MiMeDB: Showing metabocard for Cyclic AMP (MMDBc0000329)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:28:50 UTC

Update Date

2022-08-31 03:27:23 UTC

Metabolite ID

MMDBc0000329

Metabolite Identification

Common Name

Cyclic AMP

Description

Cyclic AMP (cAMP) or cyclic adenosine monophosphate is an adenine nucleotide containing one phosphate group which is esterified to both the 3'- and 5'-positions of the sugar moiety. cAMP is found in all organisms ranging from bacteria to plants to animals. In humans and other mammals it is a second messenger and a key intracellular regulator, functioning as a mediator of activity for a number of hormones, including epinephrine, glucagon and ACTH. cAMP is synthesized from ATP by adenylate cyclase. Adenylate cyclase is located at the inner side of cell membranes. Adenylate cyclase is activated by the hormones glucagon and adrenaline and by G protein. Liver adenylate cyclase responds more strongly to glucagon, and muscle adenylate cyclase responds more strongly to adrenaline. cAMP decomposition into AMP is catalyzed by the enzyme phosphodiesterase. cAMP is primarily used for intracellular signal transduction, such as transferring into cells the effects of hormones like glucagon and adrenaline, which cannot pass through the plasma membrane. cAMP is also involved in the activation of protein kinases. In addition, cAMP binds to and regulates the function of ion channels such as the HCN channels. Hyperpolarization-activated cyclic nucleotide-gated (HCN) channels are integral membrane proteins that serve as nonselective voltage-gated cation channels in the plasma membranes of heart and brain cells. HCN channels are sometimes referred to as pacemaker channels because they help to generate rhythmic activity within groups of heart and brain cells.

Structure

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

HMDB0000058
     RDKit          3D
Cyclic AMP
 34 37  0  0  0  0  0  0  0  0999 V2000
   -5.5227   -0.6321   -0.3239 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5383    0.3834   -0.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7955    1.6749   -0.0521 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8168    2.5829    0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5196    2.2089   -0.1413 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1796    0.9279   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2131    0.0044   -0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6037   -1.1931   -0.6137 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2797   -1.0026   -0.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9970    0.3020   -0.5194 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3300    0.8986   -0.5315 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1164    0.2048   -1.4167 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1170   -0.4331   -0.7427 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5350   -1.7481   -1.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6323   -2.2229   -0.6589 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1354   -1.2660    0.6107 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.9025   -2.1625    1.5862 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2039   -0.0987    0.0270 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8510   -0.5810    1.4695 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6917   -0.5439    0.6966 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9526    0.7730    0.8430 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8997    1.7497    1.0902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0411   -0.9024   -1.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7528   -1.1545    0.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0840    3.6244    0.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5720   -1.8034   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2778    1.9886   -0.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0253    0.2270   -0.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7467   -2.5166   -1.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8198   -1.5648   -2.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4402    0.5759    0.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0387   -1.4201    0.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1856    0.7287    1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0145    2.3907    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
  7  2  1  0
 21 11  1  0
 10  6  1  0
 20 13  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  9 26  1  0
 11 27  1  6
 13 28  1  1
 14 29  1  0
 14 30  1  0
 18 31  1  0
 20 32  1  6
 21 33  1  1
 22 34  1  0
M  END


  Mrv1652303182019232D          

 24 27  0  0  0  0            999 V2000
 9996.4847 9997.8129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9794 9997.5914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2121 9999.9527    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6598 9999.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1077 9998.7225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.3627 9997.9378    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1696 9997.7664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1385 9999.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4711 9999.1659    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.7260 9998.3813    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.5510 9998.3813    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.0359 9997.7139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.670510000.2055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.845510000.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.5905 9999.4208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10003.3512 9999.5718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10002.6808 9999.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.3459 9998.1123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10002.0995 9997.7767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.7670 9998.2617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.2580 9998.9359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.9253 9999.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8059 9999.1659    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.3346 9997.1133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  1  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8  9  1  0  0  0  0
 11 12  1  6  0  0  0
  4  9  1  0  0  0  0
  9  3  1  6  0  0  0
  7 10  1  0  0  0  0
 10  2  1  1  0  0  0
 17 20  2  0  0  0  0
 19 20  1  0  0  0  0
 18 19  2  0  0  0  0
 17 16  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 21 18  1  0  0  0  0
 13 14  2  0  0  0  0
 13 22  1  0  0  0  0
 14 15  1  0  0  0  0
 15 21  1  0  0  0  0
 23 15  1  1  0  0  0
 11 23  1  0  0  0  0
  8 23  1  0  0  0  0
  6 24  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000329

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12COP(O)(=O)O[C@@]1([H])[C@@H](O)[C@@H](O2)N1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1

> <INCHI_KEY>
IVOMOUWHDPKRLL-KQYNXXCUSA-N

> <FORMULA>
C10H12N5O6P

> <MOLECULAR_WEIGHT>
329.2059

> <EXACT_MASS>
329.052519653

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
28.42295790219419

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)-2,7-dihydroxy-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-2-one

> <ALOGPS_LOGP>
-2.29

> <JCHEM_LOGP>
-3.3924794780069596

> <ALOGPS_LOGS>
-1.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.588619397066793

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8292367774944256

> <JCHEM_PKA_STRONGEST_BASIC>
3.9248049140967343

> <JCHEM_POLAR_SURFACE_AREA>
154.84

> <JCHEM_REFRACTIVITY>
70.2895

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.58e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-2,7-dihydroxy-tetrahydro-4H-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000058
     RDKit          3D
Cyclic AMP
 34 37  0  0  0  0  0  0  0  0999 V2000
   -5.5227   -0.6321   -0.3239 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5383    0.3834   -0.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7955    1.6749   -0.0521 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8168    2.5829    0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5196    2.2089   -0.1413 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1796    0.9279   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2131    0.0044   -0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6037   -1.1931   -0.6137 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2797   -1.0026   -0.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9970    0.3020   -0.5194 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3300    0.8986   -0.5315 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1164    0.2048   -1.4167 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1170   -0.4331   -0.7427 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5350   -1.7481   -1.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6323   -2.2229   -0.6589 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1354   -1.2660    0.6107 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.9025   -2.1625    1.5862 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2039   -0.0987    0.0270 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8510   -0.5810    1.4695 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6917   -0.5439    0.6966 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9526    0.7730    0.8430 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8997    1.7497    1.0902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0411   -0.9024   -1.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7528   -1.1545    0.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0840    3.6244    0.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5720   -1.8034   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2778    1.9886   -0.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0253    0.2270   -0.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7467   -2.5166   -1.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8198   -1.5648   -2.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4402    0.5759    0.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0387   -1.4201    0.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1856    0.7287    1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0145    2.3907    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
  7  2  1  0
 21 11  1  0
 10  6  1  0
 20 13  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  9 26  1  0
 11 27  1  6
 13 28  1  1
 14 29  1  0
 14 30  1  0
 18 31  1  0
 20 32  1  6
 21 33  1  1
 22 34  1  0
M  END

HEADER    PROTEIN                                 18-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-MAR-20         0                                  
HETATM    1  O   UNK     0    8660.1058662.584   0.000  0.00  0.00           O+0
HETATM    2  H   UNK     0    8664.7628662.171   0.000  0.00  0.00           H+0
HETATM    3  H   UNK     0    8663.3298666.578   0.000  0.00  0.00           H+0
HETATM    4  C   UNK     0    8662.2988665.426   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8661.2688664.282   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0    8661.7448662.817   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0    8663.2508662.497   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8665.0598666.015   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8663.8138665.110   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8664.2898663.645   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8665.8298663.645   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    8666.7348662.399   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0    8669.7858667.050   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0    8668.2458667.050   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0    8667.7698665.585   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0    8672.9228665.867   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0    8671.6718664.953   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0    8669.1798663.143   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0    8670.5868662.517   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0    8671.8328663.422   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0    8669.0158664.680   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8670.2618665.585   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8666.3048665.110   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0    8661.6918661.278   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2   10                                                            
CONECT    3    9                                                            
CONECT    4    5    9                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    1   24                                             
CONECT    7    6   10                                                       
CONECT    8    9   23                                                       
CONECT    9   10    8    4    3                                             
CONECT   10    9   11    7    2                                             
CONECT   11   10   12   23                                                  
CONECT   12   11                                                            
CONECT   13   14   22                                                       
CONECT   14   13   15                                                       
CONECT   15   14   21   23                                                  
CONECT   16   17                                                            
CONECT   17   20   16   22                                                  
CONECT   18   19   21                                                       
CONECT   19   20   18                                                       
CONECT   20   17   19                                                       
CONECT   21   22   18   15                                                  
CONECT   22   21   17   13                                                  
CONECT   23   15   11    8                                                  
CONECT   24    6                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0000058
HETATM    1  N1  UNL     1      -5.523  -0.632  -0.324  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.538   0.383  -0.252  1.00  0.00           C  
HETATM    3  N2  UNL     1      -4.795   1.675  -0.052  1.00  0.00           N  
HETATM    4  C2  UNL     1      -3.817   2.583   0.005  1.00  0.00           C  
HETATM    5  N3  UNL     1      -2.520   2.209  -0.141  1.00  0.00           N  
HETATM    6  C3  UNL     1      -2.180   0.928  -0.346  1.00  0.00           C  
HETATM    7  C4  UNL     1      -3.213   0.004  -0.401  1.00  0.00           C  
HETATM    8  N4  UNL     1      -2.604  -1.193  -0.614  1.00  0.00           N  
HETATM    9  C5  UNL     1      -1.280  -1.003  -0.682  1.00  0.00           C  
HETATM   10  N5  UNL     1      -0.997   0.302  -0.519  1.00  0.00           N  
HETATM   11  C6  UNL     1       0.330   0.899  -0.531  1.00  0.00           C  
HETATM   12  O1  UNL     1       1.116   0.205  -1.417  1.00  0.00           O  
HETATM   13  C7  UNL     1       2.117  -0.433  -0.743  1.00  0.00           C  
HETATM   14  C8  UNL     1       2.535  -1.748  -1.334  1.00  0.00           C  
HETATM   15  O2  UNL     1       3.632  -2.223  -0.659  1.00  0.00           O  
HETATM   16  P1  UNL     1       4.135  -1.266   0.611  1.00  0.00           P  
HETATM   17  O3  UNL     1       4.903  -2.163   1.586  1.00  0.00           O  
HETATM   18  O4  UNL     1       5.204  -0.099   0.027  1.00  0.00           O  
HETATM   19  O5  UNL     1       2.851  -0.581   1.470  1.00  0.00           O  
HETATM   20  C9  UNL     1       1.692  -0.544   0.697  1.00  0.00           C  
HETATM   21  C10 UNL     1       0.953   0.773   0.843  1.00  0.00           C  
HETATM   22  O6  UNL     1       1.900   1.750   1.090  1.00  0.00           O  
HETATM   23  H1  UNL     1      -6.041  -0.902  -1.187  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.753  -1.154   0.549  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.084   3.624   0.171  1.00  0.00           H  
HETATM   26  H4  UNL     1      -0.572  -1.803  -0.846  1.00  0.00           H  
HETATM   27  H5  UNL     1       0.278   1.989  -0.768  1.00  0.00           H  
HETATM   28  H6  UNL     1       3.025   0.227  -0.758  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.747  -2.517  -1.302  1.00  0.00           H  
HETATM   30  H8  UNL     1       2.820  -1.565  -2.386  1.00  0.00           H  
HETATM   31  H9  UNL     1       5.440   0.576   0.728  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.039  -1.420   0.891  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.186   0.729   1.644  1.00  0.00           H  
HETATM   34  H12 UNL     1       2.015   2.391   0.371  1.00  0.00           H  
CONECT    1    2   23   24
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   25
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   26
CONECT   10   11
CONECT   11   12   21   27
CONECT   12   13
CONECT   13   14   20   28
CONECT   14   15   29   30
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   31
CONECT   19   20
CONECT   20   21   32
CONECT   21   22   33
CONECT   22   34
END

HMDB0000058
     RDKit          3D
Cyclic AMP
 34 37  0  0  0  0  0  0  0  0999 V2000
   -5.5227   -0.6321   -0.3239 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5383    0.3834   -0.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7955    1.6749   -0.0521 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8168    2.5829    0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5196    2.2089   -0.1413 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1796    0.9279   -0.3460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2131    0.0044   -0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6037   -1.1931   -0.6137 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2797   -1.0026   -0.6825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9970    0.3020   -0.5194 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3300    0.8986   -0.5315 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1164    0.2048   -1.4167 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1170   -0.4331   -0.7427 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5350   -1.7481   -1.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6323   -2.2229   -0.6589 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1354   -1.2660    0.6107 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.9025   -2.1625    1.5862 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2039   -0.0987    0.0270 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8510   -0.5810    1.4695 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6917   -0.5439    0.6966 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9526    0.7730    0.8430 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8997    1.7497    1.0902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0411   -0.9024   -1.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7528   -1.1545    0.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0840    3.6244    0.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5720   -1.8034   -0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2778    1.9886   -0.7685 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0253    0.2270   -0.7575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7467   -2.5166   -1.3020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8198   -1.5648   -2.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4402    0.5759    0.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0387   -1.4201    0.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1856    0.7287    1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0145    2.3907    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
  7  2  1  0
 21 11  1  0
 10  6  1  0
 20 13  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  9 26  1  0
 11 27  1  6
 13 28  1  1
 14 29  1  0
 14 30  1  0
 18 31  1  0
 20 32  1  6
 21 33  1  1
 22 34  1  0
M  END

Synonyms

Value	Source
Adenosine 3',5'-cyclic monophosphate	ChEBI
Adenosine 3',5'-cyclic phosphate	ChEBI
Adenosine 3',5'-phosphate	ChEBI
ADENOSINE-3',5'-cyclic-monophosphATE	ChEBI
CAMP	ChEBI
Cyclic adenylic acid	ChEBI
Adenosine 3',5'-cyclic monophosphoric acid	Generator
Adenosine 3',5'-cyclic phosphoric acid	Generator
Adenosine 3',5'-phosphoric acid	Generator
ADENOSINE-3',5'-cyclic-monophosphoric acid	Generator
Cyclic adenylate	Generator
3'5'-Cyclic AMP	HMDB
6-(6-Amino-9H-purin-9-yl)tetrahydro-4H-furo[3,2-D][1,3,2]dioxaphosphinine-2,7-diol 2-oxide	HMDB
Acrasin	HMDB
Adenosine 3',5'-cyclophosphate	HMDB
Adenosine 3',5'-monophosphate	HMDB
Adenosine 3,5'-cyclic monophosphorate	HMDB
Adenosine 3,5'-cyclic monophosphoric acid	HMDB
Adenosine cyclic monophosphate	HMDB
Adenosine cyclic-monophosphate	HMDB
Adenosine-cyclic-phosphate	HMDB
Adenosine-cyclic-phosphoric-acid	HMDB
Cyclic 3',5'-adenylate	HMDB
Cyclic 3',5'-adenylic acid	HMDB
Cyclic 3',5'-AMP	HMDB
Cyclic adenosine 3',5'-phosphate	HMDB
3',5'-monoPhosphate, adenosine cyclic	HMDB
Cyclic AMP, disodium salt	HMDB
Cyclic AMP, monopotassium salt	HMDB
Cyclic AMP, sodium salt	HMDB
AMP, Cyclic	HMDB
Adenosine cyclic 3',5' monophosphate	HMDB
Adenosine cyclic-3',5'-monophosphate	HMDB
Cyclic AMP, (R)-isomer	HMDB
Cyclic AMP, monosodium salt	HMDB
Adenosine cyclic 3',5'-monophosphate	HMDB
monoPhosphate, adenosine cyclic	HMDB
Adenosine cyclic 3,5 monophosphate	HMDB
Cyclic 3',5'-monophosphate, adenosine	HMDB
Cyclic AMP, monoammonium salt	HMDB
Cyclic monophosphate, adenosine	HMDB
Cyclic-3',5'-monophosphate, adenosine	HMDB
Cyclic AMP	ChEBI

Molecular Formula

C₁₀H₁₂N₅O₆P

Average Mass

329.2059

Monoisotopic Mass

329.052519653

IUPAC Name

(4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)-2,7-dihydroxy-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-2-one

Traditional Name

(4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-2,7-dihydroxy-tetrahydro-4H-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-2-one

CAS Registry Number

Not Available

SMILES

[H][C@@]12COP(O)(=O)O[C@@]1([H])[C@@H](O)[C@@H](O2)N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1

InChI Key

IVOMOUWHDPKRLL-KQYNXXCUSA-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
Purine
Imidazopyrimidine
Aminopyrimidine
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Pyrimidine
Imidolactam
Imidazole
Azole
Tetrahydrofuran
Heteroaromatic compound
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Alcohol
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Primary amine
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

3',5'-cyclic purine nucleotide (CHEBI:17489 )
adenyl ribonucleotide (CHEBI:17489 )
3',5'-Cyclic nuclcleotides (C00575 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.58 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-3.4	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.83	ChemAxon
pKa (Strongest Basic)	3.92	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	1	ChemAxon
Refractivity	70.29 m³·mol⁻¹	ChemAxon
Polarizability	28.42 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-00di-9761000000-ed8f1fea0ef2e7b43ff8	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-03du-2971000000-c0200940e0e88308fbde	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-9761000000-ed8f1fea0ef2e7b43ff8	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-03du-2971000000-c0200940e0e88308fbde	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fbl-3901000000-b95501fad426dc61082f	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-03y0-3922000000-7e84eb99b8248254daa6	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-004i-0009000000-02ee7f342f5c1bada389	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-004i-0009000000-a00a2165c3d37c4e1ef2	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-004i-0109000000-7f48145f84828c2bbd5d	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-001i-0119000000-d94a34a13521ae3d4692	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-0udi-0900000000-f10e1d70e30865424af6	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-03dr-0629000000-bf4ec1094b7991c3633c	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-03dr-0629000000-9736faaf70ec79d5bd03	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-001i-0109000000-6bf3784f4b710ce04a3e	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-03dr-0629000000-3f5ea9ba1508e359ad80	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-03dr-0519000000-059e8569ee179529bf21	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive	splash10-001i-0009000000-88dad10a362b1088849e	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-004i-0509004000-bb02289fcd39ac1a203c	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0a4i-1900000000-da49323734f24bf724d6	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-001i-0900000000-a4e60131f41413b6fecf	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-004i-0009000000-98ee4e70689c06adc603	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-056r-0409005001-97fd793d1d14a84c3530	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-0a4i-0900000000-1f2045ac2ff736aa80a2	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-001i-0900000000-8bbb24702fa6ccd76268	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative	splash10-004i-0009000000-6d23df7535894180e6df	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-001i-0009000000-c527aad341e122fc9bea	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positive	splash10-001i-0209000000-1bb2d660cc00c85a808f	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-003r-2904000000-865c1b989665f73ac3f4	2012-08-31	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0904000000-f37dad1d4334840eb74e	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-8b2624b0c421f5f77e8e	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-1900000000-3052962b6de42b1e2f5d	2016-09-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)		2012-12-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)		2016-10-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, experimental)		2016-10-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
2D NMR	[¹H, ¹H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)		2012-12-04	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		2012-12-04	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Golgi apparatus

Biospecimen Locations

All Tissues
Blood
Cerebrospinal Fluid (CSF)
Feces
Placenta
Urine

Tissue Locations

All Tissues
Placenta

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191687	Histone acetyltransferase p300	Unknown	Q09472	Homo sapiens
MMDBp0191690	CREB-binding protein	Unknown	Q92793	Homo sapiens
MMDBp0191790	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	Unknown	P22413	Homo sapiens
MMDBp0192180	Hormone-sensitive lipase	Unknown	Q05469	Homo sapiens
MMDBp0192207	Retinal cone rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit gamma	Enzyme	Q13956	Homo sapiens
MMDBp0192215	Calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1A	Unknown	P54750	Homo sapiens
MMDBp0192219	High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A	Unknown	O60658	Homo sapiens
MMDBp0192220	Calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B	Enzyme	Q01064	Homo sapiens
MMDBp0192222	cGMP-inhibited 3',5'-cyclic phosphodiesterase B	Enzyme	Q13370	Homo sapiens
MMDBp0192233	High affinity cAMP-specific 3',5'-cyclic phosphodiesterase 7A	Unknown	Q13946	Homo sapiens
MMDBp0192242	cGMP-inhibited 3',5'-cyclic phosphodiesterase A	Unknown	Q14432	Homo sapiens
MMDBp0192246	cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Unknown	Q9Y233	Homo sapiens
MMDBp0192247	Calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1C	Unknown	Q14123	Homo sapiens
MMDBp0192251	cAMP-specific 3',5'-cyclic phosphodiesterase 4B	Unknown	Q07343	Homo sapiens
MMDBp0192254	cAMP-specific 3',5'-cyclic phosphodiesterase 7B	Unknown	Q9NP56	Homo sapiens
MMDBp0192258	High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	Unknown	O76083	Homo sapiens
MMDBp0192259	cGMP-dependent 3',5'-cyclic phosphodiesterase	Unknown	O00408	Homo sapiens
MMDBp0192272	High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8B	Unknown	O95263	Homo sapiens
MMDBp0192273	cAMP-specific 3',5'-cyclic phosphodiesterase 4C	Unknown	Q08493	Homo sapiens
MMDBp0192278	cAMP-specific 3',5'-cyclic phosphodiesterase 4D	Unknown	Q08499	Homo sapiens
MMDBp0192279	Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit gamma	Enzyme	P18545	Homo sapiens
MMDBp0192282	Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta	Enzyme	O43924	Homo sapiens
MMDBp0192291	cAMP-specific 3',5'-cyclic phosphodiesterase 4A	Unknown	P27815	Homo sapiens
MMDBp0192296	cGMP-specific 3',5'-cyclic phosphodiesterase	Unknown	O76074	Homo sapiens
MMDBp0192343	Adenylate cyclase type 7	Unknown	P51828	Homo sapiens
MMDBp0192344	Adenylate cyclase type 4	Unknown	Q8NFM4	Homo sapiens
MMDBp0192345	Adenylate cyclase type 6	Unknown	O43306	Homo sapiens
MMDBp0192346	Adenylate cyclase type 5	Unknown	O95622	Homo sapiens
MMDBp0192347	Adenylate cyclase type 8	Unknown	P40145	Homo sapiens
MMDBp0192348	Adenylate cyclase type 9	Unknown	O60503	Homo sapiens
MMDBp0192349	Adenylate cyclase type 3	Unknown	O60266	Homo sapiens
MMDBp0192350	Adenylate cyclase type 1	Unknown	Q08828	Homo sapiens
MMDBp0192539	Adenylate cyclase type 2	Unknown	Q08462	Homo sapiens
MMDBp0192653	Steroid 17-alpha-hydroxylase/17,20 lyase	Unknown	P05093	Homo sapiens
MMDBp0192724	Cyclic nucleotide-gated cation channel alpha-3	Unknown	Q16281	Homo sapiens
MMDBp0192726	Cyclic nucleotide-gated cation channel beta-3	Unknown	Q9NQW8	Homo sapiens
MMDBp0192727	Rap guanine nucleotide exchange factor 2	Unknown	Q9Y4G8	Homo sapiens
MMDBp0192730	Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 1	Unknown	O60741	Homo sapiens
MMDBp0192805	cAMP-dependent protein kinase catalytic subunit gamma	Unknown	P22612	Homo sapiens
MMDBp0192933	cAMP-dependent protein kinase catalytic subunit alpha	Unknown	P17612	Homo sapiens
MMDBp0192970	Serine/threonine-protein kinase PRKY	Unknown	O43930	Homo sapiens
MMDBp0192983	cAMP-dependent protein kinase catalytic subunit beta	Unknown	P22694	Homo sapiens
MMDBp0193052	Ribosomal protein S6 kinase alpha-5	Unknown	O75582	Homo sapiens
MMDBp0193059	Serine/threonine-protein kinase PRKX	Unknown	P51817	Homo sapiens
MMDBp0193086	Serine/threonine-protein kinase 11	Unknown	Q15831	Homo sapiens
MMDBp0193162	ATP-binding cassette sub-family A member 1	Unknown	O95477	Homo sapiens
MMDBp0193266	Na(+)/H(+) exchange regulatory cofactor NHE-RF1	Unknown	O14745	Homo sapiens
MMDBp0193303	Aryl hydrocarbon receptor	Unknown	P35869	Homo sapiens
MMDBp0193305	Cyclic AMP-responsive element-binding protein 5	Unknown	Q02930	Homo sapiens
MMDBp0193332	Class E basic helix-loop-helix protein 40	Unknown	O14503	Homo sapiens
MMDBp0193347	Splicing factor, proline- and glutamine-rich	Unknown	P23246	Homo sapiens
MMDBp0193355	Ras-related protein Rap-1A	Unknown	P62834	Homo sapiens
MMDBp0193417	Calcitonin gene-related peptide 1	Unknown	P06881	Homo sapiens
MMDBp0193428	Cyclic AMP-responsive element-binding protein 1	Unknown	P16220	Homo sapiens
MMDBp0193429	Thyrotropin receptor	Unknown	P16473	Homo sapiens
MMDBp0193443	Glial cell line-derived neurotrophic factor	Unknown	P39905	Homo sapiens
MMDBp0193455	Potassium voltage-gated channel subfamily H member 2	Unknown	Q12809	Homo sapiens
MMDBp0193467	Potassium voltage-gated channel subfamily H member 6	Unknown	Q9H252	Homo sapiens
MMDBp0193471	Methyl-CpG-binding domain protein 2	Unknown	Q9UBB5	Homo sapiens
MMDBp0193526	Relaxin receptor 1	Unknown	Q9HBX9	Homo sapiens
MMDBp0193535	cAMP-responsive element modulator	Unknown	Q03060	Homo sapiens
MMDBp0193561	Adiponectin	Unknown	Q15848	Homo sapiens
MMDBp0193581	cAMP-dependent protein kinase type I-alpha regulatory subunit	Unknown	P10644	Homo sapiens
MMDBp0193608	Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2	Unknown	Q9UL51	Homo sapiens
MMDBp0193611	Cortistatin	Unknown	O00230	Homo sapiens
MMDBp0193631	Perilipin-1	Unknown	O60240	Homo sapiens
MMDBp0193663	Prostaglandin D2 receptor	Unknown	Q13258	Homo sapiens
MMDBp0193664	Rap guanine nucleotide exchange factor 3	Unknown	O95398	Homo sapiens
MMDBp0193666	Platelet basic protein	Unknown	P02775	Homo sapiens
MMDBp0193692	Vasodilator-stimulated phosphoprotein	Unknown	P50552	Homo sapiens
MMDBp0193700	Inositol 1,4,5-trisphosphate receptor type 1	Unknown	Q14643	Homo sapiens
MMDBp0193738	Rap guanine nucleotide exchange factor 4	Unknown	Q8WZA2	Homo sapiens
MMDBp0193741	Steroidogenic factor 1	Unknown	Q13285	Homo sapiens
MMDBp0193875	Sodium bicarbonate cotransporter 3	Transporter	Q9Y6M7	Homo sapiens
MMDBp0193945	Multidrug resistance-associated protein 4	Transporter	O15439	Homo sapiens
MMDBp0193946	Multidrug resistance-associated protein 5	Transporter	O15440	Homo sapiens
MMDBp0193961	Adenylate cyclase type 10	Unknown	Q96PN6	Homo sapiens
MMDBp0193969	Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A	Unknown	Q9HCR9	Homo sapiens
MMDBp0193977	1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-3	Unknown	Q8N3E9	Homo sapiens
MMDBp0194110	Lysophosphatidic acid receptor 6	Unknown	P43657	Homo sapiens
MMDBp0194208	A-kinase anchor protein 7 isoforms alpha and beta	Unknown	O43687	Homo sapiens
MMDBp0194209	A-kinase anchor protein 13	Unknown	Q12802	Homo sapiens
