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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:54 UTC

HMDB ID

HMDB0015245

Secondary Accession Numbers

HMDB15245

Metabolite Identification

Common Name

Papaverine

Description

Papaverine is an alkaloid found in opium but not closely related to the other opium alkaloids in its structure or pharmacological actions. It is a direct-acting smooth muscle relaxant used in the treatment of impotence and as a vasodilator, especially for cerebral vasodilation. The mechanism of its pharmacological actions is not clear, but it apparently can inhibit phosphodiesterases and it may have direct actions on calcium channels. [PubChem].

Structure

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

HMDB0015245
     RDKit          3D
Papaverine
 46 48  0  0  0  0  0  0  0  0999 V2000
    3.6304    0.2329   -4.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8189   -0.5378   -3.0555 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595   -0.1040   -1.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3639    1.0158   -1.8841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7355    1.3958   -0.6929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8850    0.6907    0.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1994    1.1155    1.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1868    0.1937    2.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5046   -0.6851    3.2055 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4075   -1.5453    3.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6939   -1.6080    3.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0534   -0.7138    2.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3335   -0.7358    1.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7282    0.1321    0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0413    0.1173    0.1705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9360   -0.8339    0.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7996    1.0264    0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1946    1.9122   -0.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3401    2.8846   -1.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5174    1.0500    0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0769    0.1744    1.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6998   -0.4591    0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2962   -0.7989   -0.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1028   -1.9309   -0.7166 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3109   -2.7180    0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5248    0.3265   -4.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0470   -0.2920   -5.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0316    1.2503   -4.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2395    1.5814   -2.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1369    2.3039   -0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9932    1.2854    2.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373    2.1045    1.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1755   -2.2758    4.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4432   -2.3055    3.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0491   -1.4582    2.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8678   -0.8989    0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4939   -1.8709    0.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1718   -0.6538    1.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1675    3.7425   -0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8645    3.2809   -2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669    2.4975   -1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8289    1.7931    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773   -0.9633    1.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5418   -1.9918    1.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4391   -3.3604    0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1894   -3.3663    0.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
  6 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 23  3  1  0
 21  8  1  0
 21 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 22 43  1  0
 25 44  1  0
 25 45  1  0
 25 46  1  0
M  END

1113
  Mrv0541 02231215152D          

 25 27  0  0  0  0            999 V2000
    1.6500    0.6371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.2871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9217   -2.7079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3601   -1.8994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785    1.0324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5215   -0.2165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5310    0.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2311   -0.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    2.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5310    2.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2216   -1.4622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9503   -0.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785    1.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9313   -1.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6505   -1.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6600   -0.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    3.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2026   -3.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0793   -1.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  1 22  1  0  0  0  0
  2 15  1  0  0  0  0
  2 23  1  0  0  0  0
  3 19  1  0  0  0  0
  3 24  1  0  0  0  0
  4 20  1  0  0  0  0
  4 25  1  0  0  0  0
  5  8  2  0  0  0  0
  5 18  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  6 11  2  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  9 12  2  0  0  0  0
  9 14  1  0  0  0  0
 10 16  2  0  0  0  0
 10 17  1  0  0  0  0
 11 13  1  0  0  0  0
 12 15  1  0  0  0  0
 13 15  2  0  0  0  0
 14 18  2  0  0  0  0
 16 19  1  0  0  0  0
 17 21  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015245

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C=C(CC2=NC=CC3=CC(OC)=C(OC)C=C23)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H21NO4/c1-22-17-6-5-13(10-18(17)23-2)9-16-15-12-20(25-4)19(24-3)11-14(15)7-8-21-16/h5-8,10-12H,9H2,1-4H3

> <INCHI_KEY>
XQYZDYMELSJDRZ-UHFFFAOYSA-N

> <FORMULA>
C20H21NO4

> <MOLECULAR_WEIGHT>
339.385

> <EXACT_MASS>
339.147058165

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
36.571627591782004

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline

> <ALOGPS_LOGP>
4.19

> <JCHEM_LOGP>
3.0800750716666663

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
6.025932127285557

> <JCHEM_POLAR_SURFACE_AREA>
49.81

> <JCHEM_REFRACTIVITY>
95.51749999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
papaverine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015245
     RDKit          3D
Papaverine
 46 48  0  0  0  0  0  0  0  0999 V2000
    3.6304    0.2329   -4.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8189   -0.5378   -3.0555 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595   -0.1040   -1.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3639    1.0158   -1.8841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7355    1.3958   -0.6929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8850    0.6907    0.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1994    1.1155    1.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1868    0.1937    2.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5046   -0.6851    3.2055 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4075   -1.5453    3.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6939   -1.6080    3.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0534   -0.7138    2.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3335   -0.7358    1.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7282    0.1321    0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0413    0.1173    0.1705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9360   -0.8339    0.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7996    1.0264    0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1946    1.9122   -0.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3401    2.8846   -1.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5174    1.0500    0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0769    0.1744    1.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6998   -0.4591    0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2962   -0.7989   -0.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1028   -1.9309   -0.7166 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3109   -2.7180    0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5248    0.3265   -4.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0470   -0.2920   -5.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0316    1.2503   -4.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2395    1.5814   -2.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1369    2.3039   -0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9932    1.2854    2.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373    2.1045    1.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1755   -2.2758    4.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4432   -2.3055    3.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0491   -1.4582    2.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8678   -0.8989    0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4939   -1.8709    0.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1718   -0.6538    1.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1675    3.7425   -0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8645    3.2809   -2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669    2.4975   -1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8289    1.7931    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773   -0.9633    1.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5418   -1.9918    1.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4391   -3.3604    0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1894   -3.3663    0.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
  6 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 23  3  1  0
 21  8  1  0
 21 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 22 43  1  0
 25 44  1  0
 25 45  1  0
 25 46  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1113                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       3.080   1.189   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.080   4.269   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      11.054  -5.055   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.739  -3.546   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       9.853   1.927   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       7.081   1.959   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.440  -0.404   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.458   1.136   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.081   3.499   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.765  -1.189   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.747   1.189   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.747   4.269   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414   1.959   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.458   4.323   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414   3.499   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.747  -2.729   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.107  -0.435   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.853   3.531   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.072  -3.515   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.414  -2.760   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.432  -1.220   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.080  -0.351   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.080   5.809   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.712  -5.809   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.081  -2.791   0.000  0.00  0.00           C+0
CONECT    1   13   22                                                       
CONECT    2   15   23                                                       
CONECT    3   19   24                                                       
CONECT    4   20   25                                                       
CONECT    5    8   18                                                       
CONECT    6    8    9   11                                                  
CONECT    7    8   10                                                       
CONECT    8    5    6    7                                                  
CONECT    9    6   12   14                                                  
CONECT   10    7   16   17                                                  
CONECT   11    6   13                                                       
CONECT   12    9   15                                                       
CONECT   13    1   11   15                                                  
CONECT   14    9   18                                                       
CONECT   15    2   12   13                                                  
CONECT   16   10   19                                                       
CONECT   17   10   21                                                       
CONECT   18    5   14                                                       
CONECT   19    3   16   20                                                  
CONECT   20    4   19   21                                                  
CONECT   21   17   20                                                       
CONECT   22    1                                                            
CONECT   23    2                                                            
CONECT   24    3                                                            
CONECT   25    4                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0015245
HETATM    1  C1  UNL     1       3.630   0.233  -4.244  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.819  -0.538  -3.055  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.160  -0.104  -1.888  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.364   1.016  -1.884  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.735   1.396  -0.693  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.885   0.691   0.470  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.199   1.115   1.689  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.187   0.194   2.227  1.00  0.00           C  
HETATM    9  N1  UNL     1       0.505  -0.685   3.205  1.00  0.00           N  
HETATM   10  C8  UNL     1      -0.408  -1.545   3.648  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.694  -1.608   3.167  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.053  -0.714   2.158  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.334  -0.736   1.662  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.728   0.132   0.688  1.00  0.00           C  
HETATM   15  O2  UNL     1      -5.041   0.117   0.170  1.00  0.00           O  
HETATM   16  C13 UNL     1      -5.936  -0.834   0.700  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.800   1.026   0.224  1.00  0.00           C  
HETATM   18  O3  UNL     1      -3.195   1.912  -0.766  1.00  0.00           O  
HETATM   19  C15 UNL     1      -2.340   2.885  -1.334  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.517   1.050   0.718  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.077   0.174   1.716  1.00  0.00           C  
HETATM   22  C18 UNL     1       2.700  -0.459   0.474  1.00  0.00           C  
HETATM   23  C19 UNL     1       3.296  -0.799  -0.705  1.00  0.00           C  
HETATM   24  O4  UNL     1       4.103  -1.931  -0.717  1.00  0.00           O  
HETATM   25  C20 UNL     1       4.311  -2.718   0.450  1.00  0.00           C  
HETATM   26  H1  UNL     1       2.525   0.326  -4.417  1.00  0.00           H  
HETATM   27  H2  UNL     1       4.047  -0.292  -5.112  1.00  0.00           H  
HETATM   28  H3  UNL     1       4.032   1.250  -4.133  1.00  0.00           H  
HETATM   29  H4  UNL     1       2.239   1.581  -2.802  1.00  0.00           H  
HETATM   30  H5  UNL     1       1.137   2.304  -0.796  1.00  0.00           H  
HETATM   31  H6  UNL     1       1.993   1.285   2.459  1.00  0.00           H  
HETATM   32  H7  UNL     1       0.737   2.105   1.524  1.00  0.00           H  
HETATM   33  H8  UNL     1      -0.175  -2.276   4.448  1.00  0.00           H  
HETATM   34  H9  UNL     1      -2.443  -2.305   3.521  1.00  0.00           H  
HETATM   35  H10 UNL     1      -4.049  -1.458   2.052  1.00  0.00           H  
HETATM   36  H11 UNL     1      -6.868  -0.899   0.075  1.00  0.00           H  
HETATM   37  H12 UNL     1      -5.494  -1.871   0.673  1.00  0.00           H  
HETATM   38  H13 UNL     1      -6.172  -0.654   1.770  1.00  0.00           H  
HETATM   39  H14 UNL     1      -2.168   3.742  -0.658  1.00  0.00           H  
HETATM   40  H15 UNL     1      -2.865   3.281  -2.228  1.00  0.00           H  
HETATM   41  H16 UNL     1      -1.367   2.498  -1.640  1.00  0.00           H  
HETATM   42  H17 UNL     1      -0.829   1.793   0.327  1.00  0.00           H  
HETATM   43  H18 UNL     1       2.777  -0.963   1.404  1.00  0.00           H  
HETATM   44  H19 UNL     1       4.542  -1.992   1.273  1.00  0.00           H  
HETATM   45  H20 UNL     1       3.439  -3.360   0.686  1.00  0.00           H  
HETATM   46  H21 UNL     1       5.189  -3.366   0.361  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   29
CONECT    5    6    6   30
CONECT    6    7   22
CONECT    7    8   31   32
CONECT    8    9    9   21
CONECT    9   10
CONECT   10   11   11   33
CONECT   11   12   34
CONECT   12   13   13   21
CONECT   13   14   35
CONECT   14   15   17   17
CONECT   15   16
CONECT   16   36   37   38
CONECT   17   18   20
CONECT   18   19
CONECT   19   39   40   41
CONECT   20   21   21   42
CONECT   22   23   23   43
CONECT   23   24
CONECT   24   25
CONECT   25   44   45   46
END

