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21150-22-1

21150-22-1 Structure

21150-22-1 Structure
IdentificationBack Directory
[Name]

BETA-AMANITIN
[CAS]

21150-22-1
[Synonyms]

b-Amanitin
β-Amanitin
B-Amanitine
beta-amatoxin
BETA-AMANITIN
beta-Amanitine
β-Amanitin DISCONTINUED
α-Amanitin, 1-L-aspartic acid-
1-l-asparticacid-alpha-amaniti
B-amanitin from amanita phalloides
alpha-Amanitin, 1-l-aspartic acid-
β-Amanitin from Amanita phalloides
beta-Amanitin from Amanita Phalloides
8,20,23,24,27,30,33-octaoxo--dihydroxy-1-methylpropyl)-11-oxide
,12,17,18,19,20,21,22,23,23a-octadecahydro-29-sec-butyl-2,14-dihydroxy-21-(2,3
Cyclo[L-Asp-L-t4Hyp-[(3R,4R)-4,5-dihydroxy-3-methyl-L-Nva-]-6-hydroxy-L-Trp2(1)-Gly-3-methyl-L-Nva-Gly-3-oxomercapto(1)-L-Ala-]
[EINECS(EC#)]

244-244-8
[Molecular Formula]

C39H53N9O15S
[MDL Number]

MFCD00151212
[MOL File]

21150-22-1.mol
[Molecular Weight]

919.95
Chemical PropertiesBack Directory
[Melting point ]

300°
[Boiling point ]

1599.6±65.0 °C(Predicted)
[density ]

1.1725 (rough estimate)
[refractive index ]

1.7400 (estimate)
[storage temp. ]

−20°C
[solubility ]

Water: 1 mg/ml
[form ]

White to off-white powder.
[pka]

4.02±0.10(Predicted)
[color ]

White to off-white
[Sequence]

Ile-{6-hydroxy-Trp}-Gly-Ile-Gly-Cys-Asn-Pro (Sulfidebridge try4-cys8)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H300+H310+H330
[Precautionary statements ]

P260-P262-P264-P280-P302+P352+P310-P304+P340+P310
[Hazard Codes ]

T+
[Risk Statements ]

26/27/28
[Safety Statements ]

7-28-36/37/39-45
[RIDADR ]

UN 3462 6.1/PG 1
[WGK Germany ]

3
[RTECS ]

NJ8324000
[HazardClass ]

6.1(a)
[PackingGroup ]

I
[HS Code ]

2934999090
[Toxicity]

LD50 i.p. in albino mice: 0.4 mg/kg (Wieland, Wieland)
Questions And AnswerBack Directory
[Acute toxicity]

peritoneal-mouse LD50: 0.4 mg/kg; unnamed-mouse LD50: 0.4 mg/kg
Hazard InformationBack Directory
[Mechanism of action]

β-Amanitin is a cyclic peptide found in several species of the Amanita genus, as well as other poisonous fungi. It inhibits RNA polymerase II and III but not RNA polymerase I or bacterial RNA polymerase, thus preventing mammalian protein synthesis. The biological activity of this toxin is similar to that of α-amanitin but differs structurally by the presence of a carboxyl group, which is useful for coupling reactions.
[Uses]

As a tool in molecular biology.
[Uses]

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.
  • to determine its concentration in urine samples by capillary zone electrophoresis (CZE).
  • in the analysis of β-amanitin in toxic mushrooms by liquid chromatography coupled to time-of-flight mass spectrometry.

[General Description]

β-Amanitin belongs to the family of amatoxins. Amanitins are made of bicyclic octapeptides. β-Amanitin is composed of a carboxyl group and is acidic in nature.
[Biochem/physiol Actions]

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.
[IC 50]

Traditional Cytotoxic Agents
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