NP-MRD: Showing NP-Card for Adenosine-3'-monophosphate (NP0002706)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2020-11-23 19:38:24 UTC

Updated at

2021-08-12 19:51:55 UTC

NP-MRD ID

NP0002706

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Adenosine-3'-monophosphate

Provided By

BMRB

Description

3'-AMP, also known as 3'-adenylic acid or AMP 3'-phosphate, belongs to the class of organic compounds known as ribonucleoside 3'-phosphates. These are ribonucleosides that contain a phosphate group attached to the C-3 carbon of the ribose or deoxyribose moiety. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives. 3'-AMP exists in all living organisms, ranging from bacteria to humans. In humans, 3'-AMP is involved in the pyrimidine metabolism pathway. 3'-AMP is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Adenosine-3'-monophosphate is found in Apis cerana, Helianthus tuberosus, Homo sapiens and Notechis scutatus. It was first documented in 2008 (PMID: 17984079). Based on a literature review a significant number of articles have been published on 3'-AMP (PMID: 32033212) (PMID: 18544912) (PMID: 21622827) (PMID: 23759508).

Structure

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


     RDKit          2D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -6.1520   -1.6373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3057   -0.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9551    0.9533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1088    2.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6132    2.0781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9638    0.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8100   -0.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8937   -1.7001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4811   -1.1956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5244    0.3038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3368    1.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6343    2.3634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0216    1.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4973    1.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9729    1.2543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9080    0.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1077   -1.1893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4951   -1.7596    0.0000 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.9248   -3.1469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0654   -0.3722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8825   -2.3299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504   -0.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9018   -0.7061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6477   -1.5236    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5026   -2.9894    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7582    3.5439    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3550   -2.1865    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3723    2.3054    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4438    3.2324    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7667    2.9993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4097    0.0262    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9440    2.3975    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4014    0.1576    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5520   -0.1724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0822   -3.8165    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9549   -1.4693    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8323   -2.2045    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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
 13 16  1  0
 16 17  1  0
 18 17  1  6
 18 19  2  0
 18 20  1  0
 18 21  1  0
 16 22  1  0
 22 23  1  0
  7  2  1  0
 22 11  1  0
 10  6  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  9 27  1  0
 11 28  1  1
 13 29  1  1
 14 30  1  1
 14 31  1  0
 15 32  1  0
 16 33  1  6
 20 34  1  0
 21 35  1  0
 22 36  1  6
 23 37  1  0
M  END

NP0002706
     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.8310   -1.4848   -0.5000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7890   -0.8672    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0316   -0.5476    1.5334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0427    0.0374    2.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8554    0.2827    1.6818 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5773   -0.0264    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5715   -0.6221   -0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0859   -0.8396   -1.5713 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8099   -0.3843   -1.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4960    0.1125   -0.3816 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2675    0.7057    0.0922 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5082    1.2131   -0.9440 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098    1.4479   -0.2734 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8123    1.8717   -1.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4187    3.0473   -1.8397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9833    0.0437    0.2761 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9548    0.0380    1.2388 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2079   -1.0319    0.8077 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3313   -0.8354    1.7886 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6407   -2.6351    0.8529 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7318   -0.7328   -0.7741 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5970   -0.2957    0.8332 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5265    0.0248    2.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0000   -2.5143   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4144   -0.9739   -1.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1583    0.3267    3.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1183   -0.4019   -2.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5412    1.5705    0.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996    2.1698    0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639    1.0482   -1.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6952    2.1035   -0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0156    3.6718   -1.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1600   -0.6116   -0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2004   -3.1501    0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0436   -1.0698   -1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3130   -1.3343    0.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2764    0.6436    2.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 16 22  1  0
 22 23  1  0
  7  2  1  0
 22 11  1  0
 10  6  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  9 27  1  0
 11 28  1  1
 13 29  1  1
 14 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  6
 20 34  1  0
 21 35  1  0
 22 36  1  1
 23 37  1  0
M  END


