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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:37:09 UTC

Update Date

2022-03-07 02:56:50 UTC

HMDB ID

HMDB0040987

Secondary Accession Numbers

HMDB40987

Metabolite Identification

Common Name

(-)-Morphine

Description

(-)-Morphine 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 (-)-Morphine has been detected, but not quantified in, green vegetables. This could make (-)-morphine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on (-)-Morphine.

Structure

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

HMDB0040987
     RDKit          3D
(-)-Morphine
 40 44  0  0  0  0  0  0  0  0999 V2000
    3.8187    0.8618   -0.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6242    0.1638   -0.4956 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0577    0.0854   -1.7812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6051   -0.0574   -1.8931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1332   -0.5524   -0.6939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8183    0.5514   -0.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1913    1.3802    0.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9711    2.3801    1.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3189    2.4753    1.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8992    1.5821    0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2425    1.6518   -0.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1209    0.5782   -0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3302   -0.4622   -1.2692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2779   -1.4331   -1.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6504   -2.4925   -0.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0299   -2.4469    0.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991   -2.4039    1.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1500   -1.7804    1.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8305   -1.1407    0.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8024   -0.0580    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2399    1.2131    1.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1369    1.3085   -1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7629    1.6184    0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6334    0.1521   -0.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3813    1.0053   -2.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5596   -0.7606   -2.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1249    0.9218   -2.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3263   -0.7447   -2.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4807    3.0528    2.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9420    3.2434    1.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8278    2.3748    0.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749   -1.8553   -2.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375   -3.5264   -0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3574   -3.2320    0.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5197   -2.8889    2.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5608   -1.7582    2.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4091   -1.9302   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4608   -0.4753    1.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7799    2.0692    0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3584    1.3294    2.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20  2  1  0
 14  5  1  0
 19  5  1  0
 12  6  1  0
 21  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
M  END

  Mrv0541 02241209002D          

 21 25  0  0  0  0            999 V2000
   -1.8984    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -1.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5767   -2.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1661   -1.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9819   -1.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5700   -0.8249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8176    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1661    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5767   -0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1661   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8271   -0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8271    0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9819    2.0646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    1.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5767    0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1661    0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1661    1.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5767    2.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9819   -2.0646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 16  1  0  0  0  0
  2  3  1  0  0  0  0
  2 10  1  0  0  0  0
  3  4  1  0  0  0  0
  3 21  1  0  0  0  0
  4  5  2  0  0  0  0
  5 11  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 17  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 20  1  0  0  0  0
 16 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
M  END
> <DATABASE_ID>
HMDB0040987

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCC23C4OC5=C(O)C=CC(CC1C2C=CC4O)=C35

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

> <INCHI_KEY>
BQJCRHHNABKAKU-UHFFFAOYSA-N

> <FORMULA>
C17H19NO3

> <MOLECULAR_WEIGHT>
285.3377

> <EXACT_MASS>
285.136493479

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
29.89781283798344

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol

> <ALOGPS_LOGP>
0.99

> <JCHEM_LOGP>
0.8952108197005931

> <ALOGPS_LOGS>
-1.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.78310964250598

