DOPA, D-

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C9H11NO4
Molecular Weight	197.1879
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

N[C@H](CC1=CC(O)=C(O)C=C1)C(O)=O

InChI

InChIKey=WTDRDQBEARUVNC-ZCFIWIBFSA-N

InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C9H11NO4
Molecular Weight	197.1879
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17042912

The D-form of dihydroxyphenylalanine (D-dopa) is a less physiologic activity than the L-form. D-dopa can be converted to the active L form during unidirectional chiral inversion, at first, oxidatively deaminated by D-amino acid oxidase to its alpha-keto acid and then transaminated by dopa transaminase to L-dopa. D-dopa is commonly used experimentally to determine whether the pharmacological effects of levodopa are stereospecific.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
D-dopa is unidirectionally converted to L-dopa by D-amino acid oxidase, followed by dopa transaminase.	2006 Nov	17042912

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:07:40 UTC 2023` Edited by `admin` on `Fri Dec 15 15:07:40 UTC 2023`
Record UNII	8T862R29FY
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DOPA, D-

Systematic Name

English

NSC-118368

Code

English

DOPA D-FORM [MI]

Common Name

English

LEVODOPA IMPURITY D [EP IMPURITY]

Common Name

English

(2R)-2-AMINO-3-(3,4-DIHYDROXYPHENYL)PROPANOIC ACID

Systematic Name

English

Code System Code Type Description

CHEBI

49169