3α,7α,12α-トリヒドロキシ-5β-コレスタン-26-酸

3Alpha,7Alpha,12Alpha-trihydroxy-5Beta-cholestan-26-oic acid

HCID 122312

基本情報

CAS: 547-98-8
標準SMILES: CC(CCC[C@@H](C)[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)C(=O)O
InChIKey: CNWPIIOQKZNXBB-VCVMUKOKSA-N
分子式: C27H46O5
平均分子量: 450.7 g/mol
単同位体質量: 450.33452457

概要

3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oic acid is a steroid acid that is 5beta-cholestan-26-oic acid which is substituted by hydroxy groups as the 3alpha, 7alpha, and 12alpha positions. It has a role as a human metabolite. It is a hydroxy monocarboxylic acid, a 3alpha-hydroxy steroid, a 7alpha-hydroxy steroid, a 12alpha-hydroxy steroid and a steroid acid. It is a conjugate acid of a 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oate(1-). It derives from a hydride of a 5beta-cholestane.

名称と識別子

優先名称: 3Alpha,7Alpha,12Alpha-trihydroxy-5Beta-cholestan-26-oic acid
IUPAC: (6R)-2-methyl-6-[(3R,5S,7R,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]heptanoic acid
現地名: 3α,7α,12α-トリヒドロキシ-5β-コレスタン-26-酸
英語名: (3a,5b,7a,12a)-3,7,12-trihydroxy-Cholestan-26-oic acid
分子式: C27H46O5
分子量: 450.65

名称と別名

Coprocholic acid3Alpha,7Alpha,12Alpha-trihydroxy-5Beta-cholestan-26-oic acid(6R)-2-methyl-6-[(3R,5S,7R,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]heptanoic acidCHEBI:18402(6R)-2-methyl-6-((3R,5S,7R,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)heptanoic acidRefChem:1068885Trihydroxycholestanoic acid547-98-8trihydroxycoprostanic acid3,7,12-trihydroxycholestan-26-oic acid(3alpha,5beta,7alpha,12alpha)-3,7,12-Trihydroxycholestan-26-oic acid3?,7?,12?-Trihydroxycoprostanic Acid

名称をさらに表示

3α,7α,12α-トリヒドロキシ-5β-コレスタン-26-酸3α,7α,12α-トリヒドロキシ-5β-コレスタ-26-酸3α,7α,12α-トリヒドロキシ-5β-コレスタン酸3α,7α,12α-トリヒドロキシコプロスタン酸3α,7α,12α-トリヒドロキシ-5β-コレスタン-27-酸トリヒドロキシコレスタン酸THCA(6R)-6-[(1R,3aS,3bR,4R,5aS,7R,9aS,9bS,11S,11aR)-4,7,11-トリヒドロキシ-9a,11a-ジメチル-ヘキサデカヒドロ-1H-シクロペンタ[a]フェナントレン-1-イル]-2-メチルヘプタン酸THCA3α,7α,12α-Trihydroxycoprostanic Acid3α,7α,12α-Trihydroxycoprostanoic acid3α,7α,12α-trihydroxy cholestanoic acidTrihydroxycholestanoic Acid (Standard)3α,7α,12α-Trihydroxy-5β-cholestanoic acid3α,7α,12α-Trihydroxy-5β-cholestan-27-oic acid

Coprocholate3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoate26-THCAorb1692693orb3141463SCHEMBL2508967DTXSID808621683a,7a,12a-Trihydroxycoprostanate

データベース識別子

CAS: 547-98-8
PubChem CID: 122312
DTXSID: DTXSID80862168
ChEBI: CHEBI:18402
Nikkaji: J40.090D

物性

構造計算による物性

XLogP: 5.2
極性表面積: 98 Å²
水素結合供与体数: 4
水素結合受容体数: 5
回転可能結合数: 6
重原子数: 32
形式電荷: 0
複雑度: 696

実験および物理化学的性質

LipidsLipids -> Sterol Lipids [ST] -> Bile acids and derivatives [ST04] -> C27 bile acids, alcohols, and derivatives [ST0403]

Physical DescriptionSolid

物理化学的性質

貯蔵温度: -20 °C · -20°C
溶解性: Chloroform (Slightly, Heated), DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
外見: 個体
色: ホワイトからオフホワイト
InChIKey: CNWPIIOQKZNXBB-VCVMUKOKSA-N
SMILES: O[C@H]1[C@@H]2[C@@H]([C@@]4([C@H](C1)C[C@@H](CC4)O)C)C[C@@H]([C@]3([C@H]2CC[C@@H]3[C@@H](CCCC(C)C(=O)O)C)C)O

安全と法規制

安全データ

wgk: WGK 3
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

Tissue LocationsGall Bladder

Cellular LocationsExtracellular

Metabolite Pathways27-Hydroxylase Deficiency

応用分野 · 2 件

使用3α,7α,12α-Trihydroxycoprostanic Acid is a precursor of Cholic Acid (C432600), it undergoes side chain oxidation during the synthesis of bile acids. It was found that Zellweger’s syndrome patients have abnormal mitochondrial structure, the organelle that is responsible for the side chain oxidation, and as a consequence, excess amounts of 3α,7α,12α-Trihydroxycoprostanic Acid.

一般的な説明Trihydroxycholestanoic acid (THCA) is an oxidative metabolite of cholesterol and a precursor to bile acids. Very long-chain acyl-CoA synthetase (VLCS) associated with endoplasmic reticulum and peroxisomes activates THCA, the C27 bile acid intermediate.

サプライヤー14 社

浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]

TargetMol 中国（陶术生物）400-821-0310 15002144251 · [email protected]

深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]

天津普西唐生物医药科技有限公司010-60605840 · [email protected]

梯尔希（南京）药物研发有限公司18012923235 · [email protected]

補足説明

定義ChEBI: A steroid acid that is 5beta-cholestan-26-oic acid which is substituted by hydroxy groups as the 3alpha, 7alpha, and 12alpha positions.

化合物ノート

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