porphobilinogen (CHEBI:17381)

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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

Supplier Information	eMolecules:537269, ZINC000004543724

Download	Molfile XML SDF

Wikipedia	License
Docosatetraenoic acid designates any straight chain 22:4 fatty acid. (See Essential fatty acid for nomenclature.) One isomer is of particular interest: all-cis-7,10,13,16-docosatetraenoic acid is an ω-6 fatty acid with the common name adrenic acid (AdA). This is a naturally occurring polyunsaturated fatty acid formed through a 2-carbon chain elongation of arachidonic acid. It is one of the most abundant fatty acids in the early human brain. This unsaturated fatty acid is also metabolized by cells to biologically active products viz., dihomoprostaglandins, and epoxydocosatrienoic acids (EDTs, also known as dihomo-EETs). In addition to being endothelium-derived hyperpolarizing factors, EDTs have demonstrated anti-endoplasmic reticulum stress and anti-nociceptive activities. They are hydrolyzed by the soluble epoxide hydrolase (sEH) to dihydroxydocosatrienoic acids (DHDTs) and hence might play a role in the efficacy of sEH inhibitors.
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Formula

C10H14N2O4

Net Charge

Average Mass

226.22924

Monoisotopic Mass

226.09536

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.

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

Last Modified

27 January 2016