CHEBI:1582 - 3-methoxytyramine

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ChEBI Name 3-methoxytyramine
ChEBI ID CHEBI:1582
Definition A monomethoxybenzene that is dopamine in which the hydroxy group at position 3 is replaced by a methoxy group. It is a metabolite of the neurotransmitter dopamine and considered a potential biomarker of pheochromocytomas and paragangliomas.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C9H13NO2
Net Charge 0
Average Mass 167.205
Monoisotopic Mass 167.09463
InChI InChI=1S/C9H13NO2/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,11H,4-5,10H2,1H3
InChIKey DIVQKHQLANKJQO-UHFFFAOYSA-N
SMILES C1(=CC(=CC=C1O)CCN)OC
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:txid9606) Found in blood (UBERON:0000178). See: Geigy Scientific Tables, 8th Rev edition, pp. 165-177. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.
Homo sapiens (NCBI:txid9606) Found in urine (BTO:0001419). See: PubMed
Homo sapiens (NCBI:txid9606) Found in cerebrospinal fluid (UBERON:0001359). See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): human blood serum metabolite
Any metabolite (endogenous or exogenous) found in human blood serum samples.
human urinary metabolite
Any metabolite (endogenous or exogenous) found in human urine samples.
Application(s): biomarker
A substance used as an indicator of a biological state.
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ChEBI Ontology
Outgoing 3-methoxytyramine (CHEBI:1582) has functional parent dopamine (CHEBI:18243)
3-methoxytyramine (CHEBI:1582) has role biomarker (CHEBI:59163)
3-methoxytyramine (CHEBI:1582) has role human blood serum metabolite (CHEBI:85234)
3-methoxytyramine (CHEBI:1582) has role human urinary metabolite (CHEBI:84087)
3-methoxytyramine (CHEBI:1582) is a monomethoxybenzene (CHEBI:25235)
3-methoxytyramine (CHEBI:1582) is a phenols (CHEBI:33853)
3-methoxytyramine (CHEBI:1582) is a phenylethylamine (CHEBI:50048)
3-methoxytyramine (CHEBI:1582) is a primary amino compound (CHEBI:50994)
3-methoxytyramine (CHEBI:1582) is conjugate base of 3-methoxytyraminium (CHEBI:192089)
Incoming 3-methoxytyramine sulfate (CHEBI:133708) has functional parent 3-methoxytyramine (CHEBI:1582)
3-methoxytyraminium (CHEBI:192089) is conjugate acid of 3-methoxytyramine (CHEBI:1582)
IUPAC Name
4-(2-aminoethyl)-2-methoxyphenol
Synonyms Sources
2-(4-hydroxy-3-methoxyphenyl)ethylamine ChEBI
2-methoxy-4-(2-aminoethyl)phenol ChEBI
3-methoxy-4-hydroxyphenethylamine ChEBI
3-methoxy-p-tyramine ChEBI
3-methoxydopamine ChEBI
3-MT ChEBI
3-O-methyldopamine HMDB
3MT ChEBI
4-(2-amino-ethyl)-2-methoxy-phenol ChemIDplus
4-(2-aminoethyl)-2-methoxy-phenol ChEBI
4-(2-azanylethyl)-2-methoxy-phenol ChEBI
4-hydroxy-3-methoxy-2-phenethylamine ChEBI
4-hydroxy-3-methoxy-β-phenethylamine ChEBI
4-hydroxy-3-methoxyphenethylamine ChEBI
4-hydroxy-3-methoxyphenylethylamine ChEBI
5-(2-aminoethyl)guaiacol HMDB
β-(4-hydroxy-3-methoxyphenyl)ethylamine ChEBI
homovanillinamine ChEBI
homovanillylamine ChEBI
Manual Xrefs Databases
1606 ChemSpider
3-Methoxytyramine Wikipedia
C00042132 KNApSAcK
C05587 KEGG COMPOUND
FDB021876 FooDB
HMDB0000022 HMDB
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Registry Numbers Types Sources
554-52-9 CAS Registry Number ChemIDplus
554-52-9 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
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Last Modified
24 May 2022