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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-09 16:16:31 UTC

Update Date

2021-09-14 15:41:38 UTC

HMDB ID

HMDB0061070

Secondary Accession Numbers

HMDB61070

Metabolite Identification

Common Name

norhydrocodone

Description

norhydrocodone belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. Based on a literature review very few articles have been published on norhydrocodone.

Structure

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

HMDB0061070
     RDKit          3D
norhydrocodone
 40 44  0  0  0  0  0  0  0  0999 V2000
    4.9236   -0.1462    1.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946   -0.5746    1.3152 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5278    0.0205    0.6615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7137    1.1066   -0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6461    1.6995   -0.8589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3624    1.2002   -0.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2594    0.1608    0.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2568   -0.4843    0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6912   -1.5178    1.6465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079   -1.8728    0.9164 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0269   -2.4788   -0.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6797   -3.4705   -0.2953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3615   -1.9411   -1.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7091   -1.3132   -1.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959   -0.4008   -0.5300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1090    1.0538   -0.9048 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8307    1.7296   -1.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6687    1.7701    0.2240 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7724    1.0044    1.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526    0.2315    1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0141   -0.5066    0.5838 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1901    0.1705    0.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1153    0.6809    1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5929   -0.9893    1.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7258    1.4912   -0.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7549    2.5390   -1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1744   -2.5061    1.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4134   -2.8175   -2.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4362   -1.2957   -2.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8633   -0.6930   -2.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4650   -2.1272   -1.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9942   -0.6909   -0.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7914    1.1651   -1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7229    1.7536   -2.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9600    2.8252   -1.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2698    2.7226    0.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    0.3982    1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9292    1.7489    2.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8662   -0.5339    2.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7710    0.8881    2.2615 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 21 20  1  1
  8  3  1  0
 21 10  1  0
 17  6  1  0
 21  7  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
 10 27  1  1
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  1
 16 33  1  6
 17 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
M  END

  Mrv0541 07091309162D          

 22 26  0  0  0  0            999 V2000
    3.9720    3.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3629    1.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8761    1.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5748    1.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6722    1.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3217    0.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2453    0.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5425    0.9361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8411    0.9625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4353    0.1772    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1305    2.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1563    2.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0261    1.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3142    2.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9474    2.2817    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1532    1.4468    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8975   -0.4067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8784    3.2247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4707    3.1923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6071    2.7799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7709   -0.5708    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  2  2  0  0  0  0
  7  6  1  0  0  0  0
  9  2  1  0  0  0  0
  9  8  1  0  0  0  0
 10  3  1  1  0  0  0
 11  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14  9  2  0  0  0  0
 15 13  2  0  0  0  0
 15 14  1  0  0  0  0
 16 12  1  0  0  0  0
 17  6  1  0  0  0  0
 17 10  1  0  0  0  0
 17 14  1  6  0  0  0
 17 16  1  0  0  0  0
 18  7  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  2  0  0  0  0
 20  1  1  0  0  0  0
 20 13  1  0  0  0  0
 21 15  1  0  0  0  0
 16 21  1  1  0  0  0
 11 22  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0061070

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12CC3=C4C(O[C@@H]5C(=O)CC[C@H]1[C@]45CCN2)=C(OC)C=C3

> <INCHI_IDENTIFIER>
InChI=1S/C17H19NO3/c1-20-13-5-2-9-8-11-10-3-4-12(19)16-17(10,6-7-18-11)14(9)15(13)21-16/h2,5,10-11,16,18H,3-4,6-8H2,1H3/t10-,11+,16-,17-/m1/s1

> <INCHI_KEY>
JGORUXKMRLIJSV-ZWUPXRALSA-N

> <FORMULA>
C17H19NO3

> <MOLECULAR_WEIGHT>
285.3377

> <EXACT_MASS>
285.136493479

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.889738217313983

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,5S,13S,17S)-10-methoxy-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-14-one

> <ALOGPS_LOGP>
1.45

> <JCHEM_LOGP>
1.5772560303333336

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.93801614979908

> <JCHEM_PKA_STRONGEST_BASIC>
10.048959175065248

> <JCHEM_POLAR_SURFACE_AREA>
47.56

> <JCHEM_REFRACTIVITY>
77.44999999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5S,13S,17S)-10-methoxy-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-14-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061070
     RDKit          3D
norhydrocodone
 40 44  0  0  0  0  0  0  0  0999 V2000
    4.9236   -0.1462    1.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946   -0.5746    1.3152 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5278    0.0205    0.6615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7137    1.1066   -0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6461    1.6995   -0.8589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3624    1.2002   -0.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2594    0.1608    0.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2568   -0.4843    0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6912   -1.5178    1.6465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079   -1.8728    0.9164 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0269   -2.4788   -0.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6797   -3.4705   -0.2953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3615   -1.9411   -1.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7091   -1.3132   -1.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959   -0.4008   -0.5300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1090    1.0538   -0.9048 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8307    1.7296   -1.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6687    1.7701    0.2240 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7724    1.0044    1.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526    0.2315    1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0141   -0.5066    0.5838 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1901    0.1705    0.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1153    0.6809    1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5929   -0.9893    1.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7258    1.4912   -0.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7549    2.5390   -1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1744   -2.5061    1.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4134   -2.8175   -2.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4362   -1.2957   -2.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8633   -0.6930   -2.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4650   -2.1272   -1.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9942   -0.6909   -0.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7914    1.1651   -1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7229    1.7536   -2.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9600    2.8252   -1.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2698    2.7226    0.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    0.3982    1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9292    1.7489    2.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8662   -0.5339    2.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7710    0.8881    2.2615 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 21 20  1  1
  8  3  1  0
 21 10  1  0
 17  6  1  0
 21  7  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
 10 27  1  1
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  1
 16 33  1  6
 17 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
M  END

HEADER    PROTEIN                                 09-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-JUL-13         0                                  
HETATM    1  C   UNK     0       7.414   7.174   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.144   1.909   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.635   2.074   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.073   3.447   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.721   3.328   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.467   1.598   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.200  -0.049   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.058   0.357   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.613   1.747   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.437   1.797   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.546   0.331   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.110   4.563   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.758   4.545   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.649   2.947   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.186   4.364   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.635   4.259   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.019   2.701   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       3.542  -0.759   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       1.640   6.020   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       8.345   5.959   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.867   5.189   0.000  0.00  0.00           O+0
HETATM   22  H   UNK     0       5.172  -1.065   0.000  0.00  0.00           H+0
CONECT    1   20                                                            
CONECT    2    5    9                                                       
CONECT    3    4   10                                                       
CONECT    4    3   12                                                       
CONECT    5    2   13                                                       
CONECT    6    7   17                                                       
CONECT    7    6   18                                                       
CONECT    8    9   11                                                       
CONECT    9    2    8   14                                                  
CONECT   10    3   11   17                                                  
CONECT   11    8   10   18   22                                             
CONECT   12    4   16   19                                                  
CONECT   13    5   15   20                                                  
CONECT   14    9   15   17                                                  
CONECT   15   13   14   21                                                  
CONECT   16   12   17   21                                                  
CONECT   17    6   10   14   16                                             
CONECT   18    7   11                                                       
CONECT   19   12                                                            
CONECT   20    1   13                                                       
CONECT   21   15   16                                                       
CONECT   22   11                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   52    0
END

COMPND    HMDB0061070
HETATM    1  C1  UNL     1       4.924  -0.146   1.164  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.595  -0.575   1.315  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.528   0.020   0.662  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.714   1.107  -0.206  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.646   1.699  -0.859  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.362   1.200  -0.642  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.259   0.161   0.201  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.257  -0.484   0.884  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.691  -1.518   1.646  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.508  -1.873   0.916  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.027  -2.479  -0.360  1.00  0.00           C  
HETATM   12  O3  UNL     1       0.680  -3.470  -0.295  1.00  0.00           O  
HETATM   13  C10 UNL     1      -0.362  -1.941  -1.687  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.709  -1.313  -1.686  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.996  -0.401  -0.530  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.109   1.054  -0.905  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.831   1.730  -1.297  1.00  0.00           C  
HETATM   18  N1  UNL     1      -2.669   1.770   0.224  1.00  0.00           N  
HETATM   19  C15 UNL     1      -2.772   1.004   1.417  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.553   0.231   1.780  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.014  -0.507   0.584  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.190   0.170   0.154  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.115   0.681   1.887  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.593  -0.989   1.503  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.726   1.491  -0.369  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.755   2.539  -1.536  1.00  0.00           H  
HETATM   27  H6  UNL     1      -1.174  -2.506   1.495  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.413  -2.817  -2.399  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.436  -1.296  -2.111  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.863  -0.693  -2.619  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.465  -2.127  -1.774  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.994  -0.691  -0.129  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.791   1.165  -1.807  1.00  0.00           H  
HETATM   34  H13 UNL     1      -0.723   1.754  -2.422  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.960   2.825  -1.038  1.00  0.00           H  
HETATM   36  H15 UNL     1      -2.270   2.723   0.342  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.701   0.398   1.433  1.00  0.00           H  
HETATM   38  H17 UNL     1      -2.929   1.749   2.256  1.00  0.00           H  
HETATM   39  H18 UNL     1      -1.866  -0.534   2.547  1.00  0.00           H  
HETATM   40  H19 UNL     1      -0.771   0.888   2.261  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   25
CONECT    5    6    6   26
CONECT    6    7   17
CONECT    7    8    8   21
CONECT    8    9
CONECT    9   10
CONECT   10   11   21   27
CONECT   11   12   12   13
CONECT   13   14   28   29
CONECT   14   15   30   31
CONECT   15   16   21   32
CONECT   16   17   18   33
CONECT   17   34   35
CONECT   18   19   36
CONECT   19   20   37   38
CONECT   20   21   39   40
END

HMDB0061070
     RDKit          3D
norhydrocodone
 40 44  0  0  0  0  0  0  0  0999 V2000
    4.9236   -0.1462    1.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5946   -0.5746    1.3152 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5278    0.0205    0.6615 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7137    1.1066   -0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6461    1.6995   -0.8589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3624    1.2002   -0.6425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2594    0.1608    0.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2568   -0.4843    0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6912   -1.5178    1.6465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079   -1.8728    0.9164 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0269   -2.4788   -0.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6797   -3.4705   -0.2953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3615   -1.9411   -1.6874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7091   -1.3132   -1.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959   -0.4008   -0.5300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1090    1.0538   -0.9048 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8307    1.7296   -1.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6687    1.7701    0.2240 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7724    1.0044    1.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5526    0.2315    1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0141   -0.5066    0.5838 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1901    0.1705    0.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1153    0.6809    1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5929   -0.9893    1.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7258    1.4912   -0.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7549    2.5390   -1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1744   -2.5061    1.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4134   -2.8175   -2.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4362   -1.2957   -2.1106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8633   -0.6930   -2.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4650   -2.1272   -1.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9942   -0.6909   -0.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7914    1.1651   -1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7229    1.7536   -2.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9600    2.8252   -1.0380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2698    2.7226    0.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7009    0.3982    1.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9292    1.7489    2.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8662   -0.5339    2.5465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7710    0.8881    2.2615 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 21 20  1  1
  8  3  1  0
 21 10  1  0
 17  6  1  0
 21  7  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
 10 27  1  1
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  1
 16 33  1  6
 17 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 19 38  1  0
 20 39  1  0
 20 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₉NO₃

Average Molecular Weight

285.3377

Monoisotopic Molecular Weight

285.136493479

IUPAC Name

(1R,5S,13S,17S)-10-methoxy-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-14-one

Traditional Name

(1R,5S,13S,17S)-10-methoxy-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-14-one

CAS Registry Number

Not Available

SMILES

[H][C@]12CC3=C4C(O[C@@H]5C(=O)CC[C@H]1[C@]45CCN2)=C(OC)C=C3

InChI Identifier

InChI=1S/C17H19NO3/c1-20-13-5-2-9-8-11-10-3-4-12(19)16-17(10,6-7-18-11)14(9)15(13)21-16/h2,5,10-11,16,18H,3-4,6-8H2,1H3/t10-,11+,16-,17-/m1/s1

