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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:25:56 UTC

Update Date

2021-09-26 22:57:07 UTC

HMDB ID

HMDB0247425

Secondary Accession Numbers

None

Metabolite Identification

Common Name

8-Azido-cyclic AMP

Description

8-Azido-cyclic AMP, also known as 8-N3-camp, belongs to the class of organic compounds known as 3',5'-cyclic purine nucleotides. These are purine nucleotides in which the oxygen atoms linked to the C3 and C5 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group. Based on a literature review very few articles have been published on 8-Azido-cyclic AMP. This compound has been identified in human blood as reported by (PMID: 31557052 ). 8-azido-cyclic amp is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 8-Azido-cyclic AMP is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652309112102262D          

 25 28  0  0  0  0            999 V2000
   -1.7962   -3.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -3.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -3.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865   -2.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.0165    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -2.2784    0.7310    0.0000 N   0  5  0  0  0  0  0  0  0  0  0  0
    0.9115   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269   -4.2919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8400   -4.8439    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1899   -5.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6246   -4.5889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2273   -5.5723    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
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 10 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  2  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  2  0  0  0  0
  4 20  1  0  0  0  0
  3 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  1 24  1  0  0  0  0
 22 25  1  0  0  0  0
M  CHG  2  18   1  19  -1
M  END

HMDB0247425
     RDKit          3D
8-Azido-cyclic AMP
 36 39  0  0  0  0  0  0  0  0999 V2000
    0.0763   -2.3785   -3.4865 N   0  0  0  0  0  2  0  0  0  0  0  0
    0.1636   -1.1879   -3.1249 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.2692   -0.1461   -2.4661 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2200   -0.0210   -1.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371    0.5504   -1.4424 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0182    0.4648   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2529    0.9065    0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1240    1.5699   -0.7116 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5646    0.6749    1.4858 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7359    0.0466    2.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5330   -0.3731    1.8867 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1332   -0.1869    0.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0556   -0.4655   -0.1263 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1080   -1.1521    0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9938   -1.3819   -0.6110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1068   -0.6032   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2684   -1.5146   -0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4940   -0.8510   -0.1818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3611    0.7129    0.4467 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.5252    0.9702    1.3728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3754    1.8036   -0.8176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9381    0.7761    1.3475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8301    0.4061    0.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8059   -0.3485    1.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0279    0.5626    2.0850 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4916    1.1053   -1.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816    2.5572   -0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0180   -0.1290    3.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2649   -2.0951    0.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3123   -0.0401   -1.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2898   -2.3013   -0.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0967   -1.9521    0.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5125    2.2715   -0.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2878    1.2559    0.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3382   -1.0029    2.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1238    1.4963    1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 13  4  1  0
 24 14  1  0
 12  6  1  0
 23 16  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 21 33  1  0
 23 34  1  0
 24 35  1  0
 25 36  1  0
M  CHG  2   1  -1   2   1
M  END


  Mrv1652309112102262D          

 25 28  0  0  0  0            999 V2000
   -1.7962   -3.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -3.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -3.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0865   -2.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1831   -2.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.0165    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -2.2784    0.7310    0.0000 N   0  5  0  0  0  0  0  0  0  0  0  0
    0.9115   -2.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2269   -4.2919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8400   -4.8439    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1899   -5.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6246   -4.5889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2273   -5.5723    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
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 10 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  2  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  2  0  0  0  0
  4 20  1  0  0  0  0
  3 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  1 24  1  0  0  0  0
 22 25  1  0  0  0  0
M  CHG  2  18   1  19  -1
M  END
> <DATABASE_ID>
HMDB0247425

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(O)(=O)OC2C1O

> <INCHI_IDENTIFIER>
InChI=1S/C10H11N8O6P/c11-7-4-8(14-2-13-7)18(10(15-4)16-17-12)9-5(19)6-3(23-9)1-22-25(20,21)24-6/h2-3,5-6,9,19H,1H2,(H,20,21)(H2,11,13,14)

> <INCHI_KEY>
KTMLKBFMGWQTEK-UHFFFAOYSA-N

> <FORMULA>
C10H11N8O6P

> <MOLECULAR_WEIGHT>
370.222

> <EXACT_MASS>
370.053917104

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
31.070361164374056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-(6-amino-8-azido-9H-purin-9-yl)-2,7-dihydroxy-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-2-one

