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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-08-12 13:30:00 UTC

Update Date

2021-09-14 14:57:49 UTC

HMDB ID

HMDB0006806

Secondary Accession Numbers

HMDB06806

Metabolite 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. In humans, propinol adenylate is involved in the metabolic disorder called methylmalonic aciduria due to cobalamin-related disorders.

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>
HMDB0006806

> <DATABASE_NAME>
hmdb

> <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

View in JSmol View NMR Assignments View Stereo Labels

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 Molecular Weight

403.2845

Monoisotopic Molecular Weight

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 )

Ontology

Not Available

Endogenous (HMDB: HMDB0006806)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Propanoate Metabolism (PathBank: SMP0087480)
Propanoate Metabolism (HMDB: HMDB0006806)

Disease pathway

Methylmalonic Aciduria Due to Cobalamin-Related Disorders (PathBank: SMP0120748)
Malonic Aciduria (PathBank: SMP0120734)
Malonyl-CoA Decarboxylase Deficiency (PathBank: SMP0120786)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	193.103	31661259
DarkChem	[M-H]-	189.027	31661259
DeepCCS	[M+H]+	165.762	30932474
DeepCCS	[M-H]-	163.367	30932474
DeepCCS	[M-2H]-	196.505	30932474
DeepCCS	[M+Na]+	171.536	30932474
AllCCS	[M+H]+	188.2	32859911
AllCCS	[M+H-H2O]+	185.8	32859911
AllCCS	[M+NH4]+	190.5	32859911
AllCCS	[M+Na]+	191.1	32859911
AllCCS	[M-H]-	183.7	32859911
AllCCS	[M+Na-2H]-	183.7	32859911
AllCCS	[M+HCOO]-	183.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.02 minutes	32390414
Predicted by Siyang on May 30, 2022	9.8349 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.46 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	357.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1040.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	200.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	60.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	148.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	49.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	328.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	285.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	631.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	578.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	142.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	688.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	173.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	152.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	495.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	309.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	372.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Propinol adenylate	CCC(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N	4014.0	Standard polar	33892256
Propinol adenylate	CCC(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N	2495.3	Standard non polar	33892256
Propinol adenylate	CCC(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N	3401.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Propinol adenylate,1TMS,isomer #1	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	3288.4	Semi standard non polar	33892256
Propinol adenylate,1TMS,isomer #2	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	3290.5	Semi standard non polar	33892256
Propinol adenylate,1TMS,isomer #3	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	3306.2	Semi standard non polar	33892256
Propinol adenylate,1TMS,isomer #4	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	3340.4	Semi standard non polar	33892256
Propinol adenylate,2TMS,isomer #1	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3197.9	Semi standard non polar	33892256
Propinol adenylate,2TMS,isomer #2	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O)O[Si](C)(C)C	3222.0	Semi standard non polar	33892256
Propinol adenylate,2TMS,isomer #3	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	3236.5	Semi standard non polar	33892256
Propinol adenylate,2TMS,isomer #4	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	3233.9	Semi standard non polar	33892256
Propinol adenylate,2TMS,isomer #5	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	3235.8	Semi standard non polar	33892256
Propinol adenylate,2TMS,isomer #6	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	3268.8	Semi standard non polar	33892256
Propinol adenylate,2TMS,isomer #7	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	3255.1	Semi standard non polar	33892256
Propinol adenylate,3TMS,isomer #1	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	3186.7	Semi standard non polar	33892256
Propinol adenylate,3TMS,isomer #1	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	3116.4	Standard non polar	33892256
Propinol adenylate,3TMS,isomer #1	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	5142.3	Standard polar	33892256
Propinol adenylate,3TMS,isomer #2	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3206.3	Semi standard non polar	33892256
Propinol adenylate,3TMS,isomer #2	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3177.1	Standard non polar	33892256
Propinol adenylate,3TMS,isomer #2	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	5164.9	Standard polar	33892256
Propinol adenylate,3TMS,isomer #3	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O)O[Si](C)(C)C	3234.5	Semi standard non polar	33892256
Propinol adenylate,3TMS,isomer #3	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O)O[Si](C)(C)C	3208.6	Standard non polar	33892256
Propinol adenylate,3TMS,isomer #3	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O)O[Si](C)(C)C	4867.1	Standard polar	33892256
Propinol adenylate,3TMS,isomer #4	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	3218.0	Semi standard non polar	33892256
Propinol adenylate,3TMS,isomer #4	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	3231.1	Standard non polar	33892256
Propinol adenylate,3TMS,isomer #4	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	4928.6	Standard polar	33892256
Propinol adenylate,3TMS,isomer #5	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	3234.2	Semi standard non polar	33892256
Propinol adenylate,3TMS,isomer #5	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	3199.3	Standard non polar	33892256
Propinol adenylate,3TMS,isomer #5	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	4834.0	Standard polar	33892256
Propinol adenylate,3TMS,isomer #6	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	3223.9	Semi standard non polar	33892256
Propinol adenylate,3TMS,isomer #6	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	3225.3	Standard non polar	33892256
Propinol adenylate,3TMS,isomer #6	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	4908.0	Standard polar	33892256
Propinol adenylate,3TMS,isomer #7	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	3245.9	Semi standard non polar	33892256
Propinol adenylate,3TMS,isomer #7	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	3265.7	Standard non polar	33892256
Propinol adenylate,3TMS,isomer #7	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C	4651.6	Standard polar	33892256
Propinol adenylate,4TMS,isomer #1	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	3247.6	Semi standard non polar	33892256
Propinol adenylate,4TMS,isomer #1	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	3155.1	Standard non polar	33892256
Propinol adenylate,4TMS,isomer #1	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	4549.3	Standard polar	33892256
Propinol adenylate,4TMS,isomer #2	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3234.4	Semi standard non polar	33892256
Propinol adenylate,4TMS,isomer #2	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	3175.8	Standard non polar	33892256
Propinol adenylate,4TMS,isomer #2	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	4515.1	Standard polar	33892256
Propinol adenylate,4TMS,isomer #3	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O)O[Si](C)(C)C	3245.2	Semi standard non polar	33892256
Propinol adenylate,4TMS,isomer #3	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O)O[Si](C)(C)C	3193.3	Standard non polar	33892256
Propinol adenylate,4TMS,isomer #3	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O)O[Si](C)(C)C	4286.8	Standard polar	33892256
Propinol adenylate,4TMS,isomer #4	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	3258.0	Semi standard non polar	33892256
Propinol adenylate,4TMS,isomer #4	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	3186.4	Standard non polar	33892256
Propinol adenylate,4TMS,isomer #4	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	4247.1	Standard polar	33892256
Propinol adenylate,5TMS,isomer #1	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	3280.4	Semi standard non polar	33892256
Propinol adenylate,5TMS,isomer #1	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	3114.0	Standard non polar	33892256
Propinol adenylate,5TMS,isomer #1	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)O[Si](C)(C)C	4006.2	Standard polar	33892256
Propinol adenylate,1TBDMS,isomer #1	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3503.1	Semi standard non polar	33892256
Propinol adenylate,1TBDMS,isomer #2	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3506.8	Semi standard non polar	33892256
Propinol adenylate,1TBDMS,isomer #3	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3512.7	Semi standard non polar	33892256
Propinol adenylate,1TBDMS,isomer #4	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	3524.3	Semi standard non polar	33892256
Propinol adenylate,2TBDMS,isomer #1	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3591.9	Semi standard non polar	33892256
Propinol adenylate,2TBDMS,isomer #2	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3597.3	Semi standard non polar	33892256
Propinol adenylate,2TBDMS,isomer #3	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3584.3	Semi standard non polar	33892256
Propinol adenylate,2TBDMS,isomer #4	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3611.7	Semi standard non polar	33892256
Propinol adenylate,2TBDMS,isomer #5	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3589.8	Semi standard non polar	33892256
Propinol adenylate,2TBDMS,isomer #6	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3618.5	Semi standard non polar	33892256
Propinol adenylate,2TBDMS,isomer #7	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	3649.3	Semi standard non polar	33892256
Propinol adenylate,3TBDMS,isomer #1	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3701.0	Semi standard non polar	33892256
Propinol adenylate,3TBDMS,isomer #1	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3597.5	Standard non polar	33892256
Propinol adenylate,3TBDMS,isomer #1	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	5177.6	Standard polar	33892256
Propinol adenylate,3TBDMS,isomer #2	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3719.5	Semi standard non polar	33892256
Propinol adenylate,3TBDMS,isomer #2	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3728.1	Standard non polar	33892256
Propinol adenylate,3TBDMS,isomer #2	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	5120.9	Standard polar	33892256
Propinol adenylate,3TBDMS,isomer #3	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3729.6	Semi standard non polar	33892256
