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Details

Stereochemistry ACHIRAL
Molecular Formula C10H18O3
Molecular Weight 186.2481
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EPOMEDIOL

SMILES

CC1(C)O[C@@]2(C)[C@@H](O)C[C@@H]1C[C@H]2O

InChI

InChIKey=JSNQSLSBBZFGBM-UICFKRDXSA-N
InChI=1S/C10H18O3/c1-9(2)6-4-7(11)10(3,13-9)8(12)5-6/h6-8,11-12H,4-5H2,1-3H3/t6-,7+,8-,10+

HIDE SMILES / InChI

Molecular Formula C10H18O3
Molecular Weight 186.2481
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/12071332 | https://www.ncbi.nlm.nih.gov/pubmed/8372050 | https://www.ncbi.nlm.nih.gov/pubmed/10961725 | https://www.ncbi.nlm.nih.gov/pubmed/3893863

Epomediol (trade name Clesidren) is a synthetic terpenoid with choleretic effects that have been used in the symptomatic treatment of itching due to intrahepatic cholestasis of pregnancy. Epomediol is able to restore a normal hepatocyte bile acid uptake when given in vivo simultaneously with ethinyloestradiol but does not influence bile acid transport in cultured hepatocyte

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Clesidren

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Enhancement of bile acid pool size, synthesis and secretion by epomediol in the rat.
2000 Jul
Effect of epomediol on ethinyloestradiol-induced changes in bile acid and cholesterol metabolism in rats.
2001 Aug
Patents

Patents

Sample Use Guides

Patients hospitalized due to ICP received epomediol 900 mg/day (n = 7), or 1,200 mg/day (n = 4) orally, during 15 days.
Route of Administration: Oral
In Vitro Use Guide
Hepatocytes were incubated at different times (15-60 sec. and 5-30 min.) in the presence of different concentrations of labeled and unlabeled taurocholate ( 1 : 9) to determine ['H]-taurocholate uptake. The incubation medium was then rapidly removed and the dishes (3 for each experimental group) were immediately washed with cold saline. In fact, no measurable efflux of bile acids from isolated hepatocytes has been proved to exist at 0C. Finally. 1.5 ml NaOH 0.33 N was added to each dish and after 30 min. 0.5 ml and 0.2 ml of the cellular lysate were taken to count radioactivity and protein content respectively.
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:11:22 GMT 2023
Edited
by admin
on Sat Dec 16 09:11:22 GMT 2023
Record UNII
KFU4XSK3BK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EPOMEDIOL
WHO-DD  
Common Name English
2-OXABICYCLO(2.2.2)OCTANE-6,7-DIOL, 1,3,3-TRIMETHYL-, (6R,7S)-REL-
Common Name English
Epomediol [WHO-DD]
Common Name English
(1S,4R,6R,7S)-1,3,3-TRIMETHYL-2-OXABICYCLO(2.2.2)OCTANE-6,7-DIOL
Systematic Name English
CLESIDREN
Brand Name English
Classification Tree Code System Code
WHO-VATC QA05BA05
Created by admin on Sat Dec 16 09:11:22 GMT 2023 , Edited by admin on Sat Dec 16 09:11:22 GMT 2023
WHO-ATC A05BA05
Created by admin on Sat Dec 16 09:11:22 GMT 2023 , Edited by admin on Sat Dec 16 09:11:22 GMT 2023
Code System Code Type Description
SMS_ID
100000078929
Created by admin on Sat Dec 16 09:11:22 GMT 2023 , Edited by admin on Sat Dec 16 09:11:22 GMT 2023
PRIMARY
FDA UNII
KFU4XSK3BK
Created by admin on Sat Dec 16 09:11:22 GMT 2023 , Edited by admin on Sat Dec 16 09:11:22 GMT 2023
PRIMARY
PUBCHEM
1116159
Created by admin on Sat Dec 16 09:11:22 GMT 2023 , Edited by admin on Sat Dec 16 09:11:22 GMT 2023
PRIMARY
CAS
56084-15-2
Created by admin on Sat Dec 16 09:11:22 GMT 2023 , Edited by admin on Sat Dec 16 09:11:22 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
RXCUI
24263
Created by admin on Sat Dec 16 09:11:22 GMT 2023 , Edited by admin on Sat Dec 16 09:11:22 GMT 2023
PRIMARY RxNorm
WIKIPEDIA
Epomediol
Created by admin on Sat Dec 16 09:11:22 GMT 2023 , Edited by admin on Sat Dec 16 09:11:22 GMT 2023
PRIMARY
CAS
1310101-21-3
Created by admin on Sat Dec 16 09:11:22 GMT 2023 , Edited by admin on Sat Dec 16 09:11:22 GMT 2023
PRIMARY
DRUG CENTRAL
1033
Created by admin on Sat Dec 16 09:11:22 GMT 2023 , Edited by admin on Sat Dec 16 09:11:22 GMT 2023
PRIMARY
EVMPD
SUB13692MIG
Created by admin on Sat Dec 16 09:11:22 GMT 2023 , Edited by admin on Sat Dec 16 09:11:22 GMT 2023
PRIMARY
ChEMBL
CHEMBL3707255
Created by admin on Sat Dec 16 09:11:22 GMT 2023 , Edited by admin on Sat Dec 16 09:11:22 GMT 2023
PRIMARY
EPA CompTox
DTXSID70971470
Created by admin on Sat Dec 16 09:11:22 GMT 2023 , Edited by admin on Sat Dec 16 09:11:22 GMT 2023
PRIMARY
DRUG BANK
DB13802
Created by admin on Sat Dec 16 09:11:22 GMT 2023 , Edited by admin on Sat Dec 16 09:11:22 GMT 2023
PRIMARY
MESH
C031365
Created by admin on Sat Dec 16 09:11:22 GMT 2023 , Edited by admin on Sat Dec 16 09:11:22 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY