Sporidesmin

https://huagongshe.com/de/chemical/99596

Identifikatoren & physikalische Daten

CAS No.	1378-20-7
Summenformel	C18H20ClN3O6S2
Durchschnittliche Molmasse	474 g/mol
Monoisotopische Masse	473,0482054 g/mol
SMILES	COc1c(Cl)cc2c(c1OC)N(C)[C@@H]1N3C(=O)[C@@]4(C)SS[C@@]3(C(=O)N4C)[C@H](O)[C@]21O
InChIKey	QTONANGUNATZOU-ICTVWZTPSA-N
PubChem CID	99596
ChEBI	CHEBI:9243
DTXSID	DTXSID001030686

Chemische & physikalische Eigenschaften

XLogP	0,2
Polarare Oberfläche (TPSA)	153
H-Brücken-Donoren	2
H-Brücken-Akzeptoren	9
Frei drehbare Bindungen	2
Schwere Atome	30
Formalladung	0
Komplexität	825

Sicherheit & Vorschriften

Regulatorische Informationen	Sporidesmin A: Does not have an individual approval but may be used under an appropriate group standard
Treatment	Administration of zinc salts can protect against the effects of sporidesmin. Zinc forms a stable mercaptide with sporidesmin, preventing its autoxidation to toxic reactive oxygen species. (A3095)
Gesundheitliche Auswirkungen	Sporidesmin is a potent hepatotoxin, causing liver damage from pericholangitis and the occlusion of bile ducts, which results in the accumulation of bile constitutents in the bloodstream. This is known to lead to pithomycotoxicosis (facial eczema, characterized by photosensitisation) in livestock. Sporidesmin may also be carcinogenic in humans. (A3095, A3096)
Expositionspfade	Oral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Toxizitätsübersicht	Sporidesmin and its reduced (dithiol) form undergo cyclic reduction/autoxidation reactions with glutathione and other thiols, generating toxic superoxide radicals, hydrogen peroxide, and hydroxy radicals. It targets the liver, causing pericholangitis and the occlusion of bile ducts, which leads to the accumulation of bile constitutents in the bloodstream. In livestock, this results in a build up of phylloerythrin, a photodyamic metabolite produced by the microbial degradation of chlorophyll in the rumen. High plasma levels of phylloerythrin cause the animals to become sensitive to sunlight. (A3097, A3098)
Signs and Symptoms	Sporidesmin causes diarrhea and lack of appetite. Pithomycotoxicosis is characterized by photosensitisation of the skin. (A3095)
Carcinogen Classification	Not listed by IARC.

CAS No.

1378-20-7

Summenformel

C18H20ClN3O6S2

Durchschnittliche Molmasse

474 g/mol

Monoisotopische Masse

473,0482054 g/mol

SMILES

COc1c(Cl)cc2c(c1OC)N(C)[C@@H]1N3C(=O)[C@@]4(C)SS[C@@]3(C(=O)N4C)[C@H](O)[C@]21O

InChIKey

QTONANGUNATZOU-ICTVWZTPSA-N

PubChem CID

99596

ChEBI

CHEBI:9243

DTXSID

DTXSID001030686

XLogP

0,2

Polarare Oberfläche (TPSA)

153

H-Brücken-Donoren

H-Brücken-Akzeptoren

Frei drehbare Bindungen

Schwere Atome

Formalladung

Komplexität

825

Sicherheit & Vorschriften

Regulatorische Informationen

Sporidesmin A: Does not have an individual approval but may be used under an appropriate group standard

Treatment

Administration of zinc salts can protect against the effects of sporidesmin. Zinc forms a stable mercaptide with sporidesmin, preventing its autoxidation to toxic reactive oxygen species. (A3095)

Gesundheitliche Auswirkungen

Sporidesmin is a potent hepatotoxin, causing liver damage from pericholangitis and the occlusion of bile ducts, which results in the accumulation of bile constitutents in the bloodstream. This is known to lead to pithomycotoxicosis (facial eczema, characterized by photosensitisation) in livestock. Sporidesmin may also be carcinogenic in humans. (A3095, A3096)

Expositionspfade

Oral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)

Toxizitätsübersicht

Sporidesmin and its reduced (dithiol) form undergo cyclic reduction/autoxidation reactions with glutathione and other thiols, generating toxic superoxide radicals, hydrogen peroxide, and hydroxy radicals. It targets the liver, causing pericholangitis and the occlusion of bile ducts, which leads to the accumulation of bile constitutents in the bloodstream. In livestock, this results in a build up of phylloerythrin, a photodyamic metabolite produced by the microbial degradation of chlorophyll in the rumen. High plasma levels of phylloerythrin cause the animals to become sensitive to sunlight. (A3097, A3098)

Signs and Symptoms

Sporidesmin causes diarrhea and lack of appetite. Pithomycotoxicosis is characterized by photosensitisation of the skin. (A3095)

Carcinogen Classification

Not listed by IARC.