An Analytical Reference Standard
Features
  • This product has been formulated as an exempt preparation which meets criteria established by the US DEA
  • Possession of a DEA Controlled Substance registration is not necessary nor is a DEA 222 form required to purchase this product
  • This product is intended to be used as an analytical reference standard
  • Bulk material is available for academic research at qualified institutions; please contact our sales department for pricing
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11-hydroxy-9(R)-Hexahydrocannabinol (exempt preparation)

Item No. 44128

Synonyms
Synonyms
  • 11-hydroxy-9β-Hexahydrocannabinol
  • 11-hydroxy-9β-HHC
  • 11-hydroxy-9(R)-HHC
Technical Information
Formal Name
6aR,7,8,9R,10,10aR-hexahydro-1-hydroxy-6,6-dimethyl-3-pentyl-6H-dibenzo[b,d]pyran-9-methanol
CAS Number
64663-39-4
Molecular Formula
C21H32O3
Formula Weight
Purity
≥95%
Formulation
A 1 mg/ml solution in acetonitrile
SMILES
CC1(C)[C@@]2([H])[C@](C[C@H](CO)CC2)([H])C3=C(C=C(CCCCC)C=C3O)O1
InChi Code
InChI=1S/C21H32O3/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/h11-12,15-17,22-23H,4-10,13H2,1-3H3/t15-,16-,17-/m1/s1
InChi Key
LXSFNMQURHTPIT-BRWVUGGUSA-N
Origin
Plant/Semi-synthetic
Regulatory Information
DEA Exempt Notification
This product is a DEA exempt preparation of a scheduled compound - does not require DEA Controlled Substance registration or DEA 222 form. For alternate sizes please contact sales.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    11-hydroxy-9(R)-Hexahydrocannabinol (exempt preparation) (Item No. 44128) is an analytical reference standard categorized as a phytocannabinoid metabolite.1,2,3,4 11-hydroxy-9(R)-Hexahydrocannabinol is an active metabolite of exo-THC (Item No. 36898), 9-hexahydrocannabinol, and Δ9-THC (Item Nos. ISO60157 | 9003771 | 12068).1,2,3 It induces generalization to Δ9-THC in drug discrimination tests in rats and pigeons.4 11-hydroxy-9(R)-Hexahydrocannabinol is regulated as a Schedule I compound in the United States. 11-hydroxy-9(R)-Hexahydrocannabinol (exempt preparation) (Item No. 44128) is provided as a DEA exempt preparation. This product is intended for research and forensic applications.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Harvey, D.J., Gill, E.E., Slater, M., et alIdentification of the in vivo liver metabolites of (−)-Δ7-tetrahydrocannabinol produced by the mouse. Drug Metab. Dispos. 8(6), 439-445 (1980).

    2. Kobidze, G., Sprega, G., Montanari, E., et alThe first LC-MS/MS stereoselective bioanalytical methods to quantitatively detect 9R- and 9S-hexahydrocannabinols and their metabolites in human blood, oral fluid and urine. J. Pharm. Biomed. Anal. 240, 115918 (2024).

    3. Jørgensen, C.F., Rasmussen, B.S., Linnet, K., et alEvidence of 11-hydroxy-hexahydrocannabinol and 11-nor-9-carboxy-hexahydrocannabinol as Novel Human Metabolites of Δ9-tetrahydrocannabinol. Metabolites 13(12), 1169 (2023).

    4. Järbe, T.U., Hiltunen, A.J., Lander, N., et alCannabimimetic activity (Δ1-THC cue) of cannabidiol monomethyl ether and two stereoisomeric hexahydrocannabinols in rats and pigeons. Pharmacol. Biochem. Behav. 25(2), 393-399 (1986).