11-Hydroxy-THC

11-Hydroxy-THC
Identifiers
	show IUPAC name
CAS Number	36557-05-8 ;
PubChem CID	37482;
ChemSpider	34385 ;
UNII	9VY04N5SLB;
CompTox Dashboard (EPA)	DTXSID50190061 ;
ECHA InfoCard	100.164.583
Chemical and physical data
Formula	C21H30O3
Molar mass	330.468 g·mol−1
3D model (JSmol)	Interactive image;
	show SMILES
	show InChI
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11-Hydroxy-Δ⁹-tetrahydrocannabinol (11-OH-Δ⁹-THC, alternatively numbered as 7-OH-Δ¹-THC), usually referred to as 11-hydroxy-THC, is the main active metabolite of tetrahydrocannabinol (THC), which is formed in the body after decarboxylated cannabis is consumed.^[1]^[2]

Fresh cannabis contains tetrahydrocannabinolic acid (THCA), which is converted into THC after heating and then metabolized by the body into 11-hydroxy-THC and then into 11-nor-9-carboxy-THC;^[2] both compounds can be glucuronidated and mainly excreted into urine. Both compounds, along with THC, are assayed in blood tests.^[1]

11-hydroxy-THC has a similar psychoactive effect as THC, but with a slower onset of effect.^{[medical citation needed]}^[3]

References[]

^ Jump up to: ^a ^b Kraemer T, Paul LD (August 2007). "Bioanalytical procedures for determination of drugs of abuse in blood". Analytical and Bioanalytical Chemistry. 388 (7): 1415–35. doi:10.1007/s00216-007-1271-6. PMID 17468860. S2CID 32917584.
^ Jump up to: ^a ^b Huestis MA (2005). "Pharmacokinetics and metabolism of the plant cannabinoids, delta9-tetrahydrocannabinol, cannabidiol and cannabinol". Handbook of Experimental Pharmacology. 168 (168): 657–90. doi:10.1007/3-540-26573-2_23. ISBN 3-540-22565-X. PMID 16596792.
^ Lemberger, L.; Martz, R.; Rodda, B.; Forney, R.; Rowe, H. (1973). "Comparative Pharmacology of Δ9-Tetrahydrocannabinol and its Metabolite, 11-OH-Δ9-Tetrahydrocannabinol". The Journal of Clinical Investigation. 52 (10): 2411–2417. doi:10.1172/JCI107431. PMC 302499. PMID 4729039.

[Kraemer2007-1] Jump up to: ^a ^b Kraemer T, Paul LD (August 2007). "Bioanalytical procedures for determination of drugs of abuse in blood". Analytical and Bioanalytical Chemistry. 388 (7): 1415–35. doi:10.1007/s00216-007-1271-6. PMID 17468860. S2CID 32917584.

[Huestis2005-2] Jump up to: ^a ^b Huestis MA (2005). "Pharmacokinetics and metabolism of the plant cannabinoids, delta9-tetrahydrocannabinol, cannabidiol and cannabinol". Handbook of Experimental Pharmacology. 168 (168): 657–90. doi:10.1007/3-540-26573-2_23. ISBN 3-540-22565-X. PMID 16596792.

[3] Lemberger, L.; Martz, R.; Rodda, B.; Forney, R.; Rowe, H. (1973). "Comparative Pharmacology of Δ9-Tetrahydrocannabinol and its Metabolite, 11-OH-Δ9-Tetrahydrocannabinol". The Journal of Clinical Investigation. 52 (10): 2411–2417. doi:10.1172/JCI107431. PMC 302499. PMID 4729039.

[1]

[2]

[3]

Identifiers


show IUPAC name (6aR,10aR)-9-(Hydroxymethyl)-6,6-dimethyl-3-pentyl- 6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol
CAS Number	36557-05-8^N
PubChem CID	37482
ChemSpider	34385^Y
UNII	9VY04N5SLB
CompTox Dashboard (EPA)	DTXSID50190061
ECHA InfoCard	100.164.583
Chemical and physical data
Formula	C₂₁H₃₀O₃
Molar mass	330.468 g·mol⁻¹
3D model (JSmol)	Interactive image
show SMILES Oc2cc(cc1OC(C3CC/C(=C\C3c12)CO)(C)C)CCCCC
show InChI InChI=1S/C21H30O3/c1-4-5-6-7-14-11-18(23)20-16-10-15(13-22)8-9-17(16)21(2,3)24-19(20)12-14/h10-12,16-17,22-23H,4-9,13H2,1-3H3^Y Key:YCBKSSAWEUDACY-UHFFFAOYSA-N^Y
^NY (what is this?)

11-Hydroxy-THC

See also[]

References[]