OBETICHOLIC ACID

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C26H44O4
Molecular Weight	420.6252
Optical Activity	UNSPECIFIED
Defined Stereocenters	11 / 11
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of OBETICHOLIC ACID

Structure Search

SMILES

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

InChI

InChIKey=ZXERDUOLZKYMJM-ZWECCWDJSA-N

InChI=1S/C26H44O4/c1-5-17-21-14-16(27)10-12-26(21,4)20-11-13-25(3)18(15(2)6-9-22(28)29)7-8-19(25)23(20)24(17)30/h15-21,23-24,27,30H,5-14H2,1-4H3,(H,28,29)/t15-,16-,17-,18-,19+,20+,21+,23+,24-,25-,26-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C26H44O4
Molecular Weight	420.6252
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	10 / 11
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:18:31 UTC 2023` Edited by `admin` on `Fri Dec 15 17:18:31 UTC 2023`
Record UNII	0462Z4S4OZ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

OBETICHOLIC ACID

Official Name

English

Obeticholic acid [WHO-DD]

Common Name

English

(3.ALPHA.,5.BETA.,6.ALPHA.,7.ALPHA.)-6-ETHYL-3,7-DIHYDROXYCHOLAN-24-OIC ACID

Common Name

English

obeticholic acid [INN]

Common Name

English

DSP-1747

Code

English

OCALIVA

Common Name

English

INT-747

Code

English

6-ETHYLCHENODEOXYCHOLIC ACID

Common Name

English

OBETICHOLIC ACID [JAN]

Common Name

English

OBETICHOLIC ACID [MI]

Common Name

English

6-ECDCA

Common Name

English

CHOLAN-24-OIC ACID, 6-ETHYL-3,7-DIHYDROXY-, (3.ALPHA.,5.BETA.,6.ALPHA.,7.ALPHA.)-

Common Name

English

OBETICHOLIC ACID [USAN]

Common Name

English

OBETICHOLIC ACID [ORANGE BOOK]

Common Name

English

6-ALPHA-ETHYLCHENODEOXYCHOLIC ACID

Common Name

English

Classification Tree Code System Code

NDF-RT

N0000192561

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

NCI_THESAURUS

C1636

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

EU-Orphan Drug

EU/3/10/753

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

FDA ORPHAN DRUG

253207

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

FDA ORPHAN DRUG

259008

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

WHO-ATC

A05AA04

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

FDA ORPHAN DRUG

937523

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

Code System Code Type Description

CHEBI

43602

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

EPA CompTox

DTXSID20196671

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

DRUG CENTRAL

5155

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

RXCUI

1798288

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

MERCK INDEX

m11955

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

DRUG BANK

DB05990

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

FDA UNII

0462Z4S4OZ

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

NCI_THESAURUS

C80837

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

CAS

459789-99-2

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

WIKIPEDIA

Obeticholic acid

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

INN

9084

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

EVMPD

SUB91981

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

ChEMBL

CHEMBL566315

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

NDF-RT

N0000192560

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

Farnesoid X Receptor Agonists [MoA]

SMS_ID

100000141528

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

USAN

TT-137

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

DAILYMED

0462Z4S4OZ

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

PUBCHEM

447715

Created by admin on Fri Dec 15 17:18:31 UTC 2023 , Edited by admin on Fri Dec 15 17:18:31 UTC 2023

PRIMARY

Related Record Type Details


					0462Z4S4OZ

OBETICHOLIC ACID

CUMULATIVE EXCRETION

Amount:


					VK4SQL11C0

CYTOCHROME P450 1A2

METABOLIC ENZYME->INHIBITOR OF EXPRESSION

Comments:

The effect of 10 mg OCA on CYP1A2 substrate caffeine showed that systemicexposure to caffeine increased by 42%. The systemic exposure to caffeine increased by 65% following 25 mg OCA.


					PG6GA793XH

RETINOID X RECEPTOR ALPHA

TARGET -> INHIBITOR


					2PDN1S3FVX

PEROXISOME PROLIFERATOR-ACTIVATED RECEPTOR ALPHA

TARGET -> INHIBITOR


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:


					0C5V0MRU6P

BILE ACID RECEPTOR

TARGET -> AGONIST


					0462Z4S4OZ

OBETICHOLIC ACID

CUMULATIVE EXCRETION

Comments:

Following an oral administration of 25 mg [14C]-OCA, about 87% of the dose is excreted in feces through biliary secretion. Less than 3% of the dose is excreted in the urine with no detection of OCA.

Qualification:

FECAL

Amount:

Related Record Type Details


					T5IG4XE90K

TAURO-OBETICHOLIC ACID

METABOLITE ACTIVE -> PARENT


					O2MZK6V9LQ

GLYCO-OBETICHOLIC ACID

METABOLITE ACTIVE -> PARENT

Interaction Type:

AMOUNT ADMINISTERED

Qualification:

PLASMA

Amount:


					MX5RXA86QQ

OBETICHOLIC ACID 3-GLUCURONIDE

METABOLITE -> PARENT


					Y62YER47AU

OBETICHOLIC ACID 24-GLUCURONIDE

METABOLITE -> PARENT

Related Record Type Details


					4V5HIB7ESR

7-EPI-OBETICHOLIC ACID 3-OBETICHOLATE ESTER

IMPURITY -> PARENT

Amount:

Related Record Type Details


					0462Z4S4OZ

OBETICHOLIC ACID

ACTIVE MOIETY

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC

Volume of Distribution	PHARMACOKINETIC

Tmax	PHARMACOKINETIC				MULTIPLE ORAL ADMINISTRATION ONCE DAILY DOSE