CAS 63597-44-4|4α-TPA
| Common Name | 4α-TPA | ||
|---|---|---|---|
| CAS Number | 63597-44-4 | Molecular Weight | 616.83 |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 698.1±55.0 °C at 760 mmHg |
| Molecular Formula | C36H56O8 | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 208.1±25.0 °C |
Names
| Name | 4α-Phorbol 12-myristate 13-acetate |
|---|---|
| Synonym | More Synonyms |
4α-TPA BiologicalActivity
| Description | 4α-TPA is an inactive form of TPA, and is used as a negative control for TPA-activated events[1]. |
|---|---|
| Related Catalog | Research Areas >>CancerSignaling Pathways >>Others >>Others |
| In Vitro | TPA (5, 50, and 100 ng/ml; 24 hours), but not 4α-TPA, induces MMP-9 enzyme activity (MMP-9 zym) and mRNA expression (MMP-9 mRNA) in U87 cells[1]. |
| References | [1]. Chiu WT, et al. Contribution of reactive oxygen species to migration/invasion of human glioblastoma cells U87 via ERK-dependent COX-2/PGE(2) activation. Neurobiol Dis. 2010;37(1):118-129. |
Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Boiling Point | 698.1±55.0 °C at 760 mmHg |
| Molecular Formula | C36H56O8 |
| Molecular Weight | 616.83 |
| Flash Point | 208.1±25.0 °C |
| Exact Mass | 616.397522 |
| PSA | 130.36000 |
| LogP | 7.71 |
| Vapour Pressure | 0.0±5.0 mmHg at 25°C |
| Index of Refraction | 1.553 |
| InChIKey | PHEDXBVPIONUQT-LQLWEASQSA-N |
| SMILES | CCCCCCCCCCCCCC(=O)OC1C(C)C2(O)C(C=C(CO)CC3(O)C(=O)C(C)=CC32)C2C(C)(C)C12OC(C)=O |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
Articles79
More Articles| Differential cellular uptake and metabolism of curcuminoids in monocytes/macrophages: regulatory effects on lipid accumulation. Br. J. Nutr. 112(1) , 8-14, (2014) We have previously shown that curcumin (CUR) may increase lipid accumulation in cultured human acute monocytic leukaemia cell line THP-1 monocytes/macrophages, but that tetrahydrocurcumin (THC), an in... | |
| Protein kinase C-activating tumor promoters modulate the DNA damage response in UVC-irradiated TK6 cells. Toxicol. Lett. 229(1) , 210-9, (2014) 12-O-Tetradecanoylphorbol-13-acetate (TPA) is a non-genotoxic tumor promoter that dysregulates the protein kinase C (PKC) pathway and causes variable cellular responses to DNA damage in different expe... | |
| Differential 12-O-Tetradecanoylphorbol-13-acetate-induced activation of rat mammary carcinoma susceptibility Fbxo10 variant promoters via a PKC-AP1 pathway. Mol. Carcinog. 54(2) , 134-47, (2015) Rat mammary carcinoma susceptibility 5a1 (Mcs5a1), which is concordant to human MCS5A1 breast cancer risk locus, mediates susceptibility by a non-mammary cell-autonomous mechanism associated with T ce... |
Synonyms
| Tetradecanoic acid, (1aR,1bS,4aS,7aS,7bS,8R,9R,9aS)-9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa[3,4]benz[1,2-e]azulen-9-yl ester |
| -yl ester |
| 4-alpha-PMA |
| (1aR,1bS,4aS,7aS,7bS,8R,9R,9aS)-9a-Acetoxy-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl myristate |
| Tetradecanoic acid, (1aR,1bS,4aS,7aS,7bS,8R,9R,9aS)-9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa[3,4]benz[1,2-e]azulen-9 |
| MFCD00153860 |
