Details of the Drug

General Information of Drug (ID: DM5ARHI)

Drug Name

DELTA 8-TETRAHYDROCANNOBINOL

Synonyms

5957-75-5; UNII-B49D0HH807; DELTA 8-TETRAHYDROCANNOBINOL; CHEMBL267227; B49D0HH807; delta8-THC; delta(sup 8)-Thc; delta(sup 6)-Thc; delta-(sup6)-THC; delta-(sup8)-THC; delta6-Tetrahydrocannabinol; delta-6-THC; (-)-delta8-Tetrahydrocannabinol; Cannabinol, delta1(6)-tetrahydro-; delta1(6)-trans-Tetrahydrocannabinol; BRN 0023921; 1-trans-delta-(sup8)-Tetrahydrocannabinol; 1-trans-delta(sup 8)-Tetrahydrocannabinol; (-)-delta(sup 8)-trans-Tetrahydrocannabinol; (-)-delta-(sup8)-trans-Tetrahydrocannabinol; Cannabinol, 1-trans-delta(s

Indication

Disease Entry	ICD 11	Status	REF
Discovery agent	N.A.	Investigative	[1]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 1

Molecular Weight (mw)

314.5

Logarithm of the Partition Coefficient (xlogp)

5.7

Rotatable Bond Count (rotbonds)

4

Hydrogen Bond Donor Count (hbonddonor)

1

Hydrogen Bond Acceptor Count (hbondacc)

2

Chemical Identifiers

Formula: C21H30O2
IUPAC Name: (6aR,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
Canonical SMILES: CCCCCC1=CC(=C2[C@@H]3CC(=CC[C@H]3C(OC2=C1)(C)C)C)O
InChI: 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/t16-,17-/m1/s1
InChIKey: HCAWPGARWVBULJ-IAGOWNOFSA-N

Cross-matching ID

PubChem CID: 638026
CAS Number: 5957-75-5
TTD ID: D04GDY

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Cannabinoid receptor 1 (CB1)	TT6OEDT	CNR1_HUMAN	Inhibitor	[1]
Cannabinoid receptor 2 (CB2)	TTMSFAW	CNR2_HUMAN	Inhibitor	[1]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Cytochrome P450 2J2 (CYP2J2)	OTJBTEH8	CP2J2_HUMAN	Regulation of Drug Effects	[2]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease

Discovery agent

ICD Disease Classification

N.A.

Molecule Name	Molecule Type	Gene Name	p-value	Fold-Change	Z-score
Cannabinoid receptor 1 (CB1)	DTT	CNR1	5.59E-02	-0.22	-0.45
Cannabinoid receptor 1 (CB1)	DTT	CNR1	7.68E-01	-0.06	-0.46

Molecular Expression Atlas (MEA)

MEA Detail

Jump to Detail Molecular Expression Atlas of This Drug

References

1	Bornyl- and isobornyl-Delta8-tetrahydrocannabinols: a novel class of cannabinergic ligands. J Med Chem. 2008 Oct 23;51(20):6393-9.
2	Cross-talk of cannabinoid and endocannabinoid metabolism is mediated via human cardiac CYP2J2. J Inorg Biochem. 2018 Jul;184:88-99. doi: 10.1016/j.jinorgbio.2018.03.016. Epub 2018 Apr 7.