PHORBOL 12-MYRISTATE 13-ACETATE
- Product Name
- PHORBOL 12-MYRISTATE 13-ACETATE
- CAS No.
- 16561-29-8
- Chemical Name
- PHORBOL 12-MYRISTATE 13-ACETATE
- Synonyms
- TPA;12-O-TETRADECANOYLPHORBOL 13-ACETATE;Recombinant Human Tissue Plasminogen Activator;phorbol ester;factora1;,9aalpha))-;Cocarcinogen A1;Cocarcinogen C3;pma(tumorpromoter);factora1(crotonoil)
- CBNumber
- CB2376433
- Molecular Formula
- C36H56O8
- Formula Weight
- 616.83
- MOL File
- 16561-29-8.mol
PHORBOL 12-MYRISTATE 13-ACETATE Property
- Melting point:
- 65-79oC
- Boiling point:
- 571.87°C (rough estimate)
- Density
- 1.17±0.1 g/cm3 (20 ºC 760 Torr)
- refractive index
- 1.4900 (estimate)
- storage temp.
- -20°C
- solubility
- DMSO: DMSO solutions can be stored dark at −20°C for at least six months.soluble
- form
- Fine Crystalline Powder
- pka
- 11.19±0.70(Predicted)
- color
- Off-white to light yellow
- Water Solubility
- Very soluble in methanol, soluble in DMSO, chloroform, ethanol or acetone, ether, ethyl acetate, DMF or acetonitrile. Insoluble in water.
- Sensitive
- Light Sensitive
- BRN
- 2407201
- 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.
- InChIKey
- PHEDXBVPIONUQT-RGYGYFBISA-N
- CAS DataBase Reference
- 16561-29-8(CAS DataBase Reference)
- EPA Substance Registry System
- 12-O-Tetradecanoylphorbol 13-acetate (16561-29-8)
Safety
- Hazard Codes
- Xi
- Risk 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
- HS Code
- 29153900
- Hazardous Substances Data
- 16561-29-8(Hazardous Substances Data)
- Toxicity
- Diesters of phorbol, particularly 12-O-tetradecanoylphorbol 13-acetate, also known as phorbol myristate acetate, have been identified as the potent, highly lipophilic tumor-promoting components in croton oil. They are potent promoters of skin tumors in vivo and have been shown to transform cultured fibroblasts and embryonic cells previously exposed to polycyclic aromatic hydrocarbon carcinogens in vitro. The structure of phorbol, the parent alcohol is shown below. Phorbol esters also have important effects on leukocytes and on the immune system of the intact animal. There appears to be a specific receptor for phorbol esters on T cells, a finding that may account for the selective toxicity of phorbol esters for T cells. The mechanism of tumor promotion by phorbol esters is still largely unknown, but findings suggest an initial cell membrane interaction (often with stimulation of second messenger synthesis and increased protein kinase activity), with subsequent effects on nuclear regulatory events.
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H314Causes severe skin burns and eye damage
H317May cause an allergic skin reaction
H334May cause allergy or asthma symptoms or breathing difficulties if inhaled
H351Suspected of causing cancer
- Precautionary statements
-
P202Do not handle until all safety precautions have been read and understood.
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- P1585
- Product name
- PMA
- Purity
- foruseinmolecularbiologyapplications,≥99%(HPLC)
- Packaging
- 5MG
- Price
- $276
- Updated
- 2024/03/01
- Product number
- 524400
- Product name
- Phorbol-12-myristate-13-acetate
- Packaging
- 1mg
- Price
- $82.8
- Updated
- 2024/03/01
- Product number
- 524400
- Product name
- Phorbol-12-myristate-13-acetate
- Packaging
- 5mg
- Price
- $208
- Updated
- 2024/03/01
- Product number
- 5.00582
- Product name
- InSolution Phorbol-12-myristate-13-acetate - CAS 16561-29-8 - Calbiochem
- Packaging
- 2MG
- Price
- $111
- Updated
- 2024/03/01
- Product number
- J63916
- Product name
- Phorbol 12-myristate 13-acetate, 99+%
- Packaging
- 1mg
- Price
- $105
- Updated
- 2024/03/01
PHORBOL 12-MYRISTATE 13-ACETATE Chemical Properties,Usage,Production
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.
Definition
ChEBI: Phorbol 13-acetate 12-myristate is a phorbol ester that is phorbol in which the hydroxy groups at the cyclopropane ring juction (position 13) and the adjacent carbon (position 12) have been converted into the corresponding acetate and myristate esters. It is a major active constituent of the seed oil of Croton tiglium. It has been used as a tumour promoting agent for skin carcinogenesis in rodents and is associated with increased cell proliferation of malignant cells. However its function is controversial since a decrease in cell proliferation has also been observed in several cancer cell types. It has a role as a protein kinase C agonist, an antineoplastic agent, a reactive oxygen species generator, a plant metabolite, a mitogen, a carcinogenic agent and an apoptosis inducer. It is an acetate ester, a tetradecanoate ester, a diester, a tertiary alpha-hydroxy ketone and a phorbol ester.
General Description
White crystals.
Air & Water Reactions
Practically water insoluble.
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
target
PKC | AP-1
storage
-20°C (protect from light)
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
PHORBOL 12-MYRISTATE 13-ACETATE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from PHORBOL 12-MYRISTATE 13-ACETATE manufacturers
- Product
- PHORBOL 12-MYRISTATE 13-ACETATE 16561-29-8
- Price
- US $2150.00-2130.00/gram
- Min. Order
- 20gram
- Purity
- 99%
- Supply Ability
- 100tons
- Release date
- 2023-02-15
- Product
- PHORBOL 12-MYRISTATE 13-ACETATE 16561-29-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 0.10000000149011612kg
- Purity
- ≥98%
- Supply Ability
- 20tons
- Release date
- 2024-01-04
- Product
- PHORBOL 12-MYRISTATE 13-ACETATE 16561-29-8
- Price
- US $8.00-1.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-03