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.25560977784915

> <JCHEM_PKA_STRONGEST_BASIC>
9.121584985349202

> <JCHEM_POLAR_SURFACE_AREA>
52.93000000000001

> <JCHEM_REFRACTIVITY>
80.1224

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040987
     RDKit          3D
(-)-Morphine
 40 44  0  0  0  0  0  0  0  0999 V2000
    3.8187    0.8618   -0.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6242    0.1638   -0.4956 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0577    0.0854   -1.7812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6051   -0.0574   -1.8931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1332   -0.5524   -0.6939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8183    0.5514   -0.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1913    1.3802    0.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9711    2.3801    1.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3189    2.4753    1.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8992    1.5821    0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2425    1.6518   -0.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1209    0.5782   -0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3302   -0.4622   -1.2692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2779   -1.4331   -1.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6504   -2.4925   -0.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0299   -2.4469    0.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991   -2.4039    1.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1500   -1.7804    1.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8305   -1.1407    0.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8024   -0.0580    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2399    1.2131    1.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1369    1.3085   -1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7629    1.6184    0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6334    0.1521   -0.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3813    1.0053   -2.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5596   -0.7606   -2.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1249    0.9218   -2.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3263   -0.7447   -2.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4807    3.0528    2.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9420    3.2434    1.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8278    2.3748    0.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749   -1.8553   -2.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375   -3.5264   -0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3574   -3.2320    0.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5197   -2.8889    2.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5608   -1.7582    2.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4091   -1.9302   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4608   -0.4753    1.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7799    2.0692    0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3584    1.3294    2.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20  2  1  0
 14  5  1  0
 19  5  1  0
 12  6  1  0
 21  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -3.544   0.000   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.310  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.310  -3.083   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.077  -3.854   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.310  -3.083   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.700  -2.927   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.931  -1.540   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.393   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.310   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.077  -0.769   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.310  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.544  -0.769   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.544   0.771   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.700   3.854   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.310   3.083   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.310   1.543   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.077   0.771   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.310   1.543   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.310   3.083   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.077   3.854   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.700  -3.854   0.000  0.00  0.00           O+0
CONECT    1    2   16                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4   11                                                       
CONECT    6    7                                                            
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    2    9   11   17                                             
CONECT   11    5   10   12                                                  
CONECT   12    7   11   13                                                  
CONECT   13   12   18                                                       
CONECT   14   15                                                            
CONECT   15   14   16   20                                                  
CONECT   16    1   15   17                                                  
CONECT   17   10   16   18                                                  
CONECT   18   13   17   19                                                  
CONECT   19   18   20                                                       
CONECT   20   15   19                                                       
CONECT   21    3                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   50    0
END

COMPND    HMDB0040987
HETATM    1  C1  UNL     1       3.819   0.862  -0.332  1.00  0.00           C  
HETATM    2  N1  UNL     1       2.624   0.164  -0.496  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.058   0.085  -1.781  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.605  -0.057  -1.893  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.133  -0.552  -0.694  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.818   0.551  -0.006  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.191   1.380   0.848  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.971   2.380   1.421  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.319   2.475   1.097  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.899   1.582   0.206  1.00  0.00           C  
HETATM   11  O1  UNL     1      -4.243   1.652  -0.138  1.00  0.00           O  
HETATM   12  C10 UNL     1      -2.121   0.578  -0.371  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.330  -0.462  -1.269  1.00  0.00           O  
HETATM   14  C11 UNL     1      -1.278  -1.433  -1.082  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.650  -2.492  -0.134  1.00  0.00           C  
HETATM   16  O3  UNL     1      -3.030  -2.447   0.067  1.00  0.00           O  
HETATM   17  C13 UNL     1      -0.999  -2.404   1.194  1.00  0.00           C  
HETATM   18  C14 UNL     1       0.150  -1.780   1.404  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.831  -1.141   0.291  1.00  0.00           C  
HETATM   20  C16 UNL     1       1.802  -0.058   0.627  1.00  0.00           C  
HETATM   21  C17 UNL     1       1.240   1.213   1.141  1.00  0.00           C  
HETATM   22  H1  UNL     1       4.137   1.309  -1.306  1.00  0.00           H  
HETATM   23  H2  UNL     1       3.763   1.618   0.475  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.633   0.152  -0.006  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.381   1.005  -2.353  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.560  -0.761  -2.331  1.00  0.00           H  
HETATM   27  H6  UNL     1       0.125   0.922  -2.185  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.326  -0.745  -2.747  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.481   3.053   2.108  1.00  0.00           H  
HETATM   30  H9  UNL     1      -2.942   3.243   1.530  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.828   2.375   0.270  1.00  0.00           H  
HETATM   32  H11 UNL     1      -1.075  -1.855  -2.083  1.00  0.00           H  
HETATM   33  H12 UNL     1      -1.438  -3.526  -0.531  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.357  -3.232   0.572  1.00  0.00           H  
HETATM   35  H14 UNL     1      -1.520  -2.889   2.019  1.00  0.00           H  
HETATM   36  H15 UNL     1       0.561  -1.758   2.396  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.409  -1.930  -0.260  1.00  0.00           H  
HETATM   38  H17 UNL     1       2.461  -0.475   1.447  1.00  0.00           H  
HETATM   39  H18 UNL     1       1.780   2.069   0.633  1.00  0.00           H  
HETATM   40  H19 UNL     1       1.358   1.329   2.251  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   20
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   14   19
CONECT    6    7    7   12
CONECT    7    8   21
CONECT    8    9    9   29
CONECT    9   10   30
CONECT   10   11   12   12
CONECT   11   31
CONECT   12   13
CONECT   13   14
CONECT   14   15   32
CONECT   15   16   17   33
CONECT   16   34
CONECT   17   18   18   35
CONECT   18   19   36
CONECT   19   20   37
CONECT   20   21   38
CONECT   21   39   40
END

HMDB0040987
     RDKit          3D
(-)-Morphine
 40 44  0  0  0  0  0  0  0  0999 V2000
    3.8187    0.8618   -0.3324 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6242    0.1638   -0.4956 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0577    0.0854   -1.7812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6051   -0.0574   -1.8931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1332   -0.5524   -0.6939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8183    0.5514   -0.0056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1913    1.3802    0.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9711    2.3801    1.4210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3189    2.4753    1.0970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8992    1.5821    0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2425    1.6518   -0.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1209    0.5782   -0.3709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3302   -0.4622   -1.2692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2779   -1.4331   -1.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6504   -2.4925   -0.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0299   -2.4469    0.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991   -2.4039    1.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1500   -1.7804    1.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8305   -1.1407    0.2914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8024   -0.0580    0.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2399    1.2131    1.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1369    1.3085   -1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7629    1.6184    0.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6334    0.1521   -0.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3813    1.0053   -2.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5596   -0.7606   -2.3314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1249    0.9218   -2.1851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3263   -0.7447   -2.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4807    3.0528    2.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9420    3.2434    1.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8278    2.3748    0.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0749   -1.8553   -2.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375   -3.5264   -0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3574   -3.2320    0.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5197   -2.8889    2.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5608   -1.7582    2.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4091   -1.9302   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4608   -0.4753    1.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7799    2.0692    0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3584    1.3294    2.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20  2  1  0
 14  5  1  0
 19  5  1  0
 12  6  1  0
 21  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  8 29  1  0
  9 30  1  0
 11 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₇H₁₉NO₃

Average Molecular Weight

285.3377

Monoisotopic Molecular Weight

285.136493479

IUPAC Name

4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol

Traditional Name

4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene-10,14-diol

CAS Registry Number

Not Available

SMILES

CN1CCC23C4OC5=C(O)C=CC(CC1C2C=CC4O)=C35

InChI Identifier

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

InChI Key

BQJCRHHNABKAKU-UHFFFAOYSA-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
Tetralin
Coumaran
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Piperidine
Benzenoid
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organ

Kidney (HMDB: HMDB0040987)
Liver (HMDB: HMDB0040987)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040987)

Source

Exogenous

Exogenous (HMDB: HMDB0040987)

Food

Food (HMDB: HMDB0040987)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0040987)

Process

Not Available

Role

Industrial application

Mu-opioid receptor agonist (HMDB: HMDB0040987)
Opioid analgesic (HMDB: HMDB0040987)

Biological role

Plant metabolite (HMDB: HMDB0040987)
Nutrient (HMDB: HMDB0040987)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	254 - 256.4 °C	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	10.2 g/L	ALOGPS
logP	0.99	ALOGPS
logP	0.9	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	10.26	ChemAxon
pKa (Strongest Basic)	9.12	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.93 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	80.12 m³·mol⁻¹	ChemAxon
Polarizability	29.9 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]+	166.128	31661259
DarkChem	[M-H]-	161.243	31661259
DeepCCS	[M-2H]-	195.833	30932474
DeepCCS	[M+Na]+	171.06	30932474
AllCCS	[M+H]+	169.0	32859911
AllCCS	[M+H-H2O]+	165.6	32859911
AllCCS	[M+NH4]+	172.2	32859911
AllCCS	[M+Na]+	173.1	32859911
AllCCS	[M-H]-	173.7	32859911
AllCCS	[M+Na-2H]-	173.0	32859911
AllCCS	[M+HCOO]-	172.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Morphine	CN1CCC23C4OC5=C(O)C=CC(CC1C2C=CC4O)=C35	3631.2	Standard polar	33892256
(-)-Morphine	CN1CCC23C4OC5=C(O)C=CC(CC1C2C=CC4O)=C35	2382.7	Standard non polar	33892256
(-)-Morphine	CN1CCC23C4OC5=C(O)C=CC(CC1C2C=CC4O)=C35	2442.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(-)-Morphine,1TMS,isomer #1	CN1CCC23C4=C5C=CC(O[Si](C)(C)C)=C4OC2C(O)C=CC3C1C5	2517.8	Semi standard non polar	33892256
(-)-Morphine,1TMS,isomer #2	CN1CCC23C4=C5C=CC(O)=C4OC2C(O[Si](C)(C)C)C=CC3C1C5	2501.3	Semi standard non polar	33892256
(-)-Morphine,2TMS,isomer #1	CN1CCC23C4=C5C=CC(O[Si](C)(C)C)=C4OC2C(O[Si](C)(C)C)C=CC3C1C5	2497.8	Semi standard non polar	33892256
(-)-Morphine,1TBDMS,isomer #1	CN1CCC23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4OC2C(O)C=CC3C1C5	2783.7	Semi standard non polar	33892256
(-)-Morphine,1TBDMS,isomer #2	CN1CCC23C4=C5C=CC(O)=C4OC2C(O[Si](C)(C)C(C)(C)C)C=CC3C1C5	2727.8	Semi standard non polar	33892256
(-)-Morphine,2TBDMS,isomer #1	CN1CCC23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4OC2C(O[Si](C)(C)C(C)(C)C)C=CC3C1C5	2975.4	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 - (-)-Morphine GC-MS (Non-derivatized) - 70eV, Positive	splash10-05yu-1090000000-ef6bc0d08dfe9f30b9fb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Morphine GC-MS (2 TMS) - 70eV, Positive	splash10-03mi-7209800000-b1a234139ee9e72f3402	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Morphine 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 - (-)-Morphine 10V, Positive-QTOF	splash10-000i-0090000000-bae6d3870bed512e6a61	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Morphine 20V, Positive-QTOF	splash10-000i-0090000000-c5371e96244bd046e728	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Morphine 40V, Positive-QTOF	splash10-0pdj-3290000000-ae52930f9e3d0a609d7e	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Morphine 10V, Negative-QTOF	splash10-001i-0090000000-0d38f6180c7ffdd17c4e	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Morphine 20V, Negative-QTOF	splash10-001i-0090000000-5f527e3f549822a6fdb6	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Morphine 40V, Negative-QTOF	splash10-02di-0390000000-5cd28e912cfd3aef3d72	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Morphine 10V, Negative-QTOF	splash10-001i-0090000000-793f02ff50658d83401d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Morphine 20V, Negative-QTOF	splash10-001i-0090000000-b5d77730a57b656ffc3a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Morphine 40V, Negative-QTOF	splash10-003r-0090000000-117aca633fb7e4eebba3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Morphine 10V, Positive-QTOF	splash10-000i-0090000000-12d6d7cf9e71a6a9ec09	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Morphine 20V, Positive-QTOF	splash10-000i-0090000000-12d6d7cf9e71a6a9ec09	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Morphine 40V, Positive-QTOF	splash10-004r-0090000000-9916bd4f5ed5302ba497	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB020846

KNApSAcK ID

Not Available

Chemspider ID

4103

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4253

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (-)-Morphine (HMDB0040987)

MOL for HMDB0040987 ((-)-Morphine)

3D MOL for HMDB0040987 ((-)-Morphine)

3D SDF for HMDB0040987 ((-)-Morphine)

3D-SDF for HMDB0040987 ((-)-Morphine)

PDB for HMDB0040987 ((-)-Morphine)

3D PDB for HMDB0040987 ((-)-Morphine)

SMILES for HMDB0040987 ((-)-Morphine)

INCHI for HMDB0040987 ((-)-Morphine)

Structure for HMDB0040987 ((-)-Morphine)

3D Structure for HMDB0040987 ((-)-Morphine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra