LOGANIC ACID CAS 22255-40-9
Introduction：Basic information about LOGANIC ACID CAS 22255-40-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
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;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Iridoids |
| Mol File: | 22255-40-9.mol |
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 |
| Major Application | metabolomics vitamins, nutraceuticals, and natural products |
| InChIKey | JNNGEAWILNVFFD-CDJYTOATSA-N |
| SMILES | C[C@H]1[C@@H](O)C[C@H]2[C@@H]1[C@@H](OC=C2C(O)=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O |
| LogP | -2.411 (est) |
Safety Information
| WGK Germany | 3 |
| Storage Class | 11 - Combustible Solids |
| 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. |
| Chemical Properties | Off-white crystalline powder, soluble in methanol, derived from Gentiana macrophylla. |
| 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 |
| References | [1] CARMINE J. COSCIA Luigi B Rocco Guarnaccia. Monoterpene biosynthesis. I. Occurrence and mevalonoid origin of gentiopicroside and loganic acid in Swertia caroliniensis[J]. Biochemistry Biochemistry, 1969, 8 12: 5036-5043. DOI: 10.1021/bi00840a054 [2] HYO-WEON SUH . A bitter herbal medicine Gentiana scabra root extract stimulates glucagon-like peptide-1 secretion and regulates blood glucose in db/db mouse[J]. Journal of ethnopharmacology, 2015, 172: Pages 219-226. DOI: 10.1016/j.jep.2015.06.042 [3] EUNKUK PARK. Antiadipogenic Effects of Loganic Acid in 3T3-L1 Preadipocytes and Ovariectomized Mice.[J]. Molecules, 2018, 23 7. DOI: 10.3390/molecules23071663 [4] TOMASZ SOZA?SKI . Iridoid–loganic acid versus anthocyanins from the Cornus mas fruits (cornelian cherry): Common and different effects on diet-induced atherosclerosis, PPARs expression and inflammation[J]. Atherosclerosis, 2016, 254: Pages 151-160. DOI: 10.1016/j.atherosclerosis.2016.10.001 |
LOGANIC ACID Preparation Products And Raw materials
