3α-ヒドロキシ-7-オキソ-5β-コラン酸

7-Ketolithocholic acid

HCID 444262CAS 4651-67-6

基本情報

標準SMILES
C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3C(=O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
InChIKey
DXOCDBGWDZAYRQ-AURDAFMXSA-N
分子式
C24H38O4
平均分子量
390.6 g/mol
単同位体質量
390.27700969

名称と識別子

優先名称
7-Ketolithocholic acid
IUPAC
(4R)-4-[(3R,5S,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethyl-7-oxo-1,2,3,4,5,6,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid
現地名
3α-ヒドロキシ-7-オキソ-5β-コラン酸
英語名
3alpha-Hydroxy-7-oxo-5beta-cholanic Acid
分子式
C24H38O4
分子量
390.56

名称と別名

4651-67-67-Ketolithocholic acidNutriacholic acid3alpha-Hydroxy-7-oxo-5beta-cholanic acid7-Oxolithocholic acid3alpha-Hydroxy-7-oxo-5beta-cholan-24-oic AcidDTXSID501032263Y1357H1A28CHEBI:82679(3alpha,5beta)-3-Hydroxy-7-oxocholan-24-oic acidNSC-2261187-oxo-3alpha-hydroxycholan-24-oic acid
名称をさらに表示
3α-ヒドロキシ-7-オキソ-5β-コラン酸3-ヒドロキシ-7-ケトコラン酸7-ケトリトコール酸7-ケトケノデオキシコール酸7-オキソリトコール酸7-オキソ-3α-ヒドロキシ-5β-コラン-24-酸3α-ヒドロキシ-7-オキソ-5β-コラン-24-酸3α-ヒドロキシ-7-ケトコラン酸(4R)-4-[(1R,3aS,3bR,5aS,7R,9aS,9bS,11aR)-7-ヒドロキシ-9a,11a-ジメチル-4-オキソ-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]ペンタン酸3α-Hydroxy-7-oxo-5β-cholan-24-oic acid7-KLA3α-Hydroxy-7-ketocholanic acidChenodeoxycholic acid EP Impurity F3ALPHA-HYDROXY-7-KETO-5BETA-CHOLANIC ACID3-alpha-hydroxy-7-oxo-5-beta-cholan-24-oic acid
Cholan-24-oic acid, 3-hydroxy-7-oxo-, (3alpha,5beta)-3 alpha-ol-7-one-5 beta-cholanoic acidRefChem:546622(3 alpha,5 beta)-3-hydroxy-7-oxocholan-24-oic acidDTXCID801517272225-083-23.alpha.-Hydroxy-7-oxo-5.beta.-cholanic acid3a-Hydroxy-7-oxo-5b-cholanic acid

データベース識別子

CAS
4651-67-6
PubChem CID
444262
DTXSID
DTXSID501032263
ChEMBL
CHEMBL1254169
ChEBI
CHEBI:82679
UNII
Y1357H1A28
EC Number
225-083-2
Nikkaji
J297.868G

物性

構造計算による物性

XLogP
4.6
極性表面積
74.6 Ų
水素結合供与体数
2
水素結合受容体数
4
回転可能結合数
4
重原子数
28

実験および物理化学的性質

Collision Cross Section · 1 件

200.3 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: Bile Acids];201.3 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: Bile Acids];201.2 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: Bile Acids];199.0 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: Bile Acids];189.0 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: Bile Acids]

物理化学的性質

融点
205 °C · 205°C
沸点
545.9 · 545.9±25.0 °C(Predicted)
比重(密度)
1.124 · 1.124±0.06 g/cm3(Predicted)
貯蔵温度
Sealed in dry,Room Temperature
溶解性
ジオキサン(微量)、DMSO(微量)、メタノール(微量)
酸解離定数(Pka)
4.76 · 4.76±0.10(Predicted)

安全と法規制

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 27.3% (3 of 11) of reports.

Warning

H302 (18.2%): Harmful if swallowed [Warning Acute toxicity, oral];H315 (54.5%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (54.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

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

Aggregated GHS information provided per 11 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 3 of 11 reports by companies.;There are 4 notifications provided by 8 of 11 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Regulatory InformationStatus: Active Update: 10-10-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/5428;Status: Active Update: 28-11-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/21228
Hazard Classes and CategoriesAcute Tox. 4 (18.2%);Skin Irrit. 2 (54.5%);Eye Irrit. 2 (54.5%)

法規制情報

Regulatory InformationStatus: Active Update: 10-10-2014 https://echa.europa.eu/registration-dossier/-/registered-dossier/5428;Status: Active Update: 28-11-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/21228

安全データ

wgk
WGK 3
化審法
(9)-1016
safety_code
22-24/25
ストレージクラス
11 - Combustible Solids

化学と産業

薬理情報

MeSH Pharmacological ClassificationGastrointestinal agents that stimulate the flow of bile into the duodenum (cholagogues) or stimulate the production of bile by the liver (choleretic).
応用分野 · 2 件

使用Nutriacholic Acid (Ursodeoxycholic Acid EP Impurity F) is derivative of Lithocholic Acid (L469180), a cholic acid derivative as TGR5 modulator.

使用3alpha-Hydroxy-7-oxo-5beta-cholanic Acid is an intermediate in organic synthesis and pharmaceutical research and development. It can be used to synthesize the choleretic drug Obeticholic acid. Obeticholic acid can inhibit cholic acid synthesis. It is commonly used to treat primary biliary cirrhosis and nonalcoholic fatty liver disease.

サプライヤー50 社

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Ark Pharm, Inc.847-367-3680 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
北京华威锐科化工有限公司0757-86329057 18934348241 · [email protected]
大连美仑生物技术有限公司0411-62910999 13889544652 · [email protected]
補足説明 · 1 件

定義ChEBI: 7-oxolithocholic acid is a bile acid that is lithocholic acid carrying an additional oxo substituent at position 7. It has a role as a human metabolite. It is a bile acid, a monohydroxy-5beta-cholanic acid, an oxo-5beta-cholanic acid and a 3alpha-hydroxy steroid. It is functionally related to a lithocholic acid. It is a conjugate acid of a 7-oxolithocholate.

関連反応

8 件

関連ノート

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