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Merck
CN

P3766

Phorbol 12-myristate 13-acetate 4-O-methyl ether

Synonym(s):

MPMA

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About This Item

Empirical Formula (Hill Notation):
C37H58O8
CAS Number:
57716-89-9
Molecular Weight:
630.85
UNSPSC Code:
12352211
NACRES:
NA.25
PubChem Substance ID:
24898450
MDL number:
MFCD00036790
Beilstein/REAXYS Number:
6554604

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InChI

1S/C37H58O8/c1-8-9-10-11-12-13-14-15-16-17-18-19-30(40)44-33-25(3)36(42)28(31-34(5,6)37(31,33)45-26(4)39)21-27(23-38)22-35(43-7)29(36)20-24(2)32(35)41/h20-21,25,28-29,31,33,38,42H,8-19,22-23H2,1-7H3/t25-,28+,29-,31-,33-,35-,36-,37-/m1/s1

SMILES string

CCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)C(C=C(CO)C[C@@]3(OC)C2C=C(C)C3=O)C4C(C)(C)[C@]14OC(C)=O

InChI key

VCWNAJUHTLWQQT-XCHBPHIQSA-N

storage temp.

−20°C

Quality Level

100

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Biochem/physiol Actions

Weak phorbol ester agonist; very weak inflammatory and tumor promoting agent.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR0292
MKCR5114
MKCR4074
MKBV7170V
MKBS9808V

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Simon Ittig et al.
PLoS pathogens, 8(5), e1002667-e1002667 (2012-05-10)
Capnocytophaga canimorsus is a usual member of dog's mouths flora that causes rare but dramatic human infections after dog bites. We determined the structure of C. canimorsus lipid A. The main features are that it is penta-acylated and composed of
Soroush Sharbati et al.
Microorganisms, 7(3) (2019-03-02)
Pathogenic mycobacteria are able to persist intracellularly in macrophages, whereas non-pathogenic mycobacteria are effectively combated and eliminated after their phagocytosis. It is known that TGF-β plays an important role in this context. Infection with pathogenic mycobacteria such as Mycobacterium tuberculosis
H Ling et al.
British journal of pharmacology, 161(8), 1763-1777 (2010-08-20)
Shogaols are reported to possess anti-inflammatory and anticancer activities. However, the antimetastatic potential of shogaols remains unexplored. This study was performed to assess the effects of shogaols against breast cancer cell invasion and to investigate the underlying mechanisms. The anti-invasive
Jason A Bartos et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(2), 449-463 (2010-01-15)
The tyrosine kinase Pyk2 plays a unique role in intracellular signal transduction by linking Ca(2+) influx to tyrosine phosphorylation, but the molecular mechanism of Pyk2 activation is unknown. We report that Pyk2 oligomerization by antibodies in vitro or overexpression of
Rosella Abeti et al.
Brain : a journal of neurology, 134(Pt 6), 1658-1672 (2011-05-28)
Alzheimer's disease is characterized by β-amyloid accumulation in the central nervous system. As β-amyloid is neurotoxic in culture, we have explored the mechanisms of toxicity in the search for therapeutic targets for Alzheimer's disease and now identify a key role
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