Forbol 12-miristato-13-acetato synthetic, ≥98.0% (TLC)

Sinônimo(s):

12-O-tetradecanoilforbol-13-acetato, 4β,9α,12β,13α,20-Pentaidroxitiglia-1,6-dien-3-ona 12-tetradecanoato 13-acetato, PMA, TPA

About This Item

Fórmula empírica (Notação de Hill):

C₃₆H₅₆O₈

Número CAS:

16561-29-8

Peso molecular:

616.83

Beilstein:

2407201

Número MDL:

MFCD00036736

Código UNSPSC:

12352211

ID de substância PubChem:

57652787

NACRES:

NA.25

Nível de qualidade

200

Ensaio

≥98.0% (TLC)

Formulário

film

qualidade

synthetic

solubilidade

chloroform: 10 mg/mL, clear, colorless to light yellow

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

CCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)C(C=C(CO)C[C@@]3(O)C2C=C(C)C3=O)C4C(C)(C)[C@]14OC(C)=O

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

chave InChI

PHEDXBVPIONUQT-RGYGYFBISA-N

Aplicação

Phorbol 12-myristate 13-acetate has been used to stimulate the in vitro production of interleukin (IL)-18, IL-10[1] and macrophages.[2] It has also been used to induce protein kinase C activity.[3]

Ações bioquímicas/fisiológicas

Phorbol 12-myristate 13-acetate is a potent tumor promoter and activates protein kinase C in vivo and in vitro. It is a phorbol ester that is associated with many cellular responses including gene transcription, cell division and differentiation, apoptosis and immune response. It is also involved in protein kinase C (PKC) mediated receptor desensitization.[4] Phorbol 12-myristate 13-acetate induces PKC localization from the cytosol,[5] enabling the enzyme association with the cell membrane.[6]

Outras notas

Activates protein kinase C in vivo and in vitro at nanomolar concentrations[7]; Highly potent tumor promotor and mitogen: active principle of croton oil. Review[8]