Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C10H13NO4.H2O |
Molecular Weight | 229.2298 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O.COC1=CC(C[C@H](N)C(O)=O)=CC=C1O
InChI
InChIKey=IDRRCKUGGXLORG-FJXQXJEOSA-N
InChI=1S/C10H13NO4.H2O/c1-15-9-5-6(2-3-8(9)12)4-7(11)10(13)14;/h2-3,5,7,12H,4,11H2,1H3,(H,13,14);1H2/t7-;/m0./s1
Originator
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6029941
Curator's Comment: 3-O-methyl-DOPA was described as a major metabolite of L-DOPA in man. reference retrieved from www.drugfuture.com/chemdata/3-O-Methyldopa.html
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: WP408 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17713853/ |
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Target ID: GO:0070997 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27456338 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Diagnostic | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Metabolic fate of l-[14C] DOPA in cerebrospinal fluid and blood plasma of humans. | 1967 Feb |
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3-O-methyldopa, a new precursor of dopamine. | 1971 Apr 23 |
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Aromatic L-amino acid decarboxylase deficiency: clinical features, diagnosis, and treatment of a new inborn error of neurotransmitter amine synthesis. | 1992 Oct |
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Aromatic l-aminoacid decarboxylase deficiency: unusual neonatal presentation and additional findings in organic acid analysis. | 2006 Jan |
Sample Use Guides
mice: 200 or 400 mg/kg (ip)
rats: 3, 10 or 30 mg/kg (ip)
rats: 1 uM (icv)
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27456338
The number of tyrosine hydroxylase-positive dopaminergic neurons was not affected by L-DOPA treatment in mesencephalic neurons alone. However, the increase in viability of dopaminergic neurons in the presence of astrocytes was further enhanced after methyl-L-DOPA treatment (25 µM) in mixed cultured mesencephalic neurons and striatal astrocytes. The neuroprotective effect of 25 µM L-DOPA was almost completely inhibited by simultaneous treatment with 3-O-methyl-DOPA (10 or 100 µM).
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DTXSID201036109
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3BBS8L56CX
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200630-46-2
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46782236
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PARENT (SALT/SOLVATE)
SUBSTANCE RECORD