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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:54:23 UTC

Update Date

2021-09-26 23:09:59 UTC

HMDB ID

HMDB0255301

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N6-Monobutyryl-cAMP

Description

N6-Monobutyryl-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 N6-Monobutyryl-cAMP. This compound has been identified in human blood as reported by (PMID: 31557052 ). N6-monobutyryl-camp is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N6-Monobutyryl-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


  Mrv1652309112116542D          

 27 30  0  0  0  0            999 V2000
   -6.9161    0.6058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1315    0.8608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5184    0.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7338    0.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5623    1.3707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1207    0.0117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3361    0.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1645    1.0736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3799    1.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7668    0.7765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9384   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7230   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7230   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9384   -1.3654    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
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   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
   -0.1435   -0.0305    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.8825   -0.9672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3522   -1.8857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 18 25  1  0  0  0  0
 23 26  1  0  0  0  0
 17 27  1  0  0  0  0
M  END

HMDB0255301
     RDKit          3D
N6-Monobutyryl-cAMP
 45 48  0  0  0  0  0  0  0  0999 V2000
    6.6883   -1.7456    1.8269 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5269   -0.5388    0.9551 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0466   -0.3113    0.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9496    0.8850   -0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9899    1.5378   -0.5904 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6964    1.3370   -0.6926 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5105    0.6555   -0.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4765   -0.4313    0.4373 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3273   -1.0420    0.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1665   -0.5544    0.2804 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1328    0.5386   -0.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3161    1.1606   -0.8200 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9686    2.2013   -1.5983 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3785    2.2269   -1.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8919    1.1929   -1.0767 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2693    0.8566   -0.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5013   -0.5269   -1.1628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8868   -0.5644   -0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4446   -1.9446   -0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3791   -2.2007    0.0827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2167   -0.8296    0.5459 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.8566   -1.1013    1.8985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3600   -0.3361   -0.5789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1531    0.4876    0.7970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8813    0.0160    0.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8540    1.1124    0.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5055    2.3261    0.3830 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7204   -2.0361    2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3645   -1.4646    2.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1395   -2.5904    1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8918    0.3727    1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0218   -0.7358   -0.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5146   -0.1225    1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6567   -1.2055    0.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6273    2.1817   -1.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3482   -1.9379    1.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8661    2.9877   -2.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9046    1.3534   -1.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3588    0.1446   -1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6421   -2.6983   -0.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0331   -2.0235   -1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2523   -0.3845   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5431   -0.7693    1.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0862    1.0232    1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8159    2.4855   -0.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 12  7  1  0
 26 16  1  0
 15 11  1  0
 25 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  6 35  1  0
  9 36  1  0
 14 37  1  0
 16 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 23 42  1  0
 25 43  1  0
 26 44  1  0
 27 45  1  0
M  END


  Mrv1652309112116542D          

 27 30  0  0  0  0            999 V2000
   -6.9161    0.6058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1315    0.8608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5184    0.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7338    0.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5623    1.3707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1207    0.0117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3361    0.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1645    1.0736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3799    1.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7668    0.7765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9384   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7230   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7230   -1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9384   -1.3654    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
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   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
   -0.1435   -0.0305    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.8825   -0.9672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3522   -1.8857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 18 25  1  0  0  0  0
 23 26  1  0  0  0  0
 17 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255301

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(=O)NC1=NC=NC2=C1N=CN2C1OC2COP(O)(=O)OC2C1O

> <INCHI_IDENTIFIER>
InChI=1S/C14H18N5O7P/c1-2-3-8(20)18-12-9-13(16-5-15-12)19(6-17-9)14-10(21)11-7(25-14)4-24-27(22,23)26-11/h5-7,10-11,14,21H,2-4H2,1H3,(H,22,23)(H,15,16,18,20)

> <INCHI_KEY>
NVGDLMUKSMHEQT-UHFFFAOYSA-N

> <FORMULA>
C14H18N5O7P

> <MOLECULAR_WEIGHT>
399.3

> <EXACT_MASS>
399.094384938

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
36.493118613765226

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(9-{2,7-dihydroxy-2-oxo-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl}-9H-purin-6-yl)butanamide

> <ALOGPS_LOGP>
-1.17

> <JCHEM_LOGP>
-0.582991883599127

> <ALOGPS_LOGS>
-2.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.2424924725047

