Jump To Section:

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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:46:35 UTC

Update Date

2021-09-26 22:52:30 UTC

HMDB ID

HMDB0244629

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dehydroabietylamine

Description

Dehydroabietylamine, also known as leelamine, belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review a significant number of articles have been published on Dehydroabietylamine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dehydroabietylamine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dehydroabietylamine 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

HMDB0244629
     RDKit          3D
Dehydroabietylamine
 52 54  0  0  0  0  0  0  0  0999 V2000
    5.3276   -1.1499    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114    0.2249   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4154    0.5415   -1.5451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4384    0.4108   -0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8519    1.3789    0.6582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761    1.5690    0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6695    0.7747   -0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2056   -0.2012   -0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5864   -0.3671   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3655   -1.0684   -1.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9829   -1.3637   -1.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3831   -0.4782    0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481   -0.5484    0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7224   -0.0665   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1960   -2.0156    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6240   -2.1046    0.7673 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1997    0.2117    1.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6922    1.6121    1.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2071    1.6719    1.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8322    0.9148   -0.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1907    1.6532   -1.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4225   -1.1875    0.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9270   -1.9229   -0.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9816   -1.3008    1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3614    0.9618    0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5063    0.7216   -1.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8658    1.4630   -1.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1525   -0.3022   -2.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4534    2.0313    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0159    2.3256    1.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0547   -1.1384   -1.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9275   -2.0352   -1.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2934   -0.6349   -2.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7100   -1.3697   -1.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889   -2.4241   -0.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8919   -0.9205    0.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6910   -0.6488   -0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0641    1.0035   -0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3511   -0.1662   -1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9963   -2.5686   -0.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5842   -2.4368    1.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9204   -3.1054    0.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7388   -1.9950    1.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2972    0.2572    1.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6778   -0.2862    2.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8661    2.1010    2.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2047    2.2353    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6305    1.2527    2.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9571    2.7542    1.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3227    1.0589   -2.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3501    2.3752   -1.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0884    2.3023   -1.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  9  4  1  0
 20 12  1  0
 20  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
M  END

  Mrv1652309102123462D          

 21 23  0  0  0  0            999 V2000
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3977    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2732    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4553    2.3388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  6 17  1  0  0  0  0
 14 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 10 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244629

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C1=CC2=C(C=C1)C1(C)CCCC(C)(CN)C1CC2

> <INCHI_IDENTIFIER>
InChI=1S/C20H31N/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h6,8,12,14,18H,5,7,9-11,13,21H2,1-4H3

> <INCHI_KEY>
JVVXZOOGOGPDRZ-UHFFFAOYSA-N

> <FORMULA>
C20H31N

> <MOLECULAR_WEIGHT>
285.475

> <EXACT_MASS>
285.245650002

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
36.120773109708985

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl]methanamine

> <ALOGPS_LOGP>
5.71

> <JCHEM_LOGP>
5.169419175666667

> <ALOGPS_LOGS>
-6.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.903842319742742