Propinol adenylate,3TBDMS,isomer #3	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3722.6	Standard non polar	33892256
Propinol adenylate,3TBDMS,isomer #3	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)O[Si](C)(C)C(C)(C)C	4919.9	Standard polar	33892256
Propinol adenylate,3TBDMS,isomer #4	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3745.1	Semi standard non polar	33892256
Propinol adenylate,3TBDMS,isomer #4	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3783.9	Standard non polar	33892256
Propinol adenylate,3TBDMS,isomer #4	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	4871.0	Standard polar	33892256
Propinol adenylate,3TBDMS,isomer #5	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3736.7	Semi standard non polar	33892256
Propinol adenylate,3TBDMS,isomer #5	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3716.5	Standard non polar	33892256
Propinol adenylate,3TBDMS,isomer #5	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4887.7	Standard polar	33892256
Propinol adenylate,3TBDMS,isomer #6	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3751.6	Semi standard non polar	33892256
Propinol adenylate,3TBDMS,isomer #6	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3778.4	Standard non polar	33892256
Propinol adenylate,3TBDMS,isomer #6	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	4853.4	Standard polar	33892256
Propinol adenylate,3TBDMS,isomer #7	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3760.3	Semi standard non polar	33892256
Propinol adenylate,3TBDMS,isomer #7	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3770.6	Standard non polar	33892256
Propinol adenylate,3TBDMS,isomer #7	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C	4691.3	Standard polar	33892256
Propinol adenylate,4TBDMS,isomer #1	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3890.1	Semi standard non polar	33892256
Propinol adenylate,4TBDMS,isomer #1	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3790.0	Standard non polar	33892256
Propinol adenylate,4TBDMS,isomer #1	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4700.7	Standard polar	33892256
Propinol adenylate,4TBDMS,isomer #2	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3889.7	Semi standard non polar	33892256
Propinol adenylate,4TBDMS,isomer #2	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3852.8	Standard non polar	33892256
Propinol adenylate,4TBDMS,isomer #2	CCC(=O)OP(=O)(O)OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	4564.4	Standard polar	33892256
Propinol adenylate,4TBDMS,isomer #3	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3891.6	Semi standard non polar	33892256
Propinol adenylate,4TBDMS,isomer #3	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)O[Si](C)(C)C(C)(C)C	3831.7	Standard non polar	33892256
Propinol adenylate,4TBDMS,isomer #3	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)O[Si](C)(C)C(C)(C)C	4433.4	Standard polar	33892256
Propinol adenylate,4TBDMS,isomer #4	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3899.7	Semi standard non polar	33892256
Propinol adenylate,4TBDMS,isomer #4	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3829.6	Standard non polar	33892256
Propinol adenylate,4TBDMS,isomer #4	CCC(=O)OP(=O)(OC[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4399.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Propinol adenylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0lya-5913000000-c9cc25ab5bf7cdb806ab	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propinol adenylate GC-MS (2 TMS) - 70eV, Positive	splash10-01r2-8923410000-ad6814a72184f59e8542	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propinol adenylate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propinol adenylate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propinol adenylate 10V, Positive-QTOF	splash10-000i-5914100000-91cfd0c5b4d29b3488b9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propinol adenylate 20V, Positive-QTOF	splash10-000i-3900000000-16aca9edc0f28599b061	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propinol adenylate 40V, Positive-QTOF	splash10-000i-2900000000-2e68af310b047b1bdb7c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propinol adenylate 10V, Negative-QTOF	splash10-001i-4904300000-5d204fda744d81dc0866	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propinol adenylate 20V, Negative-QTOF	splash10-003r-6900000000-dd107e3714dfcd94b540	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propinol adenylate 40V, Negative-QTOF	splash10-003r-9500000000-0396a7faf046b6610b7a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propinol adenylate 10V, Positive-QTOF	splash10-0002-0309300000-552e044f229a538160dc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propinol adenylate 20V, Positive-QTOF	splash10-000i-1910000000-3030d909025ec83d805c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propinol adenylate 40V, Positive-QTOF	splash10-000i-2900000000-25b5fd21f4d139eaa4f5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propinol adenylate 10V, Negative-QTOF	splash10-004i-4009300000-68e440eecae9e4f48317	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propinol adenylate 20V, Negative-QTOF	splash10-004i-9000000000-461bd77745c544eb03d1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propinol adenylate 40V, Negative-QTOF	splash10-004i-9101000000-f61d576d5d36bebef467	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Propanoate metabolism	Not Available
Malonic Aciduria		Not Available
Methylmalonic Aciduria Due to Cobalamin-Related Disorders		Not Available
Malonyl-coa decarboxylase deficiency		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

