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  7. Phorbol 12-myristate 13-acetate, >94%, Thermo Scientific Chemicals

Phorbol 12-myristate 13-acetate, >94%, Thermo Scientific Chemicals

Product Code. 15476069
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1 mg
5 mg
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Description

Activates protein kinase C and promotes skin tumors in mice.

PMA activates Ca2+- ATPase and potentiates forskolin-induced cAMP formation. It has been shown to inhibit apoptosis induced by the Fas antigen, but PMA induces apoptosis in HL-60 promyelocytic leukemia cells.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
PMA activates Ca2+- ATPase and potentiates forskolin-induced cAMP formation. It has been shown to inhibit apoptosis induced by the Fas antigen, but PMA induces apoptosis in HL-60 promyelocytic leukemia cells.

Solubility
Very soluble in methanol, soluble in DMSO, chloroform, ethanol or acetone, ether, ethyl acetate, DMF or acetonitrile. Insoluble in water.

Notes
Light Sensitive. Keep container tightly closed. Store in cool, dry conditions in well sealed containers.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 16561-29-8
Molecular Formula C36H56O8
Molecular Weight (g/mol) 616.84
MDL Number MFCD00036736
InChI Key PHEDXBVPIONUQT-RGYGYFBISA-N
Synonym phorbol 12-myristate 13-acetate, phorbol ester, 12-o-tetradecanoylphorbol-13-acetate, 12-o-tetradecanoylphorbol 13-acetate, factor a1, tetradecanoylphorbol acetate, 12-tetradecanoylphorbol 13-acetate, factor a1 croton oil, phorbol 13-acetate 12-myristate, phorbol-12-myristate-13-acetate
PubChem CID 27924
ChEBI CHEBI:37537
IUPAC Name (1S,2S,6R,10S,11R,13S,14R,15R)-13-(acetyloxy)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0²,⁶.0¹¹,¹³]pentadeca-3,8-dien-14-yl tetradecanoate
SMILES CCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@]2(O)[C@@H]3C=C(C)C(=O)[C@@]3(O)CC(CO)=C[C@H]2[C@@H]2C(C)(C)[C@]12OC(C)=O

Specifications

Color White
Quantity 1 mg
Beilstein 2407201
Sensitivity Light sensitive
Merck Index 14,7332
Solubility Information Very soluble in methanol,soluble in DMSO,chloroform,ethanol or acetone,ether,ethyl acetate,DMF or acetonitrile. Insoluble in water.
Formula Weight 616.83
Percent Purity >94%
Physical Form Film or Powder
Chemical Name or Material Phorbol 12-myristate 13-acetate

Safety and Handling

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Product Identifier
  • Phorbol 12-myristate 13-acetate
 Signal Word
  • Danger
 Hazard Category
  • Acute toxicity Category 1
  • Acute toxicity Category 2
  • Carcinogenicity Category 2
  • Serious eye damage/eye irritation Category 1
  • Respiratory sensitiser Category 1
  • Skin corrosion/irritation Category 1 B
  • Skin sensitiser Category 1
 Hazard Statement
  • H300-Fatal if swallowed.
  • H310-Fatal in contact with skin.
  • H314-Causes severe skin burns and eye damage.
  • H317-May cause an allergic skin reaction.
  • H318-Causes serious eye damage.
  • H330-Fatal if inhaled.
  • H334-May cause allergy or asthma symptoms or breathing difficulties if inhaled.
  • H351-Suspected of causing cancer.
 Precautionary Statement
  • P280-Wear protective gloves/protective clothing/eye protection/face protection.
  • P284-¢In case of inadequate ventilation! wear respiratory protection.
  • P301+P330+P331-IF SWALLOWED: rinse mouth. Do NOT induce vomiting.
  • P303+P361+P353-IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/ shower.
  • P304+P340-IF INHALED: Remove person to fresh air and keep comfortable for breathing.
  • P305+P351+P338-IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
  • P310-Immediately call a POISON CENTER/doctor/.
  • P362+P364-Take off contaminated clothing and wash it before reuse.
 Supplemental information
  • MIXTURE LIST-Contains : Tetradecanoyl phorbol acetate

RUO – Research Use Only

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