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CHEBI:176782 - isodomoic acid A

ChEBI IDCHEBI:176782
ChEBI Nameisodomoic acid A
Stars
DefinitionAn 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.
Last Modified9 July 2021
SubmitterAdnan
DownloadsMolfile
FormulaC15H21NO6
Net Charge0
Average Mass311.334
Monoisotopic Mass311.13689
SMILESC/C(=C/C/C=C(\C)C(=O)O)[C@H]1CN[C@H](C(=O)O)[C@H]1CC(=O)O
InChIInChI=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
InChIKeyDDAJBUQQWFXHDM-UUYKTWPLSA-N
Species of MetaboliteComponentSourceComments
Chondria armata (ncbitaxon:860625) - PubMed (29321590)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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 acidIUPAC
Manual XrefsDatabases
C00050911KNApSAcK
C20027KEGG COMPOUND
4946671ChemSpider
Registry NumbersSources
CAS:101899-44-9ChemIDplus
Citations