4alpha-Phorbol 12-myristate 13-acetate

Base Information

• Chemical Name: 4alpha-Phorbol 12-myristate 13-acetate
• CAS No.: 63597-44-4
• Molecular Formula: C₃₆H₅₆O₈
• Molecular Weight: 616.836
• Nikkaji Number: J328.372K
• ChEMBL ID: CHEMBL2373592
• Mol file: 63597-44-4.mol

Synonyms:63597-44-4;4alpha-Phorbol 12-myristate 13-acetate;4|A-TPA;4ALPHA-PHORBOL12-MYRISTATE13-ACETATE;4alpha-Phorbol-12-myristate-13-acetate;[(1S,2S,6S,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;4alpha-TPA;PMA;4alpha-PMA;6357-44-4;Tetradecanoic acid, 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, (1aR-(1aalpha,1bbeta,4aalpha,7aalpha,7balpha,8alpha,9beta,9aalpha))-;SR-01000076082;C36-H56-O8;.alpha.-TPA;MFCD00153860;4.alpha.-TPA;Lopac0_001032;[acetoxy-dihydroxy-(hydroxymethyl)-tetramethyl-oxo-[?]yl] tetradecanoate;4-.alpha.-Phorbol 13 acetate;CHEMBL2373592;HMS3263O05;Tox21_501032;CCG-205110;LP01032;SDCCGSBI-0051003.P002;NCGC00094321-01;NCGC00094321-02;NCGC00094321-03;NCGC00094321-05;NCGC00261717-01;4 alpha -Phorbol 12-myristate 13-acetate;4.alpha.-Phorbol 12-myristate 13-acetate;HY-106029;CS-0024660;EU-0101032;P 8139;4-alpha-Phorbol 12-Myristate 13-Acetate >99%;SR-01000076082-1;SR-01000076082-6;SR-01000076082-7;4alpha-Phorbol 12-myristate 13-acetate, solid, >=95% (TLC);4,4-DIANILINO-1,1-BINAPHTHYL-5,5-DISULFONICACIDDIPOTASSIUMSALT;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;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-

Chemical Property of 4alpha-Phorbol 12-myristate 13-acetate

Chemical Property:

• Appearance/Colour: Off-white to yellow powder.
• Vapor Pressure: 1.55E-22mmHg at 25°C
• Boiling Point: 698.1 °C at 760 mmHg
• Flash Point: 208.1 °C
• PSA: 130.36000
• Density: 1.17 g/cm³
• LogP: 5.75290
• Storage Temp.: −20°C
• Sensitive.: Light Sensitive
• Solubility.: H2O: ~2 μM Though having aqueous solubility, it is rec
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 17
• Exact Mass: 616.39751874
• Heavy Atom Count: 44
• Complexity: 1150

Purity/Quality:

98%,99%, ^*data from raw suppliers

4alpha-Phorbol 12-myristate 13-acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• 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
• Uses: 4alpha-Phorbol 12-myristate 13-acetate is a non-tumor promoting phorbol ester derivative that has been used as a negative control for PMA, a tumor promoter and activator of PKC. However, 4α-PMA has also been shown to be a reasonably potent activator of TRPV4 channels, making it a useful tool for structure-activity investigations via comparison to the very similar compound, 4α-PDD, which demonstrates 50 times more affinity for TRPV4. Furthermore, this compound has also been shown to increase PGHS-2 mRNA significantly in murine keratinocytes.

Technology Process of 4alpha-Phorbol 12-myristate 13-acetate

There total 1 articles about 4alpha-Phorbol 12-myristate 13-acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ 4α-phorbol 12-myristate 13-acetate (63597-44-4)

Guidance literature:

2h, NaOAc;

DOI:10.1021/jo00443a002

Refernces