Identification | Back 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 Properties | Back 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 |
Hazard Information | Back 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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BOC Sciences
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