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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:15:16 UTC

Update Date

2021-09-26 23:13:37 UTC

HMDB ID

HMDB0257324

Secondary Accession Numbers

None

Metabolite Identification

Common Name

8-(4-Chlorophenylthio)-cAMP

Description

8-(4-Chlorophenylthio)-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 a significant number of articles have been published on 8-(4-Chlorophenylthio)-cAMP. This compound has been identified in human blood as reported by (PMID: 31557052 ). 8-(4-chlorophenylthio)-camp is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 8-(4-Chlorophenylthio)-cAMP 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

  Mrv1652309112120152D          

 30 34  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 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    2.1599    0.0000 Cl  0  0  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  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 21 24  1  0  0  0  0
  4 25  1  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  1 29  1  0  0  0  0
 27 30  1  0  0  0  0
M  END

HMDB0257324
     RDKit          3D
8-(4-Chlorophenylthio)-cAMP
 45 49  0  0  0  0  0  0  0  0999 V2000
   -3.1307    4.4530    0.3977 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7629    4.1890    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8976    5.2085   -0.0034 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076    4.9871   -0.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8807    3.7300   -0.2722 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0741    2.6440   -0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2572    2.9053    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8462    1.7257    0.2438 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9227    0.7612    0.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2031   -0.9594    0.1986 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8651   -1.4571    0.4952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1521   -2.8263    0.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4208   -3.3059    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4727   -2.4315    0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0866   -3.0434    1.2564 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.2274   -1.0771    0.8906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9360   -0.6063    0.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987    1.3164   -0.1138 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614    0.6917   -0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6639   -0.0040   -1.5190 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4469   -1.1064   -1.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4014   -1.4289   -2.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5907   -1.9825   -1.9925 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4792   -2.9026   -0.6037 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.1564   -4.3429   -0.8509 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0101   -2.8546    0.1596 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3907   -2.2036    0.5140 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1256   -0.9450    0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9512   -0.2815    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3598    0.3873    1.9030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4095    5.3483    0.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8360    3.7494    0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0447    5.8549   -0.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3254   -3.5054    0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6378   -4.3767    0.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0477   -0.3966    1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7640    0.4445    0.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3685    1.4544   -0.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7491   -1.9846   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223   -2.1793   -3.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6474   -0.5583   -3.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1500   -1.9021    0.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9940   -0.2724   -0.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310   -1.0778    0.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2963    0.1613    2.1843 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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
  7  2  1  0
 17 11  1  0
 29 19  1  0
 18  6  1  0
 28 21  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
 12 34  1  0
 13 35  1  0
 16 36  1  0
 17 37  1  0
 19 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
 26 42  1  0
 28 43  1  0
 29 44  1  0
 30 45  1  0
M  END

  Mrv1652309112120152D          

 30 34  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 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8659    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034    2.1599    0.0000 Cl  0  0  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  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 21 24  1  0  0  0  0
  4 25  1  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  1 29  1  0  0  0  0
 27 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257324

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(O)(=O)OC2C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H15ClN5O6PS/c17-7-1-3-8(4-2-7)30-16-21-10-13(18)19-6-20-14(10)22(16)15-11(23)12-9(27-15)5-26-29(24,25)28-12/h1-4,6,9,11-12,15,23H,5H2,(H,24,25)(H2,18,19,20)

> <INCHI_KEY>
AAZMHPMNAVEBRE-UHFFFAOYSA-N

> <FORMULA>
C16H15ClN5O6PS

> <MOLECULAR_WEIGHT>
471.81

> <EXACT_MASS>
471.0169191

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
42.337879999077565

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-{6-amino-8-[(4-chlorophenyl)sulfanyl]-9H-purin-9-yl}-2,7-dihydroxy-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-2-one

> <ALOGPS_LOGP>
0.13

> <JCHEM_LOGP>
0.3160432409350678

> <ALOGPS_LOGS>
-2.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.586864460610453

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.825537379888857

> <JCHEM_PKA_STRONGEST_BASIC>
3.618620755155646

> <JCHEM_POLAR_SURFACE_AREA>
154.83999999999997

> <JCHEM_REFRACTIVITY>
107.2517

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257324
     RDKit          3D
8-(4-Chlorophenylthio)-cAMP
 45 49  0  0  0  0  0  0  0  0999 V2000
   -3.1307    4.4530    0.3977 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7629    4.1890    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8976    5.2085   -0.0034 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076    4.9871   -0.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8807    3.7300   -0.2722 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0741    2.6440   -0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2572    2.9053    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8462    1.7257    0.2438 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9227    0.7612    0.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2031   -0.9594    0.1986 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8651   -1.4571    0.4952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1521   -2.8263    0.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4208   -3.3059    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4727   -2.4315    0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0866   -3.0434    1.2564 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.2274   -1.0771    0.8906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9360   -0.6063    0.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987    1.3164   -0.1138 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614    0.6917   -0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6639   -0.0040   -1.5190 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4469   -1.1064   -1.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4014   -1.4289   -2.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5907   -1.9825   -1.9925 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4792   -2.9026   -0.6037 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.1564   -4.3429   -0.8509 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0101   -2.8546    0.1596 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3907   -2.2036    0.5140 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1256   -0.9450    0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9512   -0.2815    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3598    0.3873    1.9030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4095    5.3483    0.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8360    3.7494    0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0447    5.8549   -0.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3254   -3.5054    0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6378   -4.3767    0.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0477   -0.3966    1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7640    0.4445    0.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3685    1.4544   -0.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7491   -1.9846   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223   -2.1793   -3.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6474   -0.5583   -3.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1500   -1.9021    0.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9940   -0.2724   -0.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310   -1.0778    0.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2963    0.1613    2.1843 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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
  7  2  1  0
 17 11  1  0
 29 19  1  0
 18  6  1  0
 28 21  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
 12 34  1  0
 13 35  1  0
 16 36  1  0
 17 37  1  0
 19 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
 26 42  1  0
 28 43  1  0
 29 44  1  0
 30 45  1  0
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  S   UNK     0      -2.713  -1.303   0.000  0.00  0.00           S+0
HETATM   18  C   UNK     0      -3.483   0.031   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.023   0.031   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.793   1.365   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.023   2.698   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.483   2.698   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.713   1.365   0.000  0.00  0.00           C+0
HETATM   24 Cl   UNK     0      -5.793   4.032   0.000  0.00  0.00          Cl+0
HETATM   25  O   UNK     0       1.701  -5.259   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.424  -8.011   0.000  0.00  0.00           O+0
HETATM   27  P   UNK     0      -1.568  -9.042   0.000  0.00  0.00           P+0
HETATM   28  O   UNK     0      -0.354  -9.990   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -3.033  -8.566   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -2.291 -10.402   0.000  0.00  0.00           O+0
CONECT    1    2   29                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4   26                                                  
CONECT    4    3    5   25                                                  
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   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   21                                                            
CONECT   25    4                                                            
CONECT   26    3   27                                                       
CONECT   27   26   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27    1                                                       
CONECT   30   27                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

COMPND    HMDB0257324
HETATM    1  N1  UNL     1      -3.131   4.453   0.398  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.763   4.189   0.170  1.00  0.00           C  
HETATM    3  N2  UNL     1      -0.898   5.208  -0.003  1.00  0.00           N  
HETATM    4  C2  UNL     1       0.408   4.987  -0.222  1.00  0.00           C  
HETATM    5  N3  UNL     1       0.881   3.730  -0.272  1.00  0.00           N  
HETATM    6  C3  UNL     1       0.074   2.644  -0.108  1.00  0.00           C  
HETATM    7  C4  UNL     1      -1.257   2.905   0.114  1.00  0.00           C  
HETATM    8  N4  UNL     1      -1.846   1.726   0.244  1.00  0.00           N  
HETATM    9  C5  UNL     1      -0.923   0.761   0.109  1.00  0.00           C  
HETATM   10  S1  UNL     1      -1.203  -0.959   0.199  1.00  0.00           S  
HETATM   11  C6  UNL     1      -2.865  -1.457   0.495  1.00  0.00           C  
HETATM   12  C7  UNL     1      -3.152  -2.826   0.577  1.00  0.00           C  
HETATM   13  C8  UNL     1      -4.421  -3.306   0.806  1.00  0.00           C  
HETATM   14  C9  UNL     1      -5.473  -2.431   0.965  1.00  0.00           C  
HETATM   15 CL1  UNL     1      -7.087  -3.043   1.256  1.00  0.00          CL  
HETATM   16  C10 UNL     1      -5.227  -1.077   0.891  1.00  0.00           C  
HETATM   17  C11 UNL     1      -3.936  -0.606   0.658  1.00  0.00           C  
HETATM   18  N5  UNL     1       0.299   1.316  -0.114  1.00  0.00           N  
HETATM   19  C12 UNL     1       1.561   0.692  -0.315  1.00  0.00           C  
HETATM   20  O1  UNL     1       1.664  -0.004  -1.519  1.00  0.00           O  
HETATM   21  C13 UNL     1       2.447  -1.106  -1.318  1.00  0.00           C  
HETATM   22  C14 UNL     1       3.401  -1.429  -2.405  1.00  0.00           C  
HETATM   23  O2  UNL     1       4.591  -1.982  -1.992  1.00  0.00           O  
HETATM   24  P1  UNL     1       4.479  -2.903  -0.604  1.00  0.00           P  
HETATM   25  O3  UNL     1       4.156  -4.343  -0.851  1.00  0.00           O  
HETATM   26  O4  UNL     1       6.010  -2.855   0.160  1.00  0.00           O  
HETATM   27  O5  UNL     1       3.391  -2.204   0.514  1.00  0.00           O  
HETATM   28  C15 UNL     1       3.126  -0.945   0.039  1.00  0.00           C  
HETATM   29  C16 UNL     1       1.951  -0.281   0.780  1.00  0.00           C  
HETATM   30  O6  UNL     1       2.360   0.387   1.903  1.00  0.00           O  
HETATM   31  H1  UNL     1      -3.410   5.348   0.828  1.00  0.00           H  
HETATM   32  H2  UNL     1      -3.836   3.749   0.133  1.00  0.00           H  
HETATM   33  H3  UNL     1       1.045   5.855  -0.352  1.00  0.00           H  
HETATM   34  H4  UNL     1      -2.325  -3.505   0.452  1.00  0.00           H  
HETATM   35  H5  UNL     1      -4.638  -4.377   0.869  1.00  0.00           H  
HETATM   36  H6  UNL     1      -6.048  -0.397   1.015  1.00  0.00           H  
HETATM   37  H7  UNL     1      -3.764   0.445   0.603  1.00  0.00           H  
HETATM   38  H8  UNL     1       2.368   1.454  -0.331  1.00  0.00           H  
HETATM   39  H9  UNL     1       1.749  -1.985  -1.184  1.00  0.00           H  
HETATM   40  H10 UNL     1       2.922  -2.179  -3.101  1.00  0.00           H  
HETATM   41  H11 UNL     1       3.647  -0.558  -3.072  1.00  0.00           H  
HETATM   42  H12 UNL     1       6.150  -1.902   0.462  1.00  0.00           H  
HETATM   43  H13 UNL     1       3.994  -0.272  -0.005  1.00  0.00           H  
HETATM   44  H14 UNL     1       1.231  -1.078   0.944  1.00  0.00           H  
HETATM   45  H15 UNL     1       3.296   0.161   2.184  1.00  0.00           H  
CONECT    1    2   31   32
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   33
CONECT    5    6
CONECT    6    7    7   18
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   18
CONECT   10   11
CONECT   11   12   12   17
CONECT   12   13   34
CONECT   13   14   14   35
CONECT   14   15   16
CONECT   16   17   17   36
CONECT   17   37
CONECT   18   19
CONECT   19   20   29   38
CONECT   20   21
CONECT   21   22   28   39
CONECT   22   23   40   41
CONECT   23   24
CONECT   24   25   25   26   27
CONECT   26   42
CONECT   27   28
CONECT   28   29   43
CONECT   29   30   44
CONECT   30   45
END

