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LOGANIC ACID

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LOGANIC ACID Basic information

Product Name:
LOGANIC ACID
Synonyms:
  • LOGANIC ACID
  • [1S-(1alpha,4aalpha,6alpha,7alpha,7aalpha)]-1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid
  • (1S-(1alpha,4aalpha,6alpha,7alpha,7aalpha))-1-(beta-D-Glucopyranosylox y)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methylcyclopenta(c)pyran-4-carb oxylic acid
  • LOGANIC ACID hplc
  • LOGANIC ACID WITH HPLC
  • (1S)-1α-(β-D-Glucopyranosyloxy)-6α-hydroxy-7α-methyl-1,4aα,5,6,7,7aα-hexahydrocyclopenta[c]pyran-4-carboxylic acid
  • [1S-(1a,4aa,6a,7a,7aa)]-1-(beta-D-Glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid
  • [1S-(1α,4aα,6α,7α,7aα)]-1-(β-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-6-hydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid
CAS:
22255-40-9
MF:
C16H24O10
MW:
376.36
EINECS:
244-875-9
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • Iridoids
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
22255-40-9.mol
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LOGANIC ACID Chemical Properties

Boiling point:
646.3±55.0 °C(Predicted)
Density 
1.60±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
Soluble in methan
form 
powder
pka
4.55±0.70(Predicted)
color 
White-beige
LogP
-2.411 (est)
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Safety Information

WGK Germany 
3
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LOGANIC ACID Usage And Synthesis

Description

Loganic acid is an iridoid glycoside that has been found in C. mas and has diverse biological activities, including antidiabetic, antiadipogenic, anti-atherosclerotic, and anti-inflammatory properties. Loganic acid (1 μM) stimulates glucagon-like peptide-1 (GLP-1) secretion by NCI H716 human enteroendocrine colorectal cancer cells. It inhibits dexamethasone-, 3-isobutyl-1-methylxanthine-, and insulin-induced differentiation of mouse 3T3-L1 fibroblasts into adipocytes when used at a concentration of 10 μg/ml. Loganic acid (20 mg/kg per day) decreases the plasma atherogenic index, a ratio of triglyceride to HDL cholesterol, and the cardiac risk ratio, a ratio of total cholesterol to HDL cholesterol, in a rabbit model of atherosclerosis induced by a cholesterol-rich diet. It also decreases IL-6, TNF-α, and oxidized LDL (oxLDL) plasma levels in the same model.

Uses

Loganic Acid is found to be present in both the fermented fruits and brines. Exhibits antioxidant activity.

Definition

ChEBI: A cyclopentapyran that is 1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid substituted at positions 1, 6 and 7 by beta-D-glucosyloxy, hydroxy and methyl groups respectively

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