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Merck
CN

P8157

Phallacidin from Amanita phalloides

≥85%

Synonym(s):

Cyclo(Ala-2-Mercapto-Trp-4,5-Dihydroxy-Leu-Val-erythro-3-Hydroxy-D-Asp-Cys-cis-4-Hydroxy-Pro)

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About This Item

Empirical Formula (Hill Notation):
C37H50N8O13S
CAS Number:
26645-35-2
Molecular Weight:
846.90
NACRES:
NA.56
PubChem Substance ID:
24898913
UNSPSC Code:
12352202
MDL number:
MFCD00063359
Form:
powder
Assay:
≥85%
Biological source:
Amanita phalloides

Key Documents

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InChI

1S/C37H50N8O13S/c1-15(2)25-32(53)44-26(27(48)36(56)57)33(54)41-23-13-59-34-19(18-7-5-6-8-20(18)42-34)10-21(29(50)40-22(30(51)43-25)11-37(4,58)14-46)39-28(49)16(3)38-31(52)24-9-17(47)12-45(24)35(23)55/h5-8,15-17,21-27,42,46-48,58H,9-14H2,1-4H3,(H,38,52)(H,39,49)(H,40,50)(H,41,54)(H,43,51)(H,44,53)(H,56,57)

SMILES string

CC(C)C1NC(=O)C(CC(C)(O)CO)NC(=O)C2Cc3c(SCC(NC(=O)C(NC1=O)C(O)C(O)=O)C(=O)N4CC(O)CC4C(=O)NC(C)C(=O)N2)[nH]c5ccccc35

InChI key

KUBDTFZQCYLLGC-UHFFFAOYSA-N

biological source

Amanita phalloides

assay

≥85%

form

powder

Biochem/physiol Actions

Phallacidin, which is a bicyclic toxin from the Amanita phalloides mushroom, has been shown to inhibit F-actin degradation by proteolytic enzymes including trypsin and α-chymotrypsin.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral

Storage Class

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

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SLBW7748
SLBV1815
SLBN7513V
SLBM8365V
SLBM1526V

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P Hofman et al.
The American journal of physiology, 271(1 Pt 1), C312-C320 (1996-07-01)
Migration of neutrophils (polymorphonuclear leukocytes; PMN) across polarized epithelia is asymmetrical: basolateral-to-apical (physiologically directed) migration is far more efficient than migration in the reverse direction, suggesting the presence of luminal retention signal(s). Following pilot observations, we used polarized intestinal epithelial
A M Bertorello et al.
The American journal of physiology, 276(1 Pt 1), L20-L27 (1999-01-14)
Catecholamines promote lung edema clearance via beta-adrenergic-mediated stimulation of active Na+ transport across the alveolar epithelium. Because alveolar epithelial type II cell Na+-K+-ATPase contributes to vectorial Na+ flux, the present study was designed to investigate whether Na+-K+-ATPase undergoes acute changes
Shujiro B Minami et al.
Journal of neuroscience research, 78(3), 383-392 (2004-09-25)
Acoustic overstimulation increases Ca(2+) concentration in auditory hair cells. Because calcineurin is known to activate cell death pathways and is controlled by Ca(2+) and calmodulin, this study assessed the role of calcineurin in auditory hair cell death in guinea pigs
Dayanjali Wijesinghe et al.
Biochemistry, 50(47), 10215-10222 (2011-10-28)
Drug molecules are typically hydrophobic and small in order to traverse membranes to reach cytoplasmic targets, but we have discovered that more polar molecules can be delivered across membranes using water-soluble, moderately hydrophobic membrane peptides of the pHLIP (pH low
W Y Chen et al.
International archives of allergy and immunology, 110(4), 325-331 (1996-08-01)
The traditional methods of measuring F-actin content in neutrophils required a large blood sample and a series of isolation procedures. To reduce the disturbing effect on neutrophils, a new method was designed to measure the neutrophil F-actin content directly in
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