HMDB0257324
     RDKit          3D
8-(4-Chlorophenylthio)-cAMP
 45 49  0  0  0  0  0  0  0  0999 V2000
   -3.1307    4.4530    0.3977 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7629    4.1890    0.1697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8976    5.2085   -0.0034 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076    4.9871   -0.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8807    3.7300   -0.2722 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0741    2.6440   -0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2572    2.9053    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8462    1.7257    0.2438 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9227    0.7612    0.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2031   -0.9594    0.1986 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8651   -1.4571    0.4952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1521   -2.8263    0.5774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4208   -3.3059    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4727   -2.4315    0.9652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0866   -3.0434    1.2564 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.2274   -1.0771    0.8906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9360   -0.6063    0.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2987    1.3164   -0.1138 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5614    0.6917   -0.3151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6639   -0.0040   -1.5190 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4469   -1.1064   -1.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4014   -1.4289   -2.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5907   -1.9825   -1.9925 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4792   -2.9026   -0.6037 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.1564   -4.3429   -0.8509 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0101   -2.8546    0.1596 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3907   -2.2036    0.5140 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1256   -0.9450    0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9512   -0.2815    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3598    0.3873    1.9030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4095    5.3483    0.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8360    3.7494    0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0447    5.8549   -0.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3254   -3.5054    0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6378   -4.3767    0.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0477   -0.3966    1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7640    0.4445    0.6033 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3685    1.4544   -0.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7491   -1.9846   -1.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9223   -2.1793   -3.1012 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6474   -0.5583   -3.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1500   -1.9021    0.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9940   -0.2724   -0.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310   -1.0778    0.9444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2963    0.1613    2.1843 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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
  7  2  1  0
 17 11  1  0
 29 19  1  0
 18  6  1  0
 28 21  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
 12 34  1  0
 13 35  1  0
 16 36  1  0
 17 37  1  0
 19 38  1  0
 21 39  1  0
 22 40  1  0
 22 41  1  0
 26 42  1  0
 28 43  1  0
 29 44  1  0
 30 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-{6-amino-8-[(4-chlorophenyl)sulphanyl]-9H-purin-9-yl}-2,7-dihydroxy-hexahydro-2-furo[3,2-D][1,3,2]dioxaphosphinin-2-one	HMDB

Chemical Formula

C₁₆H₁₅ClN₅O₆PS

Average Molecular Weight

471.81

Monoisotopic Molecular Weight

471.0169191

IUPAC Name

6-{6-amino-8-[(4-chlorophenyl)sulfanyl]-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-[(4-chlorophenyl)sulfanyl]purin-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(SC1=CC=C(Cl)C=C1)N2C1OC2COP(O)(=O)OC2C1O

InChI Identifier

InChI=1S/C16H15ClN5O6PS/c17-7-1-3-8(4-2-7)30-16-21-10-13(18)19-6-20-14(10)22(16)15-11(23)12-9(27-15)5-26-29(24,25)28-12/h1-4,6,9,11-12,15,23H,5H2,(H,24,25)(H2,18,19,20)

InChI Key

AAZMHPMNAVEBRE-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
Diarylthioether
6-aminopurine
Monosaccharide phosphate
Imidazopyrimidine
Purine
Aryl thioether
Thiophenol ether
Aminopyrimidine
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Imidolactam
Benzenoid
Pyrimidine
Tetrahydrofuran
Azole
Heteroaromatic compound
Imidazole
Secondary alcohol
Sulfenyl compound
Thioether
Oxacycle
Organoheterocyclic compound
Azacycle
Organooxygen compound
Amine
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Organosulfur compound
Organic nitrogen compound
Primary amine
Organic oxygen compound
Organohalogen compound
Organochloride
Organonitrogen compound
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)

Source

Exogenous

Exogenous (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	0.13	ALOGPS
logP	0.32	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	1.83	ChemAxon
pKa (Strongest Basic)	3.62	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	154.84 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	107.25 m³·mol⁻¹	ChemAxon
Polarizability	42.34 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	179.098	30932474
DeepCCS	[M-H]-	176.74	30932474
DeepCCS	[M-2H]-	209.684	30932474
DeepCCS	[M+Na]+	185.192	30932474
AllCCS	[M+H]+	199.3	32859911
AllCCS	[M+H-H2O]+	197.2	32859911
AllCCS	[M+NH4]+	201.2	32859911
AllCCS	[M+Na]+	201.7	32859911
AllCCS	[M-H]-	189.6	32859911
AllCCS	[M+Na-2H]-	189.4	32859911
AllCCS	[M+HCOO]-	189.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-(4-Chlorophenylthio)-cAMP	NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(O)(=O)OC2C1O	4797.4	Standard polar	33892256
8-(4-Chlorophenylthio)-cAMP	NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(O)(=O)OC2C1O	3735.7	Standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP	NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(O)(=O)OC2C1O	4181.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8-(4-Chlorophenylthio)-cAMP,2TMS,isomer #1	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OCC2OC1N1C(SC2=CC=C(Cl)C=C2)=NC2=C(N)N=CN=C21	3993.0	Semi standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TMS,isomer #1	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OCC2OC1N1C(SC2=CC=C(Cl)C=C2)=NC2=C(N)N=CN=C21	3513.9	Standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TMS,isomer #1	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OCC2OC1N1C(SC2=CC=C(Cl)C=C2)=NC2=C(N)N=CN=C21	5577.1	Standard polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TMS,isomer #2	C[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C	4059.6	Semi standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TMS,isomer #2	C[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C	3544.0	Standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TMS,isomer #2	C[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C	5755.1	Standard polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TMS,isomer #3	C[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O	4055.5	Semi standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TMS,isomer #3	C[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O	3607.5	Standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TMS,isomer #3	C[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O	5525.3	Standard polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TMS,isomer #4	C[Si](C)(C)N(C1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O)OC2C1O)[Si](C)(C)C	4026.6	Semi standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TMS,isomer #4	C[Si](C)(C)N(C1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O)OC2C1O)[Si](C)(C)C	3671.2	Standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TMS,isomer #4	C[Si](C)(C)N(C1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O)OC2C1O)[Si](C)(C)C	5819.1	Standard polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TMS,isomer #1	C[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O[Si](C)(C)C	4001.3	Semi standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TMS,isomer #1	C[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O[Si](C)(C)C	3508.4	Standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TMS,isomer #1	C[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O[Si](C)(C)C	5125.9	Standard polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TMS,isomer #2	C[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(SC2=CC=C(Cl)C=C2)=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	3968.9	Semi standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TMS,isomer #2	C[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(SC2=CC=C(Cl)C=C2)=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	3586.0	Standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TMS,isomer #2	C[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(SC2=CC=C(Cl)C=C2)=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	5303.7	Standard polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TMS,isomer #3	C[Si](C)(C)OP1(=O)OCC2OC(N3C(SC4=CC=C(Cl)C=C4)=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)C(O)C2O1	3968.8	Semi standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TMS,isomer #3	C[Si](C)(C)OP1(=O)OCC2OC(N3C(SC4=CC=C(Cl)C=C4)=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)C(O)C2O1	3620.6	Standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TMS,isomer #3	C[Si](C)(C)OP1(=O)OCC2OC(N3C(SC4=CC=C(Cl)C=C4)=NC4=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C43)C(O)C2O1	5097.7	Standard polar	33892256
