Prostratin

For research use only. Not for therapeutic Use.

  • CAT Number: R009993
  • CAS Number: 60857-08-1
  • Molecular Formula: C22H30O6
  • Molecular Weight: 390.47
  • Purity: ≥95%
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Prostratin, a natural terpenoid compound, is a PKC activator, with a Ki of 12.5 nM and shows inhibitory effect on HIV-1.
Prostratin inhibits [3H]PDBu binding to the CEM cells with a Ki of 210 nM[1].
Prostratin (125-1000 nM) dose-dependently inhibits the growth of acute myeloid leukemia (AML) cell lines (HL-60, NB4, and U937 cells). Prostratin (125-100 nM) induces G1 arrest of AML cells and affects the cell-cycle-related molecules (pRb phosphorylation, CDKs, and p21) in HL-60 cells. Prostratin also causes differentiation in AML cell lines via activation of PKC. Furthermore, PKC-dependent activation of the MEK/ERK/MAP signaling pathway requires differentiation induced by Prostratin[2].
Prostratin induces HIV-1 transcription activation requiring active form of PKD3. Prostratin also activates PKD3 via PKCε of novel PKC subfamily[3].


Catalog Number R009993
CAS Number 60857-08-1
Synonyms

[(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 Formula C22H30O6
Purity ≥95%
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
SMILES CC1CC2(C(C2(C)C)C3C1(C4C=C(C(=O)C4(CC(=C3)CO)O)C)O)OC(=O)C
Reference

[1]. Gustafson KR, et al. A nonpromoting phorbol from the samoan medicinal plant Homalanthus nutans inhibits cell killing by HIV-1. J Med Chem. 1992 May 29;35(11):1978-86.
 [Content Brief]

[2]. Shen X, et al. The protein kinase C agonist prostratin induces differentiation of human myeloid leukemia cells and enhances cellular differentiation by chemotherapeutic agents. Cancer Lett. 2015 Jan 28;356(2 Pt B):686-96.
 [Content Brief]

[3]. Wang H, et al. Protein kinase D3 is essential for prostratin-activated transcription of integrated HIV-1 provirus promoter via NF-κB signaling pathway. Biomed Res Int. 2014;2014:968027.
 [Content Brief]

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