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8-epideoxyloganic acid

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8-epideoxyloganic acid Basic information

Product Name:
8-epideoxyloganic acid
Synonyms:
  • 8-epideoxyloganic acid
  • 7-Deoxy-8-epi-loganic acid
  • (1S,4aS,7R,7aR)-7-methyl-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1H,4aH,5H,7H,7aH-cyclopenta[c]pyran-4-carboxylic acid
  • 8-Epideoxyloganic Aci
  • 8-epi-7-Deoxyloganic acid
  • Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-7-methyl-, (1S,4aS,7R,7aR)-
  • (1S,4aS,7R,7aR)-7-methyl-1-(((3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
  • (1S,4aS,7R,7aR)-7-Methyl-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
CAS:
88668-99-9
MF:
C16H24O9
MW:
360.36
Mol File:
88668-99-9.mol
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8-epideoxyloganic acid Chemical Properties

Boiling point:
597.2±50.0 °C(Predicted)
Density 
1.52±0.1 g/cm3(Predicted)
pka
4.65±0.60(Predicted)
form 
Solid
color 
White to off-white
InChIKey
DSXFHNSGLYXPNG-YPXIHJIJNA-N
SMILES
O([C@@]1([H])[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1OC=C(C(=O)O)[C@@]2([H])CC[C@@H](C)[C@@]12[H] |&1:1,3,4,6,8,13,20,24,26,r|
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8-epideoxyloganic acid Usage And Synthesis

Uses

8-Epideoxyloganic acid (7-Deoxy-8-epiloganic acid), an iridoid glucoside, can be found in Incarvillea delavayi. 8-Epideoxyloganic acid exhibits weak antinociceptive activity[1].

Definition

ChEBI: 8-Epideoxyloganic acid is a terpene glycoside.

References

[1] Nakamura M, et, al. Antinociceptive substances from Incarvillea delavayi. Phytochemistry. 2000 Jan;53(2):253-6. DOI:10.1016/s0031-9422(99)00536-1

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