NP-MRD: Showing NP-Card for Isopentenyl adenosine monophosphate (NP0054895)

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Record Information

Version

2.0

Created at

2022-04-28 01:06:01 UTC

Updated at

2022-04-28 01:06:01 UTC

NP-MRD ID

NP0054895

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isopentenyl adenosine monophosphate

Description

{[(2S,3R,4S,5S)-3,4-dihydroxy-5-{6-[(3-methylbut-2-en-1-yl)amino]-9H-purin-9-yl}oxolan-2-yl]methoxy}phosphonic acid belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. Isopentenyl adenosine monophosphate is found in Arabidopsis thaliana and Humulus lupulus . Based on a literature review very few articles have been published on {[(2S,3R,4S,5S)-3,4-dihydroxy-5-{6-[(3-methylbut-2-en-1-yl)amino]-9H-purin-9-yl}oxolan-2-yl]methoxy}phosphonic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282203062D          

 28 30  0  0  1  0            999 V2000
    0.0992    1.8341    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8838    2.0890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3687    1.4216    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992    1.0091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937    1.4216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.8736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    2.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820    3.1395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495    3.6244    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169    4.1093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646    4.2918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344    2.9569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  4  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  6 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  3 21  1  6  0  0  0
  2 22  1  6  0  0  0
  1 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
M  END

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
    6.2050    1.8135   -0.2728 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2832    0.4578    0.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0068    0.3161    1.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7551   -0.5737   -0.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0439   -0.4197   -1.6021 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6871   -0.8650   -1.5476 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7650   -0.3278   -0.6386 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0279    0.6272    0.2658 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1300    1.1101    1.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8727    0.6475    1.1066 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4972   -0.3152    0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4413   -0.7993   -0.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8242   -1.7352   -1.3808 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4462   -1.8013   -0.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6786   -0.9407    0.0261 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9099   -0.6957    0.7519 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7767    0.1224    0.0598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0401   -0.2391    0.5251 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1431    0.3553   -0.3145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0051    1.7409   -0.2529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1771    2.5448   -1.1503 P   0  0  1  0  0  5  0  0  0  0  0  0
   -5.6244    3.7307   -1.8829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8763    1.4162   -2.2116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3649    3.0857   -0.0759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704   -1.7575    0.3605 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9685   -2.4017    1.0540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5945   -2.0080    0.9918 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7584   -2.1451    2.3871 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1966    2.1571   -0.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7953    1.8821   -1.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6573    2.5922    0.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3490    0.6843    2.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3103   -0.7286    1.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8907    0.9788    1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8198   -1.5755    0.1129 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0787    0.6746   -1.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5680   -0.9859   -2.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3745   -1.6174   -2.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4261    1.8877    1.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1852   -2.4630   -1.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6571   -0.1642    1.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1793   -0.0500    1.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1141    0.1132    0.1480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1433   -0.0490   -1.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7385    1.1011   -1.8238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5831    4.0372   -0.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9303   -2.0009   -0.7063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1603   -3.2644    0.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0898   -2.8722    0.5594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8906   -1.2803    2.8229 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 21 20  1  1
 21 23  1  0
 21 24  1  0
 21 22  2  0
 18 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 15 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
 11 12  1  0
 27 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
 14 40  1  0
 16 41  1  1
 18 42  1  1
 19 43  1  0
 19 44  1  0
 23 45  1  0
 24 46  1  0
 25 47  1  6
 26 48  1  0
 27 49  1  6
 28 50  1  0
  9 39  1  0
M  END


  Mrv1652304282203062D          

 28 30  0  0  1  0            999 V2000
    0.0992    1.8341    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8838    2.0890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3687    1.4216    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0992    1.0091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -2.3479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -3.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1937    1.4216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.8736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683    2.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820    3.1395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495    3.6244    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8169    4.1093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646    4.2918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6344    2.9569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  4  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  6 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
  3 21  1  6  0  0  0
  2 22  1  6  0  0  0
  1 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0054895

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCNC1=C2N=CN([C@H]3O[C@@H](COP(O)(O)=O)[C@H](O)[C@@H]3O)C2=NC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C15H22N5O7P/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(22)11(21)9(27-15)5-26-28(23,24)25/h3,6-7,9,11-12,15,21-22H,4-5H2,1-2H3,(H,16,17,18)(H2,23,24,25)/t9-,11-,12-,15-/m0/s1

> <INCHI_KEY>
DUISZFLWBAPRBR-OXUWNYNTSA-N

> <FORMULA>
C15H22N5O7P

> <MOLECULAR_WEIGHT>
415.343

> <EXACT_MASS>
415.125685066

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
39.646421801174014

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2S,3R,4S,5S)-3,4-dihydroxy-5-{6-[(3-methylbut-2-en-1-yl)amino]-9H-purin-9-yl}oxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-0.32

> <JCHEM_LOGP>
-2.857238207207811

> <ALOGPS_LOGS>
-2.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.251748329837749

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2234660390076773

> <JCHEM_PKA_STRONGEST_BASIC>
3.7017886982986403

> <JCHEM_POLAR_SURFACE_AREA>
172.07999999999998

> <JCHEM_REFRACTIVITY>
98.6801

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.83e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3R,4S,5S)-3,4-dihydroxy-5-{6-[(3-methylbut-2-en-1-yl)amino]purin-9-yl}oxolan-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       0.185   3.424   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.650   3.899   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.555   2.654   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.650   1.408   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.185   1.884   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       4.924   0.237   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       6.258  -2.073   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       2.126  -2.549   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       4.924  -4.383   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       6.258  -5.153   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.258  -6.693   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.924  -7.463   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924  -9.003   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.590  -6.693   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.095   2.654   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.126   5.364   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.061   4.329   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.900   5.860   0.000  0.00  0.00           O+0
HETATM   25  P   UNK     0      -2.146   6.766   0.000  0.00  0.00           P+0
HETATM   26  O   UNK     0      -3.392   7.671   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.241   8.011   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -3.051   5.520   0.000  0.00  0.00           O+0
CONECT    1    2    5   23                                                  
CONECT    2    1    3   22                                                  
CONECT    3    2    4   21                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4    1                                                       
CONECT    6    4    7   14                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11    7   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13    6                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21    3                                                            
CONECT   22    2                                                            
CONECT   23    1   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
{[(2S,3R,4S,5S)-3,4-dihydroxy-5-{6-[(3-methylbut-2-en-1-yl)amino]-9H-purin-9-yl}oxolan-2-yl]methoxy}phosphonate	Generator

Chemical Formula

C₁₅H₂₂N₅O₇P

Average Mass

415.3430 Da

Monoisotopic Mass

415.12569 Da

IUPAC Name

{[(2S,3R,4S,5S)-3,4-dihydroxy-5-{6-[(3-methylbut-2-en-1-yl)amino]-9H-purin-9-yl}oxolan-2-yl]methoxy}phosphonic acid

Traditional Name

[(2S,3R,4S,5S)-3,4-dihydroxy-5-{6-[(3-methylbut-2-en-1-yl)amino]purin-9-yl}oxolan-2-yl]methoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCNC1=C2N=CN([C@H]3O[C@@H](COP(O)(O)=O)[C@H](O)[C@@H]3O)C2=NC=N1

InChI Identifier

InChI=1S/C15H22N5O7P/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(22)11(21)9(27-15)5-26-28(23,24)25/h3,6-7,9,11-12,15,21-22H,4-5H2,1-2H3,(H,16,17,18)(H2,23,24,25)/t9-,11-,12-,15-/m0/s1

InChI Key

DUISZFLWBAPRBR-OXUWNYNTSA-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
Arabidopsis thaliana	Plant	KNApSAcK
Humulus lupulus	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Purine ribonucleoside monophosphates

Alternative Parents

Substituents

Purine ribonucleoside monophosphate
Pentose-5-phosphate
Pentose phosphate
6-alkylaminopurine
N-glycosyl compound
Glycosyl compound
Pentose monosaccharide
Monosaccharide phosphate
6-aminopurine
Purine
Imidazopyrimidine
Monoalkyl phosphate
Secondary aliphatic/aromatic amine
Aminopyrimidine
Imidolactam
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Azole
Secondary alcohol
1,2-diol
Oxacycle
Azacycle
Organoheterocyclic compound
Secondary amine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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	-0.32	ALOGPS
logP	-2.9	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.08 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	98.68 m³·mol⁻¹	ChemAxon
Polarizability	39.65 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

154496787

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Isopentenyl adenosine monophosphate (NP0054895)

MOL for NP0054895 (Isopentenyl adenosine monophosphate)

3D MOL for NP0054895 (Isopentenyl adenosine monophosphate)

3D SDF for NP0054895 (Isopentenyl adenosine monophosphate)

3D-SDF for NP0054895 (Isopentenyl adenosine monophosphate)

PDB for NP0054895 (Isopentenyl adenosine monophosphate)

3D PDB for NP0054895 (Isopentenyl adenosine monophosphate)

SMILES for NP0054895 (Isopentenyl adenosine monophosphate)

INCHI for NP0054895 (Isopentenyl adenosine monophosphate)

Structure for NP0054895 (Isopentenyl adenosine monophosphate)

3D Structure for NP0054895 (Isopentenyl adenosine monophosphate)