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

VMH ID

HC01668

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Acetyl-coenzyme A synthetase, cytoplasmic

General function:: Involved in acetate-CoA ligase activity
Specific function:: Activates acetate so that it can be used for lipid synthesis or for energy generation.
Gene Name:: ACSS2
Uniprot ID:: Q9NR19
Molecular weight:: 78579.11

Reactions

Propinol adenylate + Coenzyme A → Adenosine monophosphate + Propionyl-CoA	details
Adenosine triphosphate + Propionic acid → Pyrophosphate + Propinol adenylate	details

Enzyme Details

2. Acetyl-coenzyme A synthetase 2-like, mitochondrial

General function:: Involved in acetate-CoA ligase activity
Specific function:: Important for maintaining normal body temperature during fasting and for energy homeostasis. Essential for energy expenditure under ketogenic conditions (By similarity). Converts acetate to acetyl-CoA so that it can be used for oxidation through the tricarboxylic cycle to produce ATP and CO(2).
Gene Name:: ACSS1
Uniprot ID:: Q9NUB1
Molecular weight:: 74625.88

Reactions

Propinol adenylate + Coenzyme A → Adenosine monophosphate + Propionyl-CoA	details
Adenosine triphosphate + Propionic acid → Pyrophosphate + Propinol adenylate	details

Enzyme Details

3. ACSS2 protein

General function:: Involved in acetate-CoA ligase activity
Specific function:: Not Available
Gene Name:: ACSS2
Uniprot ID:: Q96FY7
Molecular weight:: 59346.4

Enzyme Details

4. Acyl-CoA synthetase short-chain family member 3, mitochondrial

General function:: Not Available
Specific function:: Activates acetate so that it can be used for lipid synthesis or for energy generation (By similarity).
Gene Name:: ACSS3
Uniprot ID:: Q9H6R3
Molecular weight:: 74777.655

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Propinol adenylate + Coenzyme A → Adenosine monophosphate + Propionyl-CoA	details
Adenosine triphosphate + Propionic acid → Pyrophosphate + Propinol adenylate	details

Showing metabocard for Propinol adenylate (HMDB0006806)

MOL for HMDB0006806 (Propinol adenylate)

3D MOL for HMDB0006806 (Propinol adenylate)

3D SDF for HMDB0006806 (Propinol adenylate)

3D-SDF for HMDB0006806 (Propinol adenylate)

PDB for HMDB0006806 (Propinol adenylate)

3D PDB for HMDB0006806 (Propinol adenylate)

SMILES for HMDB0006806 (Propinol adenylate)

INCHI for HMDB0006806 (Propinol adenylate)

Structure for HMDB0006806 (Propinol adenylate)

3D Structure for HMDB0006806 (Propinol adenylate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

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Reactions

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