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

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ChEBI Name	4-(sulfooxy)-cinnamic acid

ChEBI ID	CHEBI:144380

Definition	An 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Kristian Axelsen

Supplier Information

Download	Molfile XML SDF

Formula

C9H8O6S

Net Charge

Average Mass

244.220

Monoisotopic Mass

244.00416

InChI

InChI=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+

InChIKey

OYDCCWNLILCHDJ-ZZXKWVIFSA-N

SMILES

C=1C(=CC=C(C1)/C=C/C(O)=O)OS(O)(=O)=O

Metabolite of Species	Details
Zostera marina (NCBI:txid29655)	Found in shoots. See: DOI

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):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

Application(s):	antifouling biocide A compound that inhibits the growth of marine organisms.

ChEBI Ontology
Outgoing	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	Sources
4-(sulfooxy)benzeneacrylic acid	ChEBI
p-(sulfooxy)-cinnamic acid	SUBMITTER
p-(sulphooxy)-cinnamic acid	ChEBI
zosteric acid	ChEBI

Registry Number	Type	Source
151481-49-1	CAS Registry Number	ChEBI

Last Modified

07 November 2019