> <JCHEM_POLAR_SURFACE_AREA>
26.02

> <JCHEM_REFRACTIVITY>
91.15899999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.47e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl)methanamine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0244629
     RDKit          3D
Dehydroabietylamine
 52 54  0  0  0  0  0  0  0  0999 V2000
    5.3276   -1.1499    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114    0.2249   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4154    0.5415   -1.5451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4384    0.4108   -0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8519    1.3789    0.6582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761    1.5690    0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6695    0.7747   -0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2056   -0.2012   -0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5864   -0.3671   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3655   -1.0684   -1.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9829   -1.3637   -1.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3831   -0.4782    0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481   -0.5484    0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7224   -0.0665   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1960   -2.0156    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6240   -2.1046    0.7673 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1997    0.2117    1.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6922    1.6121    1.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2071    1.6719    1.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8322    0.9148   -0.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1907    1.6532   -1.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4225   -1.1875    0.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9270   -1.9229   -0.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9816   -1.3008    1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3614    0.9618    0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5063    0.7216   -1.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8658    1.4630   -1.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1525   -0.3022   -2.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4534    2.0313    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0159    2.3256    1.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0547   -1.1384   -1.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9275   -2.0352   -1.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2934   -0.6349   -2.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7100   -1.3697   -1.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889   -2.4241   -0.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8919   -0.9205    0.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6910   -0.6488   -0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0641    1.0035   -0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3511   -0.1662   -1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9963   -2.5686   -0.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5842   -2.4368    1.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9204   -3.1054    0.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7388   -1.9950    1.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2972    0.2572    1.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6778   -0.2862    2.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8661    2.1010    2.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2047    2.2353    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6305    1.2527    2.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9571    2.7542    1.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3227    1.0589   -2.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3501    2.3752   -1.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0884    2.3023   -1.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  9  4  1  0
 20 12  1  0
 20  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.742   2.920   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.510   3.643   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      -0.850   4.366   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       3.644  -0.564   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   17                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    7   11   15   21                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   18   19                                             
CONECT   15   14   10   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16    6                                                       
CONECT   18   14                                                            
CONECT   19   14   20                                                       
CONECT   20   19                                                            
CONECT   21   10                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0244629
HETATM    1  C1  UNL     1       5.328  -1.150   0.290  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.911   0.225  -0.156  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.415   0.541  -1.545  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.438   0.411  -0.131  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.852   1.379   0.658  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.476   1.569   0.696  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.669   0.775  -0.072  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.206  -0.201  -0.873  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.586  -0.367  -0.889  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.365  -1.068  -1.707  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.983  -1.364  -1.137  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.383  -0.478   0.003  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.848  -0.548   0.252  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.722  -0.066  -0.835  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.196  -2.016   0.521  1.00  0.00           C  
HETATM   16  N1  UNL     1      -4.624  -2.105   0.767  1.00  0.00           N  
HETATM   17  C16 UNL     1      -3.200   0.212   1.524  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.692   1.612   1.416  1.00  0.00           C  
HETATM   19  C18 UNL     1      -1.207   1.672   1.145  1.00  0.00           C  
HETATM   20  C19 UNL     1      -0.832   0.915  -0.090  1.00  0.00           C  
HETATM   21  C20 UNL     1      -1.191   1.653  -1.322  1.00  0.00           C  
HETATM   22  H1  UNL     1       6.422  -1.187   0.291  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.927  -1.923  -0.394  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.982  -1.301   1.320  1.00  0.00           H  
HETATM   25  H4  UNL     1       5.361   0.962   0.528  1.00  0.00           H  
HETATM   26  H5  UNL     1       6.506   0.722  -1.512  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.866   1.463  -1.876  1.00  0.00           H  
HETATM   28  H7  UNL     1       5.152  -0.302  -2.216  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.453   2.031   1.283  1.00  0.00           H  
HETATM   30  H9  UNL     1       1.016   2.326   1.313  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.055  -1.138  -1.518  1.00  0.00           H  
HETATM   32  H11 UNL     1       0.928  -2.035  -1.869  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.293  -0.635  -2.747  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.710  -1.370  -1.977  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.989  -2.424  -0.750  1.00  0.00           H  
HETATM   36  H15 UNL     1      -0.892  -0.921   0.925  1.00  0.00           H  
HETATM   37  H16 UNL     1      -4.691  -0.649  -0.800  1.00  0.00           H  
HETATM   38  H17 UNL     1      -4.064   1.004  -0.708  1.00  0.00           H  
HETATM   39  H18 UNL     1      -3.351  -0.166  -1.852  1.00  0.00           H  
HETATM   40  H19 UNL     1      -2.996  -2.569  -0.433  1.00  0.00           H  
HETATM   41  H20 UNL     1      -2.584  -2.437   1.328  1.00  0.00           H  
HETATM   42  H21 UNL     1      -4.920  -3.105   0.559  1.00  0.00           H  
HETATM   43  H22 UNL     1      -4.739  -1.995   1.816  1.00  0.00           H  
HETATM   44  H23 UNL     1      -4.297   0.257   1.664  1.00  0.00           H  
HETATM   45  H24 UNL     1      -2.678  -0.286   2.350  1.00  0.00           H  
HETATM   46  H25 UNL     1      -2.866   2.101   2.417  1.00  0.00           H  
HETATM   47  H26 UNL     1      -3.205   2.235   0.672  1.00  0.00           H  
HETATM   48  H27 UNL     1      -0.631   1.253   2.004  1.00  0.00           H  
HETATM   49  H28 UNL     1      -0.957   2.754   1.031  1.00  0.00           H  
HETATM   50  H29 UNL     1      -1.323   1.059  -2.224  1.00  0.00           H  
HETATM   51  H30 UNL     1      -0.350   2.375  -1.549  1.00  0.00           H  
HETATM   52  H31 UNL     1      -2.088   2.302  -1.114  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4   25
CONECT    3   26   27   28
CONECT    4    5    5    9
CONECT    5    6   29
CONECT    6    7    7   30
CONECT    7    8   20
CONECT    8    9    9   10
CONECT    9   31
CONECT   10   11   32   33
CONECT   11   12   34   35
CONECT   12   13   20   36
CONECT   13   14   15   17
CONECT   14   37   38   39
CONECT   15   16   40   41
CONECT   16   42   43
CONECT   17   18   44   45
CONECT   18   19   46   47
CONECT   19   20   48   49
CONECT   20   21
CONECT   21   50   51   52
END

