATABASE_NAME>
NP-MRD

> <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

$$$$

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

View in JSmol

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

Chemical Formula

C₁₃H₁₈N₅O₈P

Average Mass

403.2845 Da

Monoisotopic Mass

403.08930 Da

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

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
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

External Links

HMDB ID

HMDB0006806

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

General References

Horswill AR, Escalante-Semerena JC: Characterization of the propionyl-CoA synthetase (PrpE) enzyme of Salmonella enterica: residue Lys592 is required for propionyl-AMP synthesis. Biochemistry. 2002 Feb 19;41(7):2379-87. doi: 10.1021/bi015647q. [PubMed:11841231 ]
Young OA, Anderson JW: The enzymology of short-chain fatty acyl-coenzyme A synthetase from seeds of Pinus radiata. Kinetic studies and a proposed reaction mechanism. Biochem J. 1974 Mar;137(3):435-42. doi: 10.1042/bj1370435. [PubMed:4370933 ]

Showing NP-Card for Propinol adenylate (NP0087642)

MOL for NP0087642 (Propinol adenylate)

3D MOL for NP0087642 (Propinol adenylate)

3D SDF for NP0087642 (Propinol adenylate)

3D-SDF for NP0087642 (Propinol adenylate)

PDB for NP0087642 (Propinol adenylate)

3D PDB for NP0087642 (Propinol adenylate)

SMILES for NP0087642 (Propinol adenylate)

INCHI for NP0087642 (Propinol adenylate)

Structure for NP0087642 (Propinol adenylate)

3D Structure for NP0087642 (Propinol adenylate)