Compound: Prostratin
SMILES: O=C1C(=C[C@@H]2[C@]1(O)CC(=C[C@@H]3[C@]2(O)[C@@H](C[C@@]4([C@H]3C4(C)C)OC(=O)C)C)CO)C
InChIKey: BOJKFRKNLSCGHY-HXGSDTCMSA-N
Synonyms: Prostratin, 60857-08-1, 12-Deoxyphorbol 13-acetate, KO94U6DIQ6, SA-101A, K-101A, NSC-623310, DTXSID10893788, [(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, ((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, RefChem:930087, DTXCID401323833, 12-Deoxyphorbol-13-acetate, (1aR,1bS,4aR,7aS,7bR,8R,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]azulen-9a-yl acetate, Stillingia Factor S7, [dihydroxy-(hydroxymethyl)-tetramethyl-oxo-[?]yl] acetate, Prostratin & Mukungulu, NSC 623310; SA 101A; Stillingia factor S7, SCHEMBL344837, CHEMBL170518, orb1705054, Prostratin, >=98% (HPLC), CHEBI:69818, BOJKFRKNLSCGHY-HXGSDTCMSA-N, GLXC-02539, HMS3648K03, BDBM50368315, 13-O-ACETYL-12-DEOXYPHORBOL, AKOS027250797, CCG-208192, SMP2_000144, NCGC00343958-02, 12-deoxyphorbol-13-acetate (prostratin), DA-66943, MS-26507, HY-107421, CS-0028449, C20197, G91401, SR-01000946228, Q3270742, SR-01000946228-1, BRD-K91145395-001-01-9, (1AR,1BS,4AR,7AS,7BR,8R,9AS)-9A-(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, 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]azulen-9a-yl acetate, 5H-CYCLOPROPA(3,4)BENZ(1,2-E)AZULEN-5-ONE, 9A-(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,7BR,8R,9AS)-, 5H-CYCLOPROPA(3,4)BENZ(1,2-E)AZULEN-5-ONE, 9A-(ACETYLOXY)-1,1A,1B,4,4A,7A,7B,8,9,9A-DECAHYDRO-4A,7B-DIHYDROXY-3-(HYDROXYMETHYL)-1,1,6,8-TETRAMETHYL-, (1AR-(1A.ALPHA.,1B.BETA.,4A.BETA.,7A.ALPHA.,7B.ALPHA.,8.ALPHA.,9A.ALPHA.))-
Theoretical properties:
molecular_formula: C22H30O6
molecular_weight: 390.5 g/mol
exact_mass: 390.20423867 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 3
heavy_atom_count: 28
topological_polar_surface_area: 104 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Prostratin is a phorbol ester. It has a role as a metabolite.
chembl: PROSTRATIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 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 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.