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Details

Stereochemistry ABSOLUTE
Molecular Formula C24H38O4
Molecular Weight 390.557
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NUTRIACHOLIC ACID

SMILES

C[C@]([H])(CCC(=O)O)[C@@]1([H])CC[C@@]2([H])[C@@]3([H])[C@]([H])(CC[C@]12C)[C@@]4(C)CC[C@]([H])(C[C@@]4([H])CC3=O)O

InChI

InChIKey=DXOCDBGWDZAYRQ-AURDAFMXSA-N
InChI=1S/C24H38O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-19,22,25H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,22+,23+,24-/m1/s1

HIDE SMILES / InChI

Molecular Formula C24H38O4
Molecular Weight 390.557
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 9 / 9
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Transformation of chenodeoxycholic acid and ursodeoxycholic acid by human intestinal bacteria.
1979 Nov
Conversion of 7-ketolithocholic acid to ursodeoxycholic acid by human intestinal anaerobic microorganisms: interchangeability of chenodeoxycholic acid and ursodeoxycholic acid.
1979 Oct
Metabolism in man of 7-ketolithocholic acid: precursor of cheno- and ursodeoxycholic acids.
1980 Sep
Further observations on the in vitro metabolism of chenodeoxycholic acid and ursodeoxycholic acid.
1982
Effect of 7-ketolithocholic acid on bile acid metabolism in humans.
1982 Aug
Quantitative aspects of the interaction of bile acids with human serum albumin.
1982 Mar
Formation of ursodeoxycholic acid from chenodeoxycholic acid in the human colon: studies of the role of 7-ketolithocholic acid as an intermediate.
1983 Jul
Transformation of chenodeoxycholic acid to ursodeoxycholic acid in patients with Crohn's disease.
1986 Mar
Enzymes involved in the formation of 3 beta, 7 beta-dihydroxy-12-oxo-5 beta-cholanic acid from dehydrocholic acid by Ruminococcus sp. obtained from human intestine.
1987 Sep 25
Reduction of 7-ketolithocholic acid by human liver enzyme preparations in vitro.
1989 Jan
Age-related reference values for urinary organic acids in a healthy Turkish pediatric population.
1994 Jun
Substance Class Chemical
Created
by admin
on Sat Jun 26 13:51:10 UTC 2021
Edited
by admin
on Sat Jun 26 13:51:10 UTC 2021
Record UNII
Y1357H1A28
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NUTRIACHOLIC ACID
Common Name English
NSC-226118
Code English
7-OXO-3.ALPHA.-HYDROXYCHOLAN-24-OIC ACID
Systematic Name English
3.ALPHA.-HYDROXY-7-OXO-5.BETA.-CHOLANIC ACID
Systematic Name English
7-KETOCHENODEOXYCHOLIC ACID
Common Name English
7-KETOLITHOCHOLIC ACID
Common Name English
7-KETO-LITHOCHOLIC ACID
Common Name English
7-OXOLITHOCHOLIC ACID
Common Name English
CHOLAN-24-OIC ACID, 3-HYDROXY-7-OXO-, (3.ALPHA.,5.BETA.)-
Common Name English
3.ALPHA.-HYDROXY-7-OXO-5.BETA.-CHOLAN-24-OIC ACID
Systematic Name English
URSODEOXYCHOLIC ACID IMPURITY F [EP]
Common Name English
3.ALPHA.-HYDROXY-7-OXO-5.BETA.-CHOLANOIC ACID
Systematic Name English
3.ALPHA.-HYDROXY-7-OXO-5.BETA.-CHOLIC ACID
Common Name English
Code System Code Type Description
ECHA (EC/EINECS)
225-083-2
Created by admin on Sat Jun 26 13:51:11 UTC 2021 , Edited by admin on Sat Jun 26 13:51:11 UTC 2021
PRIMARY
CAS
4651-67-6
Created by admin on Sat Jun 26 13:51:11 UTC 2021 , Edited by admin on Sat Jun 26 13:51:11 UTC 2021
PRIMARY
PUBCHEM
444262
Created by admin on Sat Jun 26 13:51:11 UTC 2021 , Edited by admin on Sat Jun 26 13:51:11 UTC 2021
PRIMARY
FDA UNII
Y1357H1A28
Created by admin on Sat Jun 26 13:51:11 UTC 2021 , Edited by admin on Sat Jun 26 13:51:11 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> METABOLITE
Unit: percent of total bile acids; Daily dose of UDCA: 15mg/kg (n=6); Duration: 15 days; before treatment (7-KLCA in feces): 1 % of total bile acids
IN-VIVO
FECAL
PARENT -> METABOLITE
IN VITRO
MINOR
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP