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HCID 5378293Erstellt: 4. November 2026

Xanthocillin X

Brevicid · Nsc179485 · Brevicide · Trianthil · Brevicide-x · Xantocillin · Ophthocillin · XANTHOCILINX

https://huagongshe.com/de/chemical/5378293

Identifikatoren & physikalische Daten

CAS No.	11042-38-9
Summenformel	C18H12N2O2
Durchschnittliche Molmasse	288,3 g/mol
Monoisotopische Masse	288,08987763 g/mol
SMILES	[C-]#[N+]C(=C\c1ccc(O)cc1)/C(=C/c1ccc(O)cc1)[N+]#[C-]
InChIKey	YBMVKDUTYAGKEW-WHYMJUELSA-N
PubChem CID	5378293
ChEMBL	CHEMBL1977264
EC No.	234-271-3
DTXSID	DTXSID801018149

Chemische & physikalische Eigenschaften

XLogP	3,1
Polarare Oberfläche (TPSA)	49,2
H-Brücken-Donoren	2
H-Brücken-Akzeptoren	4
Frei drehbare Bindungen	3
Schwere Atome	22
Formalladung	0
Komplexität	480
Siedepunkt	430.53°C (rough estimate)
Dichte	1.2396 (rough estimate)
Brechungsindex	1.5800 (estimate)
pKa (Säurekonstante)	9.013±0.26(predicted)

Sicherheit & Vorschriften

Treatment	Antidotes to cyanide poisoning include hydroxocobalamin and sodium nitrite, which release the cyanide from the cytochrome system, and rhodanase, which is an enzyme occurring naturally in mammals that combines serum cyanide with thiosulfate, producing comparatively harmless thiocyanate. Oxygen therapy can also be administered. (L97)
Gesundheitliche Auswirkungen	Exposure to high levels of cyanide for a short time harms the brain and heart and can even cause coma, seizures, apnea, cardiac arrest and death. Chronic inhalation of cyanide causes breathing difficulties, chest pain, vomiting, blood changes, headaches, and enlargement of the thyroid gland. Skin contact with cyanide salts can irritate and produce sores. (L96, L97)
Expositionspfade	Oral (L96)inhalation (L96)dermal (L96)
Toxizitätsübersicht	Cyanide is an inhibitor of cytochrome c oxidase in the fourth complex of the electron transport chain (found in the membrane of the mitochondria of eukaryotic cells). It complexes with the ferric iron atom in this enzyme. The binding of cyanide to this cytochrome prevents transport of electrons from cytochrome c oxidase to oxygen. As a result, the electron transport chain is disrupted and the cell can no longer aerobically produce ATP for energy. Tissues that mainly depend on aerobic respiration, such as the central nervous system and the heart, are particularly affected. Cyanide is also known produce some of its toxic effects by binding to catalase, glutathione peroxidase, methemoglobin, hydroxocobalamin, phosphatase, tyrosinase, ascorbic acid oxidase, xanthine oxidase, succinic dehydrogenase, and Cu/Zn superoxide dismutase. Cyanide binds to the ferric ion of methemoglobin to form inactive cyanmethemoglobin. (L97)
Signs and Symptoms	Cyanide poisoning is identified by rapid, deep breathing and shortness of breath, general weakness, giddiness, headaches, vertigo, confusion, convulsions/seizures and eventually loss of consciousness. (L96, L97)
Carcinogen Classification	No indication of carcinogenicity to humans (not listed by IARC).

CAS No.

11042-38-9

Summenformel

C18H12N2O2

Durchschnittliche Molmasse

288,3 g/mol

Monoisotopische Masse

288,08987763 g/mol

SMILES

[C-]#[N+]C(=C\c1ccc(O)cc1)/C(=C/c1ccc(O)cc1)[N+]#[C-]

InChIKey

YBMVKDUTYAGKEW-WHYMJUELSA-N

PubChem CID

5378293

ChEMBL

CHEMBL1977264

EC No.

234-271-3

DTXSID

DTXSID801018149

XLogP

3,1

Polarare Oberfläche (TPSA)

49,2

H-Brücken-Donoren

H-Brücken-Akzeptoren

Frei drehbare Bindungen

Schwere Atome

Formalladung

Komplexität

480

Siedepunkt

430.53°C (rough estimate)

Dichte

1.2396 (rough estimate)

Brechungsindex

1.5800 (estimate)

pKa (Säurekonstante)

9.013±0.26(predicted)

Sicherheit & Vorschriften

Treatment

Antidotes to cyanide poisoning include hydroxocobalamin and sodium nitrite, which release the cyanide from the cytochrome system, and rhodanase, which is an enzyme occurring naturally in mammals that combines serum cyanide with thiosulfate, producing comparatively harmless thiocyanate. Oxygen therapy can also be administered. (L97)

Gesundheitliche Auswirkungen

Exposure to high levels of cyanide for a short time harms the brain and heart and can even cause coma, seizures, apnea, cardiac arrest and death. Chronic inhalation of cyanide causes breathing difficulties, chest pain, vomiting, blood changes, headaches, and enlargement of the thyroid gland. Skin contact with cyanide salts can irritate and produce sores. (L96, L97)

Expositionspfade

Oral (L96)inhalation (L96)dermal (L96)

Toxizitätsübersicht

Cyanide is an inhibitor of cytochrome c oxidase in the fourth complex of the electron transport chain (found in the membrane of the mitochondria of eukaryotic cells). It complexes with the ferric iron atom in this enzyme. The binding of cyanide to this cytochrome prevents transport of electrons from cytochrome c oxidase to oxygen. As a result, the electron transport chain is disrupted and the cell can no longer aerobically produce ATP for energy. Tissues that mainly depend on aerobic respiration, such as the central nervous system and the heart, are particularly affected. Cyanide is also known produce some of its toxic effects by binding to catalase, glutathione peroxidase, methemoglobin, hydroxocobalamin, phosphatase, tyrosinase, ascorbic acid oxidase, xanthine oxidase, succinic dehydrogenase, and Cu/Zn superoxide dismutase. Cyanide binds to the ferric ion of methemoglobin to form inactive cyanmethemoglobin. (L97)

Signs and Symptoms

Cyanide poisoning is identified by rapid, deep breathing and shortness of breath, general weakness, giddiness, headaches, vertigo, confusion, convulsions/seizures and eventually loss of consciousness. (L96, L97)

Carcinogen Classification

No indication of carcinogenicity to humans (not listed by IARC).