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

HCID 122312
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Grundinformationen

CAS
547-98-8
Standard-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
Summenformel
C27H46O5
Durchschnittliche Molmasse
450,7 g/mol
Monoisotopische Masse
450,33452457

Überblick

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.

Namen und Bezeichner

Bevorzugter Name
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
Englischer Name
(3a,5b,7a,12a)-3,7,12-trihydroxy-Cholestan-26-oic acid
Summenformel
C27H46O5
Molmasse
450.65

Namen und Synonyme

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
Weitere Namen anzeigen
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

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP
5,2
Polarare Oberfläche (TPSA)
98 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
5
Frei drehbare Bindungen
6
Schwere Atome
32

Experimentelle und physikochemische Eigenschaften

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

Physikochemische Eigenschaften

storage temp.
-20 °C · -20°C
Löslichkeit
Chloroform (Slightly, Heated), DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
Aggregatzustand
Solid
Farbe
White to Off-White
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

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk
WGK 3
Speicherklasse
11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

Tissue LocationsGall Bladder
Cellular LocationsExtracellular
Metabolite Pathways27-Hydroxylase Deficiency
Anwendungen · 1 Eintrag

Verwenden3α,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.

Anbieter14 Anbieter

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]

Ergänzende Hinweise

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

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