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Prostratin

Prostratin structure

Prostratin 

structure
  • CAS No:

    60857-08-1

  • Formula:

    C22H30O6

  • Chemical Name:

    Prostratin

  • 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

  • Categories:

    Biochemical Engineering  >  Amino Acids and Derivatives

Description

ChEBI: A natural product found in Euphorbia fischeriana.

Prostratin Basic Attributes

390.47

390.47

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

Safety Information

NONH for all modes of transport

3

Drug Information

12-deoxyphorbol 13-acetate

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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