URSODIOL

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

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C24H40O4
Molecular Weight	392.572
Optical Activity	UNSPECIFIED
Defined Stereocenters	10 / 10
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of URSODIOL

Structure Search

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@@H](O)C[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=RUDATBOHQWOJDD-UZVSRGJWSA-N

InChI=1S/C24H40O4/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/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20+,22+,23+,24-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C24H40O4
Molecular Weight	392.572
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	9 / 10
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:06:22 UTC 2023` Edited by `admin` on `Fri Dec 15 15:06:22 UTC 2023`
Record UNII	724L30Y2QR
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

URSODIOL

Official Name

English

URSODEOXYCHOLIC ACID [MART.]

Common Name

English

NSC-683769

Code

English

URSODIOL [USP MONOGRAPH]

Common Name

English

URSODIOL [MI]

Common Name

English

3.ALPHA.,7.BETA.-DIHYDROXY-5B-CHOLAN-24-OIC ACID

Common Name

English

URSODEOXYCHOLIC ACID [EP IMPURITY]

Common Name

English

URSODIOL [USAN]

Common Name

English

URSODIOL [INCI]

Common Name

English

URSO

Brand Name

English

URSODESOXYCHOLIC ACID

Common Name

English

URSODIOL [ORANGE BOOK]

Common Name

English

URSODEOXYCHOLIC ACID [EP MONOGRAPH]

Common Name

English

ACTIGALL

Common Name

English

UDCA

Common Name

English

URSODIOL [VANDF]

Common Name

English

URSODEOXYCHOLIC ACID [JAN]

Common Name

English

URSONORM

Brand Name

English

URSODEOXYCHOLIC ACID

Official Name

English

ursodeoxycholic acid [INN]

Common Name

English

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

Common Name

English

URSODIOL [USP-RS]

Common Name

English

Ursodeoxycholic acid [WHO-DD]

Common Name

English

URSODEOXYCHOLATE

Common Name

English

Classification Tree Code System Code

NDF-RT

N0000006801

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

FDA ORPHAN DRUG

242607

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

FDA ORPHAN DRUG

55390

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

LOINC

55159-8

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

FDA ORPHAN DRUG

191204

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

NDF-RT

N0000175802

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

WHO-VATC

QA05AA02

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

FDA ORPHAN DRUG

22187

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

EU-Orphan Drug

EU/3/17/1878

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

FDA ORPHAN DRUG

636718

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

NCI_THESAURUS

C2089

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

LIVERTOX

NBK548309

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

WHO-ATC

A05AA02

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

NCI_THESAURUS

C29703

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

Code System Code Type Description

LACTMED

Ursodiol

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

PUBCHEM

31401

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

ECHA (EC/EINECS)

204-879-3

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

SMS_ID

100000092107

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

ChEMBL

CHEMBL1551

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

EPA CompTox

DTXSID6023731

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

NSC

683769

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

EVMPD

SUB11389MIG

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

MESH

D014580

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

FDA UNII

724L30Y2QR

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

CAS

128-13-2

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

RXCUI

62427

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

ALTERNATIVE

MERCK INDEX

m11344

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

Merck Index

CHEBI

78604

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

NCI_THESAURUS

C1818

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

RS_ITEM_NUM

1707806

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

DAILYMED

724L30Y2QR

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

DRUG BANK

DB01586

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

IUPHAR

7104

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

USAN

Z-35

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

CHEBI

9907

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

DRUG CENTRAL

2797

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

INN

4920

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

RXCUI

11065

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

WIKIPEDIA

URSODIOL

Created by admin on Fri Dec 15 15:06:22 UTC 2023 , Edited by admin on Fri Dec 15 15:06:22 UTC 2023

PRIMARY

Related Record Type Details


					YKU915YJNV

URSODEOXYCHOLATE SODIUM

SALT/SOLVATE -> PARENT


					0C5V0MRU6P

BILE ACID RECEPTOR

TARGET -> AGONIST

Comments:

When bound to bile acids, FXR repressed transcription of the gene encoding cholesterol 7α-hydroxylase, which is the rate-limiting enzyme in bile acid synthesis, and activated the gene encoding intestinal bile acid?binding protein, which is a candidate bile acid transporter.

Interaction Type:

AGONIST


					84SS8Q4EEQ

URSODIOL SULFATE

SALT/SOLVATE -> PARENT

Amount:


					0ZGFTBKJ9A

SODIUM/BILE ACID COTRANSPORTER

TRANSPORTER -> INHIBITOR


					VM8KQ3W8GM

Berberine Ursodeoxycholate

SALT/SOLVATE -> PARENT

Amount:

Related Record Type Details


					60EUX8MN5X

METABOLITE -> PARENT

Interaction Type:

MAJOR

Qualification:

PLASMA


					5QU0I8393U

LITHOCHOLIC ACID

METABOLITE -> PARENT

Qualification:

FECAL


					PF1G5J2X2A

URSODEOXYCHOLYLGLYCINE

METABOLITE -> PARENT

Interaction Type:

MAJOR

Qualification:

PLASMA


					PF1G5J2X2A

URSODEOXYCHOLYLGLYCINE

PARENT -> METABOLITE ACTIVE

Interaction Type:

IN-VIVO

Qualification:

URINE


					0GEI24LG0J

CHENODIOL

METABOLITE -> PARENT

Qualification:

BILE


					0ENK5NMI1I

SULFOLITHOCHOLIC ACID

METABOLITE -> PARENT

Qualification:

BILE

Related Record Type Details


					005990WHZZ

DEOXYCHOLIC ACID

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					48O35JP4YI

METHYL CHENODEOXYCHOLATE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					Y1357H1A28

NUTRIACHOLIC ACID

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					G1JO7801AE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					49AM7E73PT

(3.ALPHA.,5.BETA.,7.BETA.)-CHOLANE-3,7,24-TRIOL

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					2R6LC4J3N9

3.BETA.,7.BETA.-DIHYDROXY-5.BETA.-CHOLAN-24-OIC ACID

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					MLP1T05RBX

URSOCHOLIC ACID

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:


					5QU0I8393U

LITHOCHOLIC ACID

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (TLC)

Qualification:

EP

Amount:


					0GEI24LG0J

CHENODIOL

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:

Related Record Type Details


					724L30Y2QR

URSODIOL

ACTIVE MOIETY