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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:01:16 UTC

Update Date

2022-09-22 17:44:20 UTC

HMDB ID

HMDB0247002

Secondary Accession Numbers

None

Metabolite Identification

Common Name

delta8-Tetrahydrocannabinol

Description

delta8-Tetrahydrocannabinol, also known as delta-6-THC, 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 a significant number of articles have been published on delta8-Tetrahydrocannabinol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Delta8-tetrahydrocannabinol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically delta8-Tetrahydrocannabinol 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

HMDB0247002
     RDKit          3D
delta8-Tetrahydrocannabinol
 53 55  0  0  0  0  0  0  0  0999 V2000
    7.4024    0.2591    0.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9190    0.5755    0.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1557   -0.6535    0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6656   -0.4387    0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1635   -0.0935   -0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137    0.1231   -0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677    1.3516   -0.5310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400    1.5013   -0.6390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7015    2.7409   -0.4405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683    0.4382   -0.9272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4441   -0.8236   -1.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9242   -0.9761   -1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2931   -1.8808   -1.3924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4425   -2.0394   -0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3661   -3.0915   -1.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0435   -2.6015    0.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1280   -0.7349   -0.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3178   -0.4021    1.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7599    1.0211    1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7845    1.9440    0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2344    3.3426    0.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3439    1.6156   -1.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4962    0.4227   -1.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6179   -0.1242    1.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6884   -0.4278   -0.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9393    1.2110    0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6267    0.8908   -0.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7011    1.4547    0.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5350   -0.9091    1.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124   -1.4544   -0.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2144   -1.4082    1.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4442    0.2967    1.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4553   -0.8661   -1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6353    0.8729   -0.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7937    2.2027   -0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4963    3.2069   -0.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3538   -1.9606   -1.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5419   -2.9201   -2.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8742   -4.0690   -0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3300   -2.9951   -0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0939   -2.1387    1.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7731   -3.6878    0.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8432   -2.5828    1.5544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1798   -0.8697   -0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1331   -1.0109    1.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4296   -0.5389    1.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0806    1.2775    2.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8371    3.7125    1.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8528    4.0401   -0.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3363    3.4420    0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3678    1.2827   -1.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0662    2.4089   -1.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6298    0.0637   -2.2004 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  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 12  6  1  0
 23 17  1  0
 23 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
  9 36  1  0
 12 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 21 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
M  END

  Mrv1533004161513142D          

 23 25  0  0  0  0            999 V2000
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5316   -8.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710   -8.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    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
  3  4  1  0  0  0  0
  4  5  1  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  1  0  0  0  0
  8 10  2  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  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 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
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 10 21  1  0  0  0  0
 21 22  2  0  0  0  0
  6 22  1  0  0  0  0
 13 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247002

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC1=CC(O)=C2C3CC(C)=CCC3C(C)(C)OC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9,12-13,16-17,22H,5-8,10-11H2,1-4H3

> <INCHI_KEY>
HCAWPGARWVBULJ-UHFFFAOYSA-N

> <FORMULA>
C21H30O2

> <MOLECULAR_WEIGHT>
314.469

> <EXACT_MASS>
314.224580206

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
38.3545858611146

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6,6,9-trimethyl-3-pentyl-6H,6aH,7H,10H,10aH-benzo[c]isochromen-1-ol

> <ALOGPS_LOGP>
7.65

> <JCHEM_LOGP>
5.944157107333333

> <ALOGPS_LOGS>
-5.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.028024323371973

