ALPHA-AMANITIN

Inquiry

For Research Use Only.

Category

Alkaloids

Cat.No.

NP0021

CAS

23109-05-9

Product Name

ALPHA-AMANITIN

Structure

Product Details

Description

α-Amanitin is produced by the strain of Amanita phalloides. It is highly toxic to humans and can cause salivation, vomiting, bleeding, diarrhea, cyanosis, muscle convulsions, spasms, and death. It is the principal toxin of several deadly poisonous mushrooms and exerts its toxic effects by inhibiting RNA polymerase II.

Synonyms

α-Amatoxin; 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

IUPAC Name

2-[(1R,4S,8R,10S,13S,16S,34S)-34-[(2S)-butan-2-yl]-13-[(2R,3R)-3,4-dihydroxybutan-2-yl]-8,22-dihydroxy-2,5,11,14,27,30,33,36,39-nonaoxo-27λ4-thia-3,6,12,15,25,29,32,35,38-nonazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19(24),20,22-tetraen-4-yl]acetamide

Molecular Weight

918.97

Molecular Formula

C39H54N10O14S

Canonical SMILES

CCC(C)C1C(=O)NCC(=O)NC2CS(=O)C3=C(CC(C(=O)NCC(=O)N1)NC(=O)C(NC(=O)C4CC(CN4C(=O)C(NC2=O)CC(=O)N)O)C(C)C(CO)O)C5=C(N3)C=C(C=C5)O

InChI

InChI=1S/C39H54N10O14S/c1-4-16(2)31-36(60)42-11-29(55)43-25-15-64(63)38-21(20-6-5-18(51)7-22(20)46-38)9-23(33(57)41-12-30(56)47-31)44-37(61)32(17(3)27(53)14-50)48-35(59)26-8-19(52)13-49(26)39(62)24(10-28(40)54)45-34(25)58/h5-7,16-17,19,23-27,31-32,46,50-53H,4,8-15H2,1-3H3,(H2,40,54)(H,41,57)(H,42,60)(H,43,55)(H,44,61)(H,45,58)(H,47,56)(H,48,59)/t16-,17-,19+,23-,24-,25-,26-,27-,31-,32-,64?/m0/s1

InChIKey

CIORWBWIBBPXCG-JAXJKTSHSA-N

Boiling Point

1622.2±65.0 °C (Predicted)

Melting Point

254-255 °C

Flash Point

934.9°C

Purity

≥98%

Density

1.163 g/cm3 (Predicted)

Solubility

Soluble in Water

Appearance

Acicular Crystal

Shelf Life

2 years

Storage

Store at -20°C

Alpha

D20 +191°

BRN

1071138

Color

Light Beige

EINECS

245-432-2

8-10-18-21

Form

Solid

Hazard Class

6.1(a)

Hazard Codes

T+

Merck

13,370

Packing Groups

pKa

9.63±0.70(Predicted)

Refractive Index

1.7400 (estimate)

RIDADR

UN 3462 6.1/PG 2

Risk Statements

26/27/28-33-26/28

RTECS

BD6195000

Safety Statements

36/37/39-45-36/37-28

Toxicity

LD50: 0.1 mg/kg (Oral, Mouse).

Uses

α-Amanitin has been used:for inducing transcriptional arrest in NT2 cells prior to immunofluorescence assayto induce nephrotoxicity in mice renal tissuesto induce and analyse genotoxicity in mice bone marrow cells by cell viability assay, comet assay and chromosomal aberration assay.

Water Solubility

H2O: 1.0 mg/mL

WGK Germany

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