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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:12:34 UTC

Update Date

2021-09-26 23:02:48 UTC

HMDB ID

HMDB0251028

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Desacetyllevonantradol

Description

Desacetyllevonantradol belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included. Based on a literature review a small amount of articles have been published on Desacetyllevonantradol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Desacetyllevonantradol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Desacetyllevonantradol 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

  Mrv1652309112110122D          

 29 32  0  0  0  0            999 V2000
   -1.4289   -1.6500    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
   -2.1434   -0.4125    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
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    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    0.4125    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    1.6500    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
    0.0000    1.6500    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    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    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  1  0  0  0  0
  3  8  1  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
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 10 28  1  0  0  0  0
  6 29  1  0  0  0  0
M  END

HMDB0251028
     RDKit          3D
Desacetyllevonantradol
 62 65  0  0  0  0  0  0  0  0999 V2000
    2.5611   -1.6123   -2.5050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0468   -1.5721   -1.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1705   -1.8721   -0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886   -0.8481   -0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3630   -1.2193    0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5058   -0.2818    0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5800   -0.5018   -0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6174    0.4046   -0.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6011    1.5249    0.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5228    1.7429    1.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4780    0.8302    1.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4474   -0.3450   -0.8453 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1502   -0.0707   -0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2389    1.2488   -0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5369    1.5693   -0.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8701    2.9104    0.1598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4988    0.5892    0.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1147   -0.7125   -0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7892   -1.0537   -0.3962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1116   -1.6982    0.0774 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4903   -1.4333    0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0273   -2.4964    1.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8034   -0.0668    0.8114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2286    0.2460    0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5870    1.6831    0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5893    2.6465    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9831    3.2980    1.0882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4878    1.8388   -0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8615    1.0050    0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7249   -1.7780   -3.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2445   -2.4933   -2.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0558   -0.6725   -2.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3366   -2.4041   -0.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7736   -1.8259    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6145   -2.8600   -0.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7429   -0.9308   -1.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9446    0.1820   -0.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9593   -1.1975    1.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7274   -2.2486    0.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6406   -1.3728   -0.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4679    0.2116   -0.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4232    2.2257    0.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5425    2.6287    2.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6438    1.0217    2.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5137    2.0087   -0.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801    3.6389    0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5697   -2.0977   -0.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110   -2.7047    0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0217   -1.5971   -0.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7187   -2.0913    1.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5663   -3.3034    0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1951   -3.0216    1.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8383   -0.1469    1.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3909   -0.1366   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9026   -0.3537    1.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8389    1.8969    1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5484    1.8512    0.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9834    3.3484   -0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4288    3.0786    1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7446    2.4726   -1.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9665    1.1822   -1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7648    1.7359    1.3172 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  2  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 11  6  1  0
 19 13  1  0
 29 23  1  0
 29 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
 14 45  1  0
 16 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 27 59  1  0
 28 60  1  0
 28 61  1  0
 29 62  1  0
M  END

  Mrv1652309112110122D          

 29 32  0  0  0  0            999 V2000
   -1.4289   -1.6500    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
   -2.1434   -0.4125    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
   -3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    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    0.4125    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    1.6500    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
    0.0000    1.6500    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    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    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  1  0  0  0  0
  3  8  1  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
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 10 28  1  0  0  0  0
  6 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251028

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCCC1=CC=CC=C1)OC1=CC(O)=C2C3CC(O)CCC3C(C)NC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H33NO3/c1-16(7-6-10-18-8-4-3-5-9-18)29-20-14-23-25(24(28)15-20)22-13-19(27)11-12-21(22)17(2)26-23/h3-5,8-9,14-17,19,21-22,26-28H,6-7,10-13H2,1-2H3

> <INCHI_KEY>
YPYQDMBJZJZFQL-UHFFFAOYSA-N

> <FORMULA>
C25H33NO3

> <MOLECULAR_WEIGHT>
395.543

> <EXACT_MASS>
395.246043927

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
46.21549952614251

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-methyl-3-[(5-phenylpentan-2-yl)oxy]-5,6,6a,7,8,9,10,10a-octahydrophenanthridine-1,9-diol

> <ALOGPS_LOGP>
5.44

> <JCHEM_LOGP>
4.895351052000001

> <ALOGPS_LOGS>
-5.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.240423558117477