MMDBp0194388	Cyclic nucleotide-gated cation channel alpha-4	Unknown	Q8IV77	Homo sapiens
MMDBp0194404	CREB-regulated transcription coactivator 1	Unknown	Q6UUV9	Homo sapiens
MMDBp0194405	CREB-regulated transcription coactivator 2	Unknown	Q53ET0	Homo sapiens
MMDBp0194485	Guanine nucleotide-binding protein G(t) subunit alpha-3	Unknown	A8MTJ3	Homo sapiens
MMDBp0194724	Protein phosphatase 1 regulatory subunit 1A	Unknown	Q13522	Homo sapiens
MMDBp0194757	Solute carrier family 22 member 6	Transporter	Q4U2R8	Homo sapiens
MMDBp0194854	Transient receptor potential cation channel subfamily V member 2	Unknown	Q9Y5S1	Homo sapiens
MMDBp0194875	ATP-binding cassette sub-family C member 11	Transporter	Q96J66	Homo sapiens
MMDBp0194876	ADM2	Unknown	Q7Z4H4	Homo sapiens
MMDBp0194877	A-kinase anchor protein 7 isoform gamma	Unknown	Q9P0M2	Homo sapiens
MMDBp0194878	A-kinase anchor protein 2	Unknown	Q9Y2D5	Homo sapiens
MMDBp0194879	A-kinase anchor protein 5	Unknown	P24588	Homo sapiens
MMDBp0194880	A-kinase anchor protein 8	Unknown	O43823	Homo sapiens
MMDBp0194881	Agouti-signaling protein	Unknown	P42127	Homo sapiens
MMDBp0194882	Cyclic AMP-dependent transcription factor ATF-1	Unknown	P18846	Homo sapiens
MMDBp0194883	Cyclic AMP-dependent transcription factor ATF-2	Unknown	P15336	Homo sapiens
MMDBp0194884	Cyclic AMP-dependent transcription factor ATF-3	Unknown	P18847	Homo sapiens
MMDBp0194885	Cyclic AMP-dependent transcription factor ATF-4	Unknown	P18848	Homo sapiens
MMDBp0194886	Cyclic AMP-dependent transcription factor ATF-5	Unknown	Q9Y2D1	Homo sapiens
MMDBp0194887	Cyclic AMP-dependent transcription factor ATF-7	Unknown	P17544	Homo sapiens
MMDBp0194888	Basic leucine zipper transcriptional factor ATF-like	Unknown	Q16520	Homo sapiens
MMDBp0194889	Cyclic nucleotide-gated olfactory channel	Unknown	Q16280	Homo sapiens
MMDBp0194890	Cyclic AMP-responsive element-binding protein 3-like protein 1	Unknown	Q96BA8	Homo sapiens
MMDBp0194891	Cyclic AMP-responsive element-binding protein 3-like protein 2	Unknown	Q70SY1	Homo sapiens
MMDBp0194892	Cyclic AMP-responsive element-binding protein 3-like protein 3	Unknown	Q68CJ9	Homo sapiens
MMDBp0194893	Cyclic AMP-responsive element-binding protein 3	Unknown	O43889	Homo sapiens
MMDBp0194894	Luc7-like protein 3	Unknown	O95232	Homo sapiens
MMDBp0194895	CREB-regulated transcription coactivator 3	Unknown	Q6UUV7	Homo sapiens
MMDBp0194896	Dematin	Unknown	Q08495	Homo sapiens
MMDBp0194897	Erythrocyte membrane protein band 4.2	Unknown	P16452	Homo sapiens
MMDBp0194898	FERM, RhoGEF and pleckstrin domain-containing protein 1	Unknown	Q9Y4F1	Homo sapiens
MMDBp0194899	G-protein coupled bile acid receptor 1	Unknown	Q8TDU6	Homo sapiens
MMDBp0194900	Glycoprotein hormone alpha-2	Unknown	Q96T91	Homo sapiens
MMDBp0194901	Glycoprotein hormone beta-5	Unknown	Q86YW7	Homo sapiens
MMDBp0194902	Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4	Unknown	Q9Y3Q4	Homo sapiens
MMDBp0194903	Histamine H4 receptor	Unknown	Q9H3N8	Homo sapiens
MMDBp0194904	cAMP-dependent protein kinase inhibitor alpha	Unknown	P61925	Homo sapiens
MMDBp0194905	cAMP-dependent protein kinase inhibitor beta	Unknown	Q9C010	Homo sapiens
MMDBp0194906	cAMP-dependent protein kinase inhibitor gamma	Unknown	Q9Y2B9	Homo sapiens
MMDBp0194907	Jun dimerization protein 2	Unknown	Q8WYK2	Homo sapiens
MMDBp0194908	cAMP-dependent protein kinase type I-beta regulatory subunit	Unknown	P31321	Homo sapiens
MMDBp0194909	cAMP-dependent protein kinase type II-alpha regulatory subunit	Unknown	P13861	Homo sapiens
MMDBp0194910	cAMP-dependent protein kinase type II-beta regulatory subunit	Unknown	P31323	Homo sapiens
MMDBp0194911	Potassium voltage-gated channel subfamily A member 10	Unknown	Q16322	Homo sapiens
MMDBp0194912	Potassium voltage-gated channel subfamily E member 3	Unknown	Q9Y6H6	Homo sapiens
MMDBp0194913	Potassium voltage-gated channel subfamily H member 1	Unknown	O95259	Homo sapiens
MMDBp0194914	Potassium voltage-gated channel subfamily H member 3	Unknown	Q9ULD8	Homo sapiens
MMDBp0194915	Potassium voltage-gated channel subfamily H member 4	Unknown	Q9UQ05	Homo sapiens
MMDBp0194916	Potassium voltage-gated channel subfamily H member 5	Unknown	Q8NCM2	Homo sapiens
MMDBp0194917	Potassium voltage-gated channel subfamily H member 7	Unknown	Q9NS40	Homo sapiens
MMDBp0194918	Potassium voltage-gated channel subfamily H member 8	Unknown	Q96L42	Homo sapiens
MMDBp0194919	Leucine zipper putative tumor suppressor 1	Unknown	Q9Y250	Homo sapiens
MMDBp0194920	Homeobox protein Meis1	Unknown	O00470	Homo sapiens
MMDBp0194921	Mas-related G-protein coupled receptor member D	Unknown	Q8TDS7	Homo sapiens
MMDBp0194922	Mas-related G-protein coupled receptor member X2	Unknown	Q96LB1	Homo sapiens
MMDBp0194923	Myomegalin	Unknown	Q5VU43	Homo sapiens
MMDBp0194924	Na(+)/H(+) exchange regulatory cofactor NHE-RF2	Unknown	Q15599	Homo sapiens
MMDBp0194925	Non-POU domain-containing octamer-binding protein	Unknown	Q15233	Homo sapiens
MMDBp0194926	Pre-B-cell leukemia transcription factor 1	Unknown	P40424	Homo sapiens
MMDBp0194927	Prostaglandin E2 receptor EP2 subtype	Unknown	P43116	Homo sapiens
MMDBp0194928	Phosducin	Unknown	P20941	Homo sapiens
MMDBp0194929	Paired mesoderm homeobox protein 2B	Unknown	Q99453	Homo sapiens
MMDBp0194930	Phospholemman	Unknown	O00168	Homo sapiens
MMDBp0194931	Protein prune homolog	Unknown	Q86TP1	Homo sapiens
MMDBp0194932	Tyrosine-protein phosphatase non-receptor type 7	Unknown	P35236	Homo sapiens
MMDBp0194933	Ras-related protein Rap-1b	Unknown	P61224	Homo sapiens
MMDBp0194934	Ras-related protein Rap-2a	Unknown	P10114	Homo sapiens
MMDBp0194935	FMRFamide-related peptides	Unknown	Q9HCQ7	Homo sapiens
MMDBp0194936	Rhophilin-2	Unknown	Q8IUC4	Homo sapiens
MMDBp0194937	Synembryn-B	Unknown	Q9NVN3	Homo sapiens
MMDBp0194938	Relaxin-3 receptor 1	Unknown	Q9NSD7	Homo sapiens
MMDBp0194939	Relaxin-3 receptor 2	Unknown	Q8TDU9	Homo sapiens
MMDBp0194940	Ras-related protein Rap-1b-like protein	Unknown	A6NIZ1	Homo sapiens
MMDBp0194941	Rap guanine nucleotide exchange factor 6	Unknown	Q8TEU7	Homo sapiens
MMDBp0194942	40S ribosomal protein S27	Unknown	P42677	Homo sapiens
MMDBp0194943	Relaxin receptor 2	Unknown	Q8WXD0	Homo sapiens
MMDBp0194944	Solute carrier organic anion transporter family member 4C1	Transporter	Q6ZQN7	Homo sapiens
MMDBp0194945	A-kinase anchor protein SPHKAP	Unknown	Q2M3C7	Homo sapiens
MMDBp0194946	Ras GTPase-activating protein SynGAP	Unknown	Q96PV0	Homo sapiens
MMDBp0194947	Transmembrane protein 132A	Unknown	Q24JP5	Homo sapiens
MMDBp0195811	Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 3	Unknown	Q9P1Z3	Homo sapiens
MMDBp0195820	Solute carrier family 22 member 7	Transporter	Q9Y694	Homo sapiens
MMDBp0196367	Cyclic nucleotide-gated cation channel beta-1	Unknown	Q14028	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank
Lysophosphatidic Acid LPA1 Signalling
Lysophosphatidic Acid LPA2 Signalling
Lysophosphatidic Acid LPA3 Signalling
Lysophosphatidic Acid LPA4 Signalling
Lysophosphatidic Acid LPA5 Signalling

