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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:46:25 UTC

Update Date

2021-09-26 23:09:48 UTC

HMDB ID

HMDB0255195

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-n-Propylnorapomorphine

Description

10-propyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2(7),3,5,13(17),14-hexaene-3,4-diol belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. 10-propyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2(7),3,5,13(17),14-hexaene-3,4-diol is a very strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). N-n-propylnorapomorphine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-n-Propylnorapomorphine 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

HMDB0255238
     RDKit          3D
n-Propylapomorphine
 43 46  0  0  0  0  0  0  0  0999 V2000
   -4.8662    0.9480    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9350    1.0717    1.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7326    0.2077    1.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8289    0.4176    0.0623 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2052    0.0807   -1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0078   -1.4421   -1.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5123   -1.5578   -1.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1020   -2.3482   -2.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4641   -2.3706   -2.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2249   -1.5997   -1.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6160   -0.7986   -0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2051   -0.7834   -0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898   -0.0373    0.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2461    1.0608    1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7059    0.9099    1.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4004    1.7333    1.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7589    1.6999    1.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4477    0.8363    1.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8092    0.8548    1.1293 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7871    0.0180    0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5159   -0.7910   -0.6543 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3958    0.0688    0.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9250    1.1802    0.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9674   -0.0489   -0.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7007    1.7807   -0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4865    0.7952    2.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6132    2.1263    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9984   -0.8845    1.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1309    0.3877    2.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1430    0.4131   -1.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4266    0.5655   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4413   -2.0065   -0.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4470   -1.6161   -2.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5025   -2.9540   -3.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0135   -2.9687   -3.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2845   -1.6374   -1.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6659   -0.8129    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0590    1.2020    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0326    2.0652    0.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8460    2.3957    2.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2809    2.3391    2.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4454    0.3186    0.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5033   -0.8190   -0.6394 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 13  4  1  0
 22 15  1  0
 12  7  1  0
 22 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 21 43  1  0
M  END


  Mrv1533004261506172D          

 22 25  0  0  0  0            999 V2000
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  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
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
 17 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255195

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCN1CCC2=CC=CC3=C2C1CC1=C3C(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H21NO2/c1-2-9-20-10-8-12-4-3-5-14-17(12)15(20)11-13-6-7-16(21)19(22)18(13)14/h3-7,15,21-22H,2,8-11H2,1H3

> <INCHI_KEY>
BTGAJCKRXPNBFI-UHFFFAOYSA-N

> <FORMULA>
C19H21NO2

> <MOLECULAR_WEIGHT>
295.382

> <EXACT_MASS>
295.15722892

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
33.99823412452263

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-propyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2(7),3,5,13,15-hexaene-3,4-diol

> <ALOGPS_LOGP>
3.26

> <JCHEM_LOGP>
3.7198964864594766

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.675485898343943

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.278388155332355

> <JCHEM_PKA_STRONGEST_BASIC>
8.063012784694285

> <JCHEM_POLAR_SURFACE_AREA>
43.7

> <JCHEM_REFRACTIVITY>
89.2607

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
propylnorapomorphine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255238
     RDKit          3D
n-Propylapomorphine
 43 46  0  0  0  0  0  0  0  0999 V2000
   -4.8662    0.9480    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9350    1.0717    1.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7326    0.2077    1.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8289    0.4176    0.0623 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2052    0.0807   -1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0078   -1.4421   -1.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5123   -1.5578   -1.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1020   -2.3482   -2.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4641   -2.3706   -2.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2249   -1.5997   -1.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6160   -0.7986   -0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2051   -0.7834   -0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898   -0.0373    0.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2461    1.0608    1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7059    0.9099    1.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4004    1.7333    1.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7589    1.6999    1.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4477    0.8363    1.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8092    0.8548    1.1293 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7871    0.0180    0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5159   -0.7910   -0.6543 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3958    0.0688    0.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9250    1.1802    0.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9674   -0.0489   -0.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7007    1.7807   -0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4865    0.7952    2.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6132    2.1263    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9984   -0.8845    1.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1309    0.3877    2.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1430    0.4131   -1.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4266    0.5655   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4413   -2.0065   -0.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4470   -1.6161   -2.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5025   -2.9540   -3.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0135   -2.9687   -3.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2845   -1.6374   -1.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6659   -0.8129    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0590    1.2020    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0326    2.0652    0.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8460    2.3957    2.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2809    2.3391    2.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4454    0.3186    0.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5033   -0.8190   -0.6394 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 13  4  1  0
 22 15  1  0
 12  7  1  0
 22 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 21 43  1  0
M  END

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -1.334   2.310   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11    7   13                                                  
CONECT   13   12    4   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   11   17                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18                                                            
CONECT   22   17                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0255238
HETATM    1  C1  UNL     1      -4.866   0.948   0.090  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.935   1.072   1.243  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.733   0.208   1.134  1.00  0.00           C  
HETATM    4  N1  UNL     1      -1.829   0.418   0.062  1.00  0.00           N  
HETATM    5  C4  UNL     1      -2.205   0.081  -1.248  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.008  -1.442  -1.492  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.512  -1.558  -1.570  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.102  -2.348  -2.498  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.464  -2.371  -2.540  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.225  -1.600  -1.652  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.616  -0.799  -0.713  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.205  -0.783  -0.673  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.490  -0.037   0.363  1.00  0.00           C  
HETATM   14  C13 UNL     1       0.246   1.061   1.023  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.706   0.910   1.000  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.400   1.733   1.896  1.00  0.00           C  
HETATM   17  C16 UNL     1       3.759   1.700   1.923  1.00  0.00           C  
HETATM   18  C17 UNL     1       4.448   0.836   1.049  1.00  0.00           C  
HETATM   19  O1  UNL     1       5.809   0.855   1.129  1.00  0.00           O  
HETATM   20  C18 UNL     1       3.787   0.018   0.162  1.00  0.00           C  
HETATM   21  O2  UNL     1       4.516  -0.791  -0.654  1.00  0.00           O  
HETATM   22  C19 UNL     1       2.396   0.069   0.153  1.00  0.00           C  
HETATM   23  H1  UNL     1      -5.925   1.180   0.476  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.967  -0.049  -0.344  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.701   1.781  -0.633  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.486   0.795   2.195  1.00  0.00           H  
HETATM   27  H5  UNL     1      -3.613   2.126   1.421  1.00  0.00           H  
HETATM   28  H6  UNL     1      -2.998  -0.885   1.237  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.131   0.388   2.085  1.00  0.00           H  
HETATM   30  H8  UNL     1      -3.143   0.413  -1.649  1.00  0.00           H  
HETATM   31  H9  UNL     1      -1.427   0.566  -1.933  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.441  -2.006  -0.668  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.447  -1.616  -2.489  1.00  0.00           H  
HETATM   34  H12 UNL     1      -0.502  -2.954  -3.199  1.00  0.00           H  
HETATM   35  H13 UNL     1       2.013  -2.969  -3.241  1.00  0.00           H  
HETATM   36  H14 UNL     1       3.284  -1.637  -1.714  1.00  0.00           H  
HETATM   37  H15 UNL     1      -0.666  -0.813   1.202  1.00  0.00           H  
HETATM   38  H16 UNL     1      -0.059   1.202   2.100  1.00  0.00           H  
HETATM   39  H17 UNL     1       0.033   2.065   0.551  1.00  0.00           H  
HETATM   40  H18 UNL     1       1.846   2.396   2.565  1.00  0.00           H  
HETATM   41  H19 UNL     1       4.281   2.339   2.619  1.00  0.00           H  
HETATM   42  H20 UNL     1       6.445   0.319   0.598  1.00  0.00           H  
HETATM   43  H21 UNL     1       5.503  -0.819  -0.639  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5   13
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8    8   12
CONECT    8    9   34
CONECT    9   10   10   35
CONECT   10   11   36
CONECT   11   12   12   22
CONECT   12   13
CONECT   13   14   37
CONECT   14   15   38   39
CONECT   15   16   16   22
CONECT   16   17   40
CONECT   17   18   18   41
CONECT   18   19   20
CONECT   19   42
CONECT   20   21   22   22
CONECT   21   43
END

