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P3766

Sigma-Aldrich

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
Beilstein:
6554604
MDL number:
MFCD00036790
UNSPSC Code:
12352211
PubChem Substance ID:
24898450
NACRES:
NA.25

storage temp.

−20°C

Quality Level

100

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

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

InChI key

VCWNAJUHTLWQQT-XCHBPHIQSA-N

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Biochem/physiol Actions

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

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
Anke Sichelstiel et al.
PloS one, 9(2), e98440-e98440 (2014-06-12)
For patients with chronic lung diseases, such as chronic obstructive pulmonary disease (COPD), exacerbations are life-threatening events causing acute respiratory distress that can even lead to hospitalization and death. Although a great deal of effort has been put into research
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
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
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