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1 References  














5-Hydroxyferulic acid






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From Wikipedia, the free encyclopedia
 


5-Hydroxyferulic acid
Chemical structure of 5-hydroxyferulic acid.
Names
Preferred IUPAC name

(2E)-3-(3,4-Dihydroxy-5-methoxyphenyl)prop-2-enoic acid

Identifiers

CAS Number

  • cis&trans: 1782-55-4
  • 3D model (JSmol)

  • cis&trans: Interactive image
  • cis: Interactive image
  • ChEBI
    ChemSpider
    ECHA InfoCard 100.230.072 Edit this at Wikidata
    EC Number
    • cis&trans: 803-254-8

    PubChem CID

    UNII

    CompTox Dashboard (EPA)

    • InChI=1S/C10H10O5/c1-15-8-5-6(2-3-9(12)13)4-7(11)10(8)14/h2-5,11,14H,1H3,(H,12,13)/b3-2+

      Key: YFXWTVLDSKSYLW-NSCUHMNNSA-N

    • trans (2E): InChI=1/C10H10O5/c1-15-8-5-6(2-3-9(12)13)4-7(11)10(8)14/h2-5,11,14H,1H3,(H,12,13)/b3-2+

      Key: YFXWTVLDSKSYLW-NSCUHMNNBP

    • trans (2E): O=C(O)\C=C\c1cc(O)c(O)c(OC)c1

    • cis&trans: O=C(O)C=Cc1cc(O)c(O)c(OC)c1

    • cis: O=C(O)\C=C/c1cc(O)c(O)c(OC)c1

    Properties

    Chemical formula

    C10H10O5
    Molar mass 210.18 g/mol

    Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

    Infobox references

    5-Hydroxyferulic acid is a hydroxycinnamic acid.

    It is a precursor in the biosynthesis of sinapic acid. Phenylalanine is first converted to cinnamic acid by the action of the enzyme phenylalanine ammonia-lyase (PAL). A series of enzymatic hydroxylations and methylations leads to coumaric acid, caffeic acid, ferulic acid, 5-hydroxyferulic acid and sinapic acid.

    Thus 5-hydroxyferulic acid is formed from ferulic acid by the action of the specific enzyme ferulate 5-hydroxylase (F5H).

    References

    [edit]
  • t
  • e

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=5-Hydroxyferulic_acid&oldid=1107776342"

    Categories: 
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    This page was last edited on 31 August 2022, at 20:51 (UTC).

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