     RDKit          2D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -6.1520   -1.6373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3057   -0.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9551    0.9533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1088    2.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6132    2.0781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9638    0.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8100   -0.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8937   -1.7001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4811   -1.1956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5244    0.3038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3368    1.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6343    2.3634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0216    1.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4973    1.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9729    1.2543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9080    0.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1077   -1.1893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4951   -1.7596    0.0000 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.9248   -3.1469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0654   -0.3722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8825   -2.3299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504   -0.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9018   -0.7061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6477   -1.5236    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5026   -2.9894    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7582    3.5439    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3550   -2.1865    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3723    2.3054    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4438    3.2324    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7667    2.9993    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4097    0.0262    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9440    2.3975    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4014    0.1576    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5520   -0.1724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0822   -3.8165    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9549   -1.4693    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8323   -2.2045    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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
 13 16  1  0
 16 17  1  0
 18 17  1  6
 18 19  2  0
 18 20  1  0
 18 21  1  0
 16 22  1  0
 22 23  1  0
  7  2  1  0
 22 11  1  0
 10  6  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  9 27  1  0
 11 28  1  1
 13 29  1  1
 14 30  1  1
 14 31  1  0
 15 32  1  0
 16 33  1  6
 20 34  1  0
 21 35  1  0
 22 36  1  6
 23 37  1  0
M  END
> <DATABASE_ID>
NP0002706

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1=C2N=CN([C@@H]3O[C@H](CO)[C@@H](OP(O)(O)=O)[C@H]3O)C2=NC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(17)7(4(1-16)21-10)22-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1

> <INCHI_KEY>
LNQVTSROQXJCDD-KQYNXXCUSA-N

> <FORMULA>
C10H14N5O7P

> <MOLECULAR_WEIGHT>
347.2212

> <EXACT_MASS>
347.063084339

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
29.666717252157685

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-3.14

> <JCHEM_LOGP>
-4.806465728671279

> <ALOGPS_LOGS>
-2.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.964652693952025

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8697766204294437

> <JCHEM_PKA_STRONGEST_BASIC>
4.937921968407116

> <JCHEM_POLAR_SURFACE_AREA>
186.07

> <JCHEM_REFRACTIVITY>
74.0685

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.48e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
adenosine-3'-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

