A tetracyclic diterpene
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4-deoxy-4α-Phorbol

Item No. 24998

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,1aR,1bS,4,4aR,7aR,7bR,8R,9R,9aS-decahydro-7b,9,9a-trihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulen-5-one
CAS Number
37415-57-9
Molecular Formula
C20H28O5
Formula Weight
348.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: Slightly solublePBS (pH 7.2): 1 mg/ml
λmax
238 nm
SMILES
OCC1=C[C@]2([H])[C@]([C@@](C=C(C)C3=O)([H])[C@@]3([H])C1)(O)[C@H](C)[C@@H](O)[C@]4(O)[C@H]2C4(C)C
InChi Code
InChI=1S/C20H28O5/c1-9-5-13-12(15(9)22)6-11(8-21)7-14-16-18(3,4)20(16,25)17(23)10(2)19(13,14)24/h5,7,10,12-14,16-17,21,23-25H,6,8H2,1-4H3/t10-,12-,13-,14+,16-,17-,19+,20-/m1/s1
InChi Key
RTJAYUGZUOLFMY-YLKPGCRESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    25 mg

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    Product Description

    4-deoxy-4a-Phorbol is a tetracyclic diterpene found in croton oil.1,2 It has been used in the semisynthesis of inhibitors of the HIV-1-induced cytopathic effect on MT-4 cells and 4a-phorbol esters.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. El-Mekkawy, S., Meselhy, M.R., Abdel-Hafez, A.A., et al. Inhibition of cytopathic effect of human immunodeficiency virus type-1 by various phorbol derivatives. Chem. Pharm. Bull. (Tokyo) 50(4), 523-529 (2002).

    2. Klausen, T.K., Pagani, A., Minassi, A., et al. Modulation of the transient receptor potential vanilloid channel TRPV4 by 4α-phorbol esters: A structure-activity study. J. Med. Chem. 52(9), 2933-2939 (2009).