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CAS 25090-74-8

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12-Deoxyphorbol 13-isobutyrate

Description:
12-Deoxyphorbol 13-isobutyrate (CAS 25090-74-8) is a synthetic phorbol ester derived from the natural compound phorbol, which is obtained from the seeds of the Jatropha plant. This compound is characterized by its ability to act as a tumor promoter and is often used in biochemical research to study signal transduction pathways, particularly those involving protein kinase C (PKC). Structurally, it features a tetracyclic ring system typical of phorbol esters, with specific functional groups that enhance its biological activity. 12-Deoxyphorbol 13-isobutyrate is known for its potent effects on cell proliferation and differentiation, making it a valuable tool in cancer research. Additionally, it exhibits properties that can mimic diacylglycerol, a natural activator of PKC, thereby influencing various cellular processes. Due to its biological activity, handling this compound requires caution, and it is typically used in controlled laboratory settings.
Formula:C24H34O6
InChI:InChI=1S/C24H34O6/c1-12(2)20(27)30-23-9-14(4)24(29)16(18(23)21(23,5)6)8-15(11-25)10-22(28)17(24)7-13(3)19(22)26/h7-8,12,14,16-18,25,28-29H,9-11H2,1-6H3/t14-,16+,17-,18-,22-,23+,24-/m1/s1
InChI key:InChIKey=QSTFRCUXCBXJAW-CYZOKXGXSA-N
SMILES:O(C(C(C)C)=O)[C@@]12[C@@](C1(C)C)([C@]3([C@](O)([C@H](C)C2)[C@]4([C@](O)(CC(CO)=C3)C(=O)C(C)=C4)[H])[H])[H]
Synonyms:
  • Propanoic acid, 2-methyl-, 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]azulen-9a-yl ester, [1aR-(1aα,1bβ,4aβ,7aα,7bα,8α,9aα)]-
  • Propanoic acid, 2-methyl-, (1aR,1bS,4aR,7aS,7bR,8R,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]azulen-9a-yl ester
  • 5H-Cyclopropa[3,4]benz[1,2-e]azulen-5-one, 1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-decahydro-4aβ,7bα,9aα-trihydroxy-3-(hydroxymethyl)-1,1,6,8α-tetramethyl-, 9a-isobutyrate
  • 9aH-Cyclopropa[3,4]benz[1,2-e]azulene, propanoic acid deriv.
  • Isobutyric acid, 9a-ester with 1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-decahydro-4aβ,7bα,9aα-trihydroxy-3-(hydroxymethyl)-1,1,6,8α-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulen-5-one
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