Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 20:47:35 UTC

Update Date

2021-09-26 22:50:39 UTC

HMDB ID

HMDB0243543

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(+)-Pentazocine

Description

(+)-Pentazocine, also known as fortral or lexir, 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. Based on a literature review a significant number of articles have been published on (+)-Pentazocine. This compound has been identified in human blood as reported by (PMID: 31557052 ). (+)-pentazocine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (+)-Pentazocine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0243543
     RDKit          3D
(+)-Pentazocine
 48 50  0  0  0  0  0  0  0  0999 V2000
    4.8184    0.0074   -0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2594    0.3658    0.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1076    1.2788    1.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0825   -0.0895    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3060   -0.9695   -0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0249   -0.5423   -0.4104 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3396   -1.4468   -1.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1340   -1.3996   -1.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7801   -0.9118    0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7615   -1.9284    0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5170    0.3368   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8818    0.3474   -0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5402    1.5258   -0.7559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9217    1.5633   -0.8888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7647    2.6675   -0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3957    2.6560   -0.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7477    1.4609   -0.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2644    1.4529   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779    0.3049    0.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8166   -0.5283    1.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2244   -1.6651    1.8392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9361   -1.1039   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7629    0.5284   -1.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0556    0.3499   -1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2869    2.1779    0.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0830    0.7548    1.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6198    1.4882    2.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7727    0.2311    1.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -1.1708   -0.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1717   -1.9550    0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6950   -1.2675   -2.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7091   -2.4945   -1.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5104   -2.4522   -1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109   -0.8459   -2.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4432   -1.4285    1.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3156   -2.3687   -0.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2354   -2.7707    1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4956   -0.5443   -0.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3552    2.4440   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3206    3.5844   -1.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8347    3.5708   -0.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0047    2.4022    0.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2278    1.5139   -1.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8879    0.6715    1.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3632    0.1161    1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7214   -1.3487    2.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8772   -2.0102    2.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0376   -2.5586    1.2408 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  0
  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  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
M  END


  Mrv1652309102122472D          

 21 23  0  0  0  0            999 V2000
    2.2581    0.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4717    0.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8760   -0.3738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6989   -0.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2389    0.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1797    1.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5561    1.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7332    1.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1931    0.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2523    0.1662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4853   -0.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1741    0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1254    1.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8142    1.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3878    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163    2.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8628    1.5946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6050    1.2344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6642    0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9811   -0.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2881    1.6971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  7 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  5 20  1  0  0  0  0
 18 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243543

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C2CC3=C(C=C(O)C=C3)C1(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

> <INCHI_KEY>
VOKSWYLNZZRQPF-UHFFFAOYSA-N

> <FORMULA>
C19H27NO

> <MOLECULAR_WEIGHT>
285.431

> <EXACT_MASS>
285.209264493

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
33.740267061160225

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,13-dimethyl-10-(3-methylbut-2-en-1-yl)-10-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,5-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>
10.42161974255917

