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CHEBI:125666 - N‐β‐alanyldopamine

Default Structure
ChEBI IDCHEBI:125666
ChEBI NameN‐β‐alanyldopamine
Stars
ASCII NameN‐beta‐alanyldopamine
DefinitionA catecholamine resulting from the formal condensation of the carboxy group of β-alanine with the amino group of dopamine. It is used by insects as a sclerotizing precursor to harden their cuticle.
Last Modified12 May 2026
DownloadsMolfile
FormulaC11H16N2O3
Net Charge0
Average Mass224.260
Monoisotopic Mass224.11609
SMILESNCCC(=O)NCCc1ccc(O)c(O)c1
InChIInChI=1S/C11H16N2O3/c12-5-3-11(16)13-6-4-8-1-2-9(14)10(15)7-8/h1-2,7,14-15H,3-6,12H2,(H,13,16)
InChIKeyKGZWXTYWZFMLSQ-UHFFFAOYSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
ChEBI Ontology
Outgoing Relation(s)
N‐β‐alanyldopamine (CHEBI:125666) has functional parent dopamine (CHEBI:18243)
N‐β‐alanyldopamine (CHEBI:125666) has functional parent β-alanine (CHEBI:16958)
N‐β‐alanyldopamine (CHEBI:125666) is a catecholamine (CHEBI:33567)
N‐β‐alanyldopamine (CHEBI:125666) is a primary amino compound (CHEBI:50994)
N‐β‐alanyldopamine (CHEBI:125666) is a secondary carboxamide (CHEBI:140325)
N‐β‐alanyldopamine (CHEBI:125666) is conjugate base of N‐β‐alanyldopamine(1+) (CHEBI:192799)
Incoming Relation(s)
N‐β‐alanyldopamine(1+) (CHEBI:192799) is conjugate acid of N‐β‐alanyldopamine (CHEBI:125666)
IUPAC Name 
N-[2-(3,4-dihydroxyphenyl)ethyl]-β-alaninamide
Synonyms  Source
3-amino-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamideIUPAC
N(β)-alanyldopaminePubChem Compound
N-β-alanyl dopamineChEBI
NBADChEBI
N-β-alanyl-dopamineChEBI
β-alanyl-dopaminePubChem Compound
Manual XrefsDatabases
HJ1PDBeChem
LSM-37233LINCS
Registry NumbersSources
CAS:54653-62-2ChEBI
Citations