> <ALOGPS_LOGP>
-0.11

> <JCHEM_LOGP>
-2.2921910101376284

> <ALOGPS_LOGS>
-2.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.586789996932708

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8191315121253062

> <JCHEM_PKA_STRONGEST_BASIC>
3.3445588529155454

> <JCHEM_POLAR_SURFACE_AREA>
184.26999999999995

> <JCHEM_REFRACTIVITY>
80.0504

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.69e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(6-amino-8-azidopurin-9-yl)-2,7-dihydroxy-tetrahydro-4H-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247425
     RDKit          3D
8-Azido-cyclic AMP
 36 39  0  0  0  0  0  0  0  0999 V2000
    0.0763   -2.3785   -3.4865 N   0  0  0  0  0  2  0  0  0  0  0  0
    0.1636   -1.1879   -3.1249 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.2692   -0.1461   -2.4661 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2200   -0.0210   -1.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371    0.5504   -1.4424 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0182    0.4648   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2529    0.9065    0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1240    1.5699   -0.7116 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5646    0.6749    1.4858 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7359    0.0466    2.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5330   -0.3731    1.8867 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1332   -0.1869    0.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0556   -0.4655   -0.1263 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1080   -1.1521    0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9938   -1.3819   -0.6110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1068   -0.6032   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2684   -1.5146   -0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4940   -0.8510   -0.1818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3611    0.7129    0.4467 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.5252    0.9702    1.3728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3754    1.8036   -0.8176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9381    0.7761    1.3475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8301    0.4061    0.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8059   -0.3485    1.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0279    0.5626    2.0850 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4916    1.1053   -1.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816    2.5572   -0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0180   -0.1290    3.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2649   -2.0951    0.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3123   -0.0401   -1.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2898   -2.3013   -0.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0967   -1.9521    0.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5125    2.2715   -0.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2878    1.2559    0.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3382   -1.0029    2.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1238    1.4963    1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 13  4  1  0
 24 14  1  0
 12  6  1  0
 23 16  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 21 33  1  0
 23 34  1  0
 24 35  1  0
 25 36  1  0
M  CHG  2   1  -1   2   1
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -3.353  -7.060   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.208  -6.029   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.744  -6.505   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.161  -5.259   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.744  -4.013   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.208  -4.489   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.864  -0.533   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       2.530  -2.843   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       2.530   1.777   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      -0.268  -0.057   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      -2.713  -1.303   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0      -3.483   0.031   0.000  0.00  0.00           N+1
HETATM   19  N   UNK     0      -4.253   1.365   0.000  0.00  0.00           N-1
HETATM   20  O   UNK     0       1.701  -5.259   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -0.424  -8.011   0.000  0.00  0.00           O+0
HETATM   22  P   UNK     0      -1.568  -9.042   0.000  0.00  0.00           P+0
HETATM   23  O   UNK     0      -0.354  -9.990   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -3.033  -8.566   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -2.291 -10.402   0.000  0.00  0.00           O+0
CONECT    1    2   24                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4   21                                                  
CONECT    4    3    5   20                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    2                                                       
CONECT    7    5    8   16                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   10                                                            
CONECT   15    9   16                                                       
CONECT   16   15    7   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20    4                                                            
CONECT   21    3   22                                                       
CONECT   22   21   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22    1                                                       
CONECT   25   22                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0247451
HETATM    1  N1  UNL     1      -2.188  -4.889   0.634  1.00  0.00           N1-
HETATM    2  N2  UNL     1      -1.616  -3.857   0.242  1.00  0.00           N1+
HETATM    3  N3  UNL     1      -0.953  -2.814   0.408  1.00  0.00           N  
HETATM    4  C1  UNL     1      -1.609  -1.575   0.221  1.00  0.00           C  
HETATM    5  N4  UNL     1      -2.906  -1.356   0.585  1.00  0.00           N  
HETATM    6  C2  UNL     1      -3.223  -0.089   0.275  1.00  0.00           C  
HETATM    7  C3  UNL     1      -4.392   0.604   0.439  1.00  0.00           C  
HETATM    8  N5  UNL     1      -5.536  -0.007   1.025  1.00  0.00           N  
HETATM    9  N6  UNL     1      -4.452   1.887   0.038  1.00  0.00           N  
HETATM   10  C4  UNL     1      -3.361   2.451  -0.514  1.00  0.00           C  
HETATM   11  N7  UNL     1      -2.208   1.768  -0.677  1.00  0.00           N  
HETATM   12  C5  UNL     1      -2.097   0.482  -0.292  1.00  0.00           C  
HETATM   13  N8  UNL     1      -1.123  -0.444  -0.314  1.00  0.00           N  
HETATM   14  C6  UNL     1       0.194  -0.246  -0.822  1.00  0.00           C  
HETATM   15  O1  UNL     1       0.653   1.037  -0.727  1.00  0.00           O  
HETATM   16  C7  UNL     1       1.899   1.056  -0.171  1.00  0.00           C  
HETATM   17  C8  UNL     1       2.885   1.961  -0.816  1.00  0.00           C  
HETATM   18  O2  UNL     1       4.146   1.447  -0.950  1.00  0.00           O  
HETATM   19  P1  UNL     1       4.655   0.510   0.344  1.00  0.00           P  
HETATM   20  O3  UNL     1       5.118   1.315   1.519  1.00  0.00           O  
HETATM   21  O4  UNL     1       5.887  -0.519  -0.214  1.00  0.00           O  
HETATM   22  O5  UNL     1       3.346  -0.515   0.763  1.00  0.00           O  
HETATM   23  C9  UNL     1       2.444  -0.376  -0.268  1.00  0.00           C  
HETATM   24  C10 UNL     1       1.157  -1.140  -0.049  1.00  0.00           C  
HETATM   25  O6  UNL     1       0.890  -1.099   1.318  1.00  0.00           O  
HETATM   26  H1  UNL     1      -6.291   0.521   1.510  1.00  0.00           H  
HETATM   27  H2  UNL     1      -5.652  -1.055   0.980  1.00  0.00           H  
HETATM   28  H3  UNL     1      -3.422   3.494  -0.837  1.00  0.00           H  
HETATM   29  H4  UNL     1       0.278  -0.588  -1.891  1.00  0.00           H  
HETATM   30  H5  UNL     1       1.812   1.306   0.910  1.00  0.00           H  
HETATM   31  H6  UNL     1       2.932   2.906  -0.218  1.00  0.00           H  
HETATM   32  H7  UNL     1       2.539   2.290  -1.834  1.00  0.00           H  
HETATM   33  H8  UNL     1       5.740  -1.459   0.059  1.00  0.00           H  
HETATM   34  H9  UNL     1       2.876  -0.569  -1.261  1.00  0.00           H  
HETATM   35  H10 UNL     1       1.197  -2.150  -0.461  1.00  0.00           H  
HETATM   36  H11 UNL     1       0.379  -0.289   1.577  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    3
CONECT    3    4
CONECT    4    5    5   13
CONECT    5    6
CONECT    6    7    7   12
CONECT    7    8    9
CONECT    8   26   27
CONECT    9   10   10
CONECT   10   11   28
CONECT   11   12   12
CONECT   12   13
CONECT   13   14
CONECT   14   15   24   29
CONECT   15   16
CONECT   16   17   23   30
CONECT   17   18   31   32
CONECT   18   19
CONECT   19   20   20   21   22
CONECT   21   33
CONECT   22   23
CONECT   23   24   34
CONECT   24   25   35
CONECT   25   36
END

