16561-29-8

Basic information

• Product Name: PHORBOL 12-MYRISTATE 13-ACETATE
• Synonyms: 13-o-acetylphorbol12-myristate;4)benz(1,2-e)azulen-5-one9a-acetate,(+)-ethyl-5h-cyclopropa(;5h-cyclopropa(3,4)benz(1,2-e)azulen-5-one,1,1a-beta,1b-alpha,4,4a,7a-beta,7b,;8,9,9a-decahydro-4a-alpha,7b-beta,9-alpha,9a-beta-tetrahydroxy-3-(hydroxymethy;abeta,7balpha,9beta,9aalpha-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8alpha-tetram;a-tetramethyl-5h-cyclopropa(3,4)benz(1,2-e)azulen-5-one,9a-acetate;-e)azulen-9-ylester,(1ar-(1aalpha,1bbeta,4abeta,7aalpha,7balpha,8alpha,9beta;factora1
• CAS NO: 16561-29-8
• Molecular Formula: C₃₆H₅₆O₈
• Molecular Weight: 616.83
• EINECS: 16561-29-8
• Product Categories: Protein Kinase;Signalling;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Activator;enzyme;Diterpenoids
• Mol File: 16561-29-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 571.87°C (rough estimate)
• Flash Point: 208.1 °C
• Appearance: Off-white to light yellow/Fine Crystalline Powder
• Density: 1.17±0.1 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 1.55E-22mmHg at 25°C
• Refractive Index: 1.4900 (estimate)
• Storage Temp.: −20°C
• Solubility: DMSO: DMSO solutions can be stored dark at −20?#x00b0;C fo
• PKA: 11.19±0.70(Predicted)
• Water Solubility: Very soluble in methanol, soluble in DMSO, chloroform, ethanol or acetone, ether, ethyl acetate, DMF or acetonitrile. Insoluble
• Sensitive: Light Sensitive
• Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.
• BRN: 2407201
• CAS DataBase Reference: PHORBOL 12-MYRISTATE 13-ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: PHORBOL 12-MYRISTATE 13-ACETATE(16561-29-8)
• EPA Substance Registry System: PHORBOL 12-MYRISTATE 13-ACETATE(16561-29-8)

Safety Data

• Hazard Codes: Xi
• Statements: 38-36/37/38
• Safety Statements: 36/37-26
• RIDADR: 2928
• WGK Germany: 3
• RTECS: QH4377000
• F: 8-10
• HazardClass: 6.1(a)
• PackingGroup: II
• Hazardous Substances Data: 16561-29-8(Hazardous Substances Data)

Usage

Description

Phorbol 12-myristate-13-acetate (16561-29-8) activates protein kinase C (10-100 ng/ml)1. May display PKC-independent effects in various cell types2. Warning: Phorbol 12-myristate-13-acetate is a skin irritant. Avoid contact with this compound.

Chemical Properties

white to off-white solid

Uses

4β-Phorbol 12-Myristate 13-Acetate is used in the activation of certain pyruvate kinases as well as protein kinases.

General Description

White crystals.

Reactivity Profile

PHORBOL 12-MYRISTATE 13-ACETATE is sensitive to acids and alkalis. .

Fire Hazard

Flash point data for PHORBOL 12-MYRISTATE 13-ACETATE are not available; however, PHORBOL 12-MYRISTATE 13-ACETATE is probably combustible.

Biological Activity

Extensively used phorbol ester activator of protein kinase C; tumor promoter. Binds to PKC with a K i value of 2.6 nM as measured by displacement of [ 3 H]phorbol 12,13-dibutyrate binding in rat cortex synaptosomal membranes.

Biochem/physiol Actions

Cell permeable: yes

References

1) Saraiva et al. (2004), Characterization of phorbol esters activity on individual mammalian protein kinase C isoforms, using the yeast phenotypic assay; Eur. J. Pharmacol., 491 101 2) Doerner et al. (1990), Protein kinase C-dependent and independent effects of phorbol esters on hippocampal calcium channel current; J. Neurosci., 10 1699 3) Merck Index 14:7332

InChI:InChI=1/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+/m0/s1

Upstream product

• 20839-03-6 Phorbol-(12,13,20)-tri-n-tetradecanoat 
• 17673-25-5 phorbol 
• 41621-85-6 Phorbol 13,20-diacetate 
• 112-64-1 tetradecanoyl chloride 
• 20839-24-1 12-O-n-Tetradecanoyl-phorbol-⁽²⁰⁾-tritylaether 
• 108-24-7 acetic anhydride 

Downstream Products

• 71327-72-5 12-O-tetradecanoylphorbol 13,20-diacetate 

Related news

Forskolin and PHORBOL 12-MYRISTATE 13-ACETATE (cas 16561-29-8) modulates the expression pattern of AP-1 factors and cell cycle regulators in estrogen-responsive MCF-7 cells08/11/2019

Activator protein-1 (AP-1) transcription factor is a key component of many signal transduction pathways involved in the regulation of cellular processes and controls rapid responses of mammalian cells when exposed to the variety of stimulus. The phorbol 12-myristate 13-acetate and Forskolin (Fo)...detailed

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