마리노부파게닌
Marinobufagenin
기본 정보
- CAS
470-42-8- 표준 SMILES
C[C@]12CC[C@H](O)C[C@@]1(O)CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](c3ccc(=O)oc3)C[C@H]3O[C@]132- InChIKey
JMNQTHQLNRILMH-OBBGIPBRSA-N- 분자식
- C24H32O5
- 평균 분자량
- 400.5 g/mol
- 단동위원소 질량
- 400.22497412
개요
Marinobufagenin is a cardiotonic steroid secreted by the toad Bufo rubescens and other related species such as Bufo marinus. An endogenous Na/K-ATPase inhibitor, it is a vasoconstrictor with effects similar to digitalis. It has a role as an epitope and an EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor. It is an epoxy steroid and a steroid hormone. It is functionally related to a (5beta)-bufadienolide.
이름 및 식별자
- 우선 이름
- Marinobufagenin
- IUPAC
- 5-[(1R,2S,4R,6R,7R,10S,11R,14S,16S)-14,16-dihydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-6-yl]pyran-2-one
- 현지명
- 마리노부파게닌
- 영어명
- marinobufagenin
- 분자식
- C24H32O5
- 분자량
- 400.52
이름 및 동의어
MarinobufageninMarinobufagin470-42-8MarinobufogeninMARCINOBUFAGIN3KBT25GV2BCHEBI:1461515-[(1R,2S,4R,6R,7R,10S,11R,14S,16S)-14,16-dihydroxy-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-6-yl]pyran-2-oneNSC-234205DTXSID50410635-((1R,2S,4R,6R,7R,10S,11R,14S,16S)-14,16-dihydroxy-7,11-dimethyl-3-oxapentacyclo(8.8.0.02,4.02,7.011,16)octadecan-6-yl)pyran-2-oneRefChem:155849
이름 더 보기
마리노부파게닌Marinobufagin（Marinobufagenin）3β,5β-Dihydroxy-14β,15β-epoxybufa-20,22-dienolide3β,5-Dihydroxy-14,15β-epoxy-5β-bufa-20,22-dienolide14,15β-Epoxy-3β,5-dihydroxy-5β-bufa-20,22-dienolide(3β,5β,15β)-3,5-Dihydroxy-14,15-epoxybufa-20,22-dienolideBufa-20,22-dienolide, 14,15-epoxy-3,5-dihydroxy-, (3β,5β,15β)-5-((1R,2aR,3aS,3bR,5aS,7S,9aR,9bS,11aR)-5a,7-dihydroxy-9a,11a-dimethylhexadecahydronaphtho[1',2':6,7]indeno[1,7a-b]oxiren-1-yl)-2H-pyran-2-one
DTXCID30210635-(14,16-dihydroxy-7,11-dimethyl-3-oxapentacyclo(8.8.0.02,4.02,7.011,16)octadecan-6-yl)-2H-pyran-2-one(3beta,5beta,14alpha,15beta)-3,5-dihydroxy-14,15-epoxybufa-20,22-dienolide3beta,5-dihydroxy-5beta,15beta-14,15-epoxybufa-20,22-dienolideUNII-3KBT25GV2BNSC 234205Epitope ID:969088orb1684427
물성
구조 계산 물성
- XLogP
- 2.5
- 극성 표면적
- 79.3 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 5
- 회전 가능 결합 수
- 1
- 무거운 원자 수
- 29
- 형식 전하
- 0
- 복잡도
- 833
실험 및 물리화학적 성질
LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Bufanolides and derivatives [ST0113]
물리화학적 성질
- 녹는점
- 224 · 224-225 °C
- 끓는 점
- 589 · 589.0±50.0 °C(Predicted)
- 밀도
- 1.31 · 1.31±0.1 g/cm3(Predicted)
- 저장 조건
- -20 °C · Store at -20°C
- 용해도
- 3 mg/ml; · DMF: 3 mg/ml; DMF:PBS (pH 7.2) (1:8): 0.1 mg/ml; Ethanol: 1 mg/ml
- 물리적 상태
- 결정성 고체
- 산도 계수 (pKa)
- 14.77 · 14.77±0.70(Predicted)
- 색상
- White to off-white
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
독성 정보
Health EffectsMarinobufagin is cardiotoxic and also causes vasoconstriction. (L1085)
Exposure RoutesIngestion (L1816)
Toxicity SummaryMarinobufagin blocks the sodium/potassium pump in heart tissue. (L1084, L1085)
Signs and Symptoms
Symptoms include nausea, vomiting, anorexia, diarrhoea, abdominal pain, wild hallucinations, delirium, and severe headache. Depending on the severity the victim may later suffer irregular and slow pulse, tremors, various cerebral disturbances, especially of a visual nature, convulsions, and deadly disturbances of the heart such as heart block, brachycardia, or tachycardia. (L1085, L1084)
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
화학 및 산업
약리 정보
MeSH Pharmacological Classification
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Drugs used to cause constriction of the blood vessels.
용도 및 제조
UsesMarinobufagin is a cardiotoxic bufanolide steroid secreted by certain toads (Bufo rubescens, Bufo marinus). (L1085)
관련 반응
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