A starting material in the semisynthesis of phorbol diesters
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Isomer(s)
409054α-Phorbol
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Phorbol

Item No. 24479

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b,9,9a-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulen-5-one
CAS Number
17673-25-5
Synonyms
  • NSC 154778
  • (+)-Phorbol
Molecular Formula
C20H28O6
Formula Weight
364.4
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
230 nm
SMILES
OCC1=C[C@]2([H])[C@]([C@@](C=C(C)C3=O)([H])[C@]3(O)C1)(O)[C@H](C)[C@@H](O)[C@]4(O)[C@H]2C4(C)C
InChi Code
InChI=1S/C20H28O6/c1-9-5-13-18(24,15(9)22)7-11(8-21)6-12-14-17(3,4)20(14,26)16(23)10(2)19(12,13)25/h5-6,10,12-14,16,21,23-26H,7-8H2,1-4H3/t10-,12+,13-,14-,16-,18-,19-,20-/m1/s1
InChi Key
QGVLYPPODPLXMB-UBTYZVCOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Phorbol is a diterpene originally isolated from croton oil.1 It is used as a starting material for the semisynthesis of various phorbol diesters, which are structurally analogous to diacylglycerol and activate PKC isoforms by associating with their C1 domains.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bohm, R., Flaschentrager, B., and Lendle, L. The activity of substances from croton oil. Archiv fuer Experimentelle Pathologie und Pharmakologie 177, 212-220 (1935).

    2. Hurley, J.H., Newton, A.C., Parker, P.J., et al. Taxonomy and function of C1 protein kinase C homology domains. Protein Sci. 6(2), 477-480 (1997).