CHEBI:176782 - isodomoic acid A

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ChEBI Name isodomoic acid A
ChEBI ID CHEBI:176782
Definition An L-proline derivative that is L-proline substituted by a carboxymethyl group at position 3 and a 6-carboxyhepta-2,5-dien-2-yl group at position 4. It is isolated from the red alga, Chondria armata.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C15H21NO6
Net Charge 0
Average Mass 311.334
Monoisotopic Mass 311.13689
InChI InChI=1S/C15H21NO6/c1-8(4-3-5-9(2)14(19)20)11-7-16-13(15(21)22)10(11)6-12(17)18/h4-5,10-11,13,16H,3,6-7H2,1-2H3,(H,17,18)(H,19,20)(H,21,22)/b8-4-,9-5+/t10-,11+,13-/m0/s1
InChIKey DDAJBUQQWFXHDM-UUYKTWPLSA-N
SMILES C\C(=C\C\C=C(/C)C(O)=O)[C@H]1CN[C@@H]([C@H]1CC(O)=O)C(O)=O
Metabolite of Species Details
Chondria armata (NCBI:txid860625) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing isodomoic acid A (CHEBI:176782) has role algal metabolite (CHEBI:84735)
isodomoic acid A (CHEBI:176782) has role marine metabolite (CHEBI:76507)
isodomoic acid A (CHEBI:176782) is a L-proline derivative (CHEBI:84186)
isodomoic acid A (CHEBI:176782) is a olefinic compound (CHEBI:78840)
isodomoic acid A (CHEBI:176782) is a pyrrolidinecarboxylic acid (CHEBI:46767)
isodomoic acid A (CHEBI:176782) is a tricarboxylic acid (CHEBI:27093)
isodomoic acid A (CHEBI:176782) is conjugate acid of isodomoate A(2−) (CHEBI:172367)
Incoming isodomoate A(2−) (CHEBI:172367) is conjugate base of isodomoic acid A (CHEBI:176782)
IUPAC Name
(3S,4S)-4-[(2Z,5E)-6-carboxyhepta-2,5-dien-2-yl]-3-(carboxymethyl)-L-proline
Synonym Source
(2S,3S,4S)-4-[(2Z,5E)-6-carboxyhepta-2,5-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid IUPAC
Manual Xrefs Databases
4946671 ChemSpider
C00050911 KNApSAcK
C20027 KEGG COMPOUND
View more database links
Registry Number Type Source
101899-44-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10482392 PubMed citation Europe PMC
1520316 PubMed citation Europe PMC
17640694 PubMed citation Europe PMC
29321590 PubMed citation Europe PMC
Last Modified
09 July 2021