Skip to Content
Merck
All Photos(1)

Documents

P8157

Sigma-Aldrich

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)

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C37H50N8O13S
CAS Number:
26645-35-2
Molecular Weight:
846.90
MDL number:
MFCD00063359
UNSPSC Code:
12352202
PubChem Substance ID:
24898913
NACRES:
NA.56

biological source

Amanita phalloides

Assay

≥85%

form

powder

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

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)

InChI key

KUBDTFZQCYLLGC-UHFFFAOYSA-N

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

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

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

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service