CHEBI:17381 - porphobilinogen

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ChEBI Name porphobilinogen
ChEBI ID CHEBI:17381
Definition A dicarboxylic acid that is pyrole bearing aminomethyl, carboxymethyl and 2-carboxyethyl substituents at positions 2, 3 and 4 respectively.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44832, CHEBI:8335, CHEBI:14867, CHEBI:26212
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Formula C10H14N2O4
Net Charge 0
Average Mass 226.22924
Monoisotopic Mass 226.095
InChI InChI=1S/C10H14N2O4/c11-4-8-7(3-10(15)16)6(5-12-8)1-2-9(13)14/h5,12H,1-4,11H2,(H,13,14)(H,15,16)
InChIKey QSHWIQZFGQKFMA-UHFFFAOYSA-N
SMILES NCc1[nH]cc(CCC(O)=O)c1CC(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562) 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 )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing porphobilinogen (CHEBI:17381) has role Escherichia coli metabolite (CHEBI:76971)
porphobilinogen (CHEBI:17381) has role metabolite (CHEBI:25212)
porphobilinogen (CHEBI:17381) has role mouse metabolite (CHEBI:75771)
porphobilinogen (CHEBI:17381) is a aralkylamino compound (CHEBI:64365)
porphobilinogen (CHEBI:17381) is a dicarboxylic acid (CHEBI:35692)
porphobilinogen (CHEBI:17381) is a pyrroles (CHEBI:26455)
porphobilinogen (CHEBI:17381) is conjugate acid of porphobilinogen(1−) (CHEBI:58126)
Incoming porphobilinogen(1−) (CHEBI:58126) is conjugate base of porphobilinogen (CHEBI:17381)
IUPAC Name
3-[5-(aminomethyl)-4-(carboxymethyl)-1H-pyrrol-3-yl]propanoic acid
Synonym Source
Porphobilinogen KEGG COMPOUND
Manual Xrefs Databases
C00007339 KNApSAcK
C00931 KEGG COMPOUND
DB02272 DrugBank
HMDB0000245 HMDB
PBG PDBeChem
Porphobilinogen Wikipedia
PORPHOBILINOGEN MetaCyc
View more database links
Registry Numbers Types Sources
220051 Reaxys Registry Number Reaxys
220051 Beilstein Registry Number Beilstein
487-90-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
21383008 PubMed citation Europe PMC
21627493 PubMed citation Europe PMC
22279024 PubMed citation Europe PMC
22740490 PubMed citation Europe PMC
22770225 PubMed citation Europe PMC
22974111 PubMed citation Europe PMC
Last Modified
27 January 2016