HMDB0255238
     RDKit          3D
n-Propylapomorphine
 43 46  0  0  0  0  0  0  0  0999 V2000
   -4.8662    0.9480    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9350    1.0717    1.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7326    0.2077    1.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8289    0.4176    0.0623 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2052    0.0807   -1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0078   -1.4421   -1.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5123   -1.5578   -1.5698 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1020   -2.3482   -2.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4641   -2.3706   -2.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2249   -1.5997   -1.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6160   -0.7986   -0.7126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2051   -0.7834   -0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4898   -0.0373    0.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2461    1.0608    1.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7059    0.9099    1.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4004    1.7333    1.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7589    1.6999    1.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4477    0.8363    1.0488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8092    0.8548    1.1293 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7871    0.0180    0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5159   -0.7910   -0.6543 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3958    0.0688    0.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9250    1.1802    0.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9674   -0.0489   -0.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7007    1.7807   -0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4865    0.7952    2.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6132    2.1263    1.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9984   -0.8845    1.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1309    0.3877    2.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1430    0.4131   -1.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4266    0.5655   -1.9331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4413   -2.0065   -0.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4470   -1.6161   -2.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5025   -2.9540   -3.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0135   -2.9687   -3.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2845   -1.6374   -1.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6659   -0.8129    1.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0590    1.2020    2.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0326    2.0652    0.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8460    2.3957    2.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2809    2.3391    2.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4454    0.3186    0.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5033   -0.8190   -0.6394 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  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  2  0
 13  4  1  0
 22 15  1  0
 12  7  1  0
 22 11  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 19 42  1  0
 21 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-N-Propylnorapomorphine, hydrochloride, (R)-isomer	MeSH
N-Propylnorapomorphine	MeSH
N-Propylapomorphine	MeSH
Propyl-norapomorphine	MeSH
(11C)MNPA	MeSH
6-Propylnorapomorphine	MeSH
N-N-Propylnorapomorphine, (+-)-isomer	MeSH
N-N-Propylnorapomorphine, (R)-isomer	MeSH
N-N-Propylnorapomorphine, hydrochloride, (+-)-isomer	MeSH
N-N-Propylnorapomorphine, hydroiodide, (+-)-isomer	MeSH

Chemical Formula

C₁₉H₂₁NO₂

Average Molecular Weight

295.382

Monoisotopic Molecular Weight

295.15722892

IUPAC Name

10-propyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2(7),3,5,13,15-hexaene-3,4-diol

Traditional Name

propylnorapomorphine

CAS Registry Number

Not Available

SMILES

CCCN1CCC2=CC=CC3=C2C1CC1=C3C(O)=C(O)C=C1

InChI Identifier

InChI=1S/C19H21NO2/c1-2-9-20-10-8-12-4-3-5-14-17(12)15(20)11-13-6-7-16(21)19(22)18(13)14/h3-7,15,21-22H,2,8-11H2,1H3

InChI Key

BTGAJCKRXPNBFI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aporphines

Sub Class

Not Available

Direct Parent

Aporphines

Alternative Parents

Substituents

Aporphine
Benzoquinoline
Phenanthrene
2-naphthol
1-naphthol
Naphthalene
Quinoline
Tetrahydroisoquinoline
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Aralkylamine
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Azacycle
Organic nitrogen compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Amine
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)

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	3.26	ALOGPS
logP	3.72	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	9.28	ChemAxon
pKa (Strongest Basic)	8.06	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	43.7 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	89.26 m³·mol⁻¹	ChemAxon
Polarizability	34 Å³	ChemAxon
Number of Rings	4	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
DeepCCS	[M+H]+	173.561	30932474
DeepCCS	[M-H]-	171.203	30932474
DeepCCS	[M-2H]-	204.089	30932474
DeepCCS	[M+Na]+	179.654	30932474
AllCCS	[M+H]+	172.4	32859911
AllCCS	[M+H-H2O]+	169.3	32859911
AllCCS	[M+NH4]+	175.3	32859911
AllCCS	[M+Na]+	176.1	32859911
AllCCS	[M-H]-	173.3	32859911
AllCCS	[M+Na-2H]-	172.8	32859911
AllCCS	[M+HCOO]-	172.3	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-n-Propylnorapomorphine,1TMS,isomer #1	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O)C(O[Si](C)(C)C)=C13	2628.0	Semi standard non polar	33892256
N-n-Propylnorapomorphine,1TMS,isomer #1	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O)C(O[Si](C)(C)C)=C13	2680.2	Standard non polar	33892256
N-n-Propylnorapomorphine,1TMS,isomer #1	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O)C(O[Si](C)(C)C)=C13	3378.8	Standard polar	33892256
N-n-Propylnorapomorphine,1TMS,isomer #2	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O[Si](C)(C)C)C(O)=C13	2659.0	Semi standard non polar	33892256
N-n-Propylnorapomorphine,1TMS,isomer #2	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O[Si](C)(C)C)C(O)=C13	2697.0	Standard non polar	33892256
N-n-Propylnorapomorphine,1TMS,isomer #2	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O[Si](C)(C)C)C(O)=C13	3363.3	Standard polar	33892256
N-n-Propylnorapomorphine,2TMS,isomer #1	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C13	2656.6	Semi standard non polar	33892256
N-n-Propylnorapomorphine,2TMS,isomer #1	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C13	2752.7	Standard non polar	33892256
N-n-Propylnorapomorphine,2TMS,isomer #1	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C13	3165.2	Standard polar	33892256
N-n-Propylnorapomorphine,1TBDMS,isomer #1	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C13	2875.6	Semi standard non polar	33892256
N-n-Propylnorapomorphine,1TBDMS,isomer #1	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C13	2946.7	Standard non polar	33892256
N-n-Propylnorapomorphine,1TBDMS,isomer #1	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C13	3511.1	Standard polar	33892256
N-n-Propylnorapomorphine,1TBDMS,isomer #2	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C13	2903.7	Semi standard non polar	33892256
N-n-Propylnorapomorphine,1TBDMS,isomer #2	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C13	2957.3	Standard non polar	33892256
N-n-Propylnorapomorphine,1TBDMS,isomer #2	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C13	3489.6	Standard polar	33892256
N-n-Propylnorapomorphine,2TBDMS,isomer #1	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C13	3092.8	Semi standard non polar	33892256
N-n-Propylnorapomorphine,2TBDMS,isomer #1	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C13	3264.6	Standard non polar	33892256
N-n-Propylnorapomorphine,2TBDMS,isomer #1	CCCN1CCC2=CC=CC3=C2C1CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C13	3381.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-n-Propylnorapomorphine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gdl-3090000000-c7c785cd20bf4f431858	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-n-Propylnorapomorphine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-n-Propylnorapomorphine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

30137

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 N-n-Propylnorapomorphine (HMDB0255195)

MOL for HMDB0255195 (N-n-Propylnorapomorphine)

3D MOL for HMDB0255195 (N-n-Propylnorapomorphine)

3D SDF for HMDB0255195 (N-n-Propylnorapomorphine)

3D-SDF for HMDB0255195 (N-n-Propylnorapomorphine)

PDB for HMDB0255195 (N-n-Propylnorapomorphine)

3D PDB for HMDB0255195 (N-n-Propylnorapomorphine)

SMILES for HMDB0255195 (N-n-Propylnorapomorphine)

INCHI for HMDB0255195 (N-n-Propylnorapomorphine)

Structure for HMDB0255195 (N-n-Propylnorapomorphine)

3D Structure for HMDB0255195 (N-n-Propylnorapomorphine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra