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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:22:06 UTC

Update Date

2021-09-26 23:02:54 UTC

HMDB ID

HMDB0251084

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dexanabinol

Description

9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6H,6aH,7H,10H,10aH-benzo[c]isochromen-1-ol belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. Based on a literature review very few articles have been published on 9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6H,6aH,7H,10H,10aH-benzo[c]isochromen-1-ol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dexanabinol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dexanabinol 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


  Mrv1652309112110222D          

 28 30  0  0  0  0            999 V2000
    8.5520   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    0.4125    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
    4.8395    1.2375    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
    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
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8398    2.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5107    2.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 O   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
    2.3645   -1.0164    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
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 12 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  0  0  0  0
 13 26  1  0  0  0  0
 26 27  2  0  0  0  0
 10 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END

HMDB0251084
     RDKit          3D
Dexanabinol
 66 68  0  0  0  0  0  0  0  0999 V2000
    8.2719    0.4456   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7414    0.3860    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3589   -1.0268    0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0286   -1.4502    0.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7991   -1.1409    0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4304    0.2721   -0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2382    0.6608   -0.8231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4104    0.2610   -2.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3203    2.2109   -0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9061    0.2961   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4659   -0.9906   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8146   -1.2891    0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1975   -2.6157    0.4064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7361   -0.2720    0.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3169    1.0218    0.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0430    1.2832   -0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2209    2.0614    0.6526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6161    1.8097    0.7140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1735    1.7571   -0.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2224    2.9885    1.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8344    0.5575    1.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2754    0.3280    1.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9031   -0.7471    0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2604   -1.5140    0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9723   -2.5841   -0.6481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4428   -3.8364   -0.3521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8150   -1.3873   -0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0958   -0.6197    0.9829 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3522   -0.1605   -1.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8748    0.1303    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4447    1.5189   -0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6374    1.0294    1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3249    0.8781   -0.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6617   -1.6276   -0.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1456   -1.4624    1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8886   -1.1197    1.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0786   -2.5911    0.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9504   -1.5559   -0.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9840   -1.7537    0.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2586    0.8919   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2598    0.6771    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0063    1.0071   -2.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3744    0.3246   -2.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7701   -0.7481   -2.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6304    2.6334   -1.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3993    2.4276   -1.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1720    2.5336    0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712   -1.8552   -0.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6102   -3.3969    0.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2078    2.3365   -0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3913    2.8121   -0.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1644    1.2549   -0.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589    1.3668   -1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2996    3.1074    1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8667    3.0281    2.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7726    3.9083    0.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3693    0.7783    2.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4668    0.0288    2.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9112    1.2258    1.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9670   -0.8909    1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8700   -2.3253   -1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0378   -2.5580   -0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4107   -3.9158    0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4167   -2.4390   -0.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5532   -1.0326   -1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9574   -1.3319    1.8499 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  1  0
  7  9  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 16 10  1  0
 28 21  1  0
 28 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 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
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
 11 48  1  0
 13 49  1  0
 16 50  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 25 61  1  0
 25 62  1  0
 26 63  1  0
 27 64  1  0
 27 65  1  0
 28 66  1  0
M  END


  Mrv1652309112110222D          

 28 30  0  0  0  0            999 V2000
    8.5520   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    0.4125    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
    4.8395    1.2375    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
    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
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8398    2.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5107    2.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 O   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
    2.3645   -1.0164    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
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 12 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 16 24  1  0  0  0  0
 24 25  1  0  0  0  0
 13 26  1  0  0  0  0
 26 27  2  0  0  0  0
 10 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251084

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCC(C)(C)C1=CC2=C(C3CC(CO)=CCC3C(C)(C)O2)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C25H38O3/c1-6-7-8-9-12-24(2,3)18-14-21(27)23-19-13-17(16-26)10-11-20(19)25(4,5)28-22(23)15-18/h10,14-15,19-20,26-27H,6-9,11-13,16H2,1-5H3

> <INCHI_KEY>
SSQJFGMEZBFMNV-UHFFFAOYSA-N

> <FORMULA>
C25H38O3

> <MOLECULAR_WEIGHT>
386.576

> <EXACT_MASS>
386.282095084

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
46.95822354367783

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6H,6aH,7H,10H,10aH-benzo[c]isochromen-1-ol

> <ALOGPS_LOGP>
8.03

> <JCHEM_LOGP>
6.139589497

> <ALOGPS_LOGS>
-5.42

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.16010658038596

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.98389607485186

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7287714683784516

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
116.73390000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.48e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6aH,7H,10H,10aH-benzo[c]isochromen-1-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251084
     RDKit          3D
Dexanabinol
 66 68  0  0  0  0  0  0  0  0999 V2000
    8.2719    0.4456   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7414    0.3860    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3589   -1.0268    0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0286   -1.4502    0.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7991   -1.1409    0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4304    0.2721   -0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2382    0.6608   -0.8231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4104    0.2610   -2.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3203    2.2109   -0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9061    0.2961   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4659   -0.9906   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8146   -1.2891    0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1975   -2.6157    0.4064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7361   -0.2720    0.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3169    1.0218    0.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0430    1.2832   -0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2209    2.0614    0.6526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6161    1.8097    0.7140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1735    1.7571   -0.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2224    2.9885    1.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8344    0.5575    1.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2754    0.3280    1.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9031   -0.7471    0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2604   -1.5140    0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9723   -2.5841   -0.6481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4428   -3.8364   -0.3521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8150   -1.3873   -0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0958   -0.6197    0.9829 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3522   -0.1605   -1.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8748    0.1303    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4447    1.5189   -0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6374    1.0294    1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3249    0.8781   -0.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6617   -1.6276   -0.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1456   -1.4624    1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8886   -1.1197    1.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0786   -2.5911    0.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9504   -1.5559   -0.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9840   -1.7537    0.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2586    0.8919   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2598    0.6771    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0063    1.0071   -2.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3744    0.3246   -2.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7701   -0.7481   -2.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6304    2.6334   -1.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3993    2.4276   -1.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1720    2.5336    0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712   -1.8552   -0.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6102   -3.3969    0.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2078    2.3365   -0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3913    2.8121   -0.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1644    1.2549   -0.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589    1.3668   -1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2996    3.1074    1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8667    3.0281    2.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7726    3.9083    0.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3693    0.7783    2.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4668    0.0288    2.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9112    1.2258    1.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9670   -0.8909    1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8700   -2.3253   -1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0378   -2.5580   -0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4107   -3.9158    0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4167   -2.4390   -0.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5532   -1.0326   -1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9574   -1.3319    1.8499 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  1  0
  7  9  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 16 10  1  0
 28 21  1  0
 28 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 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
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
 11 48  1  0
 13 49  1  0
 16 50  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 25 61  1  0
 25 62  1  0
 26 63  1  0
 27 64  1  0
 27 65  1  0
 28 66  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      15.964  -3.231   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.194  -1.897   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.654  -1.897   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.884  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.344  -0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.574   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.034   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.034  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.414   3.437   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.568   4.253   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.820   4.976   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.206  -1.897   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.746  -1.897   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.414  -1.897   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11   27                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14   26                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19   21   22   23                                             
CONECT   21   20   12                                                       
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24   16   25                                                       
CONECT   25   24                                                            
CONECT   26   13   27   28                                                  
CONECT   27   26   10                                                       
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0253221
HETATM    1  C1  UNL     1       7.622   1.798   0.142  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.600   0.724   1.184  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.650  -0.393   0.876  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.210   0.117   0.757  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.361  -1.063   0.449  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.902  -0.866   0.320  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.402   0.068  -0.715  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.862  -0.315  -2.113  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.655   1.492  -0.350  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.884  -0.055  -0.805  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.222   0.099  -2.002  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.163  -0.017  -2.055  1.00  0.00           C  
HETATM   13  O1  UNL     1      -1.744   0.152  -3.294  1.00  0.00           O  
HETATM   14  C13 UNL     1      -1.913  -0.286  -0.935  1.00  0.00           C  
HETATM   15  C14 UNL     1      -1.251  -0.440   0.262  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.141  -0.323   0.314  1.00  0.00           C  
HETATM   17  O2  UNL     1      -1.965  -0.708   1.395  1.00  0.00           O  
HETATM   18  C16 UNL     1      -3.325  -1.065   1.454  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.381  -2.376   2.253  1.00  0.00           C  
HETATM   20  C18 UNL     1      -4.041  -0.025   2.240  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.854  -1.353   0.102  1.00  0.00           C  
HETATM   22  C20 UNL     1      -5.350  -1.508   0.049  1.00  0.00           C  
HETATM   23  C21 UNL     1      -6.069  -0.229  -0.021  1.00  0.00           C  
HETATM   24  C22 UNL     1      -5.473   0.865  -0.480  1.00  0.00           C  
HETATM   25  C23 UNL     1      -6.285   2.113  -0.511  1.00  0.00           C  
HETATM   26  O3  UNL     1      -7.571   1.918  -0.039  1.00  0.00           O  
HETATM   27  C24 UNL     1      -4.085   0.917  -0.953  1.00  0.00           C  
HETATM   28  C25 UNL     1      -3.397  -0.411  -0.986  1.00  0.00           C  
HETATM   29  H1  UNL     1       6.971   1.571  -0.741  1.00  0.00           H  
HETATM   30  H2  UNL     1       7.288   2.777   0.545  1.00  0.00           H  
HETATM   31  H3  UNL     1       8.666   1.945  -0.224  1.00  0.00           H  
HETATM   32  H4  UNL     1       7.356   1.190   2.161  1.00  0.00           H  
HETATM   33  H5  UNL     1       8.610   0.276   1.276  1.00  0.00           H  
HETATM   34  H6  UNL     1       6.949  -0.921  -0.045  1.00  0.00           H  
HETATM   35  H7  UNL     1       6.690  -1.117   1.706  1.00  0.00           H  
HETATM   36  H8  UNL     1       4.956   0.592   1.719  1.00  0.00           H  
HETATM   37  H9  UNL     1       5.180   0.928  -0.018  1.00  0.00           H  
HETATM   38  H10 UNL     1       4.750  -1.657  -0.422  1.00  0.00           H  
HETATM   39  H11 UNL     1       4.519  -1.781   1.318  1.00  0.00           H  
HETATM   40  H12 UNL     1       2.403  -1.873   0.181  1.00  0.00           H  
HETATM   41  H13 UNL     1       2.536  -0.567   1.357  1.00  0.00           H  
HETATM   42  H14 UNL     1       2.805   0.595  -2.740  1.00  0.00           H  
HETATM   43  H15 UNL     1       3.932  -0.611  -2.116  1.00  0.00           H  
HETATM   44  H16 UNL     1       2.205  -1.108  -2.484  1.00  0.00           H  
HETATM   45  H17 UNL     1       3.369   1.930  -1.086  1.00  0.00           H  
HETATM   46  H18 UNL     1       3.074   1.656   0.660  1.00  0.00           H  
HETATM   47  H19 UNL     1       1.717   2.110  -0.357  1.00  0.00           H  
HETATM   48  H20 UNL     1       0.805   0.311  -2.883  1.00  0.00           H  
HETATM   49  H21 UNL     1      -2.736   0.090  -3.455  1.00  0.00           H  
HETATM   50  H22 UNL     1       0.574  -0.458   1.300  1.00  0.00           H  
HETATM   51  H23 UNL     1      -4.372  -2.836   2.209  1.00  0.00           H  
HETATM   52  H24 UNL     1      -3.202  -2.080   3.318  1.00  0.00           H  
HETATM   53  H25 UNL     1      -2.565  -3.033   1.900  1.00  0.00           H  
HETATM   54  H26 UNL     1      -3.720  -0.152   3.317  1.00  0.00           H  
HETATM   55  H27 UNL     1      -3.656   1.000   1.974  1.00  0.00           H  
HETATM   56  H28 UNL     1      -5.127  -0.087   2.247  1.00  0.00           H  
HETATM   57  H29 UNL     1      -3.442  -2.365  -0.200  1.00  0.00           H  
HETATM   58  H30 UNL     1      -5.729  -2.155   0.846  1.00  0.00           H  
HETATM   59  H31 UNL     1      -5.571  -2.055  -0.915  1.00  0.00           H  
HETATM   60  H32 UNL     1      -7.103  -0.196   0.314  1.00  0.00           H  
HETATM   61  H33 UNL     1      -6.269   2.576  -1.518  1.00  0.00           H  
HETATM   62  H34 UNL     1      -5.778   2.839   0.180  1.00  0.00           H  
HETATM   63  H35 UNL     1      -7.534   1.738   0.919  1.00  0.00           H  
HETATM   64  H36 UNL     1      -4.093   1.376  -1.964  1.00  0.00           H  
HETATM   65  H37 UNL     1      -3.463   1.625  -0.329  1.00  0.00           H  
HETATM   66  H38 UNL     1      -3.641  -0.909  -1.945  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   32   33
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6   38   39
CONECT    6    7   40   41
CONECT    7    8    9   10
CONECT    8   42   43   44
CONECT    9   45   46   47
CONECT   10   11   11   16
CONECT   11   12   48
CONECT   12   13   14   14
CONECT   13   49
CONECT   14   15   28
CONECT   15   16   16   17
CONECT   16   50
CONECT   17   18
CONECT   18   19   20   21
CONECT   19   51   52   53
CONECT   20   54   55   56
CONECT   21   22   28   57
CONECT   22   23   58   59
CONECT   23   24   24   60
CONECT   24   25   27
CONECT   25   26   61   62
CONECT   26   63
CONECT   27   28   64   65
CONECT   28   66
END

HMDB0251084
     RDKit          3D
Dexanabinol
 66 68  0  0  0  0  0  0  0  0999 V2000
    8.2719    0.4456   -0.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7414    0.3860    0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3589   -1.0268    0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0286   -1.4502    0.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7991   -1.1409    0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4304    0.2721   -0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2382    0.6608   -0.8231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4104    0.2610   -2.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3203    2.2109   -0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9061    0.2961   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4659   -0.9906   -0.1872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8146   -1.2891    0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1975   -2.6157    0.4064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7361   -0.2720    0.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3169    1.0218    0.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0430    1.2832   -0.0555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2209    2.0614    0.6526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6161    1.8097    0.7140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1735    1.7571   -0.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2224    2.9885    1.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8344    0.5575    1.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2754    0.3280    1.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9031   -0.7471    0.9724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2604   -1.5140    0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9723   -2.5841   -0.6481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4428   -3.8364   -0.3521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8150   -1.3873   -0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0958   -0.6197    0.9829 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3522   -0.1605   -1.0800 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8748    0.1303    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4447    1.5189   -0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6374    1.0294    1.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3249    0.8781   -0.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6617   -1.6276   -0.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1456   -1.4624    1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8886   -1.1197    1.9287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0786   -2.5911    0.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9504   -1.5559   -0.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9840   -1.7537    0.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2586    0.8919   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2598    0.6771    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0063    1.0071   -2.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3744    0.3246   -2.7232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7701   -0.7481   -2.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6304    2.6334   -1.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3993    2.4276   -1.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1720    2.5336    0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712   -1.8552   -0.4219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6102   -3.3969    0.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2078    2.3365   -0.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3913    2.8121   -0.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1644    1.2549   -0.7303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589    1.3668   -1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2996    3.1074    1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8667    3.0281    2.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7726    3.9083    0.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3693    0.7783    2.5319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4668    0.0288    2.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9112    1.2258    1.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9670   -0.8909    1.0913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8700   -2.3253   -1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0378   -2.5580   -0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4107   -3.9158    0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4167   -2.4390   -0.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5532   -1.0326   -1.1217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9574   -1.3319    1.8499 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  1  0
  7  9  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 16 10  1  0
 28 21  1  0
 28 14  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 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
  6 40  1  0
  6 41  1  0
  8 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
 11 48  1  0
 13 49  1  0
 16 50  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
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 20 56  1  0
 21 57  1  0
 22 58  1  0
 22 59  1  0
 23 60  1  0
 25 61  1  0
 25 62  1  0
 26 63  1  0
 27 64  1  0
 27 65  1  0
 28 66  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,1-Dimethylheptyl-11-hydroxytetrahydrocannabinol	MeSH
1,1-Dimethylheptyl-7-hydroxy-delta(6)-tetrahydrocannabinol	MeSH
11-OH-delta(8)-THC-DMH	MeSH
11-Hydroxy-delta(8) -tetrahydrocannabinol-dimethylheptyl	MeSH
11-Hydroxy-delta-8-DMH-THC	MeSH
11-Hydroxymethyl-delta(8)-tetrahydrocannabinol-dimethylheptyl	MeSH
5'(1,1-Dimethylheptyl)-7-hydroxyhexahydrocannabinol	MeSH
7-Hydroxy-delta-6-tetrahydrocannabinoldimethylheptyl	MeSH
HU 211, (6ar-trans)-isomer	MeSH

Chemical Formula

C₂₅H₃₈O₃

Average Molecular Weight

386.576

Monoisotopic Molecular Weight

386.282095084

IUPAC Name

9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6H,6aH,7H,10H,10aH-benzo[c]isochromen-1-ol

Traditional Name

9-(hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6aH,7H,10H,10aH-benzo[c]isochromen-1-ol

CAS Registry Number

Not Available

SMILES

CCCCCCC(C)(C)C1=CC2=C(C3CC(CO)=CCC3C(C)(C)O2)C(O)=C1

InChI Identifier

InChI=1S/C25H38O3/c1-6-7-8-9-12-24(2,3)18-14-21(27)23-19-13-17(16-26)10-11-20(19)25(4,5)28-22(23)15-18/h10,14-15,19-20,26-27H,6-9,11-13,16H2,1-5H3

InChI Key

SSQJFGMEZBFMNV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

2,2-dimethyl-1-benzopyrans

Alternative Parents

Substituents

2,2-dimethyl-1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
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)

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	8.03	ALOGPS
logP	6.14	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	9.98	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	116.73 m³·mol⁻¹	ChemAxon
Polarizability	46.96 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	219.922	30932474
DeepCCS	[M-H]-	217.309	30932474
DeepCCS	[M-2H]-	251.911	30932474
DeepCCS	[M+Na]+	228.202	30932474
AllCCS	[M+H]+	198.0	32859911
AllCCS	[M+H-H2O]+	195.6	32859911
AllCCS	[M+NH4]+	200.3	32859911
AllCCS	[M+Na]+	201.0	32859911
AllCCS	[M-H]-	202.6	32859911
AllCCS	[M+Na-2H]-	204.2	32859911
AllCCS	[M+HCOO]-	206.0	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dexanabinol,1TMS,isomer #1	CCCCCCC(C)(C)C1=CC(O)=C2C(=C1)OC(C)(C)C1CC=C(CO[Si](C)(C)C)CC21	2876.5	Semi standard non polar	33892256
Dexanabinol,1TMS,isomer #1	CCCCCCC(C)(C)C1=CC(O)=C2C(=C1)OC(C)(C)C1CC=C(CO[Si](C)(C)C)CC21	2915.0	Standard non polar	33892256
Dexanabinol,1TMS,isomer #1	CCCCCCC(C)(C)C1=CC(O)=C2C(=C1)OC(C)(C)C1CC=C(CO[Si](C)(C)C)CC21	3315.3	Standard polar	33892256
Dexanabinol,1TMS,isomer #2	CCCCCCC(C)(C)C1=CC2=C(C(O[Si](C)(C)C)=C1)C1CC(CO)=CCC1C(C)(C)O2	2854.2	Semi standard non polar	33892256
Dexanabinol,1TMS,isomer #2	CCCCCCC(C)(C)C1=CC2=C(C(O[Si](C)(C)C)=C1)C1CC(CO)=CCC1C(C)(C)O2	2842.1	Standard non polar	33892256
Dexanabinol,1TMS,isomer #2	CCCCCCC(C)(C)C1=CC2=C(C(O[Si](C)(C)C)=C1)C1CC(CO)=CCC1C(C)(C)O2	3344.5	Standard polar	33892256
Dexanabinol,2TMS,isomer #1	CCCCCCC(C)(C)C1=CC2=C(C(O[Si](C)(C)C)=C1)C1CC(CO[Si](C)(C)C)=CCC1C(C)(C)O2	2802.1	Semi standard non polar	33892256
Dexanabinol,2TMS,isomer #1	CCCCCCC(C)(C)C1=CC2=C(C(O[Si](C)(C)C)=C1)C1CC(CO[Si](C)(C)C)=CCC1C(C)(C)O2	2871.6	Standard non polar	33892256
Dexanabinol,2TMS,isomer #1	CCCCCCC(C)(C)C1=CC2=C(C(O[Si](C)(C)C)=C1)C1CC(CO[Si](C)(C)C)=CCC1C(C)(C)O2	3164.6	Standard polar	33892256
Dexanabinol,1TBDMS,isomer #1	CCCCCCC(C)(C)C1=CC(O)=C2C(=C1)OC(C)(C)C1CC=C(CO[Si](C)(C)C(C)(C)C)CC21	3125.9	Semi standard non polar	33892256
Dexanabinol,1TBDMS,isomer #1	CCCCCCC(C)(C)C1=CC(O)=C2C(=C1)OC(C)(C)C1CC=C(CO[Si](C)(C)C(C)(C)C)CC21	3145.2	Standard non polar	33892256
Dexanabinol,1TBDMS,isomer #1	CCCCCCC(C)(C)C1=CC(O)=C2C(=C1)OC(C)(C)C1CC=C(CO[Si](C)(C)C(C)(C)C)CC21	3425.7	Standard polar	33892256
Dexanabinol,1TBDMS,isomer #2	CCCCCCC(C)(C)C1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1)C1CC(CO)=CCC1C(C)(C)O2	3085.6	Semi standard non polar	33892256
Dexanabinol,1TBDMS,isomer #2	CCCCCCC(C)(C)C1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1)C1CC(CO)=CCC1C(C)(C)O2	3084.5	Standard non polar	33892256
Dexanabinol,1TBDMS,isomer #2	CCCCCCC(C)(C)C1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1)C1CC(CO)=CCC1C(C)(C)O2	3462.9	Standard polar	33892256
Dexanabinol,2TBDMS,isomer #1	CCCCCCC(C)(C)C1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1)C1CC(CO[Si](C)(C)C(C)(C)C)=CCC1C(C)(C)O2	3244.7	Semi standard non polar	33892256
Dexanabinol,2TBDMS,isomer #1	CCCCCCC(C)(C)C1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1)C1CC(CO[Si](C)(C)C(C)(C)C)=CCC1C(C)(C)O2	3286.2	Standard non polar	33892256
Dexanabinol,2TBDMS,isomer #1	CCCCCCC(C)(C)C1=CC2=C(C(O[Si](C)(C)C(C)(C)C)=C1)C1CC(CO[Si](C)(C)C(C)(C)C)=CCC1C(C)(C)O2	3367.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dexanabinol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-4029000000-42fd4500ce6e32bdd654	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dexanabinol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dexanabinol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dexanabinol 10V, Positive-QTOF	splash10-000i-0029000000-6bc52982405f6176a789	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dexanabinol 20V, Positive-QTOF	splash10-000i-9026000000-be7c5f8826065df49696	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dexanabinol 40V, Positive-QTOF	splash10-0a5c-9101000000-354b6db2234d4be9414f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dexanabinol 10V, Negative-QTOF	splash10-000i-0009000000-5fe52483cf85d1e58651	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dexanabinol 20V, Negative-QTOF	splash10-000i-0009000000-5534976e1df2b4641390	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dexanabinol 40V, Negative-QTOF	splash10-001i-0049000000-2cbef2a3f49f792cf3ce	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

3404012

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4193475

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 Dexanabinol (HMDB0251084)

MOL for HMDB0251084 (Dexanabinol)

3D MOL for HMDB0251084 (Dexanabinol)

3D SDF for HMDB0251084 (Dexanabinol)

3D-SDF for HMDB0251084 (Dexanabinol)

PDB for HMDB0251084 (Dexanabinol)

3D PDB for HMDB0251084 (Dexanabinol)

SMILES for HMDB0251084 (Dexanabinol)

INCHI for HMDB0251084 (Dexanabinol)

Structure for HMDB0251084 (Dexanabinol)

3D Structure for HMDB0251084 (Dexanabinol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra