Loganin
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| Category | Others |
| Catalog number | BBF-01825 |
| CAS | 18524-94-2 |
| Molecular Weight | 390.39 |
| Molecular Formula | C17H26O10 |
| Purity | 0.98 |
Ordering Information
| Catalog Number | Size | Price | Stock | Quantity |
|---|---|---|---|---|
| BBF-01825 | 100 mg | $299 | In stock |
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Loganin is isolated from the fruits of Cornus officinalis Sieb. et Zucc. It reduced malondialdehyde and increased superoxide dismutase in serum and kidney. And it has great promise for the treatment of diabetic complications.
Specification
| Synonyms | 7-Hydroxy-6-desoxyverbenalin; Loganoside |
| Shelf Life | 2 years |
| Storage | Store in a cool and dry place and at 0 - 4℃ for short term (days to weeks) or -68℃ for long term (months to years). |
| IUPAC Name | methyl (1S,4aS,6S,7R,7aS)-6-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate |
| Canonical SMILES | CC1C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O |
| InChI | InChI=1S/C17H26O10/c1-6-9(19)3-7-8(15(23)24-2)5-25-16(11(6)7)27-17-14(22)13(21)12(20)10(4-18)26-17/h5-7,9-14,16-22H,3-4H2,1-2H3/t6-,7+,9-,10+,11+,12+,13-,14+,16-,17-/m0/s1 |
| InChI Key | AMBQHHVBBHTQBF-UOUCRYGSSA-N |
Properties
| Appearance | Crystalline |
| Application | Anti-inflammatory and anti-oxidant |
| Boiling Point | 608.8±55.0 °C | Condition: Press: 760 Torr |
| Melting Point | 223°C |
| Density | 1.5 g/cm3 |
| Solubility | Soluble in DMSO |
Reference Reading
1.Determination of metabolic rate-limitations by precursor feeding in Catharanthus roseus hairy root cultures.
Morgan JA;Shanks JV J Biotechnol. 2000 Apr 28;79(2):137-45.
Precursors from the terpenoid and tryptophan branches were fed to Catharanthus roseus to determine which of the two branches limits metabolic flux to indole alkaloids. The feeding of tryptophan at 17 days of the culture cycle produced auxin-like effects. Addition of low levels of auxin or tryptophan resulted in significant increases in flux to the indole alkaloids. Conversely, feeding higher levels of auxin or tryptophan resulted in increased branching and thickening of the hairy root cultures. A dramatic reduction in flux to the alkaloids was also observed. However, feeding tryptamine or terpenoid precursors had no effect. Therefore, neither pathway tested revealed to be rate-limiting during the late growth phase. Feeding of either geraniol, 10-hydroxygeraniol, or loganin at 21 days each resulted in significant increases in the accumulation of tabersonine. The addition of tryptophan or tryptamine had no effect during the stationary phase of the growth cycle. Thus, during the early stationary phase of growth the terpenoid pathway appears to be rate-limiting. Combined elicitation with jasmonic acid and feeding either loganin or tryptamine did not further enhance the accumulation of indole alkaloids.
2.[Chemical constituents from flower of Lonicera fragrantissima].
Liu HQ;Wang TL Zