기본 정보
- CAS
313-04-2- 표준 SMILES
CC(C)=CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C- InChIKey
AVSXSVCZWQODGV-DPAQBDIFSA-N- 분자식
- C27H44O
- 평균 분자량
- 384.6 g/mol
- 단동위원소 질량
- 384.33921603
개요
Desmosterol is a cholestanoid that is cholesta-5,24-diene substituted by a beta-hydroxy group at position 3. It is an intermediate metabolite obtained during the synthesis of cholesterol. It has a role as a mouse metabolite and a human metabolite. It is a C27-steroid, a 3beta-hydroxy-Delta(5)-steroid, a 3beta-sterol and a cholestanoid.
이름 및 식별자
- 우선 이름
- Desmosterol
- IUPAC
- (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
- 현지명
- 데스모스테롤
- 영어명
- DESMOSTEROL
- 분자식
- C27H44O
- 분자량
- 384.65
이름 및 동의어
DESMOSTEROL313-04-224-Dehydrocholesteroldesmesterolcholest-5,24-dien-3beta-olCholesta-5,24-dien-3-ol, (3beta)-CHEBI:17737DTXSID10878676ANP93865R8(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-olNSC-226126Demosterol
이름 더 보기
데스모스테롤Desmosterol 24-Ｄehydrocholesterol(3S,8S,9S,10R,13R,14S,17R)-10,13-diMethyl-17-((R)-6-Methylhept-5-en-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-olDesmosteroesmosterolCholesterol impurity Bdesmosterol crystalline5,24-Cholestadien-3β-ol
24 Dehydrocholesterol(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((2R)-6-methylhept-5-en-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-olRefChem:132268DTXCID501016718206-236-2Cholesterol EP Impurity BCholesta-5,24-dien-3-ol3beta-cholesta-5,24-dien-3-ol
물성
구조 계산 물성
- XLogP
- 8.3
- 극성 표면적
- 20.2 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 1
- 회전 가능 결합 수
- 4
- 무거운 원자 수
- 28
- 형식 전하
- 0
- 복잡도
- 641
실험 및 물리화학적 성질
LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Cholesterol and derivatives [ST0101]
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point121.5 °C
Physical DescriptionSolid
Collision Cross Section199.4 Ų [M+H-H2O]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
물리화학적 성질
- 녹는점
- 121.5 °, · 121.5°, also reported as 119-119.5°
- 끓는 점
- 483.2 · 483.2±14.0 °C(Predicted)
- 밀도
- 1 · 1.00±0.1 g/cm3(Predicted)
- 저장 조건
- -20 °C · -20°C
- 용해도
- 클로로포름(약간 용해됨), 메탄올(약간 용해됨)
- 물리적 상태
- 고체
- 산도 계수 (pKa)
- 15.03 · 15.03±0.70(Predicted)
- 색상
- 흰색에서 미색까지
- InChIKey
- AVSXSVCZWQODGV-XFNGPGOHNA-N
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
안전 데이터
- wgk
- 3
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
Tissue LocationsBrain
Cellular LocationsEndoplasmic reticulum
Metabolite PathwaysAlendronate Action Pathway
응용 분야
용도24-dehydro Cholesterol is an immediate precursor to cholesterol in the Bloch pathway of cholesterol biosynthesis. Structurally, it varies from cholesterol only by a single double bond at carbon 24 and has been used as cholesterol substitute in cellular membrane studies. During brain development, 24-dehydro cholesterol transiently accumulates, composing up to 30% of total brain sterol, where it is poised to rapidly enrich membrane sterols. However, defects in cholesterol synthesis can lead to a condition called, desmosterolosis, which results in an accumulation of excess 24-dehydro cholesterol. 24-dehydro Cholesterol has been reported to activate liver X receptor-target genes in both the liver of cholesterol-free mice and in cholesterol-starved macrophage foam cells in atherosclerotic lesions.[Cayman Chemical]
일반 설명Desmosterol lacks a double bond between C24 and C25 compared to cholesterol. It is present in the membrane of spermatozoa and astrocytes and is the major brain sterol.
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공급사81 곳
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
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