8-(4-Chlorophenylthio)-cAMP,4TMS,isomer #1	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OCC2OC1N1C(SC2=CC=C(Cl)C=C2)=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	3933.7	Semi standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,4TMS,isomer #1	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OCC2OC1N1C(SC2=CC=C(Cl)C=C2)=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	3497.6	Standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,4TMS,isomer #1	C[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C)OCC2OC1N1C(SC2=CC=C(Cl)C=C2)=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21	4711.8	Standard polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C(C)(C)C)OCC2OC1N1C(SC2=CC=C(Cl)C=C2)=NC2=C(N)N=CN=C21	4376.1	Semi standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C(C)(C)C)OCC2OC1N1C(SC2=CC=C(Cl)C=C2)=NC2=C(N)N=CN=C21	3851.7	Standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O[Si](C)(C)C(C)(C)C)OCC2OC1N1C(SC2=CC=C(Cl)C=C2)=NC2=C(N)N=CN=C21	5688.2	Standard polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C(C)(C)C	4412.4	Semi standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C(C)(C)C	3949.9	Standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C(C)(C)C	5760.2	Standard polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O	4345.0	Semi standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O	3953.5	Standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O	5620.0	Standard polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O)OC2C1O)[Si](C)(C)C(C)(C)C	4371.5	Semi standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O)OC2C1O)[Si](C)(C)C(C)(C)C	4043.1	Standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O)OC2C1O)[Si](C)(C)C(C)(C)C	5713.5	Standard polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O[Si](C)(C)C(C)(C)C	4434.1	Semi standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O[Si](C)(C)C(C)(C)C	4009.8	Standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=C(SC1=CC=C(Cl)C=C1)N2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O[Si](C)(C)C(C)(C)C	5292.1	Standard polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(SC2=CC=C(Cl)C=C2)=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	4469.8	Semi standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(SC2=CC=C(Cl)C=C2)=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	4125.8	Standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1C2OP(=O)(O)OCC2OC1N1C(SC2=CC=C(Cl)C=C2)=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21	5297.2	Standard polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP1(=O)OCC2OC(N3C(SC4=CC=C(Cl)C=C4)=NC4=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C43)C(O)C2O1	4420.9	Semi standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP1(=O)OCC2OC(N3C(SC4=CC=C(Cl)C=C4)=NC4=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C43)C(O)C2O1	4122.4	Standard non polar	33892256
8-(4-Chlorophenylthio)-cAMP,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP1(=O)OCC2OC(N3C(SC4=CC=C(Cl)C=C4)=NC4=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C43)C(O)C2O1	5176.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 8-(4-Chlorophenylthio)-cAMP GC-MS (Non-derivatized) - 70eV, Positive	splash10-0frl-3901100000-67155045360194c742b9	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-(4-Chlorophenylthio)-cAMP GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-(4-Chlorophenylthio)-cAMP GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-(4-Chlorophenylthio)-cAMP GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-(4-Chlorophenylthio)-cAMP GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-(4-Chlorophenylthio)-cAMP GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-(4-Chlorophenylthio)-cAMP GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-(4-Chlorophenylthio)-cAMP GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	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

1832

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1904

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-(4-Chlorophenylthio)-cAMP (HMDB0257324)

MOL for HMDB0257324 (8-(4-Chlorophenylthio)-cAMP)

3D MOL for HMDB0257324 (8-(4-Chlorophenylthio)-cAMP)

3D SDF for HMDB0257324 (8-(4-Chlorophenylthio)-cAMP)

3D-SDF for HMDB0257324 (8-(4-Chlorophenylthio)-cAMP)

PDB for HMDB0257324 (8-(4-Chlorophenylthio)-cAMP)

3D PDB for HMDB0257324 (8-(4-Chlorophenylthio)-cAMP)

SMILES for HMDB0257324 (8-(4-Chlorophenylthio)-cAMP)

INCHI for HMDB0257324 (8-(4-Chlorophenylthio)-cAMP)

Structure for HMDB0257324 (8-(4-Chlorophenylthio)-cAMP)

3D Structure for HMDB0257324 (8-(4-Chlorophenylthio)-cAMP)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra