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Merriam-Webster Online Dictionary

tetrahydrocannabinol (noun)

- thc

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Tetrahydrocannabinol (THC) is a cannabinoid found in cannabis. It is the principal psychoactive constituent of Cannabis and one of at least 113 total cannabinoids identified on the plant. Although the chemical formula for THC (C₂₁H₃₀O₂) describes multiple isomers, the term THC usually refers to the delta-9-THC isomer with chemical name (−)-trans-Δ⁹-tetrahydrocannabinol. It is a colorless oil.

Tetrahydrocannabinol
INN: Dronabinol
Clinical data


Trade names	Marinol, Syndros
Other names	(6aR,10aR)-delta-9-Tetrahydrocannabinol; (−)-trans-Δ⁹-tetrahydrocannabinol
License data	US FDA: Dronabinol
Dependence liability	Physical: Low Psychological: Low–moderate
Addiction liability	Relatively low: 9%^{[citation needed]}
Routes of administration	By mouth, transdermal, sublingual, inhalation
Drug class	Cannabinoid
ATC code	A04AD10 (WHO)
Legal status
Legal status	AU: Unscheduled: ACT, Schedule 8 (Controlled Drug) BR: Dronabinol: A3; THC <30mg/ml: A3; others: F2 (prohibited). CA: Unscheduled DE: Dronabinol: Anlage III, Δ⁹-THC: II, other isomers and their stereochemical variants: I. (Does not apply to THC as part of cannabis, which is regulated separately, see Cannabis (drug)) UK: Class B US: Schedule II as Syndros, Schedule III as Marinol, Schedule I as Δ⁹-THC in pure form UN: Psychotropic Schedule I /II In general Rx-only
Pharmacokinetic data
Bioavailability	Oral: 6–20% Inhalation: 10–35%
Protein binding	97–99%
Metabolism	Mostly hepatic by CYP2C
Elimination half-life	1.6–59 h, 25–36 h (orally administered dronabinol)
Excretion	65–80% (feces) 20–35% (urine) as acid metabolites
Identifiers
IUPAC name (6aR,10aR)-6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol
CAS Number	1972-08-3^Y
PubChem CID	16078
IUPHAR/BPS	2424
DrugBank	DB00470^Y
ChemSpider	15266^Y
UNII	7J8897W37S
KEGG	D00306^Y
ChEBI	CHEBI:66964^N
ChEMBL	ChEMBL465^Y
CompTox Dashboard (EPA)	DTXSID6021327
ECHA InfoCard	100.153.676
Chemical and physical data
Formula	C₂₁H₃₀O₂
Molar mass	314.469 g·mol⁻¹
3D model (JSmol)	Interactive image
Specific rotation	−152° (ethanol)
Boiling point	155–157 °C (311–315 °F) 0.05mmHg, 157–160°C @ 0.05mmHg
Solubility in water	0.0028 mg/mL (23 °C)
SMILES CCCCCc1cc(c2c(c1)OC([C@H]3[C@H]2C=C(CC3)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/h11-13,16-17,22H,5-10H2,1-4H3/t16-,17-/m1/s1^Y Key:CYQFCXCEBYINGO-IAGOWNOFSA-N^Y
^NY (what is this?) (verify)

Tetrahydrocannabinol (Wiktionary)

English

Etymology

From tetrahydro +‎ cannabinol.

Pronunciation

(Received Pronunciation) IPA^(key): /ˌtɛ.tɹəˌhʌɪ.dɹə(ʊ)ˈkæn.əb.ɪn.ɒl/, /ˌtɛ.tɹəˌhʌɪ.dɹə(ʊ).kəˈnæb.ɪn.ɒl/
(General American) IPA^(key): /ˌtɛ.tɹəˌhaɪ.dɹək.əˈnæb.əˌnɔl/, /ˌtɛ.tɹəˌhaɪ.dɹoʊˈkæ.nə.bɪˌnɔl/

Noun

tetrahydrocannabinol (countable and uncountable, plural tetrahydrocannabinols)

(organic chemistry) The psychoactive substance present in cannabis, a hydrogenated derivative of cannabinol.

Synonyms

THC, Delta-9-THC, Delta-9-tetrahydrocannabinol, Î”9-THC, Marinol

Tetrahydrocannabinol

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