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9565734073856347

> <JCHEM_PKA_STRONGEST_BASIC>
1.2274759975225873

> <JCHEM_POLAR_SURFACE_AREA>
157.92

> <JCHEM_REFRACTIVITY>
89.68

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.46e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(9-{2,7-dihydroxy-2-oxo-tetrahydro-4H-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl}purin-6-yl)butanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255301
     RDKit          3D
N6-Monobutyryl-cAMP
 45 48  0  0  0  0  0  0  0  0999 V2000
    6.6883   -1.7456    1.8269 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5269   -0.5388    0.9551 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0466   -0.3113    0.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9496    0.8850   -0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9899    1.5378   -0.5904 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6964    1.3370   -0.6926 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5105    0.6555   -0.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4765   -0.4313    0.4373 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3273   -1.0420    0.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1665   -0.5544    0.2804 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1328    0.5386   -0.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3161    1.1606   -0.8200 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9686    2.2013   -1.5983 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3785    2.2269   -1.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8919    1.1929   -1.0767 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2693    0.8566   -0.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5013   -0.5269   -1.1628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8868   -0.5644   -0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4446   -1.9446   -0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3791   -2.2007    0.0827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2167   -0.8296    0.5459 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.8566   -1.1013    1.8985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3600   -0.3361   -0.5789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1531    0.4876    0.7970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8813    0.0160    0.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8540    1.1124    0.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5055    2.3261    0.3830 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7204   -2.0361    2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3645   -1.4646    2.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1395   -2.5904    1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8918    0.3727    1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0218   -0.7358   -0.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5146   -0.1225    1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6567   -1.2055    0.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6273    2.1817   -1.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3482   -1.9379    1.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8661    2.9877   -2.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9046    1.3534   -1.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3588    0.1446   -1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6421   -2.6983   -0.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0331   -2.0235   -1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2523   -0.3845   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5431   -0.7693    1.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0862    1.0232    1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8159    2.4855   -0.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 12  7  1  0
 26 16  1  0
 15 11  1  0
 25 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  6 35  1  0
  9 36  1  0
 14 37  1  0
 16 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 23 42  1  0
 25 43  1  0
 26 44  1  0
 27 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     -12.910   1.131   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.445   1.607   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.301   0.576   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.836   1.052   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -8.516   2.559   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      -7.692   0.022   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -6.227   0.498   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -5.907   2.004   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -4.443   2.480   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -3.298   1.449   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -3.618  -0.057   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.083  -0.533   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -5.083  -2.073   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -3.618  -2.549   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -2.713  -1.303   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  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.268  -0.057   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.864  -0.533   0.000  0.00  0.00           O+0
HETATM   23  P   UNK     0       3.864  -2.073   0.000  0.00  0.00           P+0
HETATM   24  O   UNK     0       5.381  -1.805   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.530  -2.843   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.391  -3.520   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.744  -4.013   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11    7   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   11   16                                                  
CONECT   16   15   17   20                                                  
CONECT   17   16   18   27                                                  
CONECT   18   17   19   25                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   16                                                       
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23   18                                                       
CONECT   26   23                                                            
CONECT   27   17                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0255301
HETATM    1  C1  UNL     1       6.688  -1.746   1.827  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.527  -0.539   0.955  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.047  -0.311   0.618  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.950   0.885  -0.239  1.00  0.00           C  
HETATM    5  O1  UNL     1       5.990   1.538  -0.590  1.00  0.00           O  
HETATM    6  N1  UNL     1       3.696   1.337  -0.693  1.00  0.00           N  
HETATM    7  C5  UNL     1       2.511   0.655  -0.334  1.00  0.00           C  
HETATM    8  N2  UNL     1       2.477  -0.431   0.437  1.00  0.00           N  
HETATM    9  C6  UNL     1       1.327  -1.042   0.751  1.00  0.00           C  
HETATM   10  N3  UNL     1       0.166  -0.554   0.280  1.00  0.00           N  
HETATM   11  C7  UNL     1       0.133   0.539  -0.502  1.00  0.00           C  
HETATM   12  C8  UNL     1       1.316   1.161  -0.820  1.00  0.00           C  
HETATM   13  N4  UNL     1       0.969   2.201  -1.598  1.00  0.00           N  
HETATM   14  C9  UNL     1      -0.378   2.227  -1.759  1.00  0.00           C  
HETATM   15  N5  UNL     1      -0.892   1.193  -1.077  1.00  0.00           N  
HETATM   16  C10 UNL     1      -2.269   0.857  -0.983  1.00  0.00           C  
HETATM   17  O2  UNL     1      -2.501  -0.527  -1.163  1.00  0.00           O  
HETATM   18  C11 UNL     1      -3.887  -0.564  -0.881  1.00  0.00           C  
HETATM   19  C12 UNL     1      -4.445  -1.945  -0.935  1.00  0.00           C  
HETATM   20  O3  UNL     1      -5.379  -2.201   0.083  1.00  0.00           O  
HETATM   21  P1  UNL     1      -6.217  -0.830   0.546  1.00  0.00           P  
HETATM   22  O4  UNL     1      -6.857  -1.101   1.899  1.00  0.00           O  
HETATM   23  O5  UNL     1      -7.360  -0.336  -0.579  1.00  0.00           O  
HETATM   24  O6  UNL     1      -5.153   0.488   0.797  1.00  0.00           O  
HETATM   25  C13 UNL     1      -3.881   0.016   0.532  1.00  0.00           C  
HETATM   26  C14 UNL     1      -2.854   1.112   0.393  1.00  0.00           C  
HETATM   27  O7  UNL     1      -3.506   2.326   0.383  1.00  0.00           O  
HETATM   28  H1  UNL     1       5.720  -2.036   2.319  1.00  0.00           H  
HETATM   29  H2  UNL     1       7.364  -1.465   2.674  1.00  0.00           H  
HETATM   30  H3  UNL     1       7.140  -2.590   1.294  1.00  0.00           H  
HETATM   31  H4  UNL     1       6.892   0.373   1.454  1.00  0.00           H  
HETATM   32  H5  UNL     1       7.022  -0.736  -0.011  1.00  0.00           H  
HETATM   33  H6  UNL     1       4.515  -0.122   1.567  1.00  0.00           H  
HETATM   34  H7  UNL     1       4.657  -1.206   0.076  1.00  0.00           H  
HETATM   35  H8  UNL     1       3.627   2.182  -1.298  1.00  0.00           H  
HETATM   36  H9  UNL     1       1.348  -1.938   1.392  1.00  0.00           H  
HETATM   37  H10 UNL     1      -0.866   2.988  -2.353  1.00  0.00           H  
HETATM   38  H11 UNL     1      -2.905   1.353  -1.744  1.00  0.00           H  
HETATM   39  H12 UNL     1      -4.359   0.145  -1.581  1.00  0.00           H  
HETATM   40  H13 UNL     1      -3.642  -2.698  -0.963  1.00  0.00           H  
HETATM   41  H14 UNL     1      -5.033  -2.024  -1.896  1.00  0.00           H  
HETATM   42  H15 UNL     1      -8.252  -0.385  -0.141  1.00  0.00           H  
HETATM   43  H16 UNL     1      -3.543  -0.769   1.237  1.00  0.00           H  
HETATM   44  H17 UNL     1      -2.086   1.023   1.188  1.00  0.00           H  
HETATM   45  H18 UNL     1      -3.816   2.486  -0.560  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4   33   34
CONECT    4    5    5    6
CONECT    6    7   35
CONECT    7    8    8   12
CONECT    8    9
CONECT    9   10   10   36
CONECT   10   11
CONECT   11   12   12   15
CONECT   12   13
CONECT   13   14   14
CONECT   14   15   37
CONECT   15   16
CONECT   16   17   26   38
CONECT   17   18
CONECT   18   19   25   39
CONECT   19   20   40   41
CONECT   20   21
CONECT   21   22   22   23   24
CONECT   23   42
CONECT   24   25
CONECT   25   26   43
CONECT   26   27   44
CONECT   27   45
END

HMDB0255301
     RDKit          3D
N6-Monobutyryl-cAMP
 45 48  0  0  0  0  0  0  0  0999 V2000
    6.6883   -1.7456    1.8269 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5269   -0.5388    0.9551 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0466   -0.3113    0.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9496    0.8850   -0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9899    1.5378   -0.5904 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6964    1.3370   -0.6926 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5105    0.6555   -0.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4765   -0.4313    0.4373 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3273   -1.0420    0.7508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1665   -0.5544    0.2804 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1328    0.5386   -0.5020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3161    1.1606   -0.8200 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9686    2.2013   -1.5983 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3785    2.2269   -1.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8919    1.1929   -1.0767 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2693    0.8566   -0.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5013   -0.5269   -1.1628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8868   -0.5644   -0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4446   -1.9446   -0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3791   -2.2007    0.0827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2167   -0.8296    0.5459 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.8566   -1.1013    1.8985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3600   -0.3361   -0.5789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1531    0.4876    0.7970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8813    0.0160    0.5316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8540    1.1124    0.3926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5055    2.3261    0.3830 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7204   -2.0361    2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3645   -1.4646    2.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1395   -2.5904    1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8918    0.3727    1.4541 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0218   -0.7358   -0.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5146   -0.1225    1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6567   -1.2055    0.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6273    2.1817   -1.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3482   -1.9379    1.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8661    2.9877   -2.3528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9046    1.3534   -1.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3588    0.1446   -1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6421   -2.6983   -0.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0331   -2.0235   -1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2523   -0.3845   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5431   -0.7693    1.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0862    1.0232    1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8159    2.4855   -0.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 12  7  1  0
 26 16  1  0
 15 11  1  0
 25 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  6 35  1  0
  9 36  1  0
 14 37  1  0
 16 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 23 42  1  0
 25 43  1  0
 26 44  1  0
 27 45  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₁₈N₅O₇P

Average Molecular Weight

399.3

Monoisotopic Molecular Weight

399.094384938

IUPAC Name

N-(9-{2,7-dihydroxy-2-oxo-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl}-9H-purin-6-yl)butanamide

Traditional Name

N-(9-{2,7-dihydroxy-2-oxo-tetrahydro-4H-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl}purin-6-yl)butanamide

CAS Registry Number

Not Available

SMILES

CCCC(=O)NC1=NC=NC2=C1N=CN2C1OC2COP(O)(=O)OC2C1O

InChI Identifier

InChI=1S/C14H18N5O7P/c1-2-3-8(20)18-12-9-13(16-5-15-12)19(6-17-9)14-10(21)11-7(25-14)4-24-27(22,23)26-11/h5-7,10-11,14,21H,2-4H2,1H3,(H,22,23)(H,15,16,18,20)

InChI Key

NVGDLMUKSMHEQT-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
Monosaccharide phosphate
Imidazopyrimidine
Purine
N-arylamide
Fatty amide
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Pyrimidine
Imidolactam
Fatty acyl
Imidazole
Azole
Oxolane
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
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	-1.2	ALOGPS
logP	-0.58	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	1.96	ChemAxon
pKa (Strongest Basic)	1.23	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	157.92 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	89.68 m³·mol⁻¹	ChemAxon
Polarizability	36.49 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]+	170.6	30932474
DeepCCS	[M-H]-	166.772	30932474
DeepCCS	[M-2H]-	202.999	30932474
DeepCCS	[M+Na]+	179.237	30932474
AllCCS	[M+H]+	189.2	32859911
AllCCS	[M+H-H2O]+	186.7	32859911
AllCCS	[M+NH4]+	191.5	32859911
AllCCS	[M+Na]+	192.1	32859911
AllCCS	[M-H]-	183.4	32859911
AllCCS	[M+Na-2H]-	183.2	32859911
AllCCS	[M+HCOO]-	183.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	9.523 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.8 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1548.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	191.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	89.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	144.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	65.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	318.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	315.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	358.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	624.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	273.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	820.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	198.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	156.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	363.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	252.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	240.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N6-Monobutyryl-cAMP	CCCC(=O)NC1=NC=NC2=C1N=CN2C1OC2COP(O)(=O)OC2C1O	3960.3	Standard polar	33892256
N6-Monobutyryl-cAMP	CCCC(=O)NC1=NC=NC2=C1N=CN2C1OC2COP(O)(=O)OC2C1O	3178.8	Standard non polar	33892256
N6-Monobutyryl-cAMP	CCCC(=O)NC1=NC=NC2=C1N=CN2C1OC2COP(O)(=O)OC2C1O	3532.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N6-Monobutyryl-cAMP,2TMS,isomer #1	CCCC(=O)NC1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O[Si](C)(C)C	3327.0	Semi standard non polar	33892256
N6-Monobutyryl-cAMP,2TMS,isomer #1	CCCC(=O)NC1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O[Si](C)(C)C	3205.5	Standard non polar	33892256
N6-Monobutyryl-cAMP,2TMS,isomer #1	CCCC(=O)NC1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O[Si](C)(C)C	4672.6	Standard polar	33892256
N6-Monobutyryl-cAMP,2TMS,isomer #2	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C)[Si](C)(C)C	3273.4	Semi standard non polar	33892256
N6-Monobutyryl-cAMP,2TMS,isomer #2	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C)[Si](C)(C)C	3212.1	Standard non polar	33892256
N6-Monobutyryl-cAMP,2TMS,isomer #2	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C)[Si](C)(C)C	4833.5	Standard polar	33892256
N6-Monobutyryl-cAMP,2TMS,isomer #3	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O)[Si](C)(C)C	3262.1	Semi standard non polar	33892256
N6-Monobutyryl-cAMP,2TMS,isomer #3	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O)[Si](C)(C)C	3265.6	Standard non polar	33892256
N6-Monobutyryl-cAMP,2TMS,isomer #3	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O)[Si](C)(C)C	4621.0	Standard polar	33892256
N6-Monobutyryl-cAMP,3TMS,isomer #1	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O[Si](C)(C)C)[Si](C)(C)C	3232.8	Semi standard non polar	33892256
N6-Monobutyryl-cAMP,3TMS,isomer #1	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O[Si](C)(C)C)[Si](C)(C)C	3237.8	Standard non polar	33892256
N6-Monobutyryl-cAMP,3TMS,isomer #1	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C)OC2C1O[Si](C)(C)C)[Si](C)(C)C	4217.2	Standard polar	33892256
N6-Monobutyryl-cAMP,2TBDMS,isomer #1	CCCC(=O)NC1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O[Si](C)(C)C(C)(C)C	3708.4	Semi standard non polar	33892256
N6-Monobutyryl-cAMP,2TBDMS,isomer #1	CCCC(=O)NC1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O[Si](C)(C)C(C)(C)C	3584.4	Standard non polar	33892256
N6-Monobutyryl-cAMP,2TBDMS,isomer #1	CCCC(=O)NC1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O[Si](C)(C)C(C)(C)C	4888.6	Standard polar	33892256
N6-Monobutyryl-cAMP,2TBDMS,isomer #2	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3628.1	Semi standard non polar	33892256
N6-Monobutyryl-cAMP,2TBDMS,isomer #2	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3616.6	Standard non polar	33892256
N6-Monobutyryl-cAMP,2TBDMS,isomer #2	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O)OC2C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4879.2	Standard polar	33892256
N6-Monobutyryl-cAMP,2TBDMS,isomer #3	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O)[Si](C)(C)C(C)(C)C	3580.6	Semi standard non polar	33892256
N6-Monobutyryl-cAMP,2TBDMS,isomer #3	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O)[Si](C)(C)C(C)(C)C	3626.3	Standard non polar	33892256
N6-Monobutyryl-cAMP,2TBDMS,isomer #3	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O)[Si](C)(C)C(C)(C)C	4747.5	Standard polar	33892256
N6-Monobutyryl-cAMP,3TBDMS,isomer #1	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3710.9	Semi standard non polar	33892256
N6-Monobutyryl-cAMP,3TBDMS,isomer #1	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3773.5	Standard non polar	33892256
N6-Monobutyryl-cAMP,3TBDMS,isomer #1	CCCC(=O)N(C1=NC=NC2=C1N=CN2C1OC2COP(=O)(O[Si](C)(C)C(C)(C)C)OC2C1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4423.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N6-Monobutyryl-cAMP GC-MS (Non-derivatized) - 70eV, Positive	splash10-0frj-3923000000-9e3132fe608a31e06341	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N6-Monobutyryl-cAMP GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N6-Monobutyryl-cAMP GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N6-Monobutyryl-cAMP GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N6-Monobutyryl-cAMP GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N6-Monobutyryl-cAMP GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N6-Monobutyryl-cAMP GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N6-Monobutyryl-cAMP GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	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

4335982

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5163192

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 N6-Monobutyryl-cAMP (HMDB0255301)

MOL for HMDB0255301 (N6-Monobutyryl-cAMP)

3D MOL for HMDB0255301 (N6-Monobutyryl-cAMP)

3D SDF for HMDB0255301 (N6-Monobutyryl-cAMP)

3D-SDF for HMDB0255301 (N6-Monobutyryl-cAMP)

PDB for HMDB0255301 (N6-Monobutyryl-cAMP)

3D PDB for HMDB0255301 (N6-Monobutyryl-cAMP)

SMILES for HMDB0255301 (N6-Monobutyryl-cAMP)

INCHI for HMDB0255301 (N6-Monobutyryl-cAMP)

Structure for HMDB0255301 (N6-Monobutyryl-cAMP)

3D Structure for HMDB0255301 (N6-Monobutyryl-cAMP)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

NMR Spectra