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12-DEOXYPHORBOL 13-ACETATE

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Origin: China

Cas No: 60857-08-1

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 100 mt/month

Lead time: 7 days for OEM, 3 days for ready goods

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CAS No.: 60857-08-1 Formula: C22H30O6 Molecular Weight: 390.47000

Description

Prostratin is a protein kinase C activator found in the bark of the mamala tree of Samoa, Homalanthus nutans (Euphorbiaceae). While prostratin was originally isolated and identified as a new phorbol from species of the genus Pimelea (Thymelaceae) in Australia, the antiviral activity of prostratin was discovered during research on the traditional knowledge of Samoan healers in Falealupo village by ethnobotanist Paul Alan Cox and a team at the U.S. National Cancer Institute. Samoan healers use the mamala tree to treat hepatitis. Research indicated that prostratin has potential to be useful in the treatment of HIV as it could flush viral reservoirs in latently infected CD4+ T-cells.
As a modulator of Protein Kinase C, it has been shown to exhibit promising therapeutic potential against other diseases such as cancer and Alzheimer's disease. In 2015, study showed that orally administrated prostratin repressed human pancreatic tumor.

Basic Info

Chemical Name	12-DEOXYPHORBOL 13-ACETATE
Synonyms	13-O-Acetyl-12-deoxyphorbol; Stillingia Facto; PROSTRATIN; 12-deoxyphorbol-13-acetate; 12-Deoxyphorbol 13-Acetate,dPAc; 13-O-Acetylphorbol; Stillingia factor S7; SA 101A; 12-deoxyphorbal-13-acetate;
CAS No.	60857-08-1
Molecular Formula	C22H30O6
Molecular Weight	390.47000
PSA	104.06000
LogP	1.53010

Properties

Appearance & Physical State	White to off-white powder.
Density	1.31 g/cm3
Boiling Point	550.5ºC at 760 mmHg
Flash Point	188.7ºC
Refractive Index	1.599

Synthesis Route

(3aR,3bS,6aR,9aS,9bR,10R,11aS)-6a,9b-dihydroxy-5-(hydroxymethyl)-3,3,8,10-tetramethyl-7-oxo-3,3a,3b,6,6a,7,9a,9b,10,11-decahydro-11aH-azuleno[5,4-e]indazol-11a-yl acetate→12-DEOXYPHORBOL 13-ACETATE
C20-O-trityl-prostratin→12-DEOXYPHORBOL 13-ACETATE
4β,9α,20-trihydroxy-13,15-seco-1,6,15-tigliatriene-3,13-dione→12-DEOXYPHORBOL 13-ACETATE

Precursor

4β,9α,20-trihydroxy-13,15-seco-1,6,15-tigliatriene-3,13-dione
C20-O-trityl-prostratin
(3aR,3bS,6aR,9aS,9bR,10R,11aS)-6a,9b-dihydroxy-5-(hydroxymethyl)-3,3,8,10-tetramethyl-7-oxo-3,3a,3b,6,6a,7,9a,9b,10,11-decahydro-11aH-azuleno[5,4-e]indazol-11a-yl acetate

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