HMDB0247425
     RDKit          3D
8-Azido-cyclic AMP
 36 39  0  0  0  0  0  0  0  0999 V2000
    0.0763   -2.3785   -3.4865 N   0  0  0  0  0  2  0  0  0  0  0  0
    0.1636   -1.1879   -3.1249 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.2692   -0.1461   -2.4661 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2200   -0.0210   -1.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371    0.5504   -1.4424 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0182    0.4648   -0.2313 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2529    0.9065    0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1240    1.5699   -0.7116 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5646    0.6749    1.4858 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7359    0.0466    2.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5330   -0.3731    1.8867 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1332   -0.1869    0.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0556   -0.4655   -0.1263 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1080   -1.1521    0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9938   -1.3819   -0.6110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1068   -0.6032   -0.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2684   -1.5146   -0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4940   -0.8510   -0.1818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3611    0.7129    0.4467 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.5252    0.9702    1.3728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3754    1.8036   -0.8176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9381    0.7761    1.3475 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8301    0.4061    0.6267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8059   -0.3485    1.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0279    0.5626    2.0850 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4916    1.1053   -1.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3816    2.5572   -0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0180   -0.1290    3.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2649   -2.0951    0.8778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3123   -0.0401   -1.3873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2898   -2.3013   -0.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0967   -1.9521    0.8748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5125    2.2715   -0.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2878    1.2559    0.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3382   -1.0029    2.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1238    1.4963    1.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 13  4  1  0
 24 14  1  0
 12  6  1  0
 23 16  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 17 32  1  0
 21 33  1  0
 23 34  1  0
 24 35  1  0
 25 36  1  0
M  CHG  2   1  -1   2   1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
8-N3-CAMP	HMDB
8-Azidoadenosine-3',5'-monophosphate	HMDB

Chemical Formula

C₁₀H₁₁N₈O₆P

Average Molecular Weight

370.222

Monoisotopic Molecular Weight

370.053917104

IUPAC Name

6-(6-amino-8-azido-9H-purin-9-yl)-2,7-dihydroxy-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-2-one

Traditional Name

6-(6-amino-8-azidopurin-9-yl)-2,7-dihydroxy-tetrahydro-4H-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-2-one

CAS Registry Number

Not Available

SMILES

NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(O)(=O)OC2C1O

InChI Identifier

InChI=1S/C10H11N8O6P/c11-7-4-8(14-2-13-7)18(10(15-4)16-17-12)9-5(19)6-3(23-9)1-22-25(20,21)24-6/h2-3,5-6,9,19H,1H2,(H,20,21)(H2,11,13,14)

InChI Key

KTMLKBFMGWQTEK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3',5'-cyclic purine nucleotides. These are purine nucleotides in which the oxygen atoms linked to the C3 and C5 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Cyclic purine nucleotides

Direct Parent

3',5'-cyclic purine nucleotides

Alternative Parents

Substituents

3',5'-cyclic purine ribonucleotide
Pentose phosphate
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Imidazopyrimidine
Purine
Aminopyrimidine
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Pyrimidine
Imidolactam
Oxolane
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Azo compound
Azo imide
Organoheterocyclic compound
Azacycle
Oxacycle
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organonitrogen compound
Organooxygen compound
Amine
Primary amine
Organic zwitterion
Organic salt
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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
logP	-0.11	ALOGPS
logP	-2.3	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	1.82	ChemAxon
pKa (Strongest Basic)	3.34	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	184.27 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	80.05 m³·mol⁻¹	ChemAxon
Polarizability	31.07 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	152.942	30932474
DeepCCS	[M-H]-	150.017	30932474
DeepCCS	[M-2H]-	185.462	30932474
DeepCCS	[M+Na]+	161.292	30932474
AllCCS	[M+H]+	179.1	32859911
AllCCS	[M+H-H2O]+	176.2	32859911
AllCCS	[M+NH4]+	181.8	32859911
AllCCS	[M+Na]+	182.6	32859911
AllCCS	[M-H]-	172.4	32859911
AllCCS	[M+Na-2H]-	171.4	32859911
AllCCS	[M+HCOO]-	170.4	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-Azido-cyclic AMP,1TMS,isomer #1	C[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N)N=CN=C21	3394.0	Semi standard non polar	33892256
8-Azido-cyclic AMP,1TMS,isomer #1	C[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N)N=CN=C21	3185.5	Standard non polar	33892256
8-Azido-cyclic AMP,1TMS,isomer #1	C[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N)N=CN=C21	5677.2	Standard polar	33892256
8-Azido-cyclic AMP,1TMS,isomer #2	C[Si](C)(C)OP1(=O)OCC2OC(N3C(N=[N+]=[N-])=NC4=C(N)N=CN=C43)C(O)C2O1	3366.5	Semi standard non polar	33892256
8-Azido-cyclic AMP,1TMS,isomer #2	C[Si](C)(C)OP1(=O)OCC2OC(N3C(N=[N+]=[N-])=NC4=C(N)N=CN=C43)C(O)C2O1	3213.8	Standard non polar	33892256
8-Azido-cyclic AMP,1TMS,isomer #2	C[Si](C)(C)OP1(=O)OCC2OC(N3C(N=[N+]=[N-])=NC4=C(N)N=CN=C43)C(O)C2O1	5521.5	Standard polar	33892256
8-Azido-cyclic AMP,1TMS,isomer #3	C[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O	3459.0	Semi standard non polar	33892256
8-Azido-cyclic AMP,1TMS,isomer #3	C[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O	3206.3	Standard non polar	33892256
8-Azido-cyclic AMP,1TMS,isomer #3	C[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O	5707.8	Standard polar	33892256
8-Azido-cyclic AMP,2TMS,isomer #1	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N)N=CN=C21	3293.9	Semi standard non polar	33892256
8-Azido-cyclic AMP,2TMS,isomer #1	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N)N=CN=C21	3173.9	Standard non polar	33892256
8-Azido-cyclic AMP,2TMS,isomer #1	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N)N=CN=C21	5244.6	Standard polar	33892256
8-Azido-cyclic AMP,2TMS,isomer #2	C[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C	3387.9	Semi standard non polar	33892256
8-Azido-cyclic AMP,2TMS,isomer #2	C[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C	3201.7	Standard non polar	33892256
