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캠페스테롤

Campesterol

HCID 173183
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
474-62-4
표준 SMILES
CC(C)[C@H](C)CC[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
SGNBVLSWZMBQTH-PODYLUTMSA-N
분자식
C28H48O
평균 분자량
400.7 g/mol
단동위원소 질량
400.37051615

개요

Campesterol is a 3beta-hydroxy-Delta(5)-steroid, a C28-steroid, a member of phytosterols and a 3beta-sterol. It has a role as a mouse metabolite. It derives from a hydride of a campestane.

이름 및 식별자

우선 이름
Campesterol
IUPAC
(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
현지명
캠페스테롤
영어명
Campesterol
분자식
C28H48O
분자량
400.69

이름 및 동의어

CAMPESTEROL474-62-4Campesterin24(R)-methylcholesterolErgost-5-en-3-ol, (3beta,24R)-24alpha-MethylcholesterolErgost-5-en-3beta-ol, (24R)-delta5-24-Isoergosten-3beta-ol(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol5L5O665639CHEBI:28623DTXSID801009891
이름 더 보기
캠페스테롤Ergost-5-en-3-ol24α-methyl Cholesterol(24R)-Ergost-5-en-3β-olC01789CAMPESTROLMieyajunsu A-17-((2R,5R)
(3beta,24R)-ergost-5-en-3-olNSC-224330(3S,8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5,6-dimethylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-3-olRefChem:31322DTXCID10209883 beta, 24R-ergost-5-en-3-ol207-484-4Campasterol

데이터베이스 식별자

CAS
474-62-4
PubChem CID
173183
DTXSID
DTXSID801009891
ChEMBL
CHEMBL520535
ChEBI
CHEBI:28623
UNII
5L5O665639
EC Number
207-484-4
Nikkaji
J5.962E

물성

구조 계산 물성

XLogP
8.8
극성 표면적
20.2 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
1
회전 가능 결합 수
5
무거운 원자 수
29
형식 전하
0
복잡도
620

실험 및 물리화학적 성질

Chemical ClassesBiological Agents -> Plant Oils and Extracts
LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Ergosterols and C24-methyl derivatives [ST0103]
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point157.5 °C
Physical Description · 2건

Solid; [Merck Index] White crystalline solid; [Sigma-Aldrich MSDS]

Solid

물리화학적 성질

녹는점
156 · 156-160 °C
끓는 점
463.29 °C · 463.29°C (rough estimate)
밀도
0.98 · 0.98±0.1 g/cm3 (20 ºC 760 Torr)
굴절률
1.51 · 1.5100 (estimate)
저장 조건
-20 °C · -20°C
용해도
클로로포름(소량으로 용해), 메탄올(약간 용해됨, 초음파 처리)
산도 계수 (pKa)
15.03 · 15.03±0.70(Predicted)
물리적 상태
수정 같은
색상
하얀색
생물학적 소스
Glycine max (soybean)
Merck
13 · 13,1736
BRN
3216975 · 3216975
InChIKey
SGNBVLSWZMBQTH-ZRUUVFCLSA-N
SMILES
[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]4(C)[C@H](CC[C@@]24[H])[C@H](C)CC[C@H](C)C(C)C
LogP
9.972 · 9.972 (est)

화학적 성질

White Solid

안전 및 규제

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

GHS 분류

GHS Classification · 4건

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory InformationChemical: Ergost-5-en-3-ol, (3.beta.,24R)-
Hazards Summary · 1건

Phytosterol esters containing 26-29% campesterol demonstrate no significant adverse effects in a 90-day oral study of rats; Phytosterol esters containing 27.9% campesterol produced decreased body weights, increased frequency of cardiomyopathy (males), and changes in hematology parameters in a 13-week oral study of rats at the highest tested dose (9,000 mg/kg/day); Phytosterol esters show no evidence of reproductive or developmental toxicity in rats; [JECFA] A moderate irritant; Harmful by ingestion, inhalation, and skin absorption; Targets the eyes, kidney, liver, and heart; [Sigma-Aldrich MSDS]

Hazard Classes and CategoriesAcute Tox. 4 (100%)

안전 데이터

wgk
3
ridadr
UN 1888 6.1/PG 3
HS 번호
29061990
risk_code
20/21/22-36/37/38-48/20/22-40-38-22
hazard_code
Xn,T
safety_code
26-36-45-36/37/39-23
Hazard Classifications
Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
스토리지 클래스
11 - Combustible Solids

화학 및 산업

약리 정보

Tissue LocationsKidney
Cellular LocationsExtracellular

용도 및 제조

UsesPresent in rape-seed oil, soybean oil, and wheat germ oil; [Merck Index] Added to food as a source of phytosterols (for blood cholesterol lowering properties); [JECFA]
응용 분야 · 3건

개요24α-methyl Cholesterol is a phytosterol found in vegetables, fruits, nuts, and seeds that competitively inhibits the absorption of intestinal cholesterol and decreases the transcription of genes important for cholesterol metabolism. The cholesterol lowering effects of phytosterols, such as 24α-methyl cholesterol, have been reported to be beneficial for lowering the incidence of atherosclerotic plaques. 24α-methyl Cholesterol can also act as an agonist at liver X receptors (LXR) and, through activation of LXR signaling, has been shown to suppress the proliferation of prostate and breast cancer cells.

용도Campesterol may be used as a plant sterol to test its effect on the transcriptional activation of liver X receptor α (LXRA) in breast cancer cells. It may also be used as a sterol standard for calibration curve generation in liquid chromatography multiple reaction monitoring (LC-MRM) analysis.

일반 설명Campesterol is a plant sterol, which is an analog of cholesterol and a brassinosteroid (BR) precursor. The enzyme diminute/dwarf1 mediates the synthesis of campesterol from 24-methylenecholesterol. Campesterol possesses methyl group at C-24 position of the side chain in the cholesterol structure.

상·하류 제품 정보

하류 제품

에르고스탄-3-올,(3.베타.,5.알파.,24R)-

공급사101 곳

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관련 반응

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반응 기록 만들기
HRID 1292551 반응식
HRID 1292551반응물로uspto-grants-1998_05

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