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Prostratin, PKC activator

Product Name
Prostratin, PKC activator
CAS No.
60857-08-1
Chemical Name
Prostratin, PKC activator
Synonyms
SA 101A;NSC 623310;CCRIS 6292;PROSTRATIN;Prostatin >99%;Stillingia Facto;13-O-Acetylphorbol;Prostratin, PKC activator;12-DEOXYPHORBOL 13-ACETATE;13-O-Acetyl-12-deoxyphorbol
CBNumber
CB0150130
Molecular Formula
C22H30O6
Formula Weight
390.47
MOL File
60857-08-1.mol
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Prostratin, PKC activator Property

Melting point:
216-219℃
Boiling point:
550.5±50.0 °C(Predicted)
Density 
1.31
storage temp. 
-20°C
solubility 
Soluble in DMSO at 30mg/ml
form 
white powder
pka
11.40±0.70(Predicted)
color 
Off-white
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
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Safety

WGK Germany 
3
HS Code 
2916200090
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P0077
Product name
Prostratin
Purity
≥98% (HPLC)
Packaging
1mg
Price
$127
Updated
2024/03/01
Sigma-Aldrich
Product number
P0077
Product name
Prostratin
Purity
≥98% (HPLC)
Packaging
5mg
Price
$308.4
Updated
2024/03/01
Alfa Aesar
Product number
J60971
Product name
Prostratin, 99+%
Packaging
1mg
Price
$163
Updated
2023/06/20
Alfa Aesar
Product number
J60971
Product name
Prostratin, 99+%
Packaging
5mg
Price
$626
Updated
2023/06/20
Cayman Chemical
Product number
10272
Product name
Prostratin
Purity
≥98%
Packaging
500μg
Price
$68
Updated
2024/03/01
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Prostratin, PKC activator Chemical Properties,Usage,Production

Description

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.

Uses

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 . [Cayman Chemical]

Definition

ChEBI: A natural product found in Euphorbia fischeriana.

Biochem/physiol Actions

Prostratin, an unusual non-tumorigenic phorbol ester, is an activator of protein kinase C (PKC) and also an activator of nuclear factor KB (NF-KB) mediated through activation of the IKKs (IKB kinases). Prostratin exhibits potent in vitro activity by inducing HIV expression in latently infected cell lines and primary cells, thus antagonizing HIV latency. Activation of PKC and NF-kB has been proposed as the mechanism of action. Prostratin also inhibits HIV entry into target cells by down-regulating CD4 and CXCR4 receptors.

References

1) Cashmore et al. (1976), The structure of prostratin: a toxic tetracyclic diterpene ester from Pimelea Prostrata; Tetrahedron Lett., 17 1737 2) Miana et al. (2015), Prostratin: An Overview; Mini Rev. Med. Chem., 15 1122 3) Shen et al. (2015), The protein kinase C agonist prostratin induces differentiation of human myeloid leukemia cells and enhances cellular differentiation by chemotherapeutic agents; Cancer Lett., 356 (2 Pt. B) 686 4) Biancotto et al. (2004), Dual role of prostratin in inhibition of infection and reactivation of human immunodeficiency virus from latency in primary blood lymphocytes and lymphoid tissue; J. Virol., 78 10507 5) Geribaldi-Doldan et al. (2015), 12-Deoxyphorbols Promote Adult Neurogenesis by Inducing Neural Progenitor Cell Proliferation via PKC activation ; Int. J, Neuropsychopharmacol., 19 pyv085

Prostratin, PKC activator Preparation Products And Raw materials

Raw materials

Preparation Products

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Prostratin, PKC activator Suppliers

Canada 1 China 44 Germany 2 India 1 Switzerland 1 United Kingdom 2 United States 11 USA 1 Global 63
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View Lastest Price from Prostratin, PKC activator manufacturers

Henan Bao Enluo International TradeCo.，LTD
Product
Prostratin 60857-08-1
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500t/month
Release date
2023-08-03
Career Henan Chemical Co
Product
Prostratin, PKC activator 60857-08-1
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2020-02-18
Career Henan Chemical Co
Product
Prostratin, PKC activator 60857-08-1
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2020-02-18

60857-08-1, Prostratin, PKC activatorRelated Search:

PHORBOL 12-MYRISTATE 13-ACETATE Prostratin, PKC activator NS-398 H-ARG-ARG-LEU-ILE-GLU-ASP-ASN-GLU-TYR-THR-ALA-ARG-GLY-OH PHORBOL 12,13-DIBUTYRATE 3H-PMA PHORBOL 12,13-DIACETATE PHORBOL 12,13-DIDECANOATE PHORBOL 13-ACETATE PHORBOL-12,13-DIHEXANOATE PHORBOL 12,13,20-TRIACETATE, 4BETA PHORBOL 12-MYRISTATE 13-ACETATE 4-O-METHYL ETHER, 4BETA PHORBOL 12-N-METHYLANTHRANILATE PHORBOL 16-HYDROXY 12-PALMITATE 13-ACETATE 3H-PDBU 3H-PDA PHORBOL 13,20-DIACETATE PHORBOL-13-DECANOATE

  • SA 101A
  • Prostatin >99%
  • 12-Deoxyphorbol 13-Acetate, dPAc
  • (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-
  • 13-O-Acetyl-12-deoxyphorbol
  • PROSTRATIN
  • (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
  • 13-O-Acetylphorbol
  • NSC 623310
  • Stillingia Facto
  • CCRIS 6292
  • 12-DEOXYPHORBOL 13-ACETATE
  • (1aR)-1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-Decahydro-4aβ,7bα-dihydroxy-9aα-acetoxy-3-(hydroxymethyl)-1,1,6,8α-tetramethyl-5H-cyclopropa[3,4]benzo[1,2-e]azulene-5-one
  • (1aR)-9aα-Acetoxy-1,1aα,1bβ,4,4a,7aα,7b,8,9,9a-decahydro-4aβ,7bα-dihydroxy-3-hydroxymethyl-1,1,6,8α-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulen-5-one
  • Prostratin, PKC activator
  • 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)-
  • Prostratin, PKC activator USP/EP/BP
  • (1aR,1bS,4aR,7aS,7bR,8R,9aS)-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl acetate
  • 60857-08-1
  • Activator
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Protein Kinase Inhibitors and Activators