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2-퓨라논,5-아세트아미도-

Butenolide

HCID 27790
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
16275-44-8
표준 SMILES
CC(=O)NC1C=CC(=O)O1
InChIKey
HUSDLVGPEKVWAL-UHFFFAOYSA-N
분자식
C6H7NO3
평균 분자량
141.12 g/mol
단동위원소 질량
141.04259309

개요

Butenolide is a mycotoxin found in various species of fungi of the genus Fusarium. It can often be found in contaminated agricultural products. Butenolide had been implicated as the causative agent of a livestock mycotoxicosis called “fescue foot”, a peripheral vascular disorder occurring in cattle grazing on tall fescue grass. Butenolide is also one of the mycotoxins which have been considered as a suspected etiological factor for Kaschin-Beck disease (an endemic osteoarthropathy) and Keshan disease (an endemic cardiomyopathy), prevailing in some regions of China, and several studies have also indicated that butenolide can cause cartilage damage. (A3036, A3039)

이름 및 식별자

우선 이름
Butenolide
IUPAC
N-(5-oxo-2H-furan-2-yl)acetamide
현지명
2-퓨라논,5-아세트아미도-
영어명
2-Furanone,5-acetamido-
분자식
C6H7NO3
분자량
141.12

이름 및 동의어

5-Acetamido-2(5)-furanoneYM5GCO381HNSC 114350NSC-114350BRN 1680823AI3-44725N-(2,5-Dihydro-5-oxo-2-furanyl)acetamideUNII-YM5GCO381HDTXSID4010174565-18-11-00344 (Beilstein Handbook Reference)Crotonic acid, 4-acetamido-4-hyroxy-, gamma-lactoneACETAMIDO-4-HYDROXY-2-BUTENOIC ACID-Y-LACTONE
이름 더 보기
2-퓨라논,5-아세트아미도-5-ACETAMIDO-2-FURANONE5-Acetamide-Butenolide5-Acetamido-Butenolide5-Acetylamino-2(5H)-furanoneN-(5-oxo-2H-furan-2-yl)acetamideN-(2,5-Dihydro-5-oxofuran-2-yl)acetamideAcetamide, N-(2,5-dihydro-5-oxo-2-furanyl)-4-ACETAMIDO-4-HYDROXY-2-BUTENOICACIDGAMMA-LACTONE
methyl 13-((2S)-2-hydroxy-3,4-dimethyl-5-oxofuran-2-yl)tridecanoatemethyl 13-[(2S)-2-hydroxy-3,4-dimethyl-5-oxofuran-2-yl]tridecanoateRefChem:122141CHEBI:50523DTXCID701475651N-(5-oxo-2,5-dihydrofuran-2-yl)ethanimidic acid2-B4O2-buten-4-olide

데이터베이스 식별자

물성

구조 계산 물성

XLogP
-0.3
극성 표면적
55.4 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
3
회전 가능 결합 수
1
무거운 원자 수
10
형식 전하
0
복잡도
197

물리화학적 성질

녹는점
115 °C · 115 °C
끓는 점
471.7 · 471.7±44.0 °C(Predicted)
밀도
1.26 · 1.26±0.1 g/cm3(Predicted)
용해도
Dichloromethane: solubleDMSO: solubleEthanol: solubleMethanol: soluble
물리적 상태
고체
산도 계수 (pKa)
12.85 · 12.85±0.20(Predicted)
Specific Gravity
1.185 · 1.185
색상
백색 무정형

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

독성 정보

Health Effects · 1건

Butenolide is cardiotoxic and hepatotoxic. Fusarium mycotoxins has been associated with both alimentary toxic aleukia, and esophageal cancer. Consumption of Fusarium mycotoxins-contaminated foodstuffs has also been considered as a suspected etiological factor for Kashin–Beck disease and Keshan disease. (A3036, A3039)

Exposure RoutesOral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Toxicity Summary · 1건

Butenolide causes lipid peroxidation, disrupting the membrane lipid bilayer and causing damage to membrane protiens. It also induces production of reactive oxygen species by impairing the activities of complexes I–IV of the mitochondrial respiratory chain, especially in the liver, leading to oxidative stress. In addition, butenolide disrupts the cation gradient by inhibiting the activity of Ca2+/Mg2+-ATPase and Na+/K+-ATPase, likely either as a side effect of lipid peroxidation or by binding to the sulfhydryl groups in the active sites of these enzymes. (A3036, A3037)

Signs and SymptomsButenolide irritates the eyes and skin. It may also cause weight loss and growth retardation. (A3036, A3038)
Carcinogen ClassificationNot listed by IARC.
Toxicity DataLD50: 44 mg/kg (Intraperitoneal, Mouse) (A3038) LD50: 275 mg/kg (Oral, Mouse) (A3038)

안전 데이터

독성
mouse,LD50,intraperitoneal,43600ug/kg (43.6mg/kg),Phytochemistry. An International Journal of Plant Biochemistry. Vol. 7, Pg. 139, 1968.
HS 번호
2931900090

화학 및 산업

약리 정보

MeSH Pharmacological Classification · 2건

Agents that are used to suppress appetite.

Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging.

용도 및 제조

UsesButenolide is a mycotoxin found in various species of fungi of the genus Fusarium. It can often be found in contaminated agricultural products. (A3036)

상·하류 제품 정보

상류 원료

5-Ethoxy-5H-furan-2-one아세트아마이드

공급사3 곳

Alfa Chemistry1-516-6625404 · [email protected]
ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD+8613676922317 · [email protected]
Alfa Chemistry+1-5166625404 · [email protected]

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
CAS
16275-44-8
PubChem CID
27790
DTXSID
DTXSID401017456
ChEMBL
CHEMBL1094585
UNII
YM5GCO381H
Nikkaji
J53.984H