HMDB0015245
     RDKit          3D
Papaverine
 46 48  0  0  0  0  0  0  0  0999 V2000
    3.6304    0.2329   -4.2442 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8189   -0.5378   -3.0555 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1595   -0.1040   -1.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3639    1.0158   -1.8841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7355    1.3958   -0.6929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8850    0.6907    0.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1994    1.1155    1.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1868    0.1937    2.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5046   -0.6851    3.2055 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4075   -1.5453    3.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6939   -1.6080    3.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0534   -0.7138    2.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3335   -0.7358    1.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7282    0.1321    0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0413    0.1173    0.1705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9360   -0.8339    0.6999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7996    1.0264    0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1946    1.9122   -0.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3401    2.8846   -1.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5174    1.0500    0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0769    0.1744    1.7161 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6998   -0.4591    0.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2962   -0.7989   -0.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1028   -1.9309   -0.7166 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3109   -2.7180    0.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5248    0.3265   -4.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0470   -0.2920   -5.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0316    1.2503   -4.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2395    1.5814   -2.8017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1369    2.3039   -0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9932    1.2854    2.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7373    2.1045    1.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1755   -2.2758    4.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4432   -2.3055    3.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0491   -1.4582    2.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8678   -0.8989    0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4939   -1.8709    0.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1718   -0.6538    1.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1675    3.7425   -0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8645    3.2809   -2.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3669    2.4975   -1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8289    1.7931    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773   -0.9633    1.4037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5418   -1.9918    1.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4391   -3.3604    0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1894   -3.3663    0.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
  6 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 23  3  1  0
 21  8  1  0
 21 12  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
 10 33  1  0
 11 34  1  0
 13 35  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 22 43  1  0
 25 44  1  0
 25 45  1  0
 25 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Mesotina	Kegg
Chlorhydrate de papaverine	HMDB
Papavarine chlorhydrate	HMDB
Papaverin	HMDB
Papaverine chlorohydrate	HMDB
Papaverine monohydrochloride	HMDB
Papaverinium chloride	HMDB
Cerespan	MeSH, HMDB
Hydrochloride, papaverine	MeSH, HMDB
Pavatym	MeSH, HMDB
Pavabid	MeSH, HMDB
Papaverine hydrochloride	MeSH, HMDB

