Ketcher 09172009402D 1   1.00000     0.00000     0

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M  END
> <ID>
CHEBI:156511

> <NAME>
poacic acid

> <DEFINITION>
A hydroxycinnamic acid that is (2E)-3-phenylprop-2-enoic acid in which the hydrogens at positions 3, 4 and 5 are replaced by 2-(4-hydroxy-3-methoxyphenyl)ethenyl, hydroxy and methoxy groups, respectively. It is a natural product found in maize bran which exhibits antifungal activities against several fungal and oomycete pathogens including Sclerotinia sclerotiorum, Alternaria solani, and Phytophthora sojae. It inhibits β-1,3-glucan synthesis in cells walls resulting in rapid cell lysis.

> <STAR>
3

> <SYNONYM>
decarboxylated 8,5'-diferulic acid; 8,5'-diferulic acid (decarboxylated form); 3-(3-methoxy-4-hydroxystyryl)-4-hydroxy-5-methoxycinnamic acid

> <IUPAC_NAME>
(2E)-3-{4-hydroxy-3-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-5-methoxyphenyl}prop-2-enoic acid

> <FORMULA>
C19H18O6

> <MASS>
342.347

> <MONOISOTOPIC_MASS>
342.11034

> <CHARGE>
0

> <SMILES>
COC1=C(O)C=CC(\C=C\C2=CC(\C=C\C(O)=O)=CC(OC)=C2O)=C1

> <INCHI>
InChI=1S/C19H18O6/c1-24-16-10-12(4-7-15(16)20)3-6-14-9-13(5-8-18(21)22)11-17(25-2)19(14)23/h3-11,20,23H,1-2H3,(H,21,22)/b6-3+,8-5+

> <INCHIKEY>
SLIMCXCSQXYCGL-JENUQAQBSA-N

> <WIKIPEDIA_ACCESSION>
Decarboxylated_8,5'-diferulic_acid

> <AGRICOLA_CITATION>
IND605665043; IND606777426

> <PUBMED_CITATION>
15495409; 25775513; 28787158; 30370375

$$$$