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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:44 UTC

HMDB ID

HMDB0014790

Secondary Accession Numbers

HMDB14790

Metabolite Identification

Common Name

Pentazocine

Description

Pentazocine, also known as fortral or talwin, belongs to the class of organic compounds known as 2,6-dimethyl-3-benzazocines. These are aromatic compounds containing a 6,7-benzomorphan skeleton, which is substituted by methyl group at the 2- and 6-positions. Pentazocine is a drug which is used for the relief of moderate to severe pain. The petition was filed by Joseph L. Fink III, a pharmacist and law student at Georgetown University Law Center as part of the course Lawyering in the Public Interest. Pentazocine is a very strong basic compound (based on its pKa). Pentazocine is used primarily to treat pain, although its analgesic effects are subject to a ceiling effect. In humans, pentazocine is involved in pentazocine action pathway. In addition, animal studies have demonstrated that Pentazocine is tolerated less well subcutaneously than intramuscularly. Pentazocine is a potentially toxic compound. U.S. testing was conducted between 1961 and 1967.

Structure

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

HMDB0014790
     RDKit          3D
Pentazocine
 48 50  0  0  0  0  0  0  0  0999 V2000
    5.7641   -0.7131   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5314    0.0562    0.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4105    1.4110   -0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5426   -0.4237    0.8682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2965    0.3560    1.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1277   -0.2570    0.6484 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6203   -1.4080    1.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903   -1.4220    1.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751   -1.1290    0.0864 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3879   -2.3155   -0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4860    0.0267    0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8613   -0.1108    0.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7019    0.9747    0.5441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0960    0.8381    0.6222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0977    2.2153    0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7305    2.3569    0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9038    1.2671    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421    1.4953    0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3108    0.3773   -0.3104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5643   -0.6895   -0.9334 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1965   -0.2290   -2.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6968   -0.1267    0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7873   -1.1492   -1.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8493   -1.5612    0.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3238    1.6712   -1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2425    2.1937    0.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5779    1.3695   -1.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6409   -1.3974    1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2396    0.6733    2.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4158    1.3383    0.5544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0333   -1.5771    2.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8966   -2.3045    0.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1388   -0.6804    2.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1779   -2.4171    1.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0050   -2.6529    0.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7185   -3.1603   -0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0446   -2.0635   -1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3131   -1.0907    0.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6684    0.8824   -0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7380    3.0716    0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2868    3.3616    0.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1004    1.6830    1.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2761    2.4646   -0.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9813    0.8190   -1.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0887   -1.5552   -1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9037    0.5886   -2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3807    0.0653   -2.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6924   -1.1225   -2.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  6
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19  6  1  0
 20  9  1  0
 17 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  6
 20 45  1  6
 21 46  1  0
 21 47  1  0
 21 48  1  0
M  END

 
  Mrv0541 02231214522D          
 
 21 23  0  0  1  0            999 V2000
   17.5264  -10.4991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.5264   -9.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2793  -10.9174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.8572  -10.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2793  -10.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8572   -9.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2793   -9.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9486  -10.4991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.6179  -10.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8572   -8.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9486   -9.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2793   -8.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6179  -10.9174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5682   -8.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1879   -8.1149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4545  -10.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9146  -11.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2793  -11.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7512  -11.6703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1695  -12.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1695  -10.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  1  0  0  0
  2  6  2  0  0  0  0
  2  7  1  0  0  0  0
  3  8  1  0  0  0  0
  5  9  1  0  0  0  0
  6 10  1  0  0  0  0
  7 11  1  0  0  0  0
  7 12  2  0  0  0  0
  8 13  1  1  0  0  0
 10 14  2  0  0  0  0
 10 15  1  0  0  0  0
  8 11  1  0  0  0  0
  9 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
  3 18  1  6  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014790

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H]1[C@H]2CC3=CC=C(O)C=C3[C@]1(C)CCN2CC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C19H27NO/c1-13(2)7-9-20-10-8-19(4)14(3)18(20)11-15-5-6-16(21)12-17(15)19/h5-7,12,14,18,21H,8-11H2,1-4H3/t14-,18+,19+/m0/s1

> <INCHI_KEY>
VOKSWYLNZZRQPF-GDIGMMSISA-N

> <FORMULA>
C19H27NO

> <MOLECULAR_WEIGHT>
285.4238

> <EXACT_MASS>
285.209264491

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
33.86191659961722

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,9R,13R)-1,13-dimethyl-10-(3-methylbut-2-en-1-yl)-10-azatricyclo[7.3.1.0²,⁷]trideca-2,4,6-trien-4-ol

> <ALOGPS_LOGP>
4.44

> <JCHEM_LOGP>
3.8936200460770922

> <ALOGPS_LOGS>
-3.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.590926857289439

> <JCHEM_PKA_STRONGEST_BASIC>
12.401294420402692

> <JCHEM_POLAR_SURFACE_AREA>
23.47

> <JCHEM_REFRACTIVITY>
89.7993

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pentazocine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014790
     RDKit          3D
Pentazocine
 48 50  0  0  0  0  0  0  0  0999 V2000
    5.7641   -0.7131   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5314    0.0562    0.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4105    1.4110   -0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5426   -0.4237    0.8682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2965    0.3560    1.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1277   -0.2570    0.6484 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6203   -1.4080    1.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903   -1.4220    1.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751   -1.1290    0.0864 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3879   -2.3155   -0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4860    0.0267    0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8613   -0.1108    0.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7019    0.9747    0.5441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0960    0.8381    0.6222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0977    2.2153    0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7305    2.3569    0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9038    1.2671    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421    1.4953    0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3108    0.3773   -0.3104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5643   -0.6895   -0.9334 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1965   -0.2290   -2.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6968   -0.1267    0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7873   -1.1492   -1.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8493   -1.5612    0.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3238    1.6712   -1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2425    2.1937    0.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5779    1.3695   -1.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6409   -1.3974    1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2396    0.6733    2.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4158    1.3383    0.5544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0333   -1.5771    2.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8966   -2.3045    0.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1388   -0.6804    2.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1779   -2.4171    1.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0050   -2.6529    0.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7185   -3.1603   -0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0446   -2.0635   -1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3131   -1.0907    0.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6684    0.8824   -0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7380    3.0716    0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2868    3.3616    0.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1004    1.6830    1.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2761    2.4646   -0.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9813    0.8190   -1.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0887   -1.5552   -1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9037    0.5886   -2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3807    0.0653   -2.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6924   -1.1225   -2.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  6
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19  6  1  0
 20  9  1  0
 17 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  6
 20 45  1  6
 21 46  1  0
 21 47  1  0
 21 48  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      32.716 -19.598   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      32.716 -18.115   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      34.121 -20.379   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.467 -20.301   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      34.121 -18.896   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      31.467 -17.412   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      34.121 -17.412   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      35.371 -19.598   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      36.620 -18.896   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      31.467 -15.928   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      35.371 -18.193   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      34.121 -15.928   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      36.620 -20.379   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      32.794 -15.148   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      30.217 -15.148   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      38.182 -20.379   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      39.041 -21.785   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.121 -22.019   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      40.602 -21.785   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      41.383 -23.190   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      41.383 -20.379   0.000  0.00  0.00           C+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6    7                                                  
CONECT    3    1    8   18                                                  
CONECT    4    1                                                            
CONECT    5    1    9                                                       
CONECT    6    2   10                                                       
CONECT    7    2   11   12                                                  
CONECT    8    3   13   11                                                  
CONECT    9    5   13                                                       
CONECT   10    6   14   15                                                  
CONECT   11    7    8                                                       
CONECT   12    7   14                                                       
CONECT   13    8    9   16                                                  
CONECT   14   10   12                                                       
CONECT   15   10                                                            
CONECT   16   13   17                                                       
CONECT   17   16   19                                                       
CONECT   18    3                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0014790
HETATM    1  C1  UNL     1       5.764  -0.713  -0.101  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.531   0.056   0.131  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.411   1.411  -0.493  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.543  -0.424   0.868  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.296   0.356   1.099  1.00  0.00           C  
HETATM    6  N1  UNL     1       1.128  -0.257   0.648  1.00  0.00           N  
HETATM    7  C6  UNL     1       0.620  -1.408   1.265  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.890  -1.422   1.389  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.575  -1.129   0.086  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.388  -2.315  -0.359  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.486   0.027   0.286  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.861  -0.111   0.364  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.702   0.975   0.544  1.00  0.00           C  
HETATM   14  O1  UNL     1      -6.096   0.838   0.622  1.00  0.00           O  
HETATM   15  C13 UNL     1      -4.098   2.215   0.645  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.731   2.357   0.569  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.904   1.267   0.388  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.442   1.495   0.306  1.00  0.00           C  
HETATM   19  C17 UNL     1       0.311   0.377  -0.310  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.564  -0.690  -0.933  1.00  0.00           C  
HETATM   21  C19 UNL     1      -1.197  -0.229  -2.218  1.00  0.00           C  
HETATM   22  H1  UNL     1       6.697  -0.127   0.005  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.787  -1.149  -1.141  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.849  -1.561   0.621  1.00  0.00           H  
HETATM   25  H4  UNL     1       5.324   1.671  -1.050  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.242   2.194   0.276  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.578   1.369  -1.246  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.641  -1.397   1.309  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.240   0.673   2.188  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.416   1.338   0.554  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.033  -1.577   2.278  1.00  0.00           H  
HETATM   32  H11 UNL     1       0.897  -2.305   0.655  1.00  0.00           H  
HETATM   33  H12 UNL     1      -1.139  -0.680   2.179  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.178  -2.417   1.774  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.005  -2.653   0.500  1.00  0.00           H  
HETATM   36  H15 UNL     1      -1.718  -3.160  -0.682  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.045  -2.064  -1.201  1.00  0.00           H  
HETATM   38  H17 UNL     1      -4.313  -1.091   0.280  1.00  0.00           H  
HETATM   39  H18 UNL     1      -6.668   0.882  -0.215  1.00  0.00           H  
HETATM   40  H19 UNL     1      -4.738   3.072   0.785  1.00  0.00           H  
HETATM   41  H20 UNL     1      -2.287   3.362   0.653  1.00  0.00           H  
HETATM   42  H21 UNL     1      -0.100   1.683   1.365  1.00  0.00           H  
HETATM   43  H22 UNL     1      -0.276   2.465  -0.219  1.00  0.00           H  
HETATM   44  H23 UNL     1       0.981   0.819  -1.109  1.00  0.00           H  
HETATM   45  H24 UNL     1       0.089  -1.555  -1.165  1.00  0.00           H  
HETATM   46  H25 UNL     1      -1.904   0.589  -2.086  1.00  0.00           H  
HETATM   47  H26 UNL     1      -0.381   0.065  -2.898  1.00  0.00           H  
HETATM   48  H27 UNL     1      -1.692  -1.122  -2.675  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4    4
CONECT    3   25   26   27
CONECT    4    5   28
CONECT    5    6   29   30
CONECT    6    7   19
CONECT    7    8   31   32
CONECT    8    9   33   34
CONECT    9   10   11   20
CONECT   10   35   36   37
CONECT   11   12   12   17
CONECT   12   13   38
CONECT   13   14   15   15
CONECT   14   39
CONECT   15   16   40
CONECT   16   17   17   41
CONECT   17   18
CONECT   18   19   42   43
CONECT   19   20   44
CONECT   20   21   45
CONECT   21   46   47   48
END

HMDB0014790
     RDKit          3D
Pentazocine
 48 50  0  0  0  0  0  0  0  0999 V2000
    5.7641   -0.7131   -0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5314    0.0562    0.1305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4105    1.4110   -0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5426   -0.4237    0.8682 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2965    0.3560    1.0993 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1277   -0.2570    0.6484 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6203   -1.4080    1.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8903   -1.4220    1.3885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5751   -1.1290    0.0864 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3879   -2.3155   -0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4860    0.0267    0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8613   -0.1108    0.3641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7019    0.9747    0.5441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0960    0.8381    0.6222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0977    2.2153    0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7305    2.3569    0.5692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9038    1.2671    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421    1.4953    0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3108    0.3773   -0.3104 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5643   -0.6895   -0.9334 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1965   -0.2290   -2.2183 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6968   -0.1267    0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7873   -1.1492   -1.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8493   -1.5612    0.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3238    1.6712   -1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2425    2.1937    0.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5779    1.3695   -1.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6409   -1.3974    1.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2396    0.6733    2.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4158    1.3383    0.5544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0333   -1.5771    2.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8966   -2.3045    0.6546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1388   -0.6804    2.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1779   -2.4171    1.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0050   -2.6529    0.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7185   -3.1603   -0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0446   -2.0635   -1.2010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3131   -1.0907    0.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6684    0.8824   -0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7380    3.0716    0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2868    3.3616    0.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1004    1.6830    1.3646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2761    2.4646   -0.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9813    0.8190   -1.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0887   -1.5552   -1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9037    0.5886   -2.0865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3807    0.0653   -2.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6924   -1.1225   -2.6745 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  6
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19  6  1  0
 20  9  1  0
 17 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
 12 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 18 43  1  0
 19 44  1  6
 20 45  1  6
 21 46  1  0
 21 47  1  0
 21 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Fortral	Kegg
L-Pentazocine	HMDB
Pentazocaine	HMDB
Pentazocin	HMDB
Talwin	HMDB
Lexir	HMDB
Pentazocine lactate	HMDB
Hydrochloride, pentazocine	HMDB
Pentazocine hydrochloride	HMDB
Lactate, pentazocine	HMDB

Chemical Formula

C₁₉H₂₇NO

Average Molecular Weight

285.4238

Monoisotopic Molecular Weight

285.209264491

IUPAC Name

(1R,9R,13R)-1,13-dimethyl-10-(3-methylbut-2-en-1-yl)-10-azatricyclo[7.3.1.0²,⁷]trideca-2,4,6-trien-4-ol

Traditional Name

pentazocine

CAS Registry Number

359-83-1

SMILES

C[C@H]1[C@H]2CC3=CC=C(O)C=C3[C@]1(C)CCN2CC=C(C)C

InChI Identifier

InChI=1S/C19H27NO/c1-13(2)7-9-20-10-8-19(4)14(3)18(20)11-15-5-6-16(21)12-17(15)19/h5-7,12,14,18,21H,8-11H2,1-4H3/t14-,18+,19+/m0/s1

InChI Key

VOKSWYLNZZRQPF-GDIGMMSISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,6-dimethyl-3-benzazocines. These are aromatic compounds containing a 6,7-benzomorphan skeleton, which is substituted by methyl group at the 2- and 6-positions.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

6,7-benzomorphans

Sub Class

2,6-dimethyl-3-benzazocines

Direct Parent

2,6-dimethyl-3-benzazocines

Alternative Parents

Substituents

2,6-dimethyl-3-benzazocine
4-hydroxy-6,7-benzomorphan
Benzazocine
Tetralin
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Piperidine
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Organoheterocyclic compound
Azacycle
Organopnictogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzazocine (CHEBI:7982 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014790)

Source

Exogenous

Exogenous (HMDB: HMDB0014790)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Pentazocine Action Pathway (PathBank: SMP0000686)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	146.3 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.12 g/L	Not Available
LogP	3.7	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	173.5	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	4.44	ALOGPS
logP	3.89	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	7.59	ChemAxon
pKa (Strongest Basic)	12.4	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	23.47 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	89.8 m³·mol⁻¹	ChemAxon
Polarizability	33.86 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	169.421	31661259
DarkChem	[M-H]-	170.194	31661259
DeepCCS	[M+H]+	172.915	30932474
DeepCCS	[M-H]-	170.557	30932474
DeepCCS	[M-2H]-	205.015	30932474
DeepCCS	[M+Na]+	179.939	30932474
AllCCS	[M+H]+	171.3	32859911
AllCCS	[M+H-H2O]+	168.0	32859911
AllCCS	[M+NH4]+	174.3	32859911
AllCCS	[M+Na]+	175.1	32859911
AllCCS	[M-H]-	179.4	32859911
AllCCS	[M+Na-2H]-	179.4	32859911
AllCCS	[M+HCOO]-	179.5	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.	5.37 minutes	32390414
Predicted by Siyang on May 30, 2022	10.3977 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.42 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	37.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1552.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	178.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	162.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	146.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	81.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	377.4 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	357.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	120.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	808.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	389.6 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	897.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	237.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	283.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	227.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	322.7 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	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pentazocine	C[C@H]1[C@H]2CC3=CC=C(O)C=C3[C@]1(C)CCN2CC=C(C)C	3396.9	Standard polar	33892256
Pentazocine	C[C@H]1[C@H]2CC3=CC=C(O)C=C3[C@]1(C)CCN2CC=C(C)C	2344.8	Standard non polar	33892256
Pentazocine	C[C@H]1[C@H]2CC3=CC=C(O)C=C3[C@]1(C)CCN2CC=C(C)C	2285.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pentazocine,1TMS,isomer #1	CC(C)=CCN1CC[C@@]2(C)C3=CC(O[Si](C)(C)C)=CC=C3C[C@@H]1[C@@H]2C	2220.3	Semi standard non polar	33892256
Pentazocine,1TBDMS,isomer #1	CC(C)=CCN1CC[C@@]2(C)C3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C[C@@H]1[C@@H]2C	2465.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pentazocine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00xr-4490000000-a55a414896d563e7aa3d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pentazocine GC-MS (1 TMS) - 70eV, Positive	splash10-0006-6079000000-3fb9a9a9c86659fbbee2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pentazocine 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 - Pentazocine 35V, Positive-QTOF	splash10-014r-0390000000-31bc6b49bbe03cc8b27b	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentazocine 10V, Positive-QTOF	splash10-000i-1090000000-8390171314730328d23a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentazocine 20V, Positive-QTOF	splash10-014r-5190000000-093358a58c8c1faab502	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentazocine 40V, Positive-QTOF	splash10-014i-9220000000-2690544e141eb42e324b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentazocine 10V, Negative-QTOF	splash10-001i-0090000000-65f24c15362c36e119a9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentazocine 20V, Negative-QTOF	splash10-00lr-1090000000-5cba8a2f286ab0e94fc0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentazocine 40V, Negative-QTOF	splash10-0gb9-3290000000-8498666fd4d422f5b9f1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentazocine 10V, Positive-QTOF	splash10-000i-0090000000-6c52ebfcebbeb27c1aa2	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentazocine 20V, Positive-QTOF	splash10-00kr-0090000000-040bd3fa35cc831fbfac	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentazocine 40V, Positive-QTOF	splash10-0006-9100000000-000bbfae8da629b629a5	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentazocine 10V, Negative-QTOF	splash10-001i-0090000000-c2113612e96dcf956da5	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentazocine 20V, Negative-QTOF	splash10-001i-1090000000-c793d7bec665f34e1f13	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentazocine 40V, Negative-QTOF	splash10-0udi-0190000000-a21f5a18b58d692cf8c0	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Pentazocine Action Pathway		Not Available

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 DB00652	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00652	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00652

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

390041

KEGG Compound ID

C07421

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pentazocine

METLIN ID

Not Available

PubChem Compound

441278

PDB ID

Not Available

ChEBI ID

116117

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

Not Available

Enzymes

Enzyme Details

1. Mu-type opioid receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Inhibits neurotransmitter release by reducing calcium ion currents and increasing potassium ion conductance. Receptor for beta-endorphin
Gene Name:: OPRM1
Uniprot ID:: P35372
Molecular weight:: 44778.9

References

Levine JD, Gordon NC: Synergism between the analgesic actions of morphine and pentazocine. Pain. 1988 Jun;33(3):369-72. [PubMed:3419842 ]
Martin BR, Katzen JS, Woods JA, Tripathi HL, Harris LS, May EL: Stereoisomers of [3H]-N-allylnormetazocine bind to different sites in mouse brain. J Pharmacol Exp Ther. 1984 Dec;231(3):539-44. [PubMed:6094791 ]
Kamei J, Iwamoto Y, Misawa M, Nagase H, Kasuya Y: Effects of diabetes on the antinociceptive effect of (+/-)pentazocine in mice. Res Commun Chem Pathol Pharmacol. 1994 Apr;84(1):105-10. [PubMed:8042002 ]
Picker MJ, Benyas S, Horwitz JA, Thompson K, Mathewson C, Smith MA: Discriminative stimulus effects of butorphanol: influence of training dose on the substitution patterns produced by Mu, Kappa and Delta opioid agonists. J Pharmacol Exp Ther. 1996 Dec;279(3):1130-41. [PubMed:8968334 ]
Saha N, Datta H, Sharma PL: Effects of morphine, buprenorphine, pentazocine and nalorphine on acquisition and extinction of active avoidance responses in rats. Indian J Physiol Pharmacol. 1990 Jul;34(3):179-82. [PubMed:2286420 ]

Enzyme Details

2. Kappa-type opioid receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Inhibits neurotransmitter release by reducing calcium ion currents and increasing potassium ion conductance. Receptor for dynorphins. May play a role in arousal and regulation of autonomic and neuroendocrine functions
Gene Name:: OPRK1
Uniprot ID:: P41145
Molecular weight:: 42644.7

References

Chien CC, Pasternak GW: (-)-Pentazocine analgesia in mice: interactions with a sigma receptor system. Eur J Pharmacol. 1995 Dec 27;294(1):303-8. [PubMed:8788445 ]

Enzyme Details

3. Sigma non-opioid intracellular receptor 1

General function:: Involved in C-8 sterol isomerase activity
Specific function:: Functions in lipid transport from the endoplasmic reticulum and is involved in a wide array of cellular functions probably through regulation of the biogenesis of lipid microdomains at the plasma membrane. Involved in the regulation of different receptors it plays a role in BDNF signaling and EGF signaling. Also regulates ion channels like the potassium channel and could modulate neurotransmitter release. Plays a role in calcium signaling through modulation together with ANK2 of the ITP3R-dependent calcium efflux at the endoplasmic reticulum. Plays a role in several other cell functions including proliferation, survival and death. Originally identified for its ability to bind various psychoactive drugs it is involved in learning processes, memory and mood alteration
Gene Name:: SIGMAR1
Uniprot ID:: Q99720
Molecular weight:: 25127.5

References

Chien CC, Pasternak GW: (-)-Pentazocine analgesia in mice: interactions with a sigma receptor system. Eur J Pharmacol. 1995 Dec 27;294(1):303-8. [PubMed:8788445 ]
Colabufo NA, Contino M, Inglese C, Niso M, Perrone R, Roperto S, Roperto F: In vitro and ex vivo characterization of sigma-1 and sigma-2 receptors: agonists and antagonists in biological assays. Cent Nerv Syst Agents Med Chem. 2009 Sep;9(3):161-71. [PubMed:20021350 ]
Dun Y, Thangaraju M, Prasad P, Ganapathy V, Smith SB: Prevention of excitotoxicity in primary retinal ganglion cells by (+)-pentazocine, a sigma receptor-1 specific ligand. Invest Ophthalmol Vis Sci. 2007 Oct;48(10):4785-94. [PubMed:17898305 ]
Mamolo MG, Zampieri D, Zanette C, Florio C, Collina S, Urbano M, Azzolina O, Vio L: Substituted benzylaminoalkylindoles with preference for the sigma2 binding site. Eur J Med Chem. 2008 Oct;43(10):2073-81. Epub 2007 Sep 26. [PubMed:18069094 ]
Pal A, Hajipour AR, Fontanilla D, Ramachandran S, Chu UB, Mavlyutov T, Ruoho AE: Identification of regions of the sigma-1 receptor ligand binding site using a novel photoprobe. Mol Pharmacol. 2007 Oct;72(4):921-33. Epub 2007 Jul 10. [PubMed:17622576 ]

Showing metabocard for Pentazocine (HMDB0014790)

MOL for HMDB0014790 (Pentazocine)

3D MOL for HMDB0014790 (Pentazocine)

3D SDF for HMDB0014790 (Pentazocine)

3D-SDF for HMDB0014790 (Pentazocine)

PDB for HMDB0014790 (Pentazocine)

3D PDB for HMDB0014790 (Pentazocine)

SMILES for HMDB0014790 (Pentazocine)

INCHI for HMDB0014790 (Pentazocine)

Structure for HMDB0014790 (Pentazocine)

3D Structure for HMDB0014790 (Pentazocine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References