A1304

β-Amanitin

from Amanita phalloides, ≥85% (HPLC), powder, RNA polymerase inhibitor

• Empirical Formula (Hill Notation): C₃₉H₅₃N₉O₁₅S
• CAS Number: 21150-22-1
• Molecular Weight: 919.95
• UNSPSC Code: 12352200
• PubChem Substance ID: 24890528
• NACRES: NA.77
• EC Number: 244-244-8
• MDL number: MFCD00151212

Properties

• Product Name: β-Amanitin from Amanita phalloides, ≥85% (HPLC)
• SMILES string: CCC(C)C1NC(=O)CNC(=O)C2Cc3c([nH]c4cc(O)ccc34)S(=O)CC(NC(=O)CNC1=O)C(=O)NC(CC(O)=O)C(=O)N5CC(O)CC5C(=O)NC(C(C)C(O)CO)C(=O)N2
• InChI: 1S/C39H53N9O15S/c1-4-16(2)31-36(60)41-11-28(53)42-25-15-64(63)38-21(20-6-5-18(50)7-22(20)45-38)9-23(33(57)40-12-29(54)46-31)43-37(61)32(17(3)27(52)14-49)47-35(59)26-8-19(51)13-48(26)39(62)24(10-30(55)56)44-34(25)58/h5-7,16-17,19,23-27,31-32,45,49-52H,4,8-15H2,1-3H3,(H,40,57)(H,41,60)(H,42,53)(H,43,61)(H,44,58)(H,46,54)(H,47,59)(H,55,56)
• InChI key: IEQCUEXVAPAFMQ-UHFFFAOYSA-N
• assay: ≥85% (HPLC)
• form: powder
• storage temp.: −20°C
• Quality Level: 200

Description

Application

β-Amanitin from Amanita phalloides has been used:

• as a calibration standard for the quantification of β-Amanitin using liquid chromatography-high resolution-mass spectrometry/mass spectrometry (LC-HR-MS/MS) method.[1]
• to determine its concentration in urine samples by capillary zone electrophoresis (CZE).[2]
• in the analysis of β-amanitin in toxic mushrooms by liquid chromatography coupled to time-of-flight mass spectrometry.[3]

Biochem/physiol Actions

Inhibits eukaryotic RNA polymerase II and III; does not inhibit RNA polymerase I or bacterial RNA polymerase; inhibits mammalian protein synthesis.

Toxic constituent of the mushroom, Amanita phalloides, inhibits eukaryotic RNA polymerase II and III, but not RNA polymerase I or bacterial RNA polymerase. Inhibits mammalian protein synthesis.

General description

β-Amanitin belongs to the family of amatoxins.[4] Amanitins are made of bicyclic octapeptides.[3] β-Amanitin is composed of a carboxyl group and is acidic in nature.[5]

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H300 + H310 + H330
• pcodes: P260 - P262 - P264 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• Hazard Classifications: Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk: WGK 3