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Prostratin

SIGMA/P0077 - ≥98% (HPLC)

Synonym: 12-Deoxyphorbol-13-acetate; CCRIS 6292; NSC 623310

CAS Number: 60857-08-1
Empirical Formula (Hill Notation): C22H30O6
Molecular Weight: 390.47
MDL Number: MFCD00674138
Linear Formula: C22H30O6
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-P0077-1MG 1 mg
$141.00
1/EA
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45-P0077-5MG 5 mg
$566.00
1/EA
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assay ≥98% (HPLC)
color white
form powder
InChI 1S/C22H30O6/c1-11-6-16-20(26,18(11)25)9-14(10-23)7-15-17-19(4,5)21(17,28-13(3)24)8-12(2)22(15,16)27/h6-7,12,15-17,23,26-27H,8-10H2,1-5H3/t12-,15+,16-,17-,20-,21+,22-/m1/s1
InChI key BOJKFRKNLSCGHY-HXGSDTCMSA-N
Quality Level 100 
SMILES string C[C@@H]1C[C@]2(OC(C)=O)[C@H]([C@@H]3C=C(CO)C[C@@]4(O)[C@@H](C=C(C)C4=O)[C@@]13O)C2(C)C
solubility DMSO: 10 mg/mL, clear
storage temp. −20°C
Application: Prostratin has been used to reverse the latency of human immunodeficiency virus-1 (HIV-1) and to quantify the transcriptional activation of the long terminal repeat (LTR) in latently HIV-1-infected Jurkat (J-Lat) cell lines.
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).
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.
Features and Benefits: This compound is featured on the PKC  page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here .
Packaging: 1, 5 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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