Skip to content
پروستراتین

Structure via PubChem · Public domain (PubChem)

EntityQ3270742· pop 10· linked from 7 articles

پروستراتین

Sign in to save

Also known as 12-deoxyphorbol-13-acetate

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 ester 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

Chemical data

Formula
C22H30O6
Molecular weight
390.5 g/mol
IUPAC name
[(1R,2S,6R,10S,11R,13S,15R)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] acetate
SMILES
C[C@@H]1C[C@@]2([C@@H](C2(C)C)[C@H]3[C@]1([C@@H]4C=C(C(=O)[C@]4(CC(=C3)CO)O)C)O)OC(=O)C
InChIKey
BOJKFRKNLSCGHY-HXGSDTCMSA-N
XLogP
0.7
Polar surface area
104 Ų
H-bond donors
3
H-bond acceptors
6
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
390.204239
Show 4 more facts
chemical formula
C₂₂H₃₀O₆
canonical SMILES
CC1CC2(C(C2(C)C)C3C1(C4C=C(C(=O)C4(CC(=C3)CO)O)C)O)OC(=O)C
isomeric SMILES
C[C@@H]1C[C@@]2([C@@H](C2(C)C)[C@H]3[C@]1([C@@H]4C=C(C(=O)[C@]4(CC(=C3)CO)O)C)O)OC(=O)C
Sources (3)

via Wikidata · CC0

Available in 10 languages

via Wikidata sitelinks · CC0