Crotamine
Grundinformationen
- CAS
58740-15-1- Standard-SMILES
CC[C@H](C)[C@@H]1NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCCCN)NC(=O)[C@@H]2CCCN2C(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H]2CSSC[C@@H]3NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CCCCN)NC(=O)CNC(=O)[C@H](Cc4ccccc4)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H]4CCCN4C(=O)[C@@H]4CCCN4C(=O)[C@H](CC(C)C)NC(=O)[C@H](CSSC[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](CO)C(=O)NCC(=O)O)NC(=O)[C@H](CSSC[C@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](N)Cc4ccc(O)cc4)C(=O)N[C@@H](Cc4cnc[nH]4)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)NCC(=O)N[C@@H](Cc4cnc[nH]4)C(=O)N2)NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc2c[nH]c4ccccc24)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc2c[nH]c4ccccc24)NC(=O)[C@H](CCCNC(=N)N)NC3=O)NC1=O- InChIKey
PEFQQQGFYPMQLH-WFQFKEFWSA-N- Summenformel
- C214H326N64O54S7
- Durchschnittliche Molmasse
- 4.884 g/mol
- Monoisotopische Masse
- 4.880,2775843
Überblick
Crotamine is a peptide toxin produced by the South American rattlesnake (Crotalus durissus terrificus). It acts on cell membrane's sodium channels and is slightly analgesic, as well as myotoxic. (L1093)
Namen und Bezeichner
- Bevorzugter Name
- Crotamine
- IUPAC
- 3-[(1R,2aS,4S,5aS,8aS,10S,15aR,16S,19S,22S,25S,28S,34S,37S,40S,43R,46S,49S,52S,55S,58S,61R,66R,69S,72S,75S,84S,87R,90S,96S,99S)-66-[[(2S)-5-amino-2-[[(2S)-6-amino-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]hexanoyl]amino]-5-oxopentanoyl]amino]-15a-[[(2S)-6-amino-1-[[(2S)-6-amino-1-[[2-[[(2S)-1-(carboxymethylamino)-3-hydroxy-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-1-oxohexan-2-yl]amino]-1-oxohexan-2-yl]carbamoyl]-5a,34,58,72,75,99-hexakis(4-aminobutyl)-28,90-dibenzyl-8a-[(2S)-butan-2-yl]-46,52-bis(3-carbamimidamidopropyl)-25,40-bis(carboxymethyl)-19,22-bis(hydroxymethyl)-69,84-bis(1H-imidazol-5-ylmethyl)-49,55-bis(1H-indol-3-ylmethyl)-4-(2-methylpropyl)-37-(2-methylsulfanylethyl)-a,2,3a,5,6a,9a,11,17,17a,20,23,26,29,32,35,38,41,44,47,50,53,56,59,67,70,73,76,79,82,85,88,91,97-tritriacontaoxo-12a,13a,19a,20a,63,64-hexathia-1a,3,4a,6,7a,10a,12,16a,18,21,24,27,30,33,36,39,42,45,48,51,54,57,60,68,71,74,77,80,83,86,89,92,98-tritriacontazahexacyclo[59.49.7.443,87.06,10.012,16.092,96]henicosahectan-2a-yl]propanoic acid
- Englischer Name
- crotamine
- Molmasse
- 0
Namen und Synonyme
CrotaminCrotamine58740-15-1E58TBP78IHRefChem:33935DTXSID401046344UNII-E58TBP78IH
Datenbank-Bezeichner
- CAS
58740-15-1- PubChem CID
- 85470858
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -20,7
- Polarare Oberfläche (TPSA)
- 2.090 Ų
- H-Brücken-Donoren
- 67
- H-Brücken-Akzeptoren
- 75
- Frei drehbare Bindungen
- 97
- Schwere Atome
- 339
- Formalladung
- 0
- Komplexität
- 11.600
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Toxikologische Informationen
TreatmentAn antivenom exists for South American rattlesnake venom. (L1044)
Health EffectsCrotamine is slightly analgesic and is myotoxic. (L1093)
Exposure RoutesInjection (sting/bite) (L1814)
Toxicity SummaryCrotamine specifically modifies voltage-sensitive sodium channels, it exhibits analgesic activity and causes severe muscle necrosis by a non-enzymatic mechanism. It also actively interacts with lipid membranes. (T170)
Signs and SymptomsBites from snakes in the Viperidae family cause local pain, swelling, edema, skin discoloration, and ecchymosis. (T156)
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Toxicity DataLD50: 0.262 mg/kg (Intravenous, Mouse) (L1830)
LD50: 0.216 mg/kg (Intraperitoneal, Mouse) (L1830)
Chemie und Industrie
Pharmakologische Informationen
Metabolism/Metabolites
Free toxin may be removed by opsonization via the reticuloendothelial system (primarily the liver and kidneys) or it may be degraded through cellular internalization via the lysosomes. Lysosomes are membrane-enclosed organelles that contain an array of digestive enzymes, including several proteases.
Verwendung und Herstellung
UsesCrotamine is a peptide toxin produced by the South American rattlesnake (Crotalus durissus terrificus). (L1093)
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