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.108770468362758

> <JCHEM_PKA_STRONGEST_BASIC>
3.9125670227598257

> <JCHEM_POLAR_SURFACE_AREA>
61.72

> <JCHEM_REFRACTIVITY>
118.10320000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.71e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-methyl-3-[(5-phenylpentan-2-yl)oxy]-5,6,6a,7,8,9,10,10a-octahydrophenanthridine-1,9-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251028
     RDKit          3D
Desacetyllevonantradol
 62 65  0  0  0  0  0  0  0  0999 V2000
    2.5611   -1.6123   -2.5050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0468   -1.5721   -1.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1705   -1.8721   -0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886   -0.8481   -0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3630   -1.2193    0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5058   -0.2818    0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5800   -0.5018   -0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6174    0.4046   -0.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6011    1.5249    0.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5228    1.7429    1.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4780    0.8302    1.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4474   -0.3450   -0.8453 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1502   -0.0707   -0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2389    1.2488   -0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5369    1.5693   -0.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8701    2.9104    0.1598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4988    0.5892    0.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1147   -0.7125   -0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7892   -1.0537   -0.3962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1116   -1.6982    0.0774 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4903   -1.4333    0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0273   -2.4964    1.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8034   -0.0668    0.8114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2286    0.2460    0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5870    1.6831    0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5893    2.6465    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9831    3.2980    1.0882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4878    1.8388   -0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8615    1.0050    0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7249   -1.7780   -3.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2445   -2.4933   -2.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0558   -0.6725   -2.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3366   -2.4041   -0.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7736   -1.8259    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6145   -2.8600   -0.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7429   -0.9308   -1.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9446    0.1820   -0.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9593   -1.1975    1.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7274   -2.2486    0.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6406   -1.3728   -0.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4679    0.2116   -0.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4232    2.2257    0.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5425    2.6287    2.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6438    1.0217    2.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5137    2.0087   -0.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801    3.6389    0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5697   -2.0977   -0.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110   -2.7047    0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0217   -1.5971   -0.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7187   -2.0913    1.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5663   -3.3034    0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1951   -3.0216    1.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8383   -0.1469    1.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3909   -0.1366   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9026   -0.3537    1.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8389    1.8969    1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5484    1.8512    0.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9834    3.3484   -0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4288    3.0786    1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7446    2.4726   -1.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9665    1.1822   -1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7648    1.7359    1.3172 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  2  0
  2 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 11  6  1  0
 19 13  1  0
 29 23  1  0
 29 17  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
  8 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
 14 45  1  0
 16 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 27 59  1  0
 28 60  1  0
 28 61  1  0
 29 62  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   3.080   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   0.770   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.669   3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -8.002   1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   29                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11   28                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14    2                                                       
CONECT   16   12   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
CONECT   28   10                                                            
CONECT   29    6                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0251028
HETATM    1  C1  UNL     1       2.561  -1.612  -2.505  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.047  -1.572  -1.077  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.171  -1.872  -0.101  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.289  -0.848  -0.237  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.363  -1.219   0.768  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.506  -0.282   0.720  1.00  0.00           C  
HETATM    7  C7  UNL     1       7.580  -0.502  -0.108  1.00  0.00           C  
HETATM    8  C8  UNL     1       8.617   0.405  -0.112  1.00  0.00           C  
HETATM    9  C9  UNL     1       8.601   1.525   0.695  1.00  0.00           C  
HETATM   10  C10 UNL     1       7.523   1.743   1.524  1.00  0.00           C  
HETATM   11  C11 UNL     1       6.478   0.830   1.528  1.00  0.00           C  
HETATM   12  O1  UNL     1       1.447  -0.345  -0.845  1.00  0.00           O  
HETATM   13  C12 UNL     1       0.150  -0.071  -0.531  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.239   1.249  -0.339  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.537   1.569  -0.021  1.00  0.00           C  
HETATM   16  O2  UNL     1      -1.870   2.910   0.160  1.00  0.00           O  
HETATM   17  C15 UNL     1      -2.499   0.589   0.119  1.00  0.00           C  
HETATM   18  C16 UNL     1      -2.115  -0.713  -0.070  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.789  -1.054  -0.396  1.00  0.00           C  
HETATM   20  N1  UNL     1      -3.112  -1.698   0.077  1.00  0.00           N  
HETATM   21  C18 UNL     1      -4.490  -1.433   0.298  1.00  0.00           C  
HETATM   22  C19 UNL     1      -5.027  -2.496   1.237  1.00  0.00           C  
HETATM   23  C20 UNL     1      -4.803  -0.067   0.811  1.00  0.00           C  
HETATM   24  C21 UNL     1      -6.229   0.246   0.394  1.00  0.00           C  
HETATM   25  C22 UNL     1      -6.587   1.683   0.560  1.00  0.00           C  
HETATM   26  C23 UNL     1      -5.589   2.646   0.009  1.00  0.00           C  
HETATM   27  O3  UNL     1      -4.983   3.298   1.088  1.00  0.00           O  
HETATM   28  C24 UNL     1      -4.488   1.839  -0.667  1.00  0.00           C  
HETATM   29  C25 UNL     1      -3.861   1.005   0.459  1.00  0.00           C  
HETATM   30  H1  UNL     1       1.725  -1.778  -3.203  1.00  0.00           H  
HETATM   31  H2  UNL     1       3.244  -2.493  -2.568  1.00  0.00           H  
HETATM   32  H3  UNL     1       3.056  -0.672  -2.774  1.00  0.00           H  
HETATM   33  H4  UNL     1       1.337  -2.404  -0.982  1.00  0.00           H  
HETATM   34  H5  UNL     1       2.774  -1.826   0.934  1.00  0.00           H  
HETATM   35  H6  UNL     1       3.615  -2.860  -0.332  1.00  0.00           H  
HETATM   36  H7  UNL     1       4.743  -0.931  -1.249  1.00  0.00           H  
HETATM   37  H8  UNL     1       3.945   0.182  -0.125  1.00  0.00           H  
HETATM   38  H9  UNL     1       4.959  -1.198   1.803  1.00  0.00           H  
HETATM   39  H10 UNL     1       5.727  -2.249   0.532  1.00  0.00           H  
HETATM   40  H11 UNL     1       7.641  -1.373  -0.765  1.00  0.00           H  
HETATM   41  H12 UNL     1       9.468   0.212  -0.781  1.00  0.00           H  
HETATM   42  H13 UNL     1       9.423   2.226   0.679  1.00  0.00           H  
HETATM   43  H14 UNL     1       7.543   2.629   2.141  1.00  0.00           H  
HETATM   44  H15 UNL     1       5.644   1.022   2.186  1.00  0.00           H  
HETATM   45  H16 UNL     1       0.514   2.009  -0.449  1.00  0.00           H  
HETATM   46  H17 UNL     1      -1.180   3.639   0.061  1.00  0.00           H  
HETATM   47  H18 UNL     1      -0.570  -2.098  -0.528  1.00  0.00           H  
HETATM   48  H19 UNL     1      -2.811  -2.705   0.020  1.00  0.00           H  
HETATM   49  H20 UNL     1      -5.022  -1.597  -0.686  1.00  0.00           H  
HETATM   50  H21 UNL     1      -5.719  -2.091   1.993  1.00  0.00           H  
HETATM   51  H22 UNL     1      -5.566  -3.303   0.685  1.00  0.00           H  
HETATM   52  H23 UNL     1      -4.195  -3.022   1.784  1.00  0.00           H  
HETATM   53  H24 UNL     1      -4.838  -0.147   1.939  1.00  0.00           H  
HETATM   54  H25 UNL     1      -6.391  -0.137  -0.625  1.00  0.00           H  
HETATM   55  H26 UNL     1      -6.903  -0.354   1.057  1.00  0.00           H  
HETATM   56  H27 UNL     1      -6.839   1.897   1.638  1.00  0.00           H  
HETATM   57  H28 UNL     1      -7.548   1.851   0.015  1.00  0.00           H  
HETATM   58  H29 UNL     1      -5.983   3.348  -0.736  1.00  0.00           H  
HETATM   59  H30 UNL     1      -5.429   3.079   1.948  1.00  0.00           H  
HETATM   60  H31 UNL     1      -3.745   2.473  -1.168  1.00  0.00           H  
HETATM   61  H32 UNL     1      -4.966   1.182  -1.411  1.00  0.00           H  
HETATM   62  H33 UNL     1      -3.765   1.736   1.317  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   12   33
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7    7   11
CONECT    7    8   40
CONECT    8    9    9   41
CONECT    9   10   42
CONECT   10   11   11   43
CONECT   11   44
CONECT   12   13
CONECT   13   14   14   19
CONECT   14   15   45
CONECT   15   16   17   17
CONECT   16   46
CONECT   17   18   29
CONECT   18   19   19   20
CONECT   19   47
CONECT   20   21   48
CONECT   21   22   23   49
CONECT   22   50   51   52
CONECT   23   24   29   53
CONECT   24   25   54   55
CONECT   25   26   56   57
CONECT   26   27   28   58
CONECT   27   59
CONECT   28   29   60   61
CONECT   29   62
END

HMDB0251028
     RDKit          3D
Desacetyllevonantradol
 62 65  0  0  0  0  0  0  0  0999 V2000
    2.5611   -1.6123   -2.5050 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0468   -1.5721   -1.0773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1705   -1.8721   -0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886   -0.8481   -0.2369 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3630   -1.2193    0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5058   -0.2818    0.7199 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5800   -0.5018   -0.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6174    0.4046   -0.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6011    1.5249    0.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5228    1.7429    1.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4780    0.8302    1.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4474   -0.3450   -0.8453 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1502   -0.0707   -0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2389    1.2488   -0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5369    1.5693   -0.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8701    2.9104    0.1598 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4988    0.5892    0.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1147   -0.7125   -0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7892   -1.0537   -0.3962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1116   -1.6982    0.0774 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4903   -1.4333    0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0273   -2.4964    1.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8034   -0.0668    0.8114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2286    0.2460    0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5870    1.6831    0.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5893    2.6465    0.0089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9831    3.2980    1.0882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4878    1.8388   -0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8615    1.0050    0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7249   -1.7780   -3.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2445   -2.4933   -2.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0558   -0.6725   -2.7738 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3366   -2.4041   -0.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7736   -1.8259    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6145   -2.8600   -0.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7429   -0.9308   -1.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9446    0.1820   -0.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9593   -1.1975    1.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7274   -2.2486    0.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6406   -1.3728   -0.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4679    0.2116   -0.7813 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4232    2.2257    0.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5425    2.6287    2.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6438    1.0217    2.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5137    2.0087   -0.4493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801    3.6389    0.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5697   -2.0977   -0.5279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8110   -2.7047    0.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0217   -1.5971   -0.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7187   -2.0913    1.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5663   -3.3034    0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1951   -3.0216    1.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8383   -0.1469    1.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3909   -0.1366   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9026   -0.3537    1.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8389    1.8969    1.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5484    1.8512    0.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9834    3.3484   -0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4288    3.0786    1.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7446    2.4726   -1.1678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9665    1.1822   -1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7648    1.7359    1.3172 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
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  2 12  1  0
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 11  6  1  0
 19 13  1  0
 29 23  1  0
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  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
  8 41  1  0
  9 42  1  0
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 28 61  1  0
 29 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Deacetyllevonantradol	HMDB
Deacetylnantradol	HMDB
Desacetylnantradol hydrochloride, (6S-(3(s*),6alpha,6aalpha,9aalpha,10abeta))-isomer	HMDB
Desacetylnantradol, (6S-(3(s*),6alpha,6aalpha,9alpha,10abeta))-isomer	HMDB
Desacetyllevonantradol	MeSH

