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MW 616.8 Da, Purity >99%. Potent nanomolar activator of protein kinase C in vivo and in vitro. Binds to C1 domain of protein kinase C, induces membrane translocation and enzyme activation. Also reported to have actions on non-kinase proteins including chimaerins, RasGRP and Unc-13/Munc-13. Extremely potent mouse skin tumor promoter.

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Key facts

CAS number
16561-29-8
Purity
> 99%
Form
Liquid
Molecular weight
616.8 Da
Molecular formula
C36H56O8
PubChem identifier
27924
Nature
Synthetic

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Alternative names

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MW 616.8 Da, Purity >99%. Potent nanomolar activator of protein kinase C in vivo and in vitro. Binds to C1 domain of protein kinase C, induces membrane translocation and enzyme activation. Also reported to have actions on non-kinase proteins including chimaerins, RasGRP and Unc-13/Munc-13. Extremely potent mouse skin tumor promoter.

Key facts

Purity
> 99%
PubChem identifier
27924
Biochemical name
Phorbol 12-myristate 13-acetate
Biological description

Potent nanomolar activator of protein kinase C in vivo and in vitro. Binds to C1 domain of protein kinase C, induces membrane translocation and enzyme activation. Also reported to have actions on non-kinase proteins including chimaerins, RasGRP and Unc-13/Munc-13. Extremely potent mouse skin tumor promoter.

Canonical SMILES
CCCCCCCCCCCCCC(=O)OC1C(C2(C(C=C(CC3(C2C=C(C3=O)C)O)CO)C4C1(C4(C)C)OC(=O)C)O)C
Isomeric SMILES
CCCCCCCCCCCCCC(=O)O[C@@H]1[C@H]([C@]2([C@@H](C=C(C[C@]3([C@H]2C=C(C3=O)C)O)CO)[C@H]4[C@@]1(C4(C)C)OC(=O)C)O)C
InChI
InChI=1S/C36H56O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-29(39)43-32-24(3)35(42)27(30-33(5,6)36(30,32)44-25(4)38)20-26(22-37)21-34(41)28(35)19-23(2)31(34)40/h19-20,24,27-28,30,32,37,41-42H,7-18,21-22H2,1-6H3/t24-,27+,28-,30-,32-,34-,35-,36-/m1/s1
InChIKey
PHEDXBVPIONUQT-RGYGYFBISA-N
IUPAC name
[(1S,2S,6R,10S,11R,13S,14R,15R)-13-acetyloxy-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] tetradecanoate

Storage

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C

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