Chemical Formula

C₂₀H₂₁NO₄

Average Molecular Weight

339.385

Monoisotopic Molecular Weight

339.147058165

IUPAC Name

1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline

Traditional Name

papaverine

CAS Registry Number

61-25-6

SMILES

COC1=C(OC)C=C(CC2=NC=CC3=CC(OC)=C(OC)C=C23)C=C1

InChI Identifier

InChI=1S/C20H21NO4/c1-22-17-6-5-13(10-18(17)23-2)9-16-15-12-20(25-4)19(24-3)11-14(15)7-8-21-16/h5-8,10-12H,9H2,1-4H3

InChI Key

XQYZDYMELSJDRZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Benzylisoquinolines

Direct Parent

Benzylisoquinolines

Alternative Parents

Substituents

Benzylisoquinoline
O-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
Monocyclic benzene moiety
Pyridine
Benzenoid
Heteroaromatic compound
Ether
Azacycle
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzylisoquinoline alkaloid (CHEBI:28241 )
dimethoxybenzene (CHEBI:28241 )
isoquinolines (CHEBI:28241 )
Isoquinoline alkaloids (C06533 )

Ontology

Physiological effect

Organoleptic effect

Taste

Bitter

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0015245)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0015245)

Source

Exogenous

Exogenous (HMDB: HMDB0015245)

Food

Food (HMDB: HMDB0015245)

Herb and spice

Spice

Opium poppy (FooDB: FOOD00438)

Endogenous

Plant

Plant (HMDB: HMDB0015245)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0015245)

Biological role

Vasorelaxant (HMDB: HMDB0015245)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.013 g/L	Not Available
LogP	3	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	185.3	30932474
[M+H]+	Not Available	185.843	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000948

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.013 g/L	ALOGPS
logP	4.19	ALOGPS
logP	3.08	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	6.03	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	49.81 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	95.52 m³·mol⁻¹	ChemAxon
Polarizability	36.57 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	182.147	31661259
DarkChem	[M-H]-	185.848	31661259
DeepCCS	[M-2H]-	218.627	30932474
DeepCCS	[M+Na]+	194.781	30932474
AllCCS	[M+H]+	182.4	32859911
AllCCS	[M+H-H2O]+	179.1	32859911
AllCCS	[M+NH4]+	185.4	32859911
AllCCS	[M+Na]+	186.3	32859911
AllCCS	[M-H]-	187.2	32859911
AllCCS	[M+Na-2H]-	187.1	32859911
AllCCS	[M+HCOO]-	187.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.02 minutes	32390414
Predicted by Siyang on May 30, 2022	11.2508 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.48 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	30.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2148.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	215.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	167.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	180.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	102.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	396.5 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	427.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	115.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	862.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	404.9 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	1413.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	274.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	340.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	339.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	321.1 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	11.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Papaverine	COC1=C(OC)C=C(CC2=NC=CC3=CC(OC)=C(OC)C=C23)C=C1	3773.9	Standard polar	33892256
Papaverine	COC1=C(OC)C=C(CC2=NC=CC3=CC(OC)=C(OC)C=C23)C=C1	2878.8	Standard non polar	33892256
Papaverine	COC1=C(OC)C=C(CC2=NC=CC3=CC(OC)=C(OC)C=C23)C=C1	2790.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Papaverine EI-B (Non-derivatized)	splash10-0079-4569000000-42d74df972bf1280fb29	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Papaverine EI-B (Non-derivatized)	splash10-0079-4569000000-42d74df972bf1280fb29	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Papaverine GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fs-0279000000-6a8c8886127d693c8567	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Papaverine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine LC-ESI-QTOF , positive-QTOF	splash10-0006-0009000000-376bdab66f9ada8143f2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine LC-ESI-QTOF , positive-QTOF	splash10-0f6x-0049000000-fbf8945b1b40a8e629ff	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine LC-ESI-QTOF , positive-QTOF	splash10-00di-0779000000-37837168aff5cb2db6db	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine , positive-QTOF	splash10-0006-0019000000-175d5d7601656bade9be	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine , positive-QTOF	splash10-00dl-0569000000-1f7e7c97dcea64bf274a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine 10V, Positive-QTOF	splash10-0006-0029000000-453bc4f2053e78c8ce45	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine 6V, Positive-QTOF	splash10-0ac0-0941000000-5b8b44adc1288a93aee5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine 50V, Positive-QTOF	splash10-0ac0-0951000000-bb231dbbbd59dcf69c8f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine 6V, Positive-QTOF	splash10-0006-0029000000-8bc67120d4b4d28737dc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine 6V, Positive-QTOF	splash10-0fk9-0279000000-6ce87da6708962b5e939	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine 30V, Positive-QTOF	splash10-0fk9-0279000000-c73bc5d2d851aa9cafe7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine 10V, Positive-QTOF	splash10-0006-0009000000-f4615816604a967ae786	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine 50V, Positive-QTOF	splash10-0ab9-0951000000-c9eb047b22f953796620	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine 20V, Positive-QTOF	splash10-0f6x-0049000000-fbf8945b1b40a8e629ff	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine 10V, Positive-QTOF	splash10-0006-0009000000-a69cf627410b83b67bd3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine 40V, Positive-QTOF	splash10-00di-0779000000-37837168aff5cb2db6db	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine 35V, Positive-QTOF	splash10-0fdo-0249000000-cee8c55509567c9c6d6c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine 10V, Positive-QTOF	splash10-0006-0029000000-70b62b3d039f4e99bf22	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Papaverine 30V, Positive-QTOF	splash10-0fk9-0379000000-7a3c6f8ee88d8001e5be	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Papaverine 10V, Positive-QTOF	splash10-0006-0009000000-5adf8eed4c99ef024ca8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Papaverine 20V, Positive-QTOF	splash10-0006-0009000000-90f688022df6ca82e68d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Papaverine 40V, Positive-QTOF	splash10-0f6x-0092000000-d2012c62f8a18f28d8e0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Papaverine 10V, Negative-QTOF	splash10-000i-0009000000-14a648b12b81f2d898df	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Papaverine 20V, Negative-QTOF	splash10-000i-0019000000-3f207d6944b0d0c476ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Papaverine 40V, Negative-QTOF	splash10-0gbc-0090000000-218cfc775f1db8beaf69	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01113	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01113	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01113

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Papaverine

METLIN ID

Not Available

PubChem Compound

4680

PDB ID

Not Available

ChEBI ID

28241

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

Tang Y, Luan J, Zhang X: Accelerating tissue expansion by application of topical papaverine cream. Plast Reconstr Surg. 2004 Oct;114(5):1166-9. [PubMed:15457029 ]
Takeuchi K, Sakamoto S, Nagayoshi Y, Nishizawa H, Matsubara J: Reactivity of the human internal thoracic artery to vasodilators in coronary artery bypass grafting. Eur J Cardiothorac Surg. 2004 Nov;26(5):956-9. [PubMed:15519189 ]
Liu JK, Couldwell WT: Intra-arterial papaverine infusions for the treatment of cerebral vasospasm induced by aneurysmal subarachnoid hemorrhage. Neurocrit Care. 2005;2(2):124-32. [PubMed:16159054 ]

Enzymes

Enzyme Details

1. cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A

General function:: Involved in catalytic activity
Specific function:: Plays a role in signal transduction by regulating the intracellular concentration of cyclic nucleotides. Can hydrolyze both cAMP and cGMP, but has higher affinity for cAMP and is more efficient with cAMP as substrate.
Gene Name:: PDE10A
Uniprot ID:: Q9Y233
Molecular weight:: 89388.7

References

Weber M, Breier M, Ko D, Thangaraj N, Marzan DE, Swerdlow NR: Evaluating the antipsychotic profile of the preferential PDE10A inhibitor, papaverine. Psychopharmacology (Berl). 2009 May;203(4):723-35. doi: 10.1007/s00213-008-1419-x. Epub 2008 Dec 9. [PubMed:19066855 ]

Enzyme Details

2. cAMP-specific 3',5'-cyclic phosphodiesterase 4B

General function:: Involved in catalytic activity
Specific function:: Hydrolyzes the second messenger cAMP, which is a key regulator of many important physiological processes. May be involved in mediating central nervous system effects of therapeutic agents ranging from antidepressants to antiasthmatic and anti-inflammatory agents.
Gene Name:: PDE4B
Uniprot ID:: Q07343
Molecular weight:: 64351.765

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Xin ZC, Kim EK, Lin CS, Liu WJ, Tian L, Yuan YM, Fu J: Effects of icariin on cGMP-specific PDE5 and cAMP-specific PDE4 activities. Asian J Androl. 2003 Mar;5(1):15-8. [PubMed:12646997 ]
Zhu S, Gan Z, Li Z, Liu Y, Yang X, Deng P, Xie Y, Yu M, Liao H, Zhao Y, Zhao L, Liao F: The measurement of cyclic nucleotide phosphodiesterase 4 activities via the quantification of inorganic phosphate with malachite green. Anal Chim Acta. 2009 Mar 16;636(1):105-10. doi: 10.1016/j.aca.2009.01.035. Epub 2009 Jan 22. [PubMed:19231363 ]

Showing metabocard for Papaverine (HMDB0015245)

MOL for HMDB0015245 (Papaverine)

3D MOL for HMDB0015245 (Papaverine)

3D SDF for HMDB0015245 (Papaverine)

3D-SDF for HMDB0015245 (Papaverine)

PDB for HMDB0015245 (Papaverine)

3D PDB for HMDB0015245 (Papaverine)

SMILES for HMDB0015245 (Papaverine)

INCHI for HMDB0015245 (Papaverine)

Structure for HMDB0015245 (Papaverine)

3D Structure for HMDB0015245 (Papaverine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References