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CAS 37558-17-1

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Phorbol 12,13-dihexanoate

Description:
Phorbol 12,13-dihexanoate is a synthetic derivative of phorbol, a naturally occurring compound found in the seeds of the Jatropha plant. This chemical is characterized by its structure, which includes a phorbol backbone modified with two hexanoate (caprylic acid) ester groups at the 12 and 13 positions. It is known for its role as a tumor promoter and its ability to activate protein kinase C (PKC), which is involved in various cellular signaling pathways. Phorbol 12,13-dihexanoate exhibits lipophilic properties due to the long hydrocarbon chains, enhancing its membrane permeability and biological activity. In laboratory settings, it is often used in research to study cell signaling, cancer biology, and the mechanisms of tumor promotion. Additionally, it is important to handle this compound with care due to its biological activity and potential health hazards. As with many chemical substances, proper safety protocols should be followed when working with phorbol 12,13-dihexanoate in a laboratory environment.
Formula:C32H48O8
InChI:InChI=1S/C32H48O8/c1-7-9-11-13-24(34)39-28-20(4)31(38)22(16-21(18-33)17-30(37)23(31)15-19(3)27(30)36)26-29(5,6)32(26,28)40-25(35)14-12-10-8-2/h15-16,20,22-23,26,28,33,37-38H,7-14,17-18H2,1-6H3/t20-,22+,23-,26-,28-,30-,31-,32-/m1/s1
InChI key:InChIKey=XGPRSRGBAHBMAF-NQWCLMGHSA-N
SMILES:O(C(CCCCC)=O)[C@@]12[C@@](C1(C)C)([C@]3([C@](O)([C@H](C)[C@H]2OC(CCCCC)=O)[C@]4([C@](O)(CC(CO)=C3)C(=O)C(C)=C4)[H])[H])[H]
Synonyms:
  • Hexanoic acid, 1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-9aH-cyclopropa[3,4]benz[1,2-e]azulene-9,9a-diyl ester, [1aR-(1aα,1bβ,4aβ,7aα,7bα,8α,9β,9aα)]-
  • 9aH-Cyclopropa[3,4]benz[1,2-e]azulene, hexanoic acid deriv.
  • Hexanoic acid, 1,1′-[(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-9aH-cyclopropa[3,4]benz[1,2-e]azulene-9,9a-diyl] ester
  • Hexanoic acid, (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-9aH-cyclopropa[3,4]benz[1,2-e]azulene-9,9a-diyl ester
  • Phorbol 12,13-dihexanoate
  • See more synonyms
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