PHENYLBUTYRIC ACID

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H12O2
Molecular Weight	164.2011
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of PHENYLBUTYRIC ACID

Structure Search

SMILES

OC(=O)CCCC1=CC=CC=C1

InChI

InChIKey=OBKXEAXTFZPCHS-UHFFFAOYSA-N

InChI=1S/C10H12O2/c11-10(12)8-4-7-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2,(H,11,12)

HIDE SMILES / InChI

Molecular Formula	C10H12O2
Molecular Weight	164.2011
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:37:56 UTC 2023` Edited by `admin` on `Fri Dec 15 16:37:56 UTC 2023`
Record UNII	7WY7YBI87E
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

PHENYLBUTYRIC ACID

Systematic Name

English

.GAMMA.-PHENYLBUTYRIC ACID

Systematic Name

English

4-PHENYLBUTANOIC ACID

Systematic Name

English

PHENYLBUTYRATE

Systematic Name

English

4-PHENYLBUTYRIC ACID

Systematic Name

English

NSC-295

Code

English

Classification Tree Code System Code

FDA ORPHAN DRUG

126199

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

NDF-RT

N0000175806

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

NDF-RT

N0000175807

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

NCI_THESAURUS

C1946

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

Code System Code Type Description

EPA CompTox

DTXSID2037631

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

PRIMARY

IUPHAR

8480

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

PRIMARY

DRUG BANK

DB06819

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

PRIMARY

RXCUI

81647

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

ALTERNATIVE

SMS_ID

100000153321

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

PRIMARY

NCI_THESAURUS

C63699

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

PRIMARY

DRUG CENTRAL

24

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

PRIMARY

MESH

C075773

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

PRIMARY

NSC

295

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

PRIMARY

DAILYMED

7WY7YBI87E

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

PRIMARY

CHEBI

41500

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

PRIMARY

ECHA (EC/EINECS)

217-341-8

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

PRIMARY

RXCUI

1546447

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

PRIMARY

PUBCHEM

4775

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

PRIMARY

CAS

1821-12-1

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

PRIMARY

FDA UNII

7WY7YBI87E

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

PRIMARY

EVMPD

SUB127264

Created by admin on Fri Dec 15 16:37:56 UTC 2023 , Edited by admin on Fri Dec 15 16:37:56 UTC 2023

PRIMARY

Related Record Type Details


					NT6K61736T

SODIUM PHENYLBUTYRATE

SALT/SOLVATE -> PARENT

Amount:

Related Record Type Details


					5J9I335L8J

4-PHENYLBUTYRYLGLUTAMINE

METABOLITE -> PARENT

Interaction Type:

MAJOR

Qualification:

URINE

Amount:


					ER5I1W795A

PHENYLACETIC ACID

METABOLITE ACTIVE -> PRODRUG

Comments:

The active molecule that combines with glutamine (an amino acid with two nitrogen molecules) to form phenylacetylglutamine which is rapidly excreted by the kidneys and does not require metabolism via the urea cycle. Phenylbutyrate thus provides an “ammonia sink”, an alternative pathway for excretion of excess nitrogen and ammonia. The active metabolite phenylacetate is also effective therapeutically, but has a disagreeable odor and taste that affect compliance and acceptability.

Amount:


					ZH6F1VCV7B

GLYCEROL PHENYLBUTYRATE

PRODRUG -> METABOLITE ACTIVE

Amount:


					92358I79RG

PHENYLACETYLGLUTAMINE

METABOLITE -> PARENT

Comments:

EXCRETED IN URINE REMOVES AMMONIA FROM BODY

Qualification:

URINE

Amount:


					92358I79RG

PHENYLACETYLGLUTAMINE

METABOLITE -> PARENT

Comments:

Formed in the liver and excreted in the urine responsible for the reduction of ammonia in the blood.

Interaction Type:

MAJOR

Qualification:

URINE

Amount:

Related Record Type Details


					7WY7YBI87E

PHENYLBUTYRIC ACID

ACTIVE MOIETY

Amount: