4-콜레스텐-3-원

Cholest-4-en-3-one

HCID 91477
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기본 정보

CAS
601-57-0
표준 SMILES
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C
InChIKey
NYOXRYYXRWJDKP-GYKMGIIDSA-N
분자식
C27H44O
평균 분자량
384.6 g/mol
단동위원소 질량
384.33921603

개요

Cholest-4-en-3-one is a cholestanoid that is cholest-4-ene substituted by an oxo group at position 3. It has a role as a plant metabolite and a human metabolite. It is a 3-oxo-Delta(4) steroid and a cholestanoid.

이름 및 식별자

우선 이름
Cholest-4-en-3-one
IUPAC
(8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
현지명
4-콜레스텐-3-원
영어명
4-Cholesten-3-one
분자식
C27H44O
분자량
384.64

이름 및 동의어

4-Cholesten-3-oneCholestenone601-57-0cholest-4-en-3-one3-Oxocholest-4-ene7T94NHD99CDTXSID90872379CHEBI:16175NSC-63000NSC-134926(8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one(8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((2R)-6-methylheptan-2-yl)-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta(a)phenanthren-3-one
이름 더 보기
4-콜레스텐-3-원4-Cholestenone4-Cholestene-3-oneCHOLEST-4-ENE-3-ONE
RefChem:576025DTXCID40820027210-005-1Cholesterone(+)-4-Cholesten-3-one3-Oxo-4-cholestene3-Keto-4-cholestenedelta(sup 4)-Cholestenone

데이터베이스 식별자

CAS
601-57-0
PubChem CID
91477
DTXSID
DTXSID90872379
ChEMBL
CHEMBL63243
ChEBI
CHEBI:16175
UNII
7T94NHD99C
EC Number
210-005-1
Nikkaji
J73F

물성

구조 계산 물성

XLogP
8.4
극성 표면적
17.1 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
1
회전 가능 결합 수
5
무거운 원자 수
28

실험 및 물리화학적 성질

LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Cholesterol and derivatives [ST0101]
SpringerMaterials PropertiesCrystal structure
Melting Point79 - 82 °C
Physical DescriptionSolid

물리화학적 성질

녹는점
79 · 79-82 °C
끓는 점
451.27 °C · 451.27°C (rough estimate)
밀도
0.9717 · 0.9717 (rough estimate)
굴절률
1.51 · 1.5100 (estimate)
저장 조건
-20 °C · -20°C
용해도
클로로포름 (소량), 메탄올 (소량, 가열)에 용해

화학적 성질

white to light yellow crystals or powder

안전 및 규제

GHS 분류

GHS Classification · 3건

H413 (95%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

P273, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory.

유해성 정보

Hazard Classes and CategoriesAquatic Chronic 4 (95%)

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
FZ7700000
HS 번호
29142900
risk_code
36/37/38
hazard_code
Xi

화학 및 산업

약리 정보

Tissue LocationsGall Bladder
Cellular LocationsExtracellular

용도 및 제조

General Manufacturing InformationCholest-4-en-3-one: ACTIVE
응용 분야 · 3건

개요Cholestanone is a cholesterol metabolite that has a keto group in place of the 3-hydroxy group on cholesterol. It decreases TGF-β-induced Smad2 phosphorylation and TGF-β expression and prevents inhibition of DNA synthesis by TGF-β in Mv1Lu cells when used at a concentration of 50 μg/ml. Increased fecal excretion of cholestenone is correlated with an increased risk of colorectal cancer. Cholestenone reduces serum cholesterol levels in a variety of animal models but is toxic to rats when administered at doses of 700-1,000 mg/kg per day, inducing hypertrophy in and reducing the activity of the adrenal gland. It has been used as synthetic intermediate in the synthesis of steroids.

용도4-Cholesten-3-one is used as a chiral building block for proteomics research. It is an intestinal metabolite of cholesterol and exhibits an anti-obesity effect on animals.

일반 설명Cholestenone is a cholesterol metabolite and analog, which substitutes membrane cholesterol and elevates membrane fluidity.

상·하류 제품 정보

공급사100 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]

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