γ-Amanitin - CAS 21150-23-2
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γ-Amanitin - CAS 21150-23-2 Catalog number: BADC-00822

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γ-Amanitin is an ADC cytotoxin isolated from mushrooms. γ-Amanitin inhibits RNA polymerase II and disrupts mRNA synthesis. γ-Amanitin has similar effects to α-Amanitin and β-Amanitin.

Category
ADCs Cytotoxin
Product Name
γ-Amanitin
CAS
21150-23-2
Catalog Number
BADC-00822
Molecular Formula
C39H54N10O13S
Molecular Weight
902.97
Purity
≥95%
γ-Amanitin

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Description
γ-Amanitin is an ADC cytotoxin isolated from mushrooms. γ-Amanitin inhibits RNA polymerase II and disrupts mRNA synthesis. γ-Amanitin has similar effects to α-Amanitin and β-Amanitin.
Synonyms
(1R,4S,8R,10S,13S,16S,34S)-4-(2-Amino-2-oxoethyl)-34-[(2S)-2-butanyl]-8,22-dihydroxy-13-[(2R,3S)-3-hydroxy-2-butanyl]-2,5,11,14,30,33,36,39-octaoxo-27-thionia-3,6,12,15,25,29,32,35,38-nonaazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19,21,23-tetraen-27-olate
IUPAC Name
2-[(1R,4S,8R,10S,13S,16S,34S)-34-[(2S)-butan-2-yl]-8,22-dihydroxy-13-[(2R,3S)-3-hydroxybutan-2-yl]-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]acetamide
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(C)O)C5=C(N3)C=C(C=C5)O
InChI
InChI=1S/C39H54N10O13S/c1-5-16(2)31-36(59)42-12-29(54)43-26-15-63(62)38-22(21-7-6-19(51)8-23(21)46-38)10-24(33(56)41-13-30(55)47-31)44-37(60)32(17(3)18(4)50)48-35(58)27-9-20(52)14-49(27)39(61)25(11-28(40)53)45-34(26)57/h6-8,16-18,20,24-27,31-32,46,50-52H,5,9-15H2,1-4H3,(H2,40,53)(H,41,56)(H,42,59)(H,43,54)(H,44,60)(H,45,57)(H,47,55)(H,48,58)/t16-,17-,18-,20+,24-,25-,26-,27-,31-,32-,63?/m0/s1
InChIKey
WVHGJJRMKGDTEC-ZUROAWGWSA-N
Density
1.5±0.1 g/cm3
Solubility
Soluble in DMSO
Flash Point
901.2±34.3 °C
Index Of Refraction
1.684
LogP
-7.98
PSA
405.28000
Vapor Pressure
0.0±0.3 mmHg at 25°C
Appearance
White to Off-white Powder
Shelf Life
≥ 2 years
Shipping
Room temperature, or blue ice upon request.
Storage
Store at -20°C
Boiling Point
1566.5±65.0°C (Predicted)
In Vitro
The half-maximum inhibition concentrations (IC50) of α-amanitin, β-amanitin and γ-amanitin, and limits of detection (LODs, IC15) were 66.3, 97.4, 163.1 ng/mL and 0.91, 0.98, 0.89 ng/mL, respectively. The LODs for α-amanitin, β-amanitin and γ-amanitin in mushroom samples were 4.55, 4.9, and 4.45 ng/m.
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.
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Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

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Historical Records: γ-Amanitin
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