Chemical Formula

C₂₅H₃₃NO₃

Average Molecular Weight

395.543

Monoisotopic Molecular Weight

395.246043927

IUPAC Name

6-methyl-3-[(5-phenylpentan-2-yl)oxy]-5,6,6a,7,8,9,10,10a-octahydrophenanthridine-1,9-diol

Traditional Name

6-methyl-3-[(5-phenylpentan-2-yl)oxy]-5,6,6a,7,8,9,10,10a-octahydrophenanthridine-1,9-diol

CAS Registry Number

Not Available

SMILES

CC(CCCC1=CC=CC=C1)OC1=CC(O)=C2C3CC(O)CCC3C(C)NC2=C1

InChI Identifier

InChI=1S/C25H33NO3/c1-16(7-6-10-18-8-4-3-5-9-18)29-20-14-23-25(24(28)15-20)22-13-19(27)11-12-21(22)17(2)26-23/h3-5,8-9,14-17,19,21-22,26-28H,6-7,10-13H2,1-2H3

InChI Key

YPYQDMBJZJZFQL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Phenanthridines and derivatives

Alternative Parents

Substituents

Phenanthridine
Tetrahydroquinoline
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Secondary aliphatic/aromatic amine
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Cyclic alcohol
Secondary alcohol
Azacycle
Secondary amine
Ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
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)

