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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 of DOPA, D-

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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
8T862R29FY
Record Status Validated (UNII)
Record Version