InChI Key

JGORUXKMRLIJSV-ZWUPXRALSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Morphinans

Sub Class

Not Available

Direct Parent

Morphinans

Alternative Parents

Substituents

Morphinan
Phenanthrene
Isoquinolone
Tetralin
Coumaran
Anisole
Alkyl aryl ether
Aralkylamine
Piperidine
Benzenoid
Ketone
Secondary aliphatic amine
Ether
Oxacycle
Azacycle
Secondary amine
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
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 (HMDB: HMDB0061070)

Organ

Kidney (HMDB: HMDB0061070)
Liver (HMDB: HMDB0061070)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061070)

Cellular substructure

Cytoplasm (HMDB: HMDB0061070)

Source

Endogenous

Endogenous (HMDB: HMDB0061070)

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
Water Solubility	0.29 g/L	ALOGPS
logP	1.45	ALOGPS
logP	1.58	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	17.94	ChemAxon
pKa (Strongest Basic)	10.05	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.56 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	77.45 m³·mol⁻¹	ChemAxon
Polarizability	29.89 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	168.232	31661259
DarkChem	[M-H]-	165.436	31661259
DeepCCS	[M-2H]-	210.857	30932474
DeepCCS	[M+Na]+	186.001	30932474
AllCCS	[M+H]+	167.8	32859911
AllCCS	[M+H-H2O]+	164.5	32859911
AllCCS	[M+NH4]+	171.0	32859911
AllCCS	[M+Na]+	171.9	32859911
AllCCS	[M-H]-	174.0	32859911
AllCCS	[M+Na-2H]-	173.4	32859911
AllCCS	[M+HCOO]-	172.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
norhydrocodone	[H][C@]12CC3=C4C(O[C@@H]5C(=O)CC[C@H]1[C@]45CCN2)=C(OC)C=C3	3996.2	Standard polar	33892256
norhydrocodone	[H][C@]12CC3=C4C(O[C@@H]5C(=O)CC[C@H]1[C@]45CCN2)=C(OC)C=C3	2383.7	Standard non polar	33892256
norhydrocodone	[H][C@]12CC3=C4C(O[C@@H]5C(=O)CC[C@H]1[C@]45CCN2)=C(OC)C=C3	2564.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
norhydrocodone,1TMS,isomer #1	COC1=CC=C2C[C@@H]3NCC[C@@]45C(=C(O[Si](C)(C)C)CC[C@H]34)OC1=C25	2540.3	Semi standard non polar	33892256
norhydrocodone,1TMS,isomer #1	COC1=CC=C2C[C@@H]3NCC[C@@]45C(=C(O[Si](C)(C)C)CC[C@H]34)OC1=C25	2439.9	Standard non polar	33892256
norhydrocodone,1TMS,isomer #1	COC1=CC=C2C[C@@H]3NCC[C@@]45C(=C(O[Si](C)(C)C)CC[C@H]34)OC1=C25	3180.2	Standard polar	33892256
norhydrocodone,1TMS,isomer #2	COC1=CC=C2C[C@@H]3NCC[C@@]45C2=C1O[C@@H]4C(O[Si](C)(C)C)=CC[C@H]35	2498.1	Semi standard non polar	33892256
norhydrocodone,1TMS,isomer #2	COC1=CC=C2C[C@@H]3NCC[C@@]45C2=C1O[C@@H]4C(O[Si](C)(C)C)=CC[C@H]35	2388.3	Standard non polar	33892256
norhydrocodone,1TMS,isomer #2	COC1=CC=C2C[C@@H]3NCC[C@@]45C2=C1O[C@@H]4C(O[Si](C)(C)C)=CC[C@H]35	3188.5	Standard polar	33892256
norhydrocodone,1TMS,isomer #3	COC1=CC=C2C[C@H]3[C@H]4CCC(=O)[C@H]5OC1=C2[C@]54CCN3[Si](C)(C)C	2544.3	Semi standard non polar	33892256
norhydrocodone,1TMS,isomer #3	COC1=CC=C2C[C@H]3[C@H]4CCC(=O)[C@H]5OC1=C2[C@]54CCN3[Si](C)(C)C	2530.2	Standard non polar	33892256
norhydrocodone,1TMS,isomer #3	COC1=CC=C2C[C@H]3[C@H]4CCC(=O)[C@H]5OC1=C2[C@]54CCN3[Si](C)(C)C	3055.1	Standard polar	33892256
norhydrocodone,2TMS,isomer #1	COC1=CC=C2C[C@H]3[C@H]4CCC(O[Si](C)(C)C)=C5OC1=C2[C@]54CCN3[Si](C)(C)C	2512.5	Semi standard non polar	33892256
norhydrocodone,2TMS,isomer #1	COC1=CC=C2C[C@H]3[C@H]4CCC(O[Si](C)(C)C)=C5OC1=C2[C@]54CCN3[Si](C)(C)C	2575.4	Standard non polar	33892256
norhydrocodone,2TMS,isomer #1	COC1=CC=C2C[C@H]3[C@H]4CCC(O[Si](C)(C)C)=C5OC1=C2[C@]54CCN3[Si](C)(C)C	3119.2	Standard polar	33892256
norhydrocodone,2TMS,isomer #2	COC1=CC=C2C[C@H]3[C@H]4CC=C(O[Si](C)(C)C)[C@H]5OC1=C2[C@]54CCN3[Si](C)(C)C	2491.8	Semi standard non polar	33892256
norhydrocodone,2TMS,isomer #2	COC1=CC=C2C[C@H]3[C@H]4CC=C(O[Si](C)(C)C)[C@H]5OC1=C2[C@]54CCN3[Si](C)(C)C	2543.7	Standard non polar	33892256
norhydrocodone,2TMS,isomer #2	COC1=CC=C2C[C@H]3[C@H]4CC=C(O[Si](C)(C)C)[C@H]5OC1=C2[C@]54CCN3[Si](C)(C)C	3067.5	Standard polar	33892256
norhydrocodone,1TBDMS,isomer #1	COC1=CC=C2C[C@@H]3NCC[C@@]45C(=C(O[Si](C)(C)C(C)(C)C)CC[C@H]34)OC1=C25	2798.0	Semi standard non polar	33892256
norhydrocodone,1TBDMS,isomer #1	COC1=CC=C2C[C@@H]3NCC[C@@]45C(=C(O[Si](C)(C)C(C)(C)C)CC[C@H]34)OC1=C25	2690.4	Standard non polar	33892256
norhydrocodone,1TBDMS,isomer #1	COC1=CC=C2C[C@@H]3NCC[C@@]45C(=C(O[Si](C)(C)C(C)(C)C)CC[C@H]34)OC1=C25	3352.6	Standard polar	33892256
norhydrocodone,1TBDMS,isomer #2	COC1=CC=C2C[C@@H]3NCC[C@@]45C2=C1O[C@@H]4C(O[Si](C)(C)C(C)(C)C)=CC[C@H]35	2756.0	Semi standard non polar	33892256
norhydrocodone,1TBDMS,isomer #2	COC1=CC=C2C[C@@H]3NCC[C@@]45C2=C1O[C@@H]4C(O[Si](C)(C)C(C)(C)C)=CC[C@H]35	2596.2	Standard non polar	33892256
norhydrocodone,1TBDMS,isomer #2	COC1=CC=C2C[C@@H]3NCC[C@@]45C2=C1O[C@@H]4C(O[Si](C)(C)C(C)(C)C)=CC[C@H]35	3345.1	Standard polar	33892256
norhydrocodone,1TBDMS,isomer #3	COC1=CC=C2C[C@H]3[C@H]4CCC(=O)[C@H]5OC1=C2[C@]54CCN3[Si](C)(C)C(C)(C)C	2757.6	Semi standard non polar	33892256
norhydrocodone,1TBDMS,isomer #3	COC1=CC=C2C[C@H]3[C@H]4CCC(=O)[C@H]5OC1=C2[C@]54CCN3[Si](C)(C)C(C)(C)C	2763.2	Standard non polar	33892256
norhydrocodone,1TBDMS,isomer #3	COC1=CC=C2C[C@H]3[C@H]4CCC(=O)[C@H]5OC1=C2[C@]54CCN3[Si](C)(C)C(C)(C)C	3229.2	Standard polar	33892256
norhydrocodone,2TBDMS,isomer #1	COC1=CC=C2C[C@H]3[C@H]4CCC(O[Si](C)(C)C(C)(C)C)=C5OC1=C2[C@]54CCN3[Si](C)(C)C(C)(C)C	2958.3	Semi standard non polar	33892256
norhydrocodone,2TBDMS,isomer #1	COC1=CC=C2C[C@H]3[C@H]4CCC(O[Si](C)(C)C(C)(C)C)=C5OC1=C2[C@]54CCN3[Si](C)(C)C(C)(C)C	3007.5	Standard non polar	33892256
norhydrocodone,2TBDMS,isomer #1	COC1=CC=C2C[C@H]3[C@H]4CCC(O[Si](C)(C)C(C)(C)C)=C5OC1=C2[C@]54CCN3[Si](C)(C)C(C)(C)C	3367.4	Standard polar	33892256
norhydrocodone,2TBDMS,isomer #2	COC1=CC=C2C[C@H]3[C@H]4CC=C(O[Si](C)(C)C(C)(C)C)[C@H]5OC1=C2[C@]54CCN3[Si](C)(C)C(C)(C)C	2955.6	Semi standard non polar	33892256
norhydrocodone,2TBDMS,isomer #2	COC1=CC=C2C[C@H]3[C@H]4CC=C(O[Si](C)(C)C(C)(C)C)[C@H]5OC1=C2[C@]54CCN3[Si](C)(C)C(C)(C)C	2930.3	Standard non polar	33892256
norhydrocodone,2TBDMS,isomer #2	COC1=CC=C2C[C@H]3[C@H]4CC=C(O[Si](C)(C)C(C)(C)C)[C@H]5OC1=C2[C@]54CCN3[Si](C)(C)C(C)(C)C	3312.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - norhydrocodone GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-4090000000-0c34590695c9c777740a	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - norhydrocodone 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norhydrocodone 10V, Positive-QTOF	splash10-000i-0090000000-c29228ff4cac26ca4c87	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norhydrocodone 20V, Positive-QTOF	splash10-000i-0090000000-a799c067b1fe02822e07	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norhydrocodone 40V, Positive-QTOF	splash10-052f-7090000000-8c41cdf73fda03146f78	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norhydrocodone 10V, Negative-QTOF	splash10-001i-0090000000-77dce5a5a3b54e7c77f1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norhydrocodone 20V, Negative-QTOF	splash10-001i-0090000000-192273bd703e7a7dd85e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norhydrocodone 40V, Negative-QTOF	splash10-03xu-1190000000-9c73fee4ad97d5661008	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norhydrocodone 10V, Positive-QTOF	splash10-000i-0090000000-12d6d7cf9e71a6a9ec09	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norhydrocodone 20V, Positive-QTOF	splash10-000i-0090000000-12d6d7cf9e71a6a9ec09	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norhydrocodone 40V, Positive-QTOF	splash10-003f-0090000000-b903800b2d070d27b35b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norhydrocodone 10V, Negative-QTOF	splash10-001i-0090000000-793f02ff50658d83401d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norhydrocodone 20V, Negative-QTOF	splash10-001i-0090000000-73d6d15831ca24224172	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - norhydrocodone 40V, Negative-QTOF	splash10-001i-0090000000-acba6ad4a258dfd8c12e	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

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	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

30778621

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Norhydrocodone

METLIN ID

Not Available

PubChem Compound

50925077

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

Not Available

Showing metabocard for norhydrocodone (HMDB0061070)

MOL for HMDB0061070 (norhydrocodone)

3D MOL for HMDB0061070 (norhydrocodone)

3D SDF for HMDB0061070 (norhydrocodone)

3D-SDF for HMDB0061070 (norhydrocodone)

PDB for HMDB0061070 (norhydrocodone)

3D PDB for HMDB0061070 (norhydrocodone)

SMILES for HMDB0061070 (norhydrocodone)

INCHI for HMDB0061070 (norhydrocodone)

Structure for HMDB0061070 (norhydrocodone)

3D Structure for HMDB0061070 (norhydrocodone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra