3-α-Hydroxy-7-oxo-5-β-cholan-24-sure

7-Ketolithocholic acid

HCID 444262CAS 4651-67-6

Grundinformationen

Standard-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
Summenformel
C24H38O4
Durchschnittliche Molmasse
390,6 g/mol
Monoisotopische Masse
390,27700969

Namen und Bezeichner

Bevorzugter Name
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
Lokaler Name
3-α-Hydroxy-7-oxo-5-β-cholan-24-sure
Englischer Name
3alpha-Hydroxy-7-oxo-5beta-cholanic Acid
Summenformel
C24H38O4
Molmasse
390.56

Namen und Synonyme

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
Weitere Namen anzeigen
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

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP
4,6
Polarare Oberfläche (TPSA)
74,6 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
4
Schwere Atome
28

Experimentelle und physikochemische Eigenschaften

Collision Cross Section · 1 Eintrag

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]

Physikochemische Eigenschaften

Schmelzpunkt
205 °C · 205°C
Siedepunkt
545.9 · 545.9±25.0 °C(Predicted)
Dichte
1.124 · 1.124±0.06 g/cm3(Predicted)
storage temp.
Sealed in dry,Room Temperature
Löslichkeit
Dioxane (Slightly), DMSO (Slightly), Methanol (Slightly)
pka
4.76 · 4.76±0.10(Predicted)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

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.

Gefahrenhinweise

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%)

Regulatorische Informationen

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

Sicherheitsdaten

wgk
WGK 3
safety_code
22-24/25
Speicherklasse
11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological ClassificationGastrointestinal agents that stimulate the flow of bile into the duodenum (cholagogues) or stimulate the production of bile by the liver (choleretic).
Anwendungen · 2 Einträge

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

Verwenden3alpha-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.

Anbieter50 Anbieter

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]
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: 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.

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