β-Amanitin - CAS 21150-22-1

β-Amanitin - CAS 21150-22-1 Catalog number: BADC-00821

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β-Amanitin is a cyclic peptide toxin in the poisonous Amanita phalloides mushroom. β-Amanitin inhibits eukaryotic RNA polymerase II and III. β-Amanitin inhibits protein synthesis. β-Amanitin can be used as a cytotoxic component of antibody-drug conjugates (ADCs).

Category
ADCs Cytotoxin
Product Name
β-Amanitin
CAS
21150-22-1
Catalog Number
BADC-00821
Molecular Formula
C39H53N9O15S
Molecular Weight
919.95 g/mol
β-Amanitin

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BADC-00821 -- $--
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Description
β-Amanitin is a cyclic peptide toxin in the poisonous Amanita phalloides mushroom. β-Amanitin inhibits eukaryotic RNA polymerase II and III. β-Amanitin inhibits protein synthesis. β-Amanitin can be used as a cytotoxic component of antibody-drug conjugates (ADCs).
Synonyms
2-[34-butan-2-yl-13-(3,4-dihydroxybutan-2-yl)-8,22-dihydroxy-2,5,11,14,27,30,33,36,39-nonaoxo-27lambda4-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]acetic acid
IUPAC Name
2-[34-butan-2-yl-13-(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]acetic acid
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)O)O)C(C)C(CO)O)C5=C(N3)C=C(C=C5)O
InChI
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)
InChIKey
IEQCUEXVAPAFMQ-UHFFFAOYSA-N
Density
1.173 g/cm3 (Predicted)
Solubility
10 mm in DMSO
Melting Point
300 °C
Index Of Refraction
1.695
PSA
394.30000
Mechanism Of Action
In Comparison With The Phallotoxins/...The Long Delayed Hepatotoxic Response Seen In Human Poisonings...Is More Likely Due To...Alpha-, Beta-, & Gamma-Amanitin, Especially The Alpha Component. These So-Called Amatoxins...Are More Toxic Than The Phallotoxins, &, Unlike The Latter, They Damage The Nucleolus & Later The Nucleus Of Liver Cells.
In Vitro
β-Amanitin (0.01-100 µg/mL; 36 hours) shows toxicity in MCF-7 cells, and the rates of cell viability are calculated as 52%, 62%, 84%, 86%, and 91% at concentrations of 100, 10, 1, 0.1, and 0.01 µg/mL, respectively. β-Amanitin shows a great inhibition of protein synthesis at both concentrations (10 µg/mL and 1 µg/mL) in MCF-7 cells for 24 hours. Cell Viability Assay Cell Line: MCF-7 cells Concentration: 0.01, 0.1, 1, 10, 100 µg/mL Incubation Time: 36 hours Result: Showed toxicity in MCF-7 cells.
Appearance
Acicular Crystal
Purity
>98.0%
Shelf Life
≥ 2 years
Shipping
Room temperature, or blue ice upon request.
Storage
Store at -20 °C, keep in dry and avoid sunlight.
Pictograms
Acute Toxic
Signal Word
Danger
Boiling Point
1599.6±65.0 °C (Predicted)

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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