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ChemicalBook--->CAS DataBase List--->23109-05-9

23109-05-9

23109-05-9 Structure

23109-05-9 Structure
IdentificationBack Directory
[Name]

ALPHA-AMANITIN
[CAS]

23109-05-9
[Synonyms]

Aids004473
Α-AMANITIN
A-AMANITIN
α-Amanitin
Aids-004473
AMANITIN, A-
ALPHA-AMANTIN
ALPHA-AMANTINE
ALPHA-AMANITIN
alpha-amatoxin
ALPHA-AMANITINE
AMANITIN, a-(RG)
ulfide,(r)-s-oxide
Α-AMANITIN;Α-AMATOXIN
AMANITIN, a-(RG)(CALL)
α-Amanitin DISCONTINUED
alpha-Amanitin (α-Amanitin
ALPHA-AMANITIN, AMANITA SPECIES
A-AMANITIN FROM AMANITA PHALLOIDES
A-AMANTINE, FROM AMANITA PHALLOIDES
α-Amanitin, from Amanita Phalloides
ALPHA-AMANITIN FROM AMANITA PHALLOIDES
alpha-AMantine, froM AManita Phalloides
alpha-Amanitine, from Amanita Phalloides
y-2-mercapto-l-tryptophylglycyl-l-isoleucylglycyl-l-cysteinyl),cyclic(4-8)-s
cyclic(l-asparaginyl-4-hydroxy-l-prolyl-(r)-4,5-dihydroxy-l-isoleucyl-6-hydrox
Cyclo[L-Asn-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-]
cyclo[L-Asparaginyl-4-hydroxy-L-proly-(R-4,5-dihydroxy-L-isoleucyl-6-hydroxy-2-mercapto-L-tryptophylglycyl-L-isoleucylglycyl-L-cysteinyl]cyclic(4-8)-sulfide(R)-S-oxide
[EINECS(EC#)]

245-432-2
[Molecular Formula]

C39H54N10O14S
[MDL Number]

MFCD00215842
[MOL File]

23109-05-9.mol
[Molecular Weight]

918.97
Chemical PropertiesBack Directory
[Melting point ]

254-255 °C(lit.)
[alpha ]

D20 +191°
[Boiling point ]

1622.2±65.0 °C(Predicted)
[density ]

1.1626 (rough estimate)
[refractive index ]

1.7400 (estimate)
[storage temp. ]

−20°C
[solubility ]

H2O: 1.0 mg/mL
[form ]

powder
[pka]

9.63±0.70(Predicted)
[color ]

white to light yellow
[Water Solubility ]

Soluble to 5 mM in ethanol and to 5 mM in water
[Merck ]

13,370
[BRN ]

1071138
[InChIKey]

CIORWBWIBBPXCG-PWKRRBCNNA-N
Safety DataBack Directory
[Hazard Codes ]

T+
[Risk Statements ]

26/27/28-33-26/28
[Safety Statements ]

36/37/39-45-36/37-28
[RIDADR ]

UN 3462 6.1/PG 2
[WGK Germany ]

3
[RTECS ]

BD6195000
[F ]

8-10-18-21
[HazardClass ]

6.1(a)
[PackingGroup ]

I
[HS Code ]

2934999090
[Hazardous Substances Data]

23109-05-9(Hazardous Substances Data)
[Toxicity]

LD50 i.p. in albino mice: 0.1 mg/kg (Wieland, Wieland)
Hazard InformationBack Directory
[Uses]

Inhibits eukaryotic RNA-polymerase II with high efficiency, but not eukaryotic RNA-polymerase I, or bacterial or viral RNA-polymerases. Inhibits mammalian protein synthesis.
[Biological Activity]

α-amanitin, the most deleterious toxin of a. phalloides to humans, inhibits rna polymerase ii (rnapii), causing hepatic and renal failure.
[Biochem/physiol Actions]

The major toxic constituent of the mushroom, Amanita phalloides, inhibits eukaryotic RNA polymerase II and III, but does not inhibit RNA polymerase I or bacterial RNA polymerase. Inhibits mammalian protein synthesis.
[Enzyme inhibitor]

This bicyclic octapeptide toxin (FW = 918.98 g/mol; CAS 23109-05-9; LD50 = 0.1 mg/kg i.p in albino mice) from the the death-cap fungus Amanita phalloides binds very tightly to eukaryotic RNA polymerase II (Ki ≈ 10 nM) and less tightly to eukaryotic RNA polymerase III (Ki ≈ 1 μM), blocking mRNA synthesis and inducing cytolysis of hepatocytes and kidney cells. a-Amanitin istable at room temperature, soluble in water and ethanol, and melts with decomposition at 254-255°C. Caution: Gloves should be worn, and measures should be taken to avoid inhalation. Symptoms of a toxic dose may not appear for 6-15 hours after exposure. More than 90% of deaths caused by mushroom poisonings are due to A. phalloides and related species. Target (s) : RNA polymerase II; RNA polymerase III; yeast RNA polymerase B; RNA polymerase I; certain plant RNA polymerases (e.g., plant RNA polymerase II (); DNA-directed DNA polymerase; DNA-directed RNA polymerase.
[storage]

-20°C, protect from light,unstable in solution, ready to use.
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