Cannabis Ruderalis

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    8,11-Dihydroxytetrahydrocannabinol
    8B-11-diOH-THC structure.png
    Identifiers
    • (6aR,8R,10aR)-9-(hydroxymethyl)-6,6-dimethyl-3-pentyl-6a,7,8,10a-tetrahydrobenzo[c]chromene-1,8-diol
    CAS Number
    PubChem CID
    ChemSpider
    CompTox Dashboard (EPA)
    Chemical and physical data
    FormulaC21H30O4
    Molar mass346.467 g·mol−1
    3D model (JSmol)
    • CCCCCc1cc2OC(C)(C)[C@@H]3C[C@@H](O)C(=C[C@H]3c2c(O)c1)CO
    • InChI=1S/C21H30O4/c1-4-5-6-7-13-8-18(24)20-15-10-14(12-22)17(23)11-16(15)21(2,3)25-19(20)9-13/h8-10,15-17,22-24H,4-7,11-12H2,1-3H3/t15-,16-,17-/m1/s1
    • Key:XTDYIISRNODHHT-BRWVUGGUSA-N

    8,11-Dihydroxytetrahydrocannabinol (8β,11-diOH-Δ9-THC) is an active metabolite of THC, the main active component of cannabis. The 8β enantiomer retains psychoactive effects in animal studies with only slightly lower potency than THC, while the 8α enantiomer is much weaker. Both enantiomers have a shorter half-life in the body than 11-Hydroxy-THC, making 8,11-dihydroxy-THC potentially useful for drug testing to distinguish between recent cannabis use and use longer in the past.[1][2][3]

    See also[edit]

    References[edit]

    1. ^ Pitt CG, Fowler MS, Sathe S, Srivastava SC, Williams DL (June 1975). "Synthesis of metabolites of delta-9-tetrahydrocannabinol". Journal of the American Chemical Society. 97 (13): 3798–3802. doi:10.1021/ja00846a040. PMID 1141589.
    2. ^ Järbe TU, Mathis DA (1991). "Discriminative stimulus functions of cannabinoids/cannabimimetics". Drug Discrimination: Applications to Drug Abuse Research. NIDA Research Monograph. pp. 75–99. PMID 1369683.
    3. ^ Gasse A, Pfeiffer H, Köhler H, Schürenkamp J (January 2018). "8β-OH-THC and 8β,11-diOH-THC-minor metabolites with major informative value?". International Journal of Legal Medicine. 132 (1): 157–164. doi:10.1007/s00414-017-1692-5. PMID 28983686. S2CID 19208736.
    source: https://en.wikipedia.org/wiki/8,11-Dihydroxytetrahydrocannabinol

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