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(R,R)-Tetrahydrochrysene
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    (R,R)-Tetrahydrochrysene

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    (R,R)-Tetrahydrochrysene
    Tetrahydrochrysene.svg
    Identifiers
    • (5R,11R)-5,11-Diethyl-5,6,11,12-tetrahydrochrysene-2,8-diol
    CAS Number
    PubChem CID
    ChemSpider
    UNII
    ChEBI
    Chemical and physical data
    Formula C22H24O2
    Molar mass 320.432 g·mol−1
    3D model (JSmol)
    • CCC1CC2=C(C=CC(=C2)O)C3=C1C4=C(CC3CC)C=C(C=C4)O
    • InChI=1S/C22H24O2/c1-3-13-9-15-11-17(23)6-8-20(15)22-14(4-2)10-16-12-18(24)5-7-19(16)21(13)22/h5-8,11-14,23-24H,3-4,9-10H2,1-2H3/t13-,14-/m1/s1
    • Key:MASYAWHPJCQLSW-ZIAGYGMSSA-N

    (R,R)-Tetrahydrochrysene ((R,R)-THC) is a drug used to study the estrogen receptors (ERs) in scientific research. It is an ERβ antagonist and an ERα agonist with 10-fold higher affinity for ERβ relative to ERα. (R,R)-THC is a silent antagonist of ERβ, and, uniquely relative to other known ERβ antagonists, a passive antagonist of the receptor.

    (S,S)-Tetrahydrochrysene ((S,S)-THC) also binds to the ERs, but in contrast to (R,R)-THC, (S,S)-THC is an agonist of both ERα and ERβ and has 20-fold lower affinity for ERβ relative to (R,R)-THC.

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