NP0002706
     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
   -5.8310   -1.4848   -0.5000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7890   -0.8672    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0316   -0.5476    1.5334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0427    0.0374    2.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8554    0.2827    1.6818 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5773   -0.0264    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5715   -0.6221   -0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0859   -0.8396   -1.5713 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8099   -0.3843   -1.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4960    0.1125   -0.3816 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2675    0.7057    0.0922 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5082    1.2131   -0.9440 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098    1.4479   -0.2734 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8123    1.8717   -1.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4187    3.0473   -1.8397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9833    0.0437    0.2761 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9548    0.0380    1.2388 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2079   -1.0319    0.8077 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3313   -0.8354    1.7886 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6407   -2.6351    0.8529 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7318   -0.7328   -0.7741 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5970   -0.2957    0.8332 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5265    0.0248    2.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0000   -2.5143   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4144   -0.9739   -1.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1583    0.3267    3.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1183   -0.4019   -2.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5412    1.5705    0.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996    2.1698    0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639    1.0482   -1.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6952    2.1035   -0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0156    3.6718   -1.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1600   -0.6116   -0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2004   -3.1501    0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0436   -1.0698   -1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3130   -1.3343    0.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2764    0.6436    2.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 16 22  1  0
 22 23  1  0
  7  2  1  0
 22 11  1  0
 10  6  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  9 27  1  0
 11 28  1  1
 13 29  1  1
 14 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  6
 20 34  1  0
 21 35  1  0
 22 36  1  1
 23 37  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  P   UNK     0      33.173 -25.484   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      33.332 -27.015   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      34.705 -25.325   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      33.015 -23.952   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      28.641 -25.652   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      33.326 -30.366   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      29.713 -28.684   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      31.642 -25.642   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0      27.347 -35.715   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      30.138 -31.396   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      30.138 -33.874   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      26.013 -33.405   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      27.347 -31.095   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      30.147 -25.974   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      30.616 -29.932   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      30.620 -27.440   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      32.082 -29.458   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      32.084 -27.918   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.347 -34.175   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      28.681 -31.865   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      28.681 -33.405   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      31.037 -32.635   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      26.013 -31.865   0.000  0.00  0.00           C+0
CONECT    1    2    3    4    8                                             
CONECT    2    1   18                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5   14                                                            
CONECT    6   17                                                            
CONECT    7   15   16                                                       
CONECT    8    1                                                            
CONECT    9   19                                                            
CONECT   10   15   20   22                                                  
CONECT   11   21   22                                                       
CONECT   12   19   23                                                       
CONECT   13   20   23                                                       
CONECT   14    5   16                                                       
CONECT   15    7   10   17                                                  
CONECT   16    7   14   18                                                  
CONECT   17    6   15   18                                                  
CONECT   18    2   16   17                                                  
CONECT   19    9   12   21                                                  
CONECT   20   10   13   21                                                  
CONECT   21   11   19   20                                                  
CONECT   22   10   11                                                       
CONECT   23   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    NP0002706
HETATM    1  N1  UNL     1      -5.831  -1.485  -0.500  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.789  -0.867   0.260  1.00  0.00           C  
HETATM    3  N2  UNL     1      -5.032  -0.548   1.533  1.00  0.00           N  
HETATM    4  C2  UNL     1      -4.043   0.037   2.251  1.00  0.00           C  
HETATM    5  N3  UNL     1      -2.855   0.283   1.682  1.00  0.00           N  
HETATM    6  C3  UNL     1      -2.577  -0.026   0.401  1.00  0.00           C  
HETATM    7  C4  UNL     1      -3.572  -0.622  -0.344  1.00  0.00           C  
HETATM    8  N4  UNL     1      -3.086  -0.840  -1.571  1.00  0.00           N  
HETATM    9  C5  UNL     1      -1.810  -0.384  -1.583  1.00  0.00           C  
HETATM   10  N5  UNL     1      -1.496   0.112  -0.382  1.00  0.00           N  
HETATM   11  C6  UNL     1      -0.268   0.706   0.092  1.00  0.00           C  
HETATM   12  O1  UNL     1       0.508   1.213  -0.944  1.00  0.00           O  
HETATM   13  C7  UNL     1       1.710   1.448  -0.273  1.00  0.00           C  
HETATM   14  C8  UNL     1       2.812   1.872  -1.205  1.00  0.00           C  
HETATM   15  O2  UNL     1       2.419   3.047  -1.840  1.00  0.00           O  
HETATM   16  C9  UNL     1       1.983   0.044   0.276  1.00  0.00           C  
HETATM   17  O3  UNL     1       2.955   0.038   1.239  1.00  0.00           O  
HETATM   18  P1  UNL     1       4.208  -1.032   0.808  1.00  0.00           P  
HETATM   19  O4  UNL     1       5.331  -0.835   1.789  1.00  0.00           O  
HETATM   20  O5  UNL     1       3.641  -2.635   0.853  1.00  0.00           O  
HETATM   21  O6  UNL     1       4.732  -0.733  -0.774  1.00  0.00           O  
HETATM   22  C10 UNL     1       0.597  -0.296   0.833  1.00  0.00           C  
HETATM   23  O7  UNL     1       0.527   0.025   2.188  1.00  0.00           O  
HETATM   24  H1  UNL     1      -6.000  -2.514  -0.334  1.00  0.00           H  
HETATM   25  H2  UNL     1      -6.414  -0.974  -1.192  1.00  0.00           H  
HETATM   26  H3  UNL     1      -4.158   0.327   3.286  1.00  0.00           H  
HETATM   27  H4  UNL     1      -1.118  -0.402  -2.417  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.541   1.571   0.752  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.500   2.170   0.527  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.964   1.048  -1.929  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.695   2.103  -0.594  1.00  0.00           H  
HETATM   32  H9  UNL     1       2.016   3.672  -1.206  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.160  -0.612  -0.579  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.200  -3.150   0.226  1.00  0.00           H  
HETATM   35  H12 UNL     1       4.044  -1.070  -1.399  1.00  0.00           H  
HETATM   36  H13 UNL     1       0.313  -1.334   0.627  1.00  0.00           H  
HETATM   37  H14 UNL     1       1.276   0.644   2.378  1.00  0.00           H  
CONECT    1    2   24   25
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   26
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   27
CONECT   10   11
CONECT   11   12   22   28
CONECT   12   13
CONECT   13   14   16   29
CONECT   14   15   30   31
CONECT   15   32
CONECT   16   17   22   33
CONECT   17   18
CONECT   18   19   19   20   21
CONECT   20   34
CONECT   21   35
CONECT   22   23   36
CONECT   23   37
END

NP0002706
     RDKit          3D

37 39  0  0  0  0  0  0  0  0999 V2000
   -5.8310   -1.4848   -0.5000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7890   -0.8672    0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0316   -0.5476    1.5334 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0427    0.0374    2.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8554    0.2827    1.6818 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5773   -0.0264    0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5715   -0.6221   -0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0859   -0.8396   -1.5713 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8099   -0.3843   -1.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4960    0.1125   -0.3816 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2675    0.7057    0.0922 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5082    1.2131   -0.9440 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7098    1.4479   -0.2734 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8123    1.8717   -1.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4187    3.0473   -1.8397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9833    0.0437    0.2761 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9548    0.0380    1.2388 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2079   -1.0319    0.8077 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.3313   -0.8354    1.7886 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6407   -2.6351    0.8529 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7318   -0.7328   -0.7741 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5970   -0.2957    0.8332 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5265    0.0248    2.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0000   -2.5143   -0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4144   -0.9739   -1.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1583    0.3267    3.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1183   -0.4019   -2.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5412    1.5705    0.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996    2.1698    0.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9639    1.0482   -1.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6952    2.1035   -0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0156    3.6718   -1.2061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1600   -0.6116   -0.5790 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2004   -3.1501    0.2257 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0436   -1.0698   -1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3130   -1.3343    0.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2764    0.6436    2.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  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
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 18 21  1  0
 16 22  1  0
 22 23  1  0
  7  2  1  0
 22 11  1  0
 10  6  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  9 27  1  0
 11 28  1  1
 13 29  1  1
 14 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  6
 20 34  1  0
 21 35  1  0
 22 36  1  1
 23 37  1  0
M  END

View in JSmol

Synonyms

Value	Source
3'-Adenosine monophosphate	ChEBI
3'-Adenylic acid	ChEBI
Adenosine 3'-monophosphate	ChEBI
Adenosine 3'-phosphate	ChEBI
Adenosine-3'-monophosphate	ChEBI
AMP 3'-Phosphate	ChEBI
Synadenylic acid	ChEBI
3'-Adenosine monophosphoric acid	Generator
3'-Adenylate	Generator
Adenosine 3'-monophosphoric acid	Generator
Adenosine 3'-phosphoric acid	Generator
Adenosine-3'-monophosphoric acid	Generator
AMP 3'-Phosphoric acid	Generator
Synadenylate	Generator
Adenosine-3'-phosphate	HMDB
Yeast adenylic acid	HMDB
2' Adenylic acid	MeSH, HMDB
5' Adenylic acid	MeSH, HMDB
Phosphate dipotassium, adenosine	MeSH, HMDB
5'-Adenylic acid	MeSH, HMDB
Adenylic acid	MeSH, HMDB
5'-Phosphate, adenosine	MeSH, HMDB
Adenosine 2'-phosphate	MeSH, HMDB
Dipotassium, adenosine phosphate	MeSH, HMDB
Phosphate disodium, adenosine	MeSH, HMDB
Monophosphate, 2'-adenosine	MeSH, HMDB
2'-AMP	MeSH, HMDB
2'-Adenosine monophosphate	MeSH, HMDB
Adenosine 2' phosphate	MeSH, HMDB
Adenosine phosphate dipotassium	MeSH, HMDB
Adenosine 3' phosphate	MeSH, HMDB
Disodium, adenosine phosphate	MeSH, HMDB
Phosphaden	MeSH, HMDB
2'-Adenylic acid	MeSH, HMDB
AMP	MeSH, HMDB
Adenosine monophosphate	MeSH, HMDB
Adenosine phosphate disodium	MeSH, HMDB
2' Adenosine monophosphate	MeSH, HMDB
Acid, 2'-adenylic	MeSH, HMDB
Acid, 5'-adenylic	MeSH, HMDB
Adenosine 5' phosphate	MeSH, HMDB
Adenosine 5'-phosphate	MeSH, HMDB

Chemical Formula

C₁₀H₁₄N₅O₇P

Average Mass

347.2212 Da

Monoisotopic Mass

347.06308 Da

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid

Traditional Name

adenosine-3'-phosphate

CAS Registry Number

Not Available

SMILES

NC1=C2N=CN([C@@H]3O[C@H](CO)[C@@H](OP(O)(O)=O)[C@H]3O)C2=NC=N1

InChI Identifier

InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(17)7(4(1-16)21-10)22-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1

InChI Key

LNQVTSROQXJCDD-KQYNXXCUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Apis cerana	LOTUS Database	35616633
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
Helianthus tuberosus	LOTUS Database	35616633
Homo sapiens	LOTUS Database	35616633
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Notechis scutatus	LOTUS Database	35616633
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

Species Where Detected

Species Name	Source	Reference
Escherichia coli	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ribonucleoside 3'-phosphates. These are ribonucleosides that contain a phosphate group attached to the C-3 carbon of the ribose or deoxyribose moiety. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Ribonucleoside 3'-phosphates

Sub Class

Not Available

Direct Parent

Ribonucleoside 3'-phosphates

Alternative Parents

Not Available

Substituents

Not Available

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	-3.1	ALOGPS
logP	-4.8	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	0.87	ChemAxon
pKa (Strongest Basic)	4.94	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	186.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	74.07 m³·mol⁻¹	ChemAxon
Polarizability	29.67 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	No	ChemAxon

External Links

HMDB ID

HMDB0003540

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

2224997

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

41211

PDB ID

Not Available

ChEBI ID

28931

Good Scents ID

Not Available

References

General References

Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
Miyamoto A, Takeshita M, Pan-Hou H, Fujimori H: Hepatic changes in adenine nucleotide levels and adenosine 3'-monophosphate forming enzyme in streptozotocin-induced diabetic mice. J Toxicol Sci. 2008 May;33(2):209-17. doi: 10.2131/jts.33.209. [PubMed:18544912 ]
Jackson EK, Ren J, Gillespie DG: 2',3'-cAMP, 3'-AMP, and 2'-AMP inhibit human aortic and coronary vascular smooth muscle cell proliferation via A2B receptors. Am J Physiol Heart Circ Physiol. 2011 Aug;301(2):H391-401. doi: 10.1152/ajpheart.00336.2011. Epub 2011 May 27. [PubMed:21622827 ]
Jackson EK, Mi Z: In vivo cardiovascular pharmacology of 2',3'-cAMP, 2'-AMP, and 3'-AMP in the rat. J Pharmacol Exp Ther. 2013 Aug;346(2):190-200. doi: 10.1124/jpet.113.205757. Epub 2013 Jun 12. [PubMed:23759508 ]

Showing NP-Card for Adenosine-3'-monophosphate (NP0002706)

MOL for NP0002706 (Adenosine-3'-monophosphate)

3D MOL for NP0002706 (Adenosine-3'-monophosphate)

3D SDF for NP0002706 (Adenosine-3'-monophosphate)

3D-SDF for NP0002706 (Adenosine-3'-monophosphate)

PDB for NP0002706 (Adenosine-3'-monophosphate)

3D PDB for NP0002706 (Adenosine-3'-monophosphate)

SMILES for NP0002706 (Adenosine-3'-monophosphate)

INCHI for NP0002706 (Adenosine-3'-monophosphate)

Structure for NP0002706 (Adenosine-3'-monophosphate)

3D Structure for NP0002706 (Adenosine-3'-monophosphate)