8-Azido-cyclic AMP,2TMS,isomer #2	C[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C	5394.6	Standard polar	33892256
8-Azido-cyclic AMP,2TMS,isomer #3	C[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O	3376.6	Semi standard non polar	33892256
8-Azido-cyclic AMP,2TMS,isomer #3	C[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O	3217.6	Standard non polar	33892256
8-Azido-cyclic AMP,2TMS,isomer #3	C[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O	5205.8	Standard polar	33892256
8-Azido-cyclic AMP,2TMS,isomer #4	C[Si](C)(C)N(C1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O)[Si](C)(C)C	3412.4	Semi standard non polar	33892256
8-Azido-cyclic AMP,2TMS,isomer #4	C[Si](C)(C)N(C1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O)[Si](C)(C)C	3361.3	Standard non polar	33892256
8-Azido-cyclic AMP,2TMS,isomer #4	C[Si](C)(C)N(C1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O)[Si](C)(C)C	5512.1	Standard polar	33892256
8-Azido-cyclic AMP,3TMS,isomer #1	C[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O[Si](C)(C)C	3329.6	Semi standard non polar	33892256
8-Azido-cyclic AMP,3TMS,isomer #1	C[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O[Si](C)(C)C	3182.8	Standard non polar	33892256
8-Azido-cyclic AMP,3TMS,isomer #1	C[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O[Si](C)(C)C	4898.9	Standard polar	33892256
8-Azido-cyclic AMP,3TMS,isomer #2	C[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	3361.7	Semi standard non polar	33892256
8-Azido-cyclic AMP,3TMS,isomer #2	C[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	3341.2	Standard non polar	33892256
8-Azido-cyclic AMP,3TMS,isomer #2	C[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	5136.9	Standard polar	33892256
8-Azido-cyclic AMP,3TMS,isomer #3	C[Si](C)(C)OP1(=O)OCC2OC(N3C(N=[N+]=[N-])=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)C(O)C2O1	3356.2	Semi standard non polar	33892256
8-Azido-cyclic AMP,3TMS,isomer #3	C[Si](C)(C)OP1(=O)OCC2OC(N3C(N=[N+]=[N-])=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)C(O)C2O1	3348.5	Standard non polar	33892256
8-Azido-cyclic AMP,3TMS,isomer #3	C[Si](C)(C)OP1(=O)OCC2OC(N3C(N=[N+]=[N-])=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)C(O)C2O1	4951.7	Standard polar	33892256
8-Azido-cyclic AMP,4TMS,isomer #1	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	3347.5	Semi standard non polar	33892256
8-Azido-cyclic AMP,4TMS,isomer #1	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	3300.2	Standard non polar	33892256
8-Azido-cyclic AMP,4TMS,isomer #1	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	4657.9	Standard polar	33892256
8-Azido-cyclic AMP,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N)N=CN=C21	3611.0	Semi standard non polar	33892256
8-Azido-cyclic AMP,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N)N=CN=C21	3441.4	Standard non polar	33892256
8-Azido-cyclic AMP,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N)N=CN=C21	5760.9	Standard polar	33892256
8-Azido-cyclic AMP,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP1(=O)OCC2OC(N3C(N=[N+]=[N-])=NC4=C(N)N=CN=C43)C(O)C2O1	3569.6	Semi standard non polar	33892256
8-Azido-cyclic AMP,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP1(=O)OCC2OC(N3C(N=[N+]=[N-])=NC4=C(N)N=CN=C43)C(O)C2O1	3432.5	Standard non polar	33892256
8-Azido-cyclic AMP,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP1(=O)OCC2OC(N3C(N=[N+]=[N-])=NC4=C(N)N=CN=C43)C(O)C2O1	5684.9	Standard polar	33892256
8-Azido-cyclic AMP,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O	3646.9	Semi standard non polar	33892256
8-Azido-cyclic AMP,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O	3472.6	Standard non polar	33892256
8-Azido-cyclic AMP,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O	5734.3	Standard polar	33892256
8-Azido-cyclic AMP,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C(C)(C)C)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N)N=CN=C21	3671.7	Semi standard non polar	33892256
8-Azido-cyclic AMP,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C(C)(C)C)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N)N=CN=C21	3595.8	Standard non polar	33892256
8-Azido-cyclic AMP,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C(C)(C)C)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N)N=CN=C21	5405.3	Standard polar	33892256
8-Azido-cyclic AMP,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C(C)(C)C	3752.9	Semi standard non polar	33892256
8-Azido-cyclic AMP,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C(C)(C)C	3680.3	Standard non polar	33892256
8-Azido-cyclic AMP,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C(C)(C)C	5455.8	Standard polar	33892256
8-Azido-cyclic AMP,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O	3689.8	Semi standard non polar	33892256
8-Azido-cyclic AMP,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O	3652.2	Standard non polar	33892256
8-Azido-cyclic AMP,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O	5337.3	Standard polar	33892256
8-Azido-cyclic AMP,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O)[Si](C)(C)C(C)(C)C	3764.8	Semi standard non polar	33892256
8-Azido-cyclic AMP,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O)[Si](C)(C)C(C)(C)C	3789.2	Standard non polar	33892256
8-Azido-cyclic AMP,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O)OC2C1O)[Si](C)(C)C(C)(C)C	5484.0	Standard polar	33892256
8-Azido-cyclic AMP,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O[Si](C)(C)C(C)(C)C	3803.2	Semi standard non polar	33892256
8-Azido-cyclic AMP,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O[Si](C)(C)C(C)(C)C	3789.5	Standard non polar	33892256
8-Azido-cyclic AMP,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O[Si](C)(C)C(C)(C)C	5074.3	Standard polar	33892256
8-Azido-cyclic AMP,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	3870.8	Semi standard non polar	33892256
8-Azido-cyclic AMP,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	3969.1	Standard non polar	33892256
8-Azido-cyclic AMP,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	5164.9	Standard polar	33892256
8-Azido-cyclic AMP,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP1(=O)OCC2OC(N3C(N=[N+]=[N-])=NC4=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C43)C(O)C2O1	3819.1	Semi standard non polar	33892256
8-Azido-cyclic AMP,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP1(=O)OCC2OC(N3C(N=[N+]=[N-])=NC4=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C43)C(O)C2O1	3942.8	Standard non polar	33892256
8-Azido-cyclic AMP,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP1(=O)OCC2OC(N3C(N=[N+]=[N-])=NC4=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C43)C(O)C2O1	5051.3	Standard polar	33892256
8-Azido-cyclic AMP,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C(C)(C)C)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	3954.9	Semi standard non polar	33892256
8-Azido-cyclic AMP,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C(C)(C)C)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	4037.0	Standard non polar	33892256
8-Azido-cyclic AMP,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C(C)(C)C)OCC2OC1N1C(N=[N+]=[N-])=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	4779.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Azido-cyclic AMP GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ktr-4913000000-0054bd8a79eecb73cee9	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Azido-cyclic AMP GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Azido-cyclic AMP GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28548607

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44134557

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 8-Azido-cyclic AMP (HMDB0247425)

MOL for HMDB0247425 (8-Azido-cyclic AMP)

3D MOL for HMDB0247425 (8-Azido-cyclic AMP)

3D SDF for HMDB0247425 (8-Azido-cyclic AMP)

3D-SDF for HMDB0247425 (8-Azido-cyclic AMP)

PDB for HMDB0247425 (8-Azido-cyclic AMP)

3D PDB for HMDB0247425 (8-Azido-cyclic AMP)

SMILES for HMDB0247425 (8-Azido-cyclic AMP)

INCHI for HMDB0247425 (8-Azido-cyclic AMP)

Structure for HMDB0247425 (8-Azido-cyclic AMP)

3D Structure for HMDB0247425 (8-Azido-cyclic AMP)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

NMR Spectra