Ursocholic acid

HCID 122340CAS 2955-27-3

기본 정보

표준 SMILES: C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C
InChIKey: BHQCQFFYRZLCQQ-UTLSPDKDSA-N
분자식: C24H40O5
평균 분자량: 408.6 g/mol
단동위원소 질량: 408.28757438

개요

Ursocholic acid is a bile acid that is 5beta-cholan-24-oic acid bearing three hydroxy substituents at positions 3alpha, 7beta and 12alpha. It has a role as an EC 1.1.1.159 (7alpha-hydroxysteroid dehydrogenase) inhibitor and a human urinary metabolite. It is a C24-steroid, a trihydroxy-5beta-cholanic acid, a bile acid, a 7beta-hydroxy steroid, a 3alpha-hydroxy steroid and a 12alpha-hydroxy steroid. It is a conjugate acid of an ursocholate.

이름 및 식별자

우선 이름: Ursocholic acid
IUPAC: (4R)-4-[(3R,5S,7S,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
영어명: 4-[(5S,7S,8S,10S,13R,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
분자식: C24H40O5
분자량: 408.58

이름 및 동의어

ursocholic acid2955-27-37-Epicholic acid3alpha,7beta,12alpha-Trihydroxy-5beta-cholan-24-oic acidMLP1T05RBXCHEBI:81240DTXSID3010187563alpha,7beta,12alpha-Trihydroxy-5beta-cholanic acidRefChem:933866DTXCID601476787UrsocholateMFCD25563269

이름 더 보기

3α,7β,12α-trihydroxy-5β-cholan-24-oic AcidBear bile acidUrsodiol Impurity D7β-Hydroxyisocholic AcidUrsocholic acid (Standard)Ursocholic acid, 10 mM in DMSO

(R)-4-((3R,5S,7S,8R,9S,10S,12S,13R,14S,17R)-3,7,12-Trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acidUrsodeoxycholic Acid EP Impurity D(4R)-4-[(3R,5S,7S,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid7beta-Hydroxyisocholic acidCholan-24-oic acid, 3,7,12-trihydroxy-, (3alpha,5beta,7beta,12alpha)-7-epicholate3a,7b,12a-Trihydroxy-5b-cholanic acid3a,7b,12a-Trihydroxy-5b-cholan-24-oic acid

데이터베이스 식별자

CAS: 2955-27-3
PubChem CID: 122340
DTXSID: DTXSID301018756
ChEMBL: CHEMBL1254416
ChEBI: CHEBI:81240
UNII: MLP1T05RBX
Nikkaji: J363.683F

물성

구조 계산 물성

XLogP: 3.6
극성 표면적: 98 Å²
수소 결합 공여자 수: 4
수소 결합 수용자 수: 5
회전 가능 결합 수: 4
무거운 원자 수: 29
형식 전하: 0
복잡도: 637

실험 및 물리화학적 성질

LipidsLipids -> Sterol Lipids [ST] -> Bile acids and derivatives [ST04] -> C24 bile acids, alcohols, and derivatives [ST0401]

Physical DescriptionSolid

Collision Cross Section · 2건

205.1 Å² [M-H]- [CCS Type: DT; Method: stepped-field]

203.3 Å² [M-H]-

물리화학적 성질

녹는점: 144 °C · 144 °C
끓는 점: 489.08 °C · 489.08°C (rough estimate)
밀도: 1.0263 · 1.0263 (rough estimate)
굴절률: 1.54 · 1.5400 (estimate)
저장 조건: Refrigerator
용해도: DMSO (약간 용해됨), 에탄올 (약간 용해됨,초음파처리), 메탄올 (약간 용해됨)
물리적 상태: 고체
산도 계수 (pKa): 4.76 · 4.76±0.10(Predicted)
색상: 흰색에서 옅은 베이지까지
수용성: 682.3 mg/L · 682.3mg/L(25℃)
InChIKey: BHQCQFFYRZLCQQ-SURSGXJKNA-N
SMILES: O[C@H]1C[C@]2([H])C[C@H](O)CC[C@]2(C)[C@@]2([H])C[C@H](O)[C@@]3([C@@]([H])([C@H](C)CCC(=O)O)CC[C@@]3([H])[C@]12[H])C |&1:1,3,6,10,12,15,17,18,20,29,31,r|

화학적 성질

White to Off-White Solid

안전 및 규제

안전 데이터

wgk: WGK 3
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

약리 정보

Tissue LocationsGall Bladder

Cellular LocationsExtracellular

응용 분야

용도Ursodeoxycholic acid (U850000) impurity.

공급사50 곳

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]

韶远科技(上海)有限公司021-50795510 4000665055 · [email protected]

艾吉析科技（上海）有限公司17717235263 · [email protected]

合肥翰刚医药科技有限公司+8618062405514 · [email protected]

广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]

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