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000223	Adenosine triphosphate	Cyclic AMP	Not Available	Adenylate Cyclase	VMH	10481931 11299302 11423534 11840511 12503609 12609998 12623444 1427768 14996950 15547246 7860067 7959689 8076676
MMDBr0001897	Cyclic AMP	Adenosine monophosphate	Not Available	3', 5'-Cyclic-Nucleotide Phosphodiesterase	VMH	30371894
MMDBr0001898	Cyclic AMP	Adenosine monophosphate	Phosphodiesterase 10a	3', 5'-Cyclic-Nucleotide Phosphodiesterase, Golgi	VMH	30371894
MMDBr0005676	Adenosine triphosphate	ADP	Atp-binding cassette, sub-family c (cftr/mrp), member 11	CAMP Transport (ATP-Dependent)	VMH	30371894
MMDBr0010618	Cyclic AMP	Cyclic AMP	Not Available	HMR_8086	VMH	30371894
MMDBr0013420	Adenosine triphosphate	Cyclic AMP	Adenylate cyclase	Cycle formation	RHEA	34755880
MMDBr0013421	Adenosine triphosphate	Cyclic AMP	Adenylate cyclase	Cycle formation	RHEA	34755880
MMDBr0014269	Cyclic AMP	3',5'-cyclic IMP	Cyclic adenylate deaminase	Deamination	RHEA	34755880
MMDBr0014270	Cyclic AMP	3',5'-cyclic IMP	Cyclic adenylate deaminase	Deamination	RHEA	34755880
MMDBr0014536	Cyclic AMP	Adenosine monophosphate	cAMP/cGMP dual specificity phosphodiesterase MT0825	Formation of 2'-nucleotide products from 2',3'-cyclic substrates	RHEA	34755880
MMDBr0014537	Cyclic AMP	Adenosine monophosphate	3',5'-cyclic-nucleotide phosphodiesterase 2	Formation of 2'-nucleotide products from 2',3'-cyclic substrates	RHEA	34755880
MMDBr0026038	Water	Adenosine monophosphate	3',5'-cyclic-nucleotide phosphodiesterase	Formation of 2'-nucleotide products from 2',3'-cyclic substrates	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Headache		Association	Human Blood	HMDB	15196297
Hypoxic-ischemic encephalopathy	Decreased	Association	Human Cerebrospinal Fluid (CSF)	HMDB	12973949
Idiopathic polyneuritis	Decreased	Association	Human Cerebrospinal Fluid (CSF)	HMDB	6326460
Meningitis	Slight Increase	Association	Human Cerebrospinal Fluid (CSF)	HMDB	6326460