> <JCHEM_PKA_STRONGEST_BASIC>
-4.882707439660484

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
96.73350000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.50e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,6,9-trimethyl-3-pentyl-6aH,7H,10H,10aH-benzo[c]isochromen-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0247002
     RDKit          3D
delta8-Tetrahydrocannabinol
 53 55  0  0  0  0  0  0  0  0999 V2000
    7.4024    0.2591    0.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9190    0.5755    0.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1557   -0.6535    0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6656   -0.4387    0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1635   -0.0935   -0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137    0.1231   -0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677    1.3516   -0.5310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400    1.5013   -0.6390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7015    2.7409   -0.4405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683    0.4382   -0.9272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4441   -0.8236   -1.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9242   -0.9761   -1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2931   -1.8808   -1.3924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4425   -2.0394   -0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3661   -3.0915   -1.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0435   -2.6015    0.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1280   -0.7349   -0.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3178   -0.4021    1.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7599    1.0211    1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7845    1.9440    0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2344    3.3426    0.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3439    1.6156   -1.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4962    0.4227   -1.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6179   -0.1242    1.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6884   -0.4278   -0.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9393    1.2110    0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6267    0.8908   -0.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7011    1.4547    0.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5350   -0.9091    1.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124   -1.4544   -0.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2144   -1.4082    1.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4442    0.2967    1.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4553   -0.8661   -1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6353    0.8729   -0.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7937    2.2027   -0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4963    3.2069   -0.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3538   -1.9606   -1.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5419   -2.9201   -2.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8742   -4.0690   -0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3300   -2.9951   -0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0939   -2.1387    1.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7731   -3.6878    0.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8432   -2.5828    1.5544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1798   -0.8697   -0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1331   -1.0109    1.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4296   -0.5389    1.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0806    1.2775    2.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8371    3.7125    1.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8528    4.0401   -0.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3363    3.4420    0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3678    1.2827   -1.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0662    2.4089   -1.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6298    0.0637   -2.2004 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  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 12  6  1  0
 23 17  1  0
 23 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
  9 36  1  0
 12 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 21 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      10.669  -9.240   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.003 -11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.337 -13.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003 -14.630   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336 -14.630   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.326 -15.810   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.346 -15.810   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.002 -13.860   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   21                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   23                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17   21                                                       
CONECT   21   20   10   22                                                  
CONECT   22   21    6                                                       
CONECT   23   13                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0247002
HETATM    1  C1  UNL     1       7.402   0.259   0.345  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.919   0.575   0.291  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.156  -0.654   0.727  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.666  -0.439   0.719  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.163  -0.093  -0.619  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.714   0.123  -0.717  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.168   1.352  -0.531  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.240   1.501  -0.639  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.701   2.741  -0.440  1.00  0.00           O  
HETATM   10  C9  UNL     1      -1.068   0.438  -0.927  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.444  -0.824  -1.110  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.924  -0.976  -1.007  1.00  0.00           C  
HETATM   13  O2  UNL     1      -1.293  -1.881  -1.392  1.00  0.00           O  
HETATM   14  C12 UNL     1      -2.443  -2.039  -0.523  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.366  -3.091  -1.137  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.043  -2.601   0.823  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.128  -0.735  -0.342  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.318  -0.402   1.087  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.760   1.021   1.283  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.784   1.944   0.361  1.00  0.00           C  
HETATM   21  C19 UNL     1      -4.234   3.343   0.614  1.00  0.00           C  
HETATM   22  C20 UNL     1      -3.344   1.616  -1.019  1.00  0.00           C  
HETATM   23  C21 UNL     1      -2.496   0.423  -1.121  1.00  0.00           C  
HETATM   24  H1  UNL     1       7.618  -0.124   1.363  1.00  0.00           H  
HETATM   25  H2  UNL     1       7.688  -0.428  -0.462  1.00  0.00           H  
HETATM   26  H3  UNL     1       7.939   1.211   0.196  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.627   0.891  -0.750  1.00  0.00           H  
HETATM   28  H5  UNL     1       5.701   1.455   0.931  1.00  0.00           H  
HETATM   29  H6  UNL     1       5.535  -0.909   1.744  1.00  0.00           H  
HETATM   30  H7  UNL     1       5.412  -1.454  -0.008  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.214  -1.408   1.061  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.444   0.297   1.515  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.455  -0.866  -1.351  1.00  0.00           H  
HETATM   34  H11 UNL     1       3.635   0.873  -0.960  1.00  0.00           H  
HETATM   35  H12 UNL     1       1.794   2.203  -0.304  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.496   3.207  -0.421  1.00  0.00           H  
HETATM   37  H14 UNL     1       1.354  -1.961  -1.162  1.00  0.00           H  
HETATM   38  H15 UNL     1      -3.542  -2.920  -2.203  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.874  -4.069  -0.944  1.00  0.00           H  
HETATM   40  H17 UNL     1      -4.330  -2.995  -0.567  1.00  0.00           H  
HETATM   41  H18 UNL     1      -1.094  -2.139   1.193  1.00  0.00           H  
HETATM   42  H19 UNL     1      -1.773  -3.688   0.666  1.00  0.00           H  
HETATM   43  H20 UNL     1      -2.843  -2.583   1.554  1.00  0.00           H  
HETATM   44  H21 UNL     1      -4.180  -0.870  -0.756  1.00  0.00           H  
HETATM   45  H22 UNL     1      -4.133  -1.011   1.568  1.00  0.00           H  
HETATM   46  H23 UNL     1      -2.430  -0.539   1.736  1.00  0.00           H  
HETATM   47  H24 UNL     1      -4.081   1.278   2.285  1.00  0.00           H  
HETATM   48  H25 UNL     1      -3.837   3.713   1.592  1.00  0.00           H  
HETATM   49  H26 UNL     1      -3.853   4.040  -0.151  1.00  0.00           H  
HETATM   50  H27 UNL     1      -5.336   3.442   0.614  1.00  0.00           H  
HETATM   51  H28 UNL     1      -4.368   1.283  -1.483  1.00  0.00           H  
HETATM   52  H29 UNL     1      -3.066   2.409  -1.677  1.00  0.00           H  
HETATM   53  H30 UNL     1      -2.630   0.064  -2.200  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7    7   12
CONECT    7    8   35
CONECT    8    9   10   10
CONECT    9   36
CONECT   10   11   23
CONECT   11   12   12   13
CONECT   12   37
CONECT   13   14
CONECT   14   15   16   17
CONECT   15   38   39   40
CONECT   16   41   42   43
CONECT   17   18   23   44
CONECT   18   19   45   46
CONECT   19   20   20   47
CONECT   20   21   22
CONECT   21   48   49   50
CONECT   22   23   51   52
CONECT   23   53
END

HMDB0247002
     RDKit          3D
delta8-Tetrahydrocannabinol
 53 55  0  0  0  0  0  0  0  0999 V2000
    7.4024    0.2591    0.3450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9190    0.5755    0.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1557   -0.6535    0.7272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6656   -0.4387    0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1635   -0.0935   -0.6192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7137    0.1231   -0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677    1.3516   -0.5310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2400    1.5013   -0.6390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7015    2.7409   -0.4405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0683    0.4382   -0.9272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4441   -0.8236   -1.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9242   -0.9761   -1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2931   -1.8808   -1.3924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4425   -2.0394   -0.5234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3661   -3.0915   -1.1366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0435   -2.6015    0.8230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1280   -0.7349   -0.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3178   -0.4021    1.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7599    1.0211    1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7845    1.9440    0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2344    3.3426    0.6141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3439    1.6156   -1.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4962    0.4227   -1.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6179   -0.1242    1.3627 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6884   -0.4278   -0.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9393    1.2110    0.1959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6267    0.8908   -0.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7011    1.4547    0.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5350   -0.9091    1.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124   -1.4544   -0.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2144   -1.4082    1.0611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4442    0.2967    1.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4553   -0.8661   -1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6353    0.8729   -0.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7937    2.2027   -0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4963    3.2069   -0.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3538   -1.9606   -1.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5419   -2.9201   -2.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8742   -4.0690   -0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3300   -2.9951   -0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0939   -2.1387    1.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7731   -3.6878    0.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8432   -2.5828    1.5544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1798   -0.8697   -0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1331   -1.0109    1.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4296   -0.5389    1.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0806    1.2775    2.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8371    3.7125    1.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8528    4.0401   -0.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3363    3.4420    0.6143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3678    1.2827   -1.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0662    2.4089   -1.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6298    0.0637   -2.2004 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  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 12  6  1  0
 23 17  1  0
 23 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
  9 36  1  0
 12 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 21 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Δ8-tetrahydrocannabinol	Generator
Δ-8-tetrahydrocannabinol	HMDB
delta-6-THC	HMDB

Chemical Formula

C₂₁H₃₀O₂

Average Molecular Weight

314.469

Monoisotopic Molecular Weight

314.224580206

IUPAC Name

6,6,9-trimethyl-3-pentyl-6H,6aH,7H,10H,10aH-benzo[c]isochromen-1-ol

Traditional Name

6,6,9-trimethyl-3-pentyl-6aH,7H,10H,10aH-benzo[c]isochromen-1-ol

CAS Registry Number

Not Available

SMILES

CCCCCC1=CC(O)=C2C3CC(C)=CCC3C(C)(C)OC2=C1

InChI Identifier

InChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9,12-13,16-17,22H,5-8,10-11H2,1-4H3

InChI Key

HCAWPGARWVBULJ-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
Organooxygen compound
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	7.65	ALOGPS
logP	5.94	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	10.03	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	96.73 m³·mol⁻¹	ChemAxon
Polarizability	38.35 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	187.79	30932474
DeepCCS	[M-H]-	185.432	30932474
DeepCCS	[M-2H]-	218.318	30932474
DeepCCS	[M+Na]+	193.883	30932474
AllCCS	[M+H]+	180.1	32859911
AllCCS	[M+H-H2O]+	176.9	32859911
AllCCS	[M+NH4]+	183.0	32859911
AllCCS	[M+Na]+	183.8	32859911
AllCCS	[M-H]-	188.2	32859911
AllCCS	[M+Na-2H]-	188.8	32859911
AllCCS	[M+HCOO]-	189.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
delta8-Tetrahydrocannabinol	CCCCCC1=CC(O)=C2C3CC(C)=CCC3C(C)(C)OC2=C1	3245.6	Standard polar	33892256
delta8-Tetrahydrocannabinol	CCCCCC1=CC(O)=C2C3CC(C)=CCC3C(C)(C)OC2=C1	2450.9	Standard non polar	33892256
delta8-Tetrahydrocannabinol	CCCCCC1=CC(O)=C2C3CC(C)=CCC3C(C)(C)OC2=C1	2550.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - delta8-Tetrahydrocannabinol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0597-4090000000-170fa6de948df9fcb992	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - delta8-Tetrahydrocannabinol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - delta8-Tetrahydrocannabinol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - delta8-Tetrahydrocannabinol GC-MS (TBDMS_1_1) - 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 - delta8-Tetrahydrocannabinol 10V, Positive-QTOF	splash10-014i-0009000000-6dd53725bf860479185f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta8-Tetrahydrocannabinol 20V, Positive-QTOF	splash10-014i-0139000000-9df8067966f5cdb03885	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta8-Tetrahydrocannabinol 40V, Positive-QTOF	splash10-0gw4-4931000000-cb5423adbab8b649eb22	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta8-Tetrahydrocannabinol 10V, Negative-QTOF	splash10-03di-0009000000-2514638890974c4f71f3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta8-Tetrahydrocannabinol 20V, Negative-QTOF	splash10-03di-0009000000-5f622da35177e5763c4b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - delta8-Tetrahydrocannabinol 40V, Negative-QTOF	splash10-07ii-0191000000-8d23a9e5925a2a029723	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

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

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

2871

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

2977

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 delta8-Tetrahydrocannabinol (HMDB0247002)

MOL for HMDB0247002 (delta8-Tetrahydrocannabinol)

3D MOL for HMDB0247002 (delta8-Tetrahydrocannabinol)

3D SDF for HMDB0247002 (delta8-Tetrahydrocannabinol)

3D-SDF for HMDB0247002 (delta8-Tetrahydrocannabinol)

PDB for HMDB0247002 (delta8-Tetrahydrocannabinol)

3D PDB for HMDB0247002 (delta8-Tetrahydrocannabinol)

SMILES for HMDB0247002 (delta8-Tetrahydrocannabinol)

INCHI for HMDB0247002 (delta8-Tetrahydrocannabinol)

Structure for HMDB0247002 (delta8-Tetrahydrocannabinol)

3D Structure for HMDB0247002 (delta8-Tetrahydrocannabinol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra