1,2,3,4,6,9-Hexachlorodibenzofuran

1,2,3,4,6,9-HxCDF · 1,2,3,4,6,9-HEXACHLORODIBENZOFURAN · Dibenzofuran, 1,2,3,4,6,9-hexachloro-

https://huagongshe.com/de/chemical/56261

Molekülstruktur von 1,2,3,4,6,9-Hexachlorodibenzofuran

Identifikatoren & physikalische Daten

CAS No.	91538-83-9
Summenformel	C12H2Cl6O
Durchschnittliche Molmasse	374,9 g/mol
Monoisotopische Masse	371,823681 g/mol
SMILES	Clc1c(Cl)c(Cl)c2c(oc3c(Cl)ccc(Cl)c32)c1Cl
InChIKey	KFFUZIROJGXTQH-UHFFFAOYSA-N
PubChem CID	56261
DTXSID	DTXSID1075272

Chemische & physikalische Eigenschaften

XLogP	7
Polarare Oberfläche (TPSA)	13,1
H-Brücken-Donoren	0
H-Brücken-Akzeptoren	1
Frei drehbare Bindungen	0
Schwere Atome	19
Formalladung	0
Komplexität	355
SpringerMaterials Properties	Boiling point
Siedepunkt	471.0±40.0 °C(Predicted)
Dichte	1.766±0.06 g/cm3(Predicted)
Henry-Konstante	1.8×100 mol/(m3Pa) at 25℃, Govers and Krop (1998)
EPA chemische Informationen	Dibenzofuran, 1,2,3,4,6,9-hexachloro- (91538-83-9)

Sicherheit & Vorschriften

Gesundheitliche Auswirkungen	CDFs cause vomiting and diarrhea, anemia, more frequent lung infections, numbness and other effects on the nervous system, and mild changes in the liver. However, there were no permanent liver changes or definite liver damage found in people who ingested CDFs. (L952)
Expositionspfade	Inhalation (L952)dermal (L952)oral (L952)
Toxizitätsübersicht	Halogenated dibenzofurans (PCDFs and PBDFs) bind the aryl hydrocarbon receptor (AhR), which increases its ability to activate transcription in the XRE (xenobiotic resoponse element) promoter region. Specifically AhR binds to the PCDF, translocates it to the nucleus and together with hydrocarbon nuclear translocator (ARNT) and xenobiotic responsive element (XRE) increases the expression of CYP1A1 and aryl hydrocarbon hydroxylase (CYP1B1). AhR signaling also increseases conversion of arachidonic acid to prostanoids via cyclooxygenase-2, alters Wnt/beta-catenin signaling downregulating Sox9 and alters signaling by receptors for inflammatory cytokines. AhR signalling also alters proteasomal degradation of steroid hormone receptors, alters cellular UVB stress response and changes the differentiation of certain T-cell subsets. The resulting AhR mediated activation and alteration leads to body weight loss, cancer and thymic atrophy (characteristic of immune and endocrine disruption) which are common toxic responses to PCDFs and related toxic halogenated aryl hydrocarbons.
Signs and Symptoms	Skin and eye irritations, especially severe acne, darkened skin color, and swollen eyelids with discharge are the most obvious health effects of the CDF poisoning. (L952)
Carcinogen Classification	3, not classifiable as to its carcinogenicity to humans. (L135)

CAS No.

91538-83-9

Summenformel

C12H2Cl6O

Durchschnittliche Molmasse

374,9 g/mol

Monoisotopische Masse

371,823681 g/mol

SMILES

Clc1c(Cl)c(Cl)c2c(oc3c(Cl)ccc(Cl)c32)c1Cl

InChIKey

KFFUZIROJGXTQH-UHFFFAOYSA-N

PubChem CID

56261

DTXSID

DTXSID1075272

Chemische & physikalische Eigenschaften

XLogP

Polarare Oberfläche (TPSA)

13,1

H-Brücken-Donoren

H-Brücken-Akzeptoren

Frei drehbare Bindungen

Schwere Atome

Formalladung

Komplexität

355

SpringerMaterials Properties

Boiling point

Siedepunkt

471.0±40.0 °C(Predicted)

Dichte

1.766±0.06 g/cm3(Predicted)

Henry-Konstante

1.8×100 mol/(m3Pa) at 25℃, Govers and Krop (1998)

EPA chemische Informationen

Dibenzofuran, 1,2,3,4,6,9-hexachloro- (91538-83-9)

Sicherheit & Vorschriften

Gesundheitliche Auswirkungen

CDFs cause vomiting and diarrhea, anemia, more frequent lung infections, numbness and other effects on the nervous system, and mild changes in the liver. However, there were no permanent liver changes or definite liver damage found in people who ingested CDFs. (L952)

Expositionspfade

Inhalation (L952)dermal (L952)oral (L952)

Toxizitätsübersicht

Halogenated dibenzofurans (PCDFs and PBDFs) bind the aryl hydrocarbon receptor (AhR), which increases its ability to activate transcription in the XRE (xenobiotic resoponse element) promoter region. Specifically AhR binds to the PCDF, translocates it to the nucleus and together with hydrocarbon nuclear translocator (ARNT) and xenobiotic responsive element (XRE) increases the expression of CYP1A1 and aryl hydrocarbon hydroxylase (CYP1B1). AhR signaling also increseases conversion of arachidonic acid to prostanoids via cyclooxygenase-2, alters Wnt/beta-catenin signaling downregulating Sox9 and alters signaling by receptors for inflammatory cytokines. AhR signalling also alters proteasomal degradation of steroid hormone receptors, alters cellular UVB stress response and changes the differentiation of certain T-cell subsets. The resulting AhR mediated activation and alteration leads to body weight loss, cancer and thymic atrophy (characteristic of immune and endocrine disruption) which are common toxic responses to PCDFs and related toxic halogenated aryl hydrocarbons.

Signs and Symptoms

Skin and eye irritations, especially severe acne, darkened skin color, and swollen eyelids with discharge are the most obvious health effects of the CDF poisoning. (L952)

Carcinogen Classification

3, not classifiable as to its carcinogenicity to humans. (L135)