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16561-29-8

Basic Information
CAS No.: 16561-29-8
Name: PHORBOL 12-MYRISTATE 13-ACETATE
Article Data: 1
Molecular Structure:
Molecular Structure of 16561-29-8 (PHORBOL 12-MYRISTATE 13-ACETATE)
Formula: C36H56 O8
Molecular Weight: 616.836
Synonyms: Myristicacid, 9-ester with 1,1aa,1bb,4,4a,7aa,7b,8,9,9a-decahydro-4ab,7ba,9b,9aa-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8a-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulen-5-one9a-acetate, (+)- (8CI); 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-ylester, [1aR-(1aa,1bb,4ab,7aa,7ba,8a,9b,9aa)]-;1H-Cyclopropa[3,4]benz[1,2-e]azulene, tetradecanoic acid deriv.;12-O-Tetradecanoylphorbol 13-acetate; 12-Tetradecanoylphorbol 13-acetate;12-Tetradecanoylphorbol 13-monoacetate; 13-O-Acetylphorbol 12-myristate; 4b-Phorbol 12-myristate 13-acetate;Factor A1; Factor A1 (croton oil); NSC 262244; PMA; PMA (tumor promoter);Phorbol 12-myristate 13-acetate; Phorbol 12-tetradecanoate 13-acetate; Phorbolmyristate acetate; TPA; TPA (phorbol derivative); b-Phorbol 12-myristate 13-acetate
EINECS: 16561-29-8
Density: 1.17 g/cm3
Boiling Point: 698.1 °C at 760 mmHg
Flash Point: 208.1 °C
Solubility: Soluble in DMSO, methanol, 100% ethanol, acetone, ether or dimethylformamide; almost insoluble in aqueous buffers.
Appearance: White to off-white solid.
Hazard Symbols: IrritantXi
Risk Codes: 38
Safety: 36/37
PSA: 130.36000
LogP: 5.75290
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Chemistry


Systematic Name: (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-(acetyloxy)-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 tetradecanoate
Molecular Formula: C36H56O8
Molecular Weight: 616.83 g/mol
Classification Code: Carcinogens; Mutation data; Noxae; Reproductive Effect; Skin / Eye Irritant; Tumor data
storage temperature: -20 °C
Index of Refraction: 1.553
Molar Refractivity: 168.29 cm3
Molar Volume: 525.6 cm3
Surface Tension: 50.9 dyne/cm
Density: 1.17 g/cm3
Flash Point: 208.1 °C
Enthalpy of Vaporization: 116.86 kJ/mol
Boiling Point: 698.1 °C at 760 mmHg
solubility: DMSO: DMSO solutions can be stored dark at −20?#x00b0;C for at least six months.soluble
Vapour Pressure of Phorbol myristate acetate (CAS NO.16561-29-8): 1.55E-22 mmHg at 25 °C

Uses

  Phorbol myristate acetate (CAS NO.16561-29-8) has a specific use in cancer diagnostics as a B-cell specific mitogen in cytogenetic testing. To view the chromosomes, a cytogenetic test requires dividing cells. It is used to stimulate division of B-cells during cytogenetic diagnosis of B-cell cancers such as chronic lymphocytic leukemia.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
domestic animals - goat/sheep LDLo intravenous 40ug/kg (0.04mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BLOOD: CHANGES IN LEUCOCYTE (WBC) COUNT

BLOOD: CHANGES IN PLATELET COUNT
Journal of Applied Physiology. Vol. 54, Pg. 267, 1983.
mouse LD intraperitoneal > 1mg/kg (1mg/kg)   Toxicon. Vol. 38, Pg. 123, 2000.
mouse LD50 intravenous 309ug/kg (0.309mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Agents and Actions, A Swiss Journal of Pharmacology. Vol. 16, Pg. 535, 1985.

Consensus Reports

EPA Genetic Toxicology Program.

Safety Profile

Deadly poison by intravenous route. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. A skin irritant. Questionable carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: IrritantXi
Risk Statements: 38 
R38:Irritating to skin.
Safety Statements: 36/37 
S36/37:Wear suitable protective clothing and gloves.
RIDADR: 2928
WGK Germany: 3
RTECS: QH4377000
HazardClass: 6.1(a)
PackingGroup of Phorbol myristate acetate (CAS NO.16561-29-8): II

Analytical Methods

Tested for stimulation of interleukin production in Jurkat cells.

Specification

  Phorbol myristate acetate (CAS NO.16561-29-8), its Synonyms are Tetradecanoylphorbol acetate ; 12-O-Tetradecanoyl phorbol acetate ; 12-O-Tetradecanoylphorbol 13-acetate ; 12-O-Tetradecanoylphorbol-13-acetate ; 13-O-Acetylphorbol 12-myristate ; 13-Tetradecanoylphorbol acetate ; 4beta-Phorbol 12-myristate 13-acetate . It is white to off-white solid.