Prostratin
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Prostratin
structure -
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CAS No:
60857-08-1
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Formula:
C22H30O6
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Chemical Name:
Prostratin
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Synonyms:
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-(1aα,1bβ,4aβ,7aα,7bα,8α,9aα)]-;(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;Prostratin;Stillingia factor S7;12-Deoxyphorbol 13-acetate;NSC 623310;SA 101A;13-O-Acetyl-12-deoxyphorbol;K 101A
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CAS No:
Characteristics
104.06000
1.84
1.3±0.1 g/cm3
216-219℃
550.5±50.0 °C at 760 mmHg
188.7±23.6 °C
1.600
Soluble in DMSO at 30mg/ml
-20°C
Prostratin Use and Manufacturing
Activation of latent reservoirs of HIV-infected cells is a treatment strategy designed to reduce viral load and eliminate the perpetuation of retroviral infection. Prostratin is a non-tumor promoting phorbol ester that potently induces HIV-1 reactivation in latent reservoirs of infected Jurkat-LAT-GFP cells with an IC50 value of ~0.5 μM. Originally, prostratin was isolated from plant sources including P. prostrata, E. cornigera, and H. nutans.The effects of prostratin are mediated through activation of NF-κB via protein kinase C and by downregulation of HIV-1 receptor CD4 expression and its co-receptors CXCR4 and CCR5.[Cayman Chemical]
Computed Properties
Molecular Weight:390.5
XLogP3:0.7
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:3
Exact Mass:390.20423867
Monoisotopic Mass:390.20423867
Topological Polar Surface Area:104
Heavy Atom Count:28
Complexity:825
Undefined Atom Stereocenter Count:7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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