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Merck

P8014

Sigma-Aldrich

4α-Phorbol 12,13-Didecanoat

solid

Synonym(e):

4α-PDD, 4α-Phorbol-12,13-dicaprinat

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About This Item

Empirische Formel (Hill-System):
C40H64O8
CAS-Nummer:
Molekulargewicht:
672.93
Beilstein:
2514324
MDL-Nummer:
UNSPSC-Code:
12352211
PubChem Substanz-ID:
NACRES:
NA.77

Form

solid

Qualitätsniveau

Farbe

white

Löslichkeit

DMSO: soluble
ethanol: soluble
methanol: soluble

Lagertemp.

−20°C

SMILES String

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

InChI

1S/C40H64O8/c1-7-9-11-13-15-17-19-21-32(42)47-36-28(4)39(46)30(24-29(26-41)25-38(45)31(39)23-27(3)35(38)44)34-37(5,6)40(34,36)48-33(43)22-20-18-16-14-12-10-8-2/h23-24,28,30-31,34,36,41,45-46H,7-22,25-26H2,1-6H3/t28-,30+,31-,34-,36-,38+,39-,40-/m1/s1

InChIKey

DGOSGFYDFDYMCW-OEFRVDPMSA-N

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Anwendung

4α-Phorbol 12,13-didecanoate has been used as a transient receptor potential vanilloid 4 (TRPV4) agonist:
  • to study its effects on Madin-Darby canine kidney (MDCK) cells
  • to study its effects on Ca2+ influx in mice fallopian tubal cells
  • to study its effects on hind paw swelling in mice

Biochem./physiol. Wirkung

4α-Phorbol 12,13-didecanoate is a transient receptor potential vanilloid 4 (TRPV4) agonist. It promotes extracellular calcium influx into the cells.

Vorsicht

Photosensitive

Rekonstituierung

Stock solution cannot be made in aqueous media; dissolve in a water-miscible organic solvent before dilution to working concentrations in aqueous media.

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 2 Oral - Carc. 2 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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


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M C LaPointe et al.
Molecular endocrinology (Baltimore, Md.), 7(10), 1284-1296 (1993-10-01)
During left ventricular hypertrophy, brain natriuretic peptide (BNP) and atrial natriuretic factor (ANF) mRNA levels increase, possibly due to stretch-induced activation of protein kinase C. Phorbol ester treatment of primary cultures of neonatal rat ventricular cardiocytes represents an in vitro
Y Fukushima et al.
The Biochemical journal, 320 ( Pt 1), 27-32 (1996-11-15)
The histamine H2 receptor is a member of the family of G-protein-coupled receptors and is linked to the activation of adenylate cyclase phospholipase C (PLC). In this study we examined the effects of protein kinase C (PKC) activation in Chinese
Tumor-promoting activity of phorbol and four diesters of phorbol in mouse skin.
W M Baird et al.
Cancer research, 31(8), 1074-1079 (1971-08-01)
T A Rose-Hellekant et al.
Molecular reproduction and development, 44(2), 250-255 (1996-06-01)
The purpose of this investigation was to determine if precocious oocyte maturation could be induced by modulating ovarian cAMP-dependent protein kinase (PKA) or protein kinase C (PKC) signal transduction pathways in the intact hamster. The following inhibitors and stimulators were
Lei Chen et al.
Neuroscience letters, 452(1), 79-83 (2009-05-16)
The present study explored the effect of anisotonicity on action potential (AP) in cultured trigeminal ganglion (TG) neurons. We demonstrate that the number of evoked APs was increased by both hypo- and hypertonic treatment. Transient Receptor Potential Vanilloid 4 receptor

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