Glycoursodeoxycholic acid
Grundinformationen
- CAS
64480-66-6- Standard-SMILES
C[C@H](CCC(=O)NCC(=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]3CC[C@]12C- InChIKey
GHCZAUBVMUEKKP-XROMFQGDSA-N- Summenformel
- C26H43NO5
- Durchschnittliche Molmasse
- 449,6 g/mol
- Monoisotopische Masse
- 449,31412347
Überblick
Glycoursodeoxycholic acid is a bile acid glycine conjugate derived from ursoodeoxycholic acid. It has a role as a neuroprotective agent and a human blood serum metabolite. It is a N-acylglycine and a bile acid glycine conjugate. It is functionally related to an ursodeoxycholic acid. It is a conjugate acid of a glycoursodeoxycholate.
Namen und Bezeichner
- Bevorzugter Name
- Glycoursodeoxycholic acid
- IUPAC
- 2-[[(4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]acetic acid
- Englischer Name
- Glycoursodeoxycholic Acid
- Summenformel
- C26H43NO5
- Molmasse
- 449.62
Namen und Synonyme
Glycoursodeoxycholic acid64480-66-6UrsodeoxycholylglycineGUDCAGlycylursodeoxycholic acidGlycine ursodeoxycholic acidPF1G5J2X2ADTXSID208623442-[[(4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]acetic acidCHEBI:89929N-(3alpha,7beta-dihydroxy-5beta-cholan-24-oyl)-glycine3alpha,7beta-dihydroxy-5beta-cholanoylglycine
Weitere Namen anzeigen
7-dihydroxy-10Glycine cholic acidglycoursodeoxycholateGlycoursodeoxycholicaciGlycyrtodeoxycholic acidGlyeoursodeoxycholie acidGlycoursodesoxycholic acid
N-(3alpha,7beta-Dihydroxy-5beta-cholan-24-oyl)glycineGlycine, N-((3alpha,5beta,7beta)-3,7-dihydroxy-24-oxocholan-24-yl)-N-((3alpha,5beta,7beta)-7-Hydroxy-24-oxo-3-(sulfooxy)cholan-24-yl)glycineN-((3alpha,5beta,7beta)-3,7-Dihydroxy-24-oxocholan-24-yl)glycineN-[(3alpha,5beta,7beta)-3,7-Dihydroxy-24-oxocholan-24-yl]glycine2-(((4R)-4-((3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta(a)phenanthren-17-yl)pentanoyl)amino)acetic acidRefChem:143940DTXCID301478439
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 4,3
- Polarare Oberfläche (TPSA)
- 107 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 6
- Schwere Atome
- 32
- Formalladung
- 0
- Komplexität
- 727
Experimentelle und physikochemische Eigenschaften
Chemical ClassesBile Acids -> Quant Bile Acids
LipidsLipids -> Sterol Lipids [ST] -> Steroid conjugates [ST05] -> Glycine conjugates [ST0503]
LogP2.02
Solubility0.00135 mg/mL
Physical DescriptionSolid
Collision Cross Section
207.5 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: Bile Acids]
201.1 Ų [M-H]- [CCS Type: DT; Method: single field calibrated]
Physikochemische Eigenschaften
- Schmelzpunkt
- 232 · 232-235°C
- Siedepunkt
- 655.572 · 655.572±40.00 °C(Press: 760.00 Torr)(predicted)
- Dichte
- 1.162 · 1.162±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- storage temp.
- 2 · Sealed in dry,2-8°C
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- 3
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
Tissue LocationsGall Bladder
Cellular LocationsExtracellular
Anwendungen
VerwendenAs a metabolite of Ursodeoxycholic Acid, Glycoursodeoxycholic Acid is used as an anticholelithogenic
Ergänzende Hinweise
DefinitionChEBI: A bile acid glycine conjugate derived from ursoodeoxycholic acid.
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