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Prostratin

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Category Human immunodeficiency Virus (HIV)
CAS 60857-08-1
Description Prostratin 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). It is an unusual non-tumorigenic phorbol ester and is found in the bark of the mamala tree of Samoa, Homalanthus nutans (Euphorbiaceae). It has potential to be useful in the treatment of HIV as it could flush viral reservoirs in latently infected CD4+ T-cells. It exhibits promising therapeutic potential against other diseases such as cancer and Alzheimer's disease. It inhibits growth and induces differentiation of AML cell lines. It inhibits tumorigenesis in KRAS mutant pancreatic cancer cells and reduces tumor growth in mouse pancreatic tumor models.
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Product Information

Synonyms 12-Deoxyphorbol-13-acetate; SA 101A; 13-O-Acetylphorbol
IUPAC Name [(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
Molecular Weight 390.47
Molecular Formula C22H30O6
Canonical SMILES CCCCC(C)(C)[C@@H](/C=C/[C@H]1C=CC(=O)[C@@H]1CCCCCCC(=O)O)O
InChI 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
InChIKey BOJKFRKNLSCGHY-HXGSDTCMSA-N
Boiling Point 550.5±50.0 °C | Condition: Press: 760 Torr
Melting Point 216-219 °C
Purity 95%
Density 1.31±0.1 g/cm3 | Condition: Temp: 20 °C Press: 760 Torr
Solubility Soluble in DMSO
Appearance White to Off-white Solid
Application Prostratin has potential to be useful in the treatment of HIV. It exhibits promising therapeutic potential against other diseases such as cancer and Alzheimer's disease.
Storage Store at -20 °C

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