HMDB0244629
     RDKit          3D
Dehydroabietylamine
 52 54  0  0  0  0  0  0  0  0999 V2000
    5.3276   -1.1499    0.2904 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9114    0.2249   -0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4154    0.5415   -1.5451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4384    0.4108   -0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8519    1.3789    0.6582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761    1.5690    0.6959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6695    0.7747   -0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2056   -0.2012   -0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5864   -0.3671   -0.8890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3655   -1.0684   -1.7072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9829   -1.3637   -1.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3831   -0.4782    0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481   -0.5484    0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7224   -0.0665   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1960   -2.0156    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6240   -2.1046    0.7673 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1997    0.2117    1.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6922    1.6121    1.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2071    1.6719    1.1445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8322    0.9148   -0.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1907    1.6532   -1.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4225   -1.1875    0.2909 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9270   -1.9229   -0.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9816   -1.3008    1.3202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3614    0.9618    0.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5063    0.7216   -1.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8658    1.4630   -1.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1525   -0.3022   -2.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4534    2.0313    1.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0159    2.3256    1.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0547   -1.1384   -1.5180 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9275   -2.0352   -1.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2934   -0.6349   -2.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7100   -1.3697   -1.9767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9889   -2.4241   -0.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8919   -0.9205    0.9248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6910   -0.6488   -0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0641    1.0035   -0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3511   -0.1662   -1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9963   -2.5686   -0.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5842   -2.4368    1.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9204   -3.1054    0.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7388   -1.9950    1.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2972    0.2572    1.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6778   -0.2862    2.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8661    2.1010    2.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2047    2.2353    0.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6305    1.2527    2.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9571    2.7542    1.0310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3227    1.0589   -2.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3501    2.3752   -1.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0884    2.3023   -1.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  9  4  1  0
 20 12  1  0
 20  7  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Leelamine	HMDB

Chemical Formula

C₂₀H₃₁N

Average Molecular Weight

285.475

Monoisotopic Molecular Weight

285.245650002

IUPAC Name

[1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl]methanamine

Traditional Name

(7-isopropyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl)methanamine

CAS Registry Number

Not Available

SMILES

CC(C)C1=CC2=C(C=C1)C1(C)CCCC(C)(CN)C1CC2

InChI Identifier

InChI=1S/C20H31N/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h6,8,12,14,18H,5,7,9-11,13,21H2,1-4H3

InChI Key

JVVXZOOGOGPDRZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Abietane diterpenoid
Phenanthrene
Hydrophenanthrene
Tetralin
Aralkylamine
Benzenoid
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Primary aliphatic amine
Amine
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	5.71	ALOGPS
logP	5.17	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Basic)	9.9	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	26.02 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	91.16 m³·mol⁻¹	ChemAxon
Polarizability	36.12 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	177.653	30932474
DeepCCS	[M-H]-	175.295	30932474
DeepCCS	[M-2H]-	208.182	30932474
DeepCCS	[M+Na]+	183.746	30932474
AllCCS	[M+H]+	171.8	32859911
AllCCS	[M+H-H2O]+	168.6	32859911
AllCCS	[M+NH4]+	174.8	32859911
AllCCS	[M+Na]+	175.7	32859911
AllCCS	[M-H]-	181.4	32859911
AllCCS	[M+Na-2H]-	181.8	32859911
AllCCS	[M+HCOO]-	182.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dehydroabietylamine	CC(C)C1=CC2=C(C=C1)C1(C)CCCC(C)(CN)C1CC2	2886.2	Standard polar	33892256
Dehydroabietylamine	CC(C)C1=CC2=C(C=C1)C1(C)CCCC(C)(CN)C1CC2	2269.0	Standard non polar	33892256
Dehydroabietylamine	CC(C)C1=CC2=C(C=C1)C1(C)CCCC(C)(CN)C1CC2	2367.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dehydroabietylamine,1TMS,isomer #1	CC(C)C1=CC=C2C(=C1)CCC1C(C)(CN[Si](C)(C)C)CCCC21C	2441.6	Semi standard non polar	33892256
Dehydroabietylamine,1TMS,isomer #1	CC(C)C1=CC=C2C(=C1)CCC1C(C)(CN[Si](C)(C)C)CCCC21C	2520.9	Standard non polar	33892256
Dehydroabietylamine,1TMS,isomer #1	CC(C)C1=CC=C2C(=C1)CCC1C(C)(CN[Si](C)(C)C)CCCC21C	2696.4	Standard polar	33892256
Dehydroabietylamine,2TMS,isomer #1	CC(C)C1=CC=C2C(=C1)CCC1C(C)(CN([Si](C)(C)C)[Si](C)(C)C)CCCC21C	2563.8	Semi standard non polar	33892256
Dehydroabietylamine,2TMS,isomer #1	CC(C)C1=CC=C2C(=C1)CCC1C(C)(CN([Si](C)(C)C)[Si](C)(C)C)CCCC21C	2801.3	Standard non polar	33892256
Dehydroabietylamine,2TMS,isomer #1	CC(C)C1=CC=C2C(=C1)CCC1C(C)(CN([Si](C)(C)C)[Si](C)(C)C)CCCC21C	2752.9	Standard polar	33892256
Dehydroabietylamine,1TBDMS,isomer #1	CC(C)C1=CC=C2C(=C1)CCC1C(C)(CN[Si](C)(C)C(C)(C)C)CCCC21C	2684.9	Semi standard non polar	33892256
Dehydroabietylamine,1TBDMS,isomer #1	CC(C)C1=CC=C2C(=C1)CCC1C(C)(CN[Si](C)(C)C(C)(C)C)CCCC21C	2800.6	Standard non polar	33892256
Dehydroabietylamine,1TBDMS,isomer #1	CC(C)C1=CC=C2C(=C1)CCC1C(C)(CN[Si](C)(C)C(C)(C)C)CCCC21C	2851.4	Standard polar	33892256
Dehydroabietylamine,2TBDMS,isomer #1	CC(C)C1=CC=C2C(=C1)CCC1C(C)(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCCC21C	3027.4	Semi standard non polar	33892256
Dehydroabietylamine,2TBDMS,isomer #1	CC(C)C1=CC=C2C(=C1)CCC1C(C)(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCCC21C	3234.2	Standard non polar	33892256
Dehydroabietylamine,2TBDMS,isomer #1	CC(C)C1=CC=C2C(=C1)CCC1C(C)(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCCC21C	2974.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydroabietylamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-6390000000-1493fe5245626c0f639c	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dehydroabietylamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dehydroabietylamine 10V, Positive-QTOF	splash10-00di-0930000000-25eeba34653cfccb0d34	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dehydroabietylamine 20V, Positive-QTOF	splash10-00di-0900000000-1d37e621d7f875e5dcfe	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Dehydroabietylamine 40V, Positive-QTOF	splash10-001i-0900000000-c8c3099373ec22b7b8c0	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroabietylamine 10V, Negative-QTOF	splash10-001i-0090000000-ccba4c34ef5439a72d5d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroabietylamine 20V, Negative-QTOF	splash10-001i-0090000000-ccba4c34ef5439a72d5d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroabietylamine 40V, Negative-QTOF	splash10-001i-0090000000-d6ba08502e5109594c24	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroabietylamine 10V, Positive-QTOF	splash10-000i-0090000000-72b4158164df66c8ad81	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroabietylamine 20V, Positive-QTOF	splash10-00or-0490000000-b6d1ee897ddfe153c67a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dehydroabietylamine 40V, Positive-QTOF	splash10-053r-8980000000-003e2a9bf47fa9e03884	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

96133

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Leelamine

METLIN ID

Not Available

PubChem Compound

106831

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 Dehydroabietylamine (HMDB0244629)

MOL for HMDB0244629 (Dehydroabietylamine)

3D MOL for HMDB0244629 (Dehydroabietylamine)

3D SDF for HMDB0244629 (Dehydroabietylamine)

3D-SDF for HMDB0244629 (Dehydroabietylamine)

PDB for HMDB0244629 (Dehydroabietylamine)

3D PDB for HMDB0244629 (Dehydroabietylamine)

SMILES for HMDB0244629 (Dehydroabietylamine)

INCHI for HMDB0244629 (Dehydroabietylamine)

Structure for HMDB0244629 (Dehydroabietylamine)

3D Structure for HMDB0244629 (Dehydroabietylamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra