Phallisin

HCID 115286CAS 19774-69-7
TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

Standard-SMILES
CC1NC(=O)C(CC(O)(CO)CO)NC(=O)C2Cc3c([nH]c4ccccc34)SCC(NC(=O)C(C(C)O)NC1=O)C(=O)N1CC(O)CC1C(=O)NC(C)C(=O)N2
InChIKey
SRDQDZSLNAKOIT-UHFFFAOYSA-N
Summenformel
C35H48N8O12S
Durchschnittliche Molmasse
804,9 g/mol
Monoisotopische Masse
804,31123998

Überblick

Phallisin has been reported in Amanita phalloides, Amanita bisporigera, and other organisms with data available.

Namen und Bezeichner

Bevorzugter Name
Phallisin
IUPAC
28-[2,3-dihydroxy-2-(hydroxymethyl)propyl]-18-hydroxy-34-(1-hydroxyethyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octazapentacyclo[12.11.11.03,11.04,9.016,20]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone
Englischer Name
phallisin
Summenformel
C35H48N8O12S
Molmasse
804.87

Namen und Synonyme

Phallisin19774-69-7DTXSID50104616128-[2,3-dihydroxy-2-(hydroxymethyl)propyl]-18-hydroxy-34-(1-hydroxyethyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octazapentacyclo[12.11.11.03,11.04,9.016,20]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone28-(2,3-dihydroxy-2-(hydroxymethyl)propyl)-18-hydroxy-34-(1-hydroxyethyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octazapentacyclo(12.11.11.03,11.04,9.016,20)hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptoneRefChem:172411DTXCID70152803028-(2,3-dihydroxy-2-(hydroxymethyl)propyl)-18,21,24,26,29,32,35-heptahydroxy-34-(1-hydroxyethyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo(12.11.11.03,11.04,9.016,20)hexatriaconta-3(11),4,6,8,21,24,26,29,32,35-decaen-15-oneBRN 3028749PhallicinSCHEMBL2940369918,9-(Iminoethaniminoethaniminoethaniminomethano)-17H-pyrrolo(1',2':5,6)(1,5,8,11)thiatriazacyclopentadecino(15,14-b)indole-4,7,19,22,25,28,31(18H)-heptone,1,2,3,3a,5,6,8,9,10,15-decahydro-29-(2,3-dihydroxy-2-(hydroxymethyl)propyl)-6,26-dimethyl-2-hydroxy-23-(1-hydroxyethyl)-
Weitere Namen anzeigen
Phalloidin, 7-(4,5,5'-trihydroxy-L-leucine)-
XP181306NS00125401

Datenbank-Bezeichner

CAS
19774-69-7
PubChem CID
115286
DTXSID
DTXSID501046161

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-2,7
Polarare Oberfläche (TPSA)
337 Ų
H-Brücken-Donoren
12
H-Brücken-Akzeptoren
13
Frei drehbare Bindungen
5
Schwere Atome
56

Physikochemische Eigenschaften

Siedepunkt
1444.1 · 1444.1±65.0 °C(Predicted)
Dichte
1.55 · 1.55±0.1 g/cm3(Predicted)
pka
12.94 · 12.94±0.70(Predicted)

Sicherheit und Regulatorisches

Toxikologische Informationen

TreatmentConsider gastric lavage and activated charcoal. (A678)
Health EffectsLiver lesions, tachycardia, hypoglycemia, hypotension and electrolyte imbalance with acid- base disturbance (L1160).
Exposure RoutesOral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Toxicity Summary · 1 Eintrag

Phallotoxins bind actin, preventing its depolymerization and poisoning the cell. They bind specifically at the interface between F-actin subunits, locking adjacent subunits together. This leads to a decrease in the rate constant for the dissociation of actin subunits from filament ends, which essentially stabilizes actin filaments through the prevention of filament depolymerization. Moreover, they inhibit the ATP hydrolysis activity of F-actin. (L1183, A2465)

Signs and Symptoms · 1 Eintrag

Hypovolemic shock; Gastrointestinal symptoms occur after a latent period and include abdominal pain, vomiting, and watery diarrhea. Neurologic symptoms are related to hepatic failure and may include encephalopathy, somnolence, confusion, coma and seizures (L1160).

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Chemie und Industrie

Verwendung und Herstellung

UsesPhalloin is one of a group of toxins from the death cap (Amanita phalloides) known as phallotoxins. (L996)

Anbieter2 Anbieter

如皋市天成化工有限公司/上海金成化工有限公司[email protected]
宝欧信特生物科技（苏州）有限公司51288865780 · [email protected]

Zugehörige Reaktionen

0
Reaktionsaufzeichnung erstellen

Keine Reaktionsaufzeichnungen unter den aktuellen Filterkriterien.

Verknüpfte Notizen

Wird geladen…