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Bacteroidetes	48	Human stool; Human ; Human feces; Human gastric fluid; Human urine; Human saliva; Human subgingival plaque	Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria	Firmicutes	242	Human feces; Human pleural fluid plaque; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Pig ; Cattle	Metabolic reconstruction
Bacteria	Proteobacteria	161	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; Chicken ; Human subgingival plaque	Metabolic reconstruction
Bacteria	Actinobacteria	104	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva; Cattle	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	2	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	2	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Bacteria	Cyanobacteria	2
Eukaryota/Fungi	Ascomycota	6	Human feces; Human saliva	Unknown
Eukaryota/Fungi	Basidiomycota	1
Archaea/Archaea	Euryarchaeota	1		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal		Clupea harengus harengus	FooDB	31437929
Animal		Undaria pinnatifida	FooDB	31437929
Animal		Peprilus triacanthus	FooDB	31437929
Animal		Rhodophyta	FooDB	31437929
Animal		Myoxocephalus	FooDB	31437929
Animal		Eucheuma	FooDB	31437929
Animal		Saccharina japonica	FooDB	31437929
Animal		Spirulina	FooDB	31437929
Animal		Lota lota	FooDB	31437929
Animal		Porphyra umbilicalis	FooDB	31437929
Animal	Milk	Bos taurus	FooDB	31437929
Animal		Chondrus crispus	FooDB	31437929
Animal		Laminaria	FooDB	31437929
Animal		Haliotis	FooDB	31437929
Animal		Strombidae	FooDB	31437929
Plant		Ribes x nidigrolaria	FooDB	31437929
Plant		Ananas comosus	FooDB	31437929
Plant		Persea americana	FooDB	31437929
Plant		Garcinia mangostana	FooDB	31437929
Plant		Dioscorea pentaphylla	FooDB	31437929
Plant		Allium tuberosum	FooDB	31437929
Plant		Lathyrus sativus	FooDB	31437929
Plant		Brassica oleracea var. botrytis	FooDB	31437929
Plant		Cichorium intybus	FooDB	31437929
Plant		Corchorus olitorius	FooDB	31437929
Plant		Chenopodium quinoa	FooDB	31437929
Plant		Cucumis melo	FooDB	31437929
Plant		Juglans nigra	FooDB	31437929
Plant		Gaylussacia baccata	FooDB	31437929
Plant		Petasites japonicus	FooDB	31437929
Plant		Prunus tomentosa	FooDB	31437929
Plant		Maranta arundinacea	FooDB	31437929
Plant		Mentha x piperita	FooDB	31437929
Plant		Cinnamomum verum	FooDB	31437929
Plant		Matteuccia struthiopteris	FooDB	31437929
Plant		Cucurbita moschata	FooDB	31437929
Plant		Vaccinium myrtilloides	FooDB	31437929
Plant		Tilia	FooDB	31437929
Plant		Macadamia	FooDB	31437929
Plant		Ocimum basilicum	FooDB	31437929
Plant		Nelumbo	FooDB	31437929
Plant		Rosa	FooDB	31437929
Plant		Apium graveolens var. rapaceum	FooDB	31437929
Plant		Papaver	FooDB	31437929
Plant		Brassica oleracea var. conica	FooDB	31437929
Plant		Capsicum annuum var. annuum	FooDB	31437929
Plant		Glycine max	FooDB	31437929
Plant		Citrus limon	FooDB	31437929
Plant		Lippia graveolens	FooDB	31437929
Plant		Annona cherimola	FooDB	31437929
Plant		Brassica rapa var. pekinensis	FooDB	31437929
Plant		Brassica rapa	FooDB	31437929
Plant		Sesamum orientale	FooDB	31437929
Plant		Prunus	FooDB	31437929
Plant		Capparis spinosa	FooDB	31437929
Plant		Vaccinium deliciosum	FooDB	31437929
Plant		Citrus sinensis	FooDB	31437929
Plant		Artocarpus heterophyllus	FooDB	31437929
Plant		Prunus virginiana	FooDB	31437929
Plant		Lens culinaris	FooDB	31437929
Plant		Phaseolus lunatus	FooDB	31437929
Plant		Macadamia tetraphylla	FooDB	31437929
Plant		Musa acuminata	FooDB	31437929
Plant		Carissa macrocarpa	FooDB	31437929
Plant		Lagenaria siceraria	FooDB	31437929
Plant		Linum usitatissimum	FooDB	31437929
Plant		Citrullus lanatus	FooDB	31437929
Plant		Vigna unguiculata ssp. unguiculata	FooDB	31437929
Plant		Satureja hortensis	FooDB	31437929
Plant		Sorbus aucuparia	FooDB	31437929
Plant		Phyllostachys edulis	FooDB	31437929
Plant		Averrhoa carambola	FooDB	31437929
Plant		Carum carvi	FooDB	31437929
Plant		Allium schoenoprasum	FooDB	31437929
Plant		Citrus reticulata	FooDB	31437929
Plant		Prunus domestica	FooDB	31437929
Plant		Prunus armeniaca	FooDB	31437929
Plant		Brassica oleracea var. costata	FooDB	31437929
Plant		Panax	FooDB	31437929
Plant		Daucus carota	FooDB	31437929
Plant		Nelumbo nucifera	FooDB	31437929
Plant		Brassica rapa var. rapa	FooDB	31437929
Plant		Cymbopogon citratus	FooDB	31437929
Plant		Bertholletia excelsa	FooDB	31437929
Plant		Ceratonia siliqua	FooDB	31437929
Plant		Vigna umbellata	FooDB	31437929
Plant		Luffa aegyptiaca	FooDB	31437929
Plant		Anethum graveolens	FooDB	31437929
Plant		Coriandrum sativum	FooDB	31437929
Plant		Rubus occidentalis	FooDB	31437929
Plant		Allium fistulosum	FooDB	31437929
Plant		Capsicum	FooDB	31437929
Plant		Tilia cordata	FooDB	31437929
Plant		Carthamus tinctorius	FooDB	31437929
Plant		Lupinus	FooDB	31437929
Plant		Vaccinium alaskaense	FooDB	31437929
Plant		Cicer arietinum	FooDB	31437929
Plant		Durio zibethinus	FooDB	31437929
Plant		Anacardium occidentale	FooDB	31437929
Plant		Prunus persica var. nucipersica	FooDB	31437929
Plant		Ribes glandulosum	FooDB	31437929
Plant		Eriobotrya japonica	FooDB	31437929
Plant		Brassica napus var. pabularia	FooDB	31437929
Plant		Verbena officinalis	FooDB	31437929
Plant		Oenothera biennis	FooDB	31437929
Plant		Vaccinium oxycoccos	FooDB	31437929
Plant		Diospyros kaki	FooDB	31437929
Plant		Rumex acetosa	FooDB	31437929
Plant		Virola surinamensis	FooDB	31437929
Plant		Theobroma cacao	FooDB	31437929
Plant		Aloysia triphylla	FooDB	31437929
Plant		Vaccinium parvifolium	FooDB	31437929
Plant		Camellia sinensis	FooDB	31437929
Plant		Solanum lycopersicum var. lycopersicum	FooDB	31437929
Plant		Capsicum chinense	FooDB	31437929
Plant		Brassica oleracea var. capitata	FooDB	31437929
Plant		Pyrus pyrifolia	FooDB	31437929
Plant		Vaccinium reticulatum	FooDB	31437929
Plant		Solanum quitoense	FooDB	31437929
Plant		Vaccinium myrtillus	FooDB	31437929
Plant		Theobroma grandiflorum	FooDB	31437929
Plant		Syzygium aromaticum	FooDB	31437929
Plant		Vigna unguiculata ssp. cylindrica	FooDB	31437929
Plant		Ginkgo biloba	FooDB	31437929
Plant		Satureja montana	FooDB	31437929
Plant		Perideridia oregana	FooDB	31437929
Plant			FooDB	31437929
Plant		Flammulina velutipes	FooDB	31437929
Plant		Vaccinium arboreum	FooDB	31437929
Plant		Citrus japonica	FooDB	31437929
Plant		Wasabia japonica	FooDB	31437929
Plant		Origanum onites	FooDB	31437929
Plant		Vicia faba	FooDB	31437929
Plant		Pouteria sapota	FooDB	31437929
Plant		Prunus avium	FooDB	31437929
Plant		Viburnum edule	FooDB	31437929
Plant		Piper nigrum	FooDB	31437929
Plant		Vitis vinifera	FooDB	31437929
Plant		Vaccinium uliginosum	FooDB	31437929
Plant		Dioscorea	FooDB	31437929
Plant		Origanum vulgare	FooDB	31437929
Plant		Capsicum annuum	FooDB	31437929
Plant		Momordica charantia	FooDB	31437929
Plant		Castanea	FooDB	31437929
Plant		Rubus ursinus x idaeus	FooDB	31437929
Plant		Cirsium	FooDB	31437929
Plant		Raphanus sativus var. sativus	FooDB	31437929
Plant		Opuntia	FooDB	31437929
Plant		Prunus persica var. persica	FooDB	31437929
Plant		Pleurotus ostreatus	FooDB	31437929
Plant		Colocasia esculenta	FooDB	31437929
Plant		Brassica oleracea var. italica	FooDB	31437929
Plant		Anthriscus cerefolium	FooDB	31437929
Plant		Solanum melongena	FooDB	31437929
Plant		Nuphar lutea	FooDB	31437929
Plant		Pachyrhizus erosus	FooDB	31437929
Plant		Lupinus albus	FooDB	31437929
Plant		Dysphania ambrosioides	FooDB	31437929
Plant		Cichorium endivia	FooDB	31437929
Plant		Raphanus sativus var. niger	FooDB	31437929
Plant		Myristica fragrans	FooDB	31437929
Plant		Elaeis	FooDB	31437929
Plant		Cinnamomum	FooDB	31437929
Plant		Photinia melanocarpa	FooDB	31437929
Plant		Ribes uva-crispa	FooDB	31437929
Plant		Feijoa sellowiana	FooDB	31437929
Plant		Vaccinium	FooDB	31437929
Plant		Apium graveolens	FooDB	31437929
Plant		Syzygium jambos	FooDB	31437929
Plant		Rheum rhabarbarum	FooDB	31437929
Plant		Crocus sativus	FooDB	31437929
Plant		Salix pulchra	FooDB	31437929
Plant		Lablab purpureus	FooDB	31437929
Plant		Fagus	FooDB	31437929
Plant		Citrus maxima	FooDB	31437929
Plant		Cydonia oblonga	FooDB	31437929
Plant		Castanea sativa	FooDB	31437929
Plant		Salvia officinalis	FooDB	31437929
Plant		Vaccinium ovatum	FooDB	31437929
Plant		Opuntia cochenillifera	FooDB	31437929
Plant		Annona muricata	FooDB	31437929
Plant		Thymus pulegioides	FooDB	31437929
Plant		Mespilus germanica	FooDB	31437929
Plant		Cucurbita	FooDB	31437929
Plant		Phaseolus coccineus	FooDB	31437929
Plant		Brassica rapa var. perviridis	FooDB	31437929
Plant		Cocos nucifera	FooDB	31437929
Plant		Tamarindus indica	FooDB	31437929
Plant		Mentha aquatica	FooDB	31437929
Plant		Salvia elegans	FooDB	31437929
Plant		Mentha	FooDB	31437929
Plant		Cucurbita pepo var. cylindrica	FooDB	31437929
Plant		Sagittaria latifolia	FooDB	31437929
Plant		Sambucus	FooDB	31437929
Plant		Syzygium cumini	FooDB	31437929
Plant		Typha angustifolia	FooDB	31437929
Plant		Psidium guajava	FooDB	31437929
Plant		Empetrum nigrum	FooDB	31437929
Plant		Myrica rubra	FooDB	31437929
Plant		Pinus	FooDB	31437929
Plant		Tilia tomentosa	FooDB	31437929
Plant		Olea europaea	FooDB	31437929
Plant		Valerianella locusta	FooDB	31437929
Plant		Vaccinium angustifolium x vaccinium corymbosum	FooDB	31437929
Plant		Sisymbrium	FooDB	31437929
Plant		Vaccinium vitis-idaea	FooDB	31437929
Plant		Vanilla	FooDB	31437929
Plant		Solanum tuberosum	FooDB	31437929
Plant		Carya	FooDB	31437929
Plant		Physalis philadelphica var. immaculata	FooDB	31437929
Plant		Borago officinalis	FooDB	31437929
Plant		Scorzonera hispanica	FooDB	31437929
Plant		Vigna unguiculata ssp. sesquipedalis	FooDB	31437929
Plant		Hyssopus officinalis	FooDB	31437929
Plant		Manihot esculenta	FooDB	31437929
Plant		Angelica keiskei	FooDB	31437929
Plant		Raphanus sativus	FooDB	31437929
Plant		Brassica oleracea l. var. capitata l. f. alba dc.	FooDB	31437929
Plant		Ipomoea aquatica	FooDB	31437929
Plant		Beta vulgaris ssp. cicla	FooDB	31437929
Plant		Prunus dulcis	FooDB	31437929
Plant		Rubus spectabilis	FooDB	31437929
Plant		Vigna radiata	FooDB	31437929
Plant		Musa x paradisiaca	FooDB	31437929
Plant		Allium sativum	FooDB	31437929
Plant		Cantharellus cibarius	FooDB	31437929
Plant		Cuminum cyminum	FooDB	31437929
Plant		Sinapis alba	FooDB	31437929
Plant		Brassica ruvo	FooDB	31437929
Plant		Fragaria x ananassa	FooDB	31437929
Plant		Pyrus communis	FooDB	31437929
Plant		Morus nigra	FooDB	31437929
Plant		Apium graveolens var. secalinum	FooDB	31437929
Plant		Rubus idaeus	FooDB	31437929
