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Hyperforin (dicyclohexylammonium salt)

Item No. 19572

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,5S,6R,7S)-4-hydroxy-6-methyl-1,3,7-tris(3-methyl-2-buten-1-yl)-5-(2-methyl-1-oxopropyl)-6-(4-methyl-3-penten-1-yl)-bicyclo[3.3.1]non-3-ene-2,9-dione, N-cyclohexylcyclohexanamine (1:1)
CAS Number
238074-03-8
Synonyms
  • Hyp-DCHA
  • Hyperforin-DCHA
Molecular Formula
C35H52O4 • C12H23N
Formula Weight
718.1
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
SMILES
O=C1C(C/C=C(C)/C)=C(O)[C@]2(C(C(C)C)=O)[C@@](CC/C=C(C)/C)(C)[C@@H](C/C=C(C)/C)C[C@@]1(C/C=C(C)/C)C2=O.C3(NC4CCCCC4)CCCCC3
InChi Code
InChI=1S/C35H52O4.C12H23N/c1-22(2)13-12-19-33(11)27(16-14-23(3)4)21-34(20-18-25(7)8)30(37)28(17-15-24(5)6)31(38)35(33,32(34)39)29(36)26(9)10;1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h13-15,18,26-27,38H,12,16-17,19-21H2,1-11H3;11-13H,1-10H2/t27-,33+,34+,35-
InChi Key
ZUYCAROZOLUHJY-DNSWOBEMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $148

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    1 mg

    $222

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    Product Description

    Hyperforin is a natural activator of the steroid X receptor (active at 0.1 to 0.5 µg/ml) and inhibitor of several cytochrome P450 (CYP) isoforms (IC50 = 10 µg/ml for CYP2D6).1,2 It can also inhibit microsomal prostaglandin E2 synthase-1 (mPGES-1; IC50 = 1 µM), 5-lipoxygenase activating protein, and sirtuins.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wentworth, J.M., Agostini, M., Love, J., et al. St. John’s wort, a herbal antidepressant, activates the steroid X receptor. J. Endocrinol. 166, R11-R16 (2000).

    2. Obach, R.S. Inhibition of human cytochrome P450 enzymes by constituents of St. John’s wort, an herbal preparation used in the treatment of depression. J. Pharmacol. Exp. Ther. 294(1), 88-95 (2000).

    3. Chang, H.H., and Meuillet, E.J. Identification and development of mPGES-1 inhibitors: Where we are at? Future Med. Chem. 3(15), 1909-1934 (2011).

    4. Greiner, C., Hörnig, C., Rossi, A., et al. 2-(4-(Biphenyl-4-ylamino)-6-chloropyrimidin-2-ylthio)octanoic acid (HZ52) - a novel type 5-lipoxygenase inhibitor with favorable molecular pharmacology and efficacy in vivo. Br. J. Pharmacol. 164(2b), 781-793 (2011).

    5. Milne, J.C., and Denu, J.M. The sirtuin family: Therapeutic targets to treat diseases of aging. Curr. Opin. Chem. Biol. 12(1), 11-17 (2008).