기본 정보
- CAS
58919-61-2- 표준 SMILES
N[C@@H](CCC(=O)NC1(O)CC1)C(=O)O- InChIKey
OEEZRBUCLFMTLD-YFKPBYRVSA-N- 분자식
- C8H14N2O4
- 평균 분자량
- 202.21 g/mol
- 단동위원소 질량
- 202.09535693
개요
Coprine is a non-proteinogenic L-alpha-amino acid that is L-glutamine in which one of the hydrogens attached to the amide nitrogen is replaced by a 1-hydroxycyclopropyl group. Found in the ink-cap mushroom, Coprinus atramentarius, it causes an unpleasant hypersensitivity to alcohol (the 'disulfiram effect'). It has a role as a metabolite, a mycotoxin and an EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor. It is a L-glutamine derivative, a dicarboxylic acid monoamide, a member of cyclopropanes and a non-proteinogenic L-alpha-amino acid.
이름 및 식별자
- 우선 이름
- Coprine
- IUPAC
- (2S)-2-amino-5-[(1-hydroxycyclopropyl)amino]-5-oxopentanoic acid
- 현지명
- 코프린
- 영어명
- coprine
- 분자식
- C8H14N2O4
- 분자량
- 202.21
이름 및 동의어
Coprine58919-61-2n-(1-hydroxycyclopropyl)-l-glutamineN(5)-(1-Hydroxycyclopropyl)-L-glutamine(2S)-2-amino-5-[(1-hydroxycyclopropyl)amino]-5-oxopentanoic acid28L2R8DM94L-Glutamine, N-(1-hydroxycyclopropyl)-CHEBI:3875DTXSID00974419(2S)-2-amino-5-((1-hydroxycyclopropyl)amino)-5-oxopentanoic acidRefChem:919030DTXCID601401847
이름 더 보기
코프린N5-(1-Hydroxycyclopropyl)-L-glutamine
L-coprineSCHEMBL320268UNII-28L2R8DM94orb1697735n5-(1-hydroxycyclopropyl)glutamine(2S)-5-amino-2-[(1-hydroxycyclopropyl)amino]-5-oxopentanoic acidAKOS040751246DA-52051
데이터베이스 식별자
- CAS
58919-61-2- PubChem CID
- 108079
- DTXSID
DTXSID00974419- ChEBI
CHEBI:3875- UNII
- 28L2R8DM94
- Nikkaji
- J14.665J
물성
구조 계산 물성
- XLogP
- -3.4
- 극성 표면적
- 113 Ų
- 수소 결합 공여자 수
- 4
- 수소 결합 수용자 수
- 5
- 회전 가능 결합 수
- 5
- 무거운 원자 수
- 14
- 형식 전하
- 0
- 복잡도
- 250
물리화학적 성질
- 끓는 점
- 533.4 · 533.4±50.0 °C(Predicted)
- 밀도
- 1.4 · 1.40±0.1 g/cm3(Predicted)
- 산도 계수 (pKa)
- 2.22 · 2.22±0.10(Predicted)
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
독성 정보
Health EffectsCoprine interferes with the bodys ability to metabolize alcohol. This causes the build of of acetaldehyde in the body. (L1671)
Exposure RoutesOral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)
Toxicity SummaryIt metabolises to 1-aminocyclopropanol, a closely-related chemical to Disulfiram and exhibits the same mechanism of action: inhibition of the enzyme acetaldehyde dehydrogenase, which is required for alchohol metabolism. (L1015)
Signs and SymptomsCoprine may cause symptoms such as flushing, headache, nausea, palpitations, dyspnea, dizziness. (L1671)
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
안전 데이터
- ridadr
- 1544
- 독성
- A compound produced by edible mushrooms of the genus Coprinus that on ingestion causes a marked ethanol sensitivity. The mechanism appears to be inhibition of the low Km form of liver acetaldehyde dehydrogenase by the active metabolite cyclopropanone hydrate. Although the overall effect resembles that of disulfiram, coprine does not affect dopamine-β-decarboxylase and is a more potent ethanol sensitizing agent.
- 포장분류
- III
- 위험 등급
- 6.1(b)
화학 및 산업
약리 정보
Metabolism/MetabolitesMetabolises to 1-aminocyclopropanol. (L1015)
용도 및 제조
UsesCoprine occurs naturally in the otherwise edible mushroom, the common ink cap (Coprinopsis atramentaria). (L1015)
응용 분야
용도Coprine is a poisonous toxin that is found in mushrooms resulting in coprinus syndrome.
공급사4 곳
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
추가 설명
정의ChEBI: A non-proteinogenic L-alpha-amino acid that is L-glutamine in which one of the hydrogens attached to the amide nitrogen is replaced by a 1-hydroxycyclopropyl group. Found in the ink-cap mushroom, Cop inus atramentarius, it causes an unpleasant hypersensitivity to alcohol (the 'disulfiram effect').
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