Plant		Arachis hypogaea	FooDB	31437929
Plant		Pinus edulis	FooDB	31437929
Plant		Abelmoschus esculentus	FooDB	31437929
Plant		Opuntia macrorhiza	FooDB	31437929
Plant		Solanum lycopersicum	FooDB	31437929
Plant		Moringa oleifera	FooDB	31437929
Plant		Passiflora edulis	FooDB	31437929
Plant		Manilkara zapota	FooDB	31437929
Plant		Vigna angularis	FooDB	31437929
Plant		Allium cepa	FooDB	31437929
Plant		Malus	FooDB	31437929
Plant		Mentha spicata	FooDB	31437929
Plant		Cucurbita pepo var. clypeata	FooDB	31437929
Plant		Corylus	FooDB	31437929
Plant		Juglans	FooDB	31437929
Plant		Sambucus nigra	FooDB	31437929
Plant			FooDB	31437929
Plant		Mangifera indica	FooDB	31437929
Plant		Illicium verum	FooDB	31437929
Plant		Helianthus annuus	FooDB	31437929
Plant		Ribes nigrum	FooDB	31437929
Plant		Chamaemelum nobile	FooDB	31437929
Plant		Auricularia auricula-judae	FooDB	31437929
Plant		Zingiber officinale	FooDB	31437929
Plant		Laurus nobilis	FooDB	31437929
Plant		Petroselinum crispum	FooDB	31437929
Plant		Juglans ailanthifolia	FooDB	31437929
Plant		Attalea speciosa	FooDB	31437929
Plant		Polygonum alpinum	FooDB	31437929
Plant		Pisum sativum	FooDB	31437929
Plant		Hippophae rhamnoides	FooDB	31437929
Plant		Melissa officinalis	FooDB	31437929
Plant		Pediomelum esculentum	FooDB	31437929
Plant		Auricularia polytricha	FooDB	31437929
Plant		Brassica juncea	FooDB	31437929
Plant		Vaccinium corymbosum	FooDB	31437929
Plant		Camellia oleifera	FooDB	31437929
Plant		Chrysanthemum coronarium	FooDB	31437929
Plant		Eleocharis dulcis	FooDB	31437929
Plant		Actinidia chinensis	FooDB	31437929
Plant		Rubus arcticus	FooDB	31437929
Plant		Spinacia oleracea	FooDB	31437929
Plant		Carica papaya	FooDB	31437929
Plant		Daucus carota ssp. sativus	FooDB	31437929
Plant		Thymus vulgaris	FooDB	31437929
Plant		Pimenta dioica	FooDB	31437929
Plant		Rumex articus	FooDB	31437929
Plant		Medicago sativa	FooDB	31437929
Plant		Hibiscus sabdariffa	FooDB	31437929
Plant		Agaricus bisporus	FooDB	31437929
Plant		Canarium ovatum	FooDB	31437929
Plant		Ribes aureum var. villosum	FooDB	31437929
Plant		Vigna mungo	FooDB	31437929
Plant		Benincasa hispida	FooDB	31437929
Plant		Cajanus cajan	FooDB	31437929
Plant		Armoracia rusticana	FooDB	31437929
Plant		Origanum majorana	FooDB	31437929
Plant		Cucurbita pepo var. cylindrica	FooDB	31437929
Plant		Prunus persica	FooDB	31437929
Plant		Eruca vesicaria ssp. sativa	FooDB	31437929
Plant		Juglans cinerea	FooDB	31437929
Plant		Vaccinium macrocarpon	FooDB	31437929
Plant		Brassica oleracea var. gongylodes	FooDB	31437929
Plant		Brassica oleracea var. gemmifera	FooDB	31437929
Plant		Foeniculum vulgare	FooDB	31437929
Plant		Arctium lappa	FooDB	31437929
Plant		Phoenix dactylifera	FooDB	31437929
Plant		Metroxylon sagu	FooDB	31437929
Plant		Artocarpus altilis	FooDB	31437929
Plant		Vitis rotundifolia	FooDB	31437929
Plant		Psidium cattleianum	FooDB	31437929
Plant		Cyathea	FooDB	31437929
Plant		Vigna unguiculata	FooDB	31437929
Plant		Brosimum alicastrum	FooDB	31437929
Plant		Cynara scolymus	FooDB	31437929
Plant		Castanea mollissima	FooDB	31437929
Plant		Rosmarinus officinalis	FooDB	31437929
Plant		Lentinus edodes	FooDB	31437929
Plant			FooDB	31437929
Plant		Prunus cerasus	FooDB	31437929
Plant		Citrus x paradisi	FooDB	31437929
Plant		Morus	FooDB	31437929
Plant		Phaseolus vulgaris	FooDB	31437929
Plant		Ficus carica	FooDB	31437929
Plant		Vitis labrusca	FooDB	31437929
Plant		Lepidium sativum	FooDB	31437929
Plant		Phytolacca americana	FooDB	31437929
Plant		Helianthus tuberosus	FooDB	31437929
Plant		Cucumis metuliferus	FooDB	31437929
Plant		Myrica	FooDB	31437929
Plant		Grifola frondosa	FooDB	31437929
Plant		Beta vulgaris var. rubra	FooDB	31437929
Plant		Nephelium lappaceum	FooDB	31437929
Plant		Tetragonia tetragonioides	FooDB	31437929
Plant		Artemisia vulgaris	FooDB	31437929
Plant		Castanea crenata	FooDB	31437929
Plant		Quercus	FooDB	31437929
Plant		Corylus avellana	FooDB	31437929
Plant		Vaccinium angustifolium	FooDB	31437929
Plant		Litchi chinensis	FooDB	31437929
Plant		Physalis	FooDB	31437929
Plant		Malpighia emarginata	FooDB	31437929
Plant		Thelesperma	FooDB	31437929
Plant		Juglans regia	FooDB	31437929
Plant		Trigonella foenum-graecum	FooDB	31437929
Plant		Chamerion angustifolium	FooDB	31437929
Plant		Brassica oleracea var. sabauda	FooDB	31437929
Plant		Vaccinium elliottii	FooDB	31437929
Plant		Brassica napus	FooDB	31437929
Plant			FooDB	31437929
Plant		Levisticum officinale	FooDB	31437929
Plant		Asparagus officinalis	FooDB	31437929
Plant		Ziziphus zizyphus	FooDB	31437929
Plant		Dimocarpus longan	FooDB	31437929
Plant		Salvia hispanica	FooDB	31437929
Plant		Citrus aurantiifolia	FooDB	31437929
Plant		Cynara cardunculus	FooDB	31437929
Plant		Pangium edule	FooDB	31437929
Plant		Matricaria recutita	FooDB	31437929
Plant		Lactuca sativa	FooDB	31437929
Plant		Pimpinella anisum	FooDB	31437929
Plant		Allium	FooDB	31437929
Plant		Artemisia dracunculus	FooDB	31437929
Plant		Brassica oleracea var. viridis	FooDB	31437929
Plant		Agave	FooDB	31437929
Plant		Hedysarum alpinum	FooDB	31437929
Plant		Vitellaria paradoxa	FooDB	31437929
Plant		Eragrostis tef	FooDB	31437929
Plant		Vigna aconitifolia	FooDB	31437929
Plant		Pistacia vera	FooDB	31437929
Plant		Diospyros	FooDB	31437929
Plant		Amaranthus	FooDB	31437929
Plant		Mammea americana	FooDB	31437929
Plant		Punica granatum	FooDB	31437929
Plant		Malus pumila	FooDB	31437929
Plant		Annona squamosa	FooDB	31437929
Plant		Gossypium	FooDB	31437929
Plant		Brassica alboglabra	FooDB	31437929
Plant		Apium graveolens var. dulce	FooDB	31437929
Plant		Beta vulgaris	FooDB	31437929
Plant		Xanthosoma sagittifolium	FooDB	31437929
Plant		Basella alba	FooDB	31437929
Plant		Capsicum baccatum var. baccatum	FooDB	31437929
Plant		Vitis	FooDB	31437929
Plant		Citrus latifolia	FooDB	31437929
Plant		Byrsonima crassifolia	FooDB	31437929
Plant		Capsicum pubescens	FooDB	31437929
Plant			FooDB	31437929
Plant		Carya illinoinensis	FooDB	31437929
Plant		Crateva religiosa	FooDB	31437929
Plant		Vitis aestivalis	FooDB	31437929
Plant		Eugenia javanica	FooDB	31437929
Plant		Mentha arvensis	FooDB	31437929
Plant		Cucumis sativus	FooDB	31437929
Plant		Vaccinium stamineum	FooDB	31437929
Plant			FooDB	31437929
Plant		Brassica rapa var. chinensis	FooDB	31437929
Plant		Cinnamomum aromaticum	FooDB	31437929
Plant		Psophocarpus tetragonolobus	FooDB	31437929
Plant		Ribes rubrum	FooDB	31437929
Plant		Portulaca oleracea	FooDB	31437929
Plant		Ipomoea batatas	FooDB	31437929
Plant		Solanum lycopersicum var. cerasiforme	FooDB	31437929
Plant		Allium ampeloprasum	FooDB	31437929
Plant		Chenopodium album	FooDB	31437929
Plant		Grataegosorbus mitschurinii	FooDB	31437929
Plant		Pastinaca sativa	FooDB	31437929
Plant		Cucurbita maxima	FooDB	31437929
Plant		Sechium edule	FooDB	31437929
Plant		Brassica oleracea	FooDB	31437929
Plant		Diospyros virginiana	FooDB	31437929
Plant		Origanum x majoricum	FooDB	31437929
Plant		Rumex	FooDB	31437929
Plant		Lactuca sativa l. var. longifolia	FooDB	31437929
Plant		Rubus x loganobaccus	FooDB	31437929
Plant		Tragopogon porrifolius	FooDB	31437929
Plant		Allium ascalonicum	FooDB	31437929
Plant		Citrullus lanatus var. fistulosus	FooDB	31437929
Plant		Rubus chamaemorus	FooDB	31437929
Plant		Amelanchier alnifolia	FooDB	31437929
Plant		Eugenia uniflora	FooDB	31437929
Plant		Taraxacum officinale	FooDB	31437929
Plant		Annona reticulata	FooDB	31437929
Plant		Curcuma longa	FooDB	31437929
Plant		Sesbania bispinosa	FooDB	31437929
Plant		Elettaria cardamomum	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Urine	Detected and Quantified	0.24	0.028			umol/mmol creatinine	Adult (>18 years old)	Both	Chronic renal failure	HMDB	9141788
Human Blood	Detected and Quantified	0.0077	0.0003			uM	Adult (>18 years old)	Male	Sildenafil-induced headache	HMDB	15196297
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.00860		0.00620	0.0110	uM	Adult (>18 years old)	Both	Hypoxic-ischemic encephalopathy	HMDB	12973949
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.014		0.012	0.017	uM	Adult (>18 years old)	Both	Hypoxic-ischemic encephalopathy	HMDB	12973949
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.011		0.0082	0.014	uM	Adult (>18 years old)	Both	Idiopathic polyneuritis	HMDB	6326460
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.0110	0.0028			uM	Adult (>18 years old)	Both	Idiopathic polyneuritis	HMDB	6326460
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.033	0.012			uM	Adult (>18 years old)	Not Specified	Meningitis	HMDB	6326460
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.034		0.021	0.046	uM	Adult (>18 years old)	Both	Meningitis	HMDB	6326460
Human Blood	Detected and Quantified	0.0085	0.0005			uM	Adult (>18 years old)	Both	Normal	HMDB	15196297
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.020		0.016	0.024	uM	Adult (>18 years old)	Both	Normal	HMDB	6326460
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.020	0.004			uM	Adult (>18 years old)	Both	Normal	HMDB	6326460
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.020	0.004			uM	Adult (>18 years old)	Not Specified	Normal	HMDB	6326460
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.024		0.022	0.026	uM	Adult (>18 years old)	Both	Normal	HMDB	12973949
Human Urine	Detected and Quantified	0.22	0.055			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	179127
Human Urine	Detected and Quantified	0.38	0.14			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	8186443
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.021	0.008			uM	Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human All tissues	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified						Children (6 - 18 years old)	Not Specified	Normal	HMDB	27609529

External Links

HMDB ID

HMDB0000058

DrugBank ID

DB02527

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

17489

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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Showing metabocard for Cyclic AMP (MMDBc0000329)

MOL for #<Metabolite:0x00007f5a8751f480>

3D MOL for #<Metabolite:0x00007f5a8751f480>

3D SDF for #<Metabolite:0x00007f5a8751f480>

3D-SDF for #<Metabolite:0x00007f5a8751f480>

PDB for #<Metabolite:0x00007f5a8751f480>

3D PDB for #<Metabolite:0x00007f5a8751f480>

SMILES for #<Metabolite:0x00007f5a8751f480>

INCHI for #<Metabolite:0x00007f5a8751f480>

Structure for #<Metabolite:0x00007f5a8751f480>

3D Structure for #<Metabolite:0x00007f5a8751f480>