> <JCHEM_PKA_STRONGEST_BASIC>
9.570601535132962

> <JCHEM_POLAR_SURFACE_AREA>
23.47

> <JCHEM_REFRACTIVITY>
89.79930000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,13-dimethyl-10-(3-methylbut-2-en-1-yl)-10-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,5-trien-4-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0243543
     RDKit          3D
(+)-Pentazocine
 48 50  0  0  0  0  0  0  0  0999 V2000
    4.8184    0.0074   -0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2594    0.3658    0.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1076    1.2788    1.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0825   -0.0895    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3060   -0.9695   -0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0249   -0.5423   -0.4104 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3396   -1.4468   -1.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1340   -1.3996   -1.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7801   -0.9118    0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7615   -1.9284    0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5170    0.3368   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8818    0.3474   -0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5402    1.5258   -0.7559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9217    1.5633   -0.8888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7647    2.6675   -0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3957    2.6560   -0.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7477    1.4609   -0.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2644    1.4529   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779    0.3049    0.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8166   -0.5283    1.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2244   -1.6651    1.8392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9361   -1.1039   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7629    0.5284   -1.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0556    0.3499   -1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2869    2.1779    0.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0830    0.7548    1.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6198    1.4882    2.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7727    0.2311    1.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -1.1708   -0.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1717   -1.9550    0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6950   -1.2675   -2.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7091   -2.4945   -1.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5104   -2.4522   -1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109   -0.8459   -2.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4432   -1.4285    1.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3156   -2.3687   -0.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2354   -2.7707    1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4956   -0.5443   -0.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3552    2.4440   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3206    3.5844   -1.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8347    3.5708   -0.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0047    2.4022    0.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2278    1.5139   -1.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8879    0.6715    1.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3632    0.1161    1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7214   -1.3487    2.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8772   -2.0102    2.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0376   -2.5586    1.2408 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  0
  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  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       4.215   1.519   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.747   1.053   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.635  -0.698   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.171  -0.587   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.179   0.577   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.069   2.113   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.905   3.121   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.369   3.011   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.361   1.846   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.471   0.310   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.906  -0.380   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.192   0.468   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.101   2.005   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.387   2.853   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.724   2.695   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.390   4.582   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.344   2.977   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.729   2.304   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.840   0.768   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.565  -0.096   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.004   3.168   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   17                                                  
CONECT    7    6    2    8   16                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    7                                                            
CONECT   17    6   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19    5                                                       
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0243543
HETATM    1  C1  UNL     1       4.818   0.007  -0.898  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.259   0.366   0.436  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.108   1.279   1.289  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.082  -0.089   0.856  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.306  -0.969  -0.011  1.00  0.00           C  
HETATM    6  N1  UNL     1       1.025  -0.542  -0.410  1.00  0.00           N  
HETATM    7  C6  UNL     1       0.340  -1.447  -1.244  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.134  -1.400  -1.251  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.780  -0.912   0.004  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.761  -1.928   0.578  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.517   0.337  -0.325  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.882   0.347  -0.451  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.540   1.526  -0.756  1.00  0.00           C  
HETATM   14  O1  UNL     1      -5.922   1.563  -0.889  1.00  0.00           O  
HETATM   15  C13 UNL     1      -3.765   2.668  -0.923  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.396   2.656  -0.797  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.748   1.461  -0.490  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.264   1.453  -0.356  1.00  0.00           C  
HETATM   19  C17 UNL     1       0.278   0.305   0.431  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.817  -0.528   1.090  1.00  0.00           C  
HETATM   21  C19 UNL     1      -0.224  -1.665   1.839  1.00  0.00           C  
HETATM   22  H1  UNL     1       4.936  -1.104  -0.920  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.763   0.528  -1.091  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.056   0.350  -1.657  1.00  0.00           H  
HETATM   25  H4  UNL     1       5.287   2.178   0.679  1.00  0.00           H  
HETATM   26  H5  UNL     1       6.083   0.755   1.396  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.620   1.488   2.259  1.00  0.00           H  
HETATM   28  H7  UNL     1       2.773   0.231   1.844  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.898  -1.171  -0.951  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.172  -1.955   0.530  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.695  -1.268  -2.303  1.00  0.00           H  
HETATM   32  H11 UNL     1       0.709  -2.494  -1.035  1.00  0.00           H  
HETATM   33  H12 UNL     1      -1.510  -2.452  -1.423  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.511  -0.846  -2.162  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.443  -1.429   1.284  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.316  -2.369  -0.290  1.00  0.00           H  
HETATM   37  H16 UNL     1      -2.235  -2.771   1.058  1.00  0.00           H  
HETATM   38  H17 UNL     1      -4.496  -0.544  -0.321  1.00  0.00           H  
HETATM   39  H18 UNL     1      -6.355   2.444  -1.112  1.00  0.00           H  
HETATM   40  H19 UNL     1      -4.321   3.584  -1.165  1.00  0.00           H  
HETATM   41  H20 UNL     1      -1.835   3.571  -0.937  1.00  0.00           H  
HETATM   42  H21 UNL     1       0.005   2.402   0.153  1.00  0.00           H  
HETATM   43  H22 UNL     1       0.228   1.514  -1.369  1.00  0.00           H  
HETATM   44  H23 UNL     1       0.888   0.671   1.284  1.00  0.00           H  
HETATM   45  H24 UNL     1      -1.363   0.116   1.822  1.00  0.00           H  
HETATM   46  H25 UNL     1       0.721  -1.349   2.337  1.00  0.00           H  
HETATM   47  H26 UNL     1      -0.877  -2.010   2.694  1.00  0.00           H  
HETATM   48  H27 UNL     1      -0.038  -2.559   1.241  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

HMDB0243543
     RDKit          3D
(+)-Pentazocine
 48 50  0  0  0  0  0  0  0  0999 V2000
    4.8184    0.0074   -0.8976 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2594    0.3658    0.4361 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1076    1.2788    1.2889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0825   -0.0895    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3060   -0.9695   -0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0249   -0.5423   -0.4104 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3396   -1.4468   -1.2441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1340   -1.3996   -1.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7801   -0.9118    0.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7615   -1.9284    0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5170    0.3368   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8818    0.3474   -0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5402    1.5258   -0.7559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9217    1.5633   -0.8888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7647    2.6675   -0.9235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3957    2.6560   -0.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7477    1.4609   -0.4896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2644    1.4529   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779    0.3049    0.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8166   -0.5283    1.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2244   -1.6651    1.8392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9361   -1.1039   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7629    0.5284   -1.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0556    0.3499   -1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2869    2.1779    0.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0830    0.7548    1.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6198    1.4882    2.2588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7727    0.2311    1.8444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -1.1708   -0.9506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1717   -1.9550    0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6950   -1.2675   -2.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7091   -2.4945   -1.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5104   -2.4522   -1.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109   -0.8459   -2.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4432   -1.4285    1.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3156   -2.3687   -0.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2354   -2.7707    1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4956   -0.5443   -0.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3552    2.4440   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3206    3.5844   -1.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8347    3.5708   -0.9368 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0047    2.4022    0.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2278    1.5139   -1.3690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8879    0.6715    1.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3632    0.1161    1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7214   -1.3487    2.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8772   -2.0102    2.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0376   -2.5586    1.2408 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  0
  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  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Fortral	HMDB
Hydrochloride, pentazocine	HMDB
Lactate, pentazocine	HMDB
Lexir	HMDB
Pentazocine	HMDB
Pentazocine hydrochloride	HMDB
Pentazocine lactate	HMDB

Chemical Formula

C₁₉H₂₇NO

Average Molecular Weight

285.431

Monoisotopic Molecular Weight

285.209264493

IUPAC Name

1,13-dimethyl-10-(3-methylbut-2-en-1-yl)-10-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,5-trien-4-ol

Traditional Name

1,13-dimethyl-10-(3-methylbut-2-en-1-yl)-10-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,5-trien-4-ol

CAS Registry Number

Not Available

SMILES

CC1C2CC3=C(C=C(O)C=C3)C1(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

InChI Key

VOKSWYLNZZRQPF-UHFFFAOYSA-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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0243543)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.44	ALOGPS
logP	3.89	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	10.42	ChemAxon
pKa (Strongest Basic)	9.57	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	33.74 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
DeepCCS	[M+H]+	173.486	30932474
DeepCCS	[M-H]-	171.128	30932474
DeepCCS	[M-2H]-	204.386	30932474
DeepCCS	[M+Na]+	179.613	30932474
AllCCS	[M+H]+	171.6	32859911
AllCCS	[M+H-H2O]+	168.4	32859911
AllCCS	[M+NH4]+	174.6	32859911
AllCCS	[M+Na]+	175.5	32859911
AllCCS	[M-H]-	178.9	32859911
AllCCS	[M+Na-2H]-	178.9	32859911
AllCCS	[M+HCOO]-	178.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(+)-Pentazocine	CC1C2CC3=C(C=C(O)C=C3)C1(C)CCN2CC=C(C)C	3402.4	Standard polar	33892256
(+)-Pentazocine	CC1C2CC3=C(C=C(O)C=C3)C1(C)CCN2CC=C(C)C	2304.4	Standard non polar	33892256
(+)-Pentazocine	CC1C2CC3=C(C=C(O)C=C3)C1(C)CCN2CC=C(C)C	2289.0	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-cdeaa3483e4960294eea	2021-09-23	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
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Pentazocine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Pentazocine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pentazocine 10V, Positive-QTOF	splash10-000i-0090000000-d8b868dd7ee8288c688e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pentazocine 20V, Positive-QTOF	splash10-00kr-0090000000-cc7746a57501b760712b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pentazocine 40V, Positive-QTOF	splash10-0006-9100000000-6d55598f9401c6ee7e64	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pentazocine 10V, Negative-QTOF	splash10-001i-0090000000-c2113612e96dcf956da5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pentazocine 20V, Negative-QTOF	splash10-001i-1090000000-85f9f3b59ab5b6ed8ec1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Pentazocine 40V, Negative-QTOF	splash10-0uxr-0390000000-469be370c5a5fdd7637f	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4574

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4736

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (+)-Pentazocine (HMDB0243543)

MOL for HMDB0243543 ((+)-Pentazocine)

3D MOL for HMDB0243543 ((+)-Pentazocine)

3D SDF for HMDB0243543 ((+)-Pentazocine)

3D-SDF for HMDB0243543 ((+)-Pentazocine)

PDB for HMDB0243543 ((+)-Pentazocine)

3D PDB for HMDB0243543 ((+)-Pentazocine)

SMILES for HMDB0243543 ((+)-Pentazocine)

INCHI for HMDB0243543 ((+)-Pentazocine)

Structure for HMDB0243543 ((+)-Pentazocine)

3D Structure for HMDB0243543 ((+)-Pentazocine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra