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Glycosmisic acid

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Glycosmisic acid Basic information

Product Name:
Glycosmisic acid
Synonyms:
  • 2-(3-methoxy-4-hydroxyphenyl)-3-hydroxymethyl-5-trans-carboxymethylene-7-methoxy-2,3-dihydro-benzofuran
  • Citrate acid
  • Glycosmisic acid(Spicatolignan B)
  • Glycosmisic acid
  • (2E)-3-[(2R,3S)-2,3-Dihydro-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-5-benzofuranyl]-2-propenoic acid
  • Spicatolignan B
  • Glycosmisic acid USP/EP/BP
  • 2-Propenoic acid, 3-[(2R,3S)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-5-benzofuranyl]-, (2E)-
CAS:
443908-19-8
MF:
C20H20O7
MW:
372.37
Mol File:
443908-19-8.mol
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Glycosmisic acid Chemical Properties

Boiling point:
576.4±50.0 °C(Predicted)
Density 
1.357±0.06 g/cm3(Predicted)
pka
4.38±0.10(Predicted)
form 
Solid
color 
White to off-white
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Glycosmisic acid Usage And Synthesis

Uses

Glycosmisic acid, a natural compound, possesses anti-HBV activity[1].

Definition

ChEBI: (2R,3S)-glycosmisic acid is a member of the class of 1-benzofurans that is a lignan obtained by cyclodimerisation of ferulic acid. It is isolated from several plants including spearmint. It has a role as a plant metabolite and a bacterial xenobiotic metabolite. It is functionally related to a ferulic acid. It is a conjugate acid of a glycosmisate. It is an enantiomer of a (2S,3R)-glycosmisic acid.

References

[1] Hong Chen, et al. Anti-HBV activities of Streblus asper and constituents of its roots. Fitoterapia. 2012 Jun;83(4):643-9. DOI:10.1007/s12291-018-0781-7

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