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CAS 24928-15-2

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phorbol 12,13-diacetate

Description:
Phorbol 12,13-diacetate (PDA) is a synthetic derivative of phorbol, a natural compound derived from the seeds of the Jatropha plant. It is characterized by its structure, which includes a tetracyclic diterpenoid framework with two acetyl groups at the 12 and 13 positions. PDA is known for its role as a potent tumor promoter and is often used in research to study signal transduction pathways, particularly those involving protein kinase C (PKC). The compound exhibits various biological activities, including the induction of cell proliferation and differentiation in certain cell types. PDA is soluble in organic solvents such as ethanol and dimethyl sulfoxide (DMSO), but has limited solubility in water. Due to its biological effects, it is handled with caution in laboratory settings, and its use is typically restricted to controlled research environments. Overall, phorbol 12,13-diacetate serves as an important tool in cancer research and the study of cellular signaling mechanisms.
Formula:C24H32O8
InChI:InChI=1/C24H32O8/c1-11-7-17-22(29,19(11)28)9-15(10-25)8-16-18-21(5,6)24(18,32-14(4)27)20(31-13(3)26)12(2)23(16,17)30/h7-8,12,16-18,20,25,29-30H,9-10H2,1-6H3/t12-,16+,17-,18-,20-,22-,23-,24-/m1/s1
InChI key:InChIKey=OMHXSAMFEJVCPT-XQOWHXTBSA-N
SMILES:O(C(C)=O)[C@@]12[C@@](C1(C)C)([C@]3([C@](O)([C@H](C)[C@H]2OC(C)=O)[C@]4([C@](O)(CC(CO)=C3)C(=O)C(C)=C4)[H])[H])[H]
Synonyms:
  • (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9aH-cyclopropa[3,4]benzo[1,2-e]azulene-9,9a-diyl diacetate
  • (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9,9a-Bis(acetyloxy)-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulen-5-one
  • 12-O-Acetylphorbol-13-O-acetate
  • 12-O-Acetylphorbol-13-acetate
  • 4β-Phorbol 12,13-diacetate
  • 5H-Cyclopropa(3,4)benz(1,2-e)azulen-5-one, 1,1a-alpha,16-beta,4,4a,7a-alpha,7b,8,9,9a-decahydro-4a-beta,7b-alpha,9-beta,9a-alpha-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8-alpha-tetramethyl-, 9,9a-diacetate, (+)
  • 5H-Cyclopropa(3,4)benz(1,2-e)azulen-5-one, 9,9a-bis(acetyloxy)-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-, (1aR-(1aalpha,1bbeta,4abeta,7aalpha,7balpha,8alpha,9beta,9aalpha))-
  • 5H-Cyclopropa[3,4]benz[1,2-e]azulen-5-one, 1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b,9,9a-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-, 9,9a-diacetate, (+)-
  • 5H-Cyclopropa[3,4]benz[1,2-e]azulen-5-one, 9,9a-bis(acetyloxy)-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-, (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-
  • 5H-Cyclopropa[3,4]benz[1,2-e]azulen-5-one, 9,9a-bis(acetyloxy)-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-, [1aR-(1aα,1bβ,4aβ,7aα,7bα,8α,9β,9aα)]-
  • See more synonyms
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