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CHEBI:144380 - 4-(sulfooxy)-cinnamic acid

ChEBI IDCHEBI:144380
ChEBI Name4-(sulfooxy)-cinnamic acid
Stars
DefinitionAn aryl sulfate that is (2E)-3-phenylprop-2-enoic acid which is substituted by a sulfooxy group at position 4. It is produced by the seagrass Zostera marina and has very promising antifouling potential against several micro- and macrofouling organisms.
Last Modified7 November 2019
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC9H8O6S
Net Charge0
Average Mass244.224
Monoisotopic Mass244.00416
SMILESO=C(O)/C=C/c1ccc(OS(=O)(=O)O)cc1
InChIInChI=1S/C9H8O6S/c10-9(11)6-3-7-1-4-8(5-2-7)15-16(12,13)14/h1-6H,(H,10,11)(H,12,13,14)/b6-3+
InChIKeyOYDCCWNLILCHDJ-ZZXKWVIFSA-N
Species of MetaboliteComponentSourceComments
Zostera marina (ncbitaxon:29655) - DOI (10.1016/0031-9422(93)80017-M) Found in shoots.
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
antifouling biocide  A compound that inhibits the growth of marine organisms.
ChEBI Ontology
Outgoing Relation(s)
4-(sulfooxy)-cinnamic acid (CHEBI:144380) has role antifouling biocide (CHEBI:51076)
4-(sulfooxy)-cinnamic acid (CHEBI:144380) has role plant metabolite (CHEBI:76924)
4-(sulfooxy)-cinnamic acid (CHEBI:144380) is a aryl sulfate (CHEBI:37919)
4-(sulfooxy)-cinnamic acid (CHEBI:144380) is a cinnamic acids (CHEBI:23252)
IUPAC Name 
(2E)-3-[4-(sulfooxy)phenyl]prop-2-enoic acid
Synonyms  Source
p-(sulfooxy)-cinnamic acidSUBMITTER
p-(sulphooxy)-cinnamic acidChEBI
zosteric acidChEBI
4-(sulfooxy)benzeneacrylic acidChEBI
Manual XrefsDatabases
HMDB0125166HMDB
Registry NumbersSources
CAS:151481-49-1ChEBI
Citations