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	5.44	ALOGPS
logP	4.9	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	10.11	ChemAxon
pKa (Strongest Basic)	3.91	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	61.72 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	118.1 m³·mol⁻¹	ChemAxon
Polarizability	46.22 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	194.762	30932474
DeepCCS	[M-H]-	192.404	30932474
DeepCCS	[M-2H]-	226.638	30932474
DeepCCS	[M+Na]+	201.865	30932474
AllCCS	[M+H]+	203.7	32859911
AllCCS	[M+H-H2O]+	201.3	32859911
AllCCS	[M+NH4]+	205.9	32859911
AllCCS	[M+Na]+	206.5	32859911
AllCCS	[M-H]-	196.2	32859911
AllCCS	[M+Na-2H]-	197.0	32859911
AllCCS	[M+HCOO]-	198.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Desacetyllevonantradol	CC(CCCC1=CC=CC=C1)OC1=CC(O)=C2C3CC(O)CCC3C(C)NC2=C1	4281.6	Standard polar	33892256
Desacetyllevonantradol	CC(CCCC1=CC=CC=C1)OC1=CC(O)=C2C3CC(O)CCC3C(C)NC2=C1	3300.4	Standard non polar	33892256
Desacetyllevonantradol	CC(CCCC1=CC=CC=C1)OC1=CC(O)=C2C3CC(O)CCC3C(C)NC2=C1	3607.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Desacetyllevonantradol,3TMS,isomer #1	CC(CCCC1=CC=CC=C1)OC1=CC(O[Si](C)(C)C)=C2C(=C1)N([Si](C)(C)C)C(C)C1CCC(O[Si](C)(C)C)CC21	3225.7	Semi standard non polar	33892256
Desacetyllevonantradol,3TMS,isomer #1	CC(CCCC1=CC=CC=C1)OC1=CC(O[Si](C)(C)C)=C2C(=C1)N([Si](C)(C)C)C(C)C1CCC(O[Si](C)(C)C)CC21	3255.9	Standard non polar	33892256
Desacetyllevonantradol,3TMS,isomer #1	CC(CCCC1=CC=CC=C1)OC1=CC(O[Si](C)(C)C)=C2C(=C1)N([Si](C)(C)C)C(C)C1CCC(O[Si](C)(C)C)CC21	3686.9	Standard polar	33892256
Desacetyllevonantradol,3TBDMS,isomer #1	CC(CCCC1=CC=CC=C1)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=C1)N([Si](C)(C)C(C)(C)C)C(C)C1CCC(O[Si](C)(C)C(C)(C)C)CC21	3766.9	Semi standard non polar	33892256
Desacetyllevonantradol,3TBDMS,isomer #1	CC(CCCC1=CC=CC=C1)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=C1)N([Si](C)(C)C(C)(C)C)C(C)C1CCC(O[Si](C)(C)C(C)(C)C)CC21	3828.9	Standard non polar	33892256
Desacetyllevonantradol,3TBDMS,isomer #1	CC(CCCC1=CC=CC=C1)OC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=C1)N([Si](C)(C)C(C)(C)C)C(C)C1CCC(O[Si](C)(C)C(C)(C)C)CC21	3890.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetyllevonantradol GC-MS (Non-derivatized) - 70eV, Positive	splash10-000l-2249000000-1325618006f9947c460a	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetyllevonantradol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetyllevonantradol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetyllevonantradol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetyllevonantradol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetyllevonantradol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetyllevonantradol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetyllevonantradol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetyllevonantradol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetyllevonantradol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetyllevonantradol GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetyllevonantradol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetyllevonantradol GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desacetyllevonantradol GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desacetyllevonantradol 10V, Positive-QTOF	splash10-0002-0009000000-7fbd91e146d82a133582	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desacetyllevonantradol 20V, Positive-QTOF	splash10-0002-4918000000-2933bea58701245a08f9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desacetyllevonantradol 40V, Positive-QTOF	splash10-052f-9731000000-34992e13a7a6c501500f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desacetyllevonantradol 10V, Negative-QTOF	splash10-0006-0019000000-b5376be7baa5b42c28ed	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desacetyllevonantradol 20V, Negative-QTOF	splash10-0006-0119000000-7b7d622790e42e9e858d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desacetyllevonantradol 40V, Negative-QTOF	splash10-000w-1090000000-464915485ecf26549bae	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

111447

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

125211

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 Desacetyllevonantradol (HMDB0251028)

MOL for HMDB0251028 (Desacetyllevonantradol)

3D MOL for HMDB0251028 (Desacetyllevonantradol)

3D SDF for HMDB0251028 (Desacetyllevonantradol)

3D-SDF for HMDB0251028 (Desacetyllevonantradol)

PDB for HMDB0251028 (Desacetyllevonantradol)

3D PDB for HMDB0251028 (Desacetyllevonantradol)

SMILES for HMDB0251028 (Desacetyllevonantradol)

INCHI for HMDB0251028 (Desacetyllevonantradol)

Structure for HMDB0251028 (Desacetyllevonantradol)

3D Structure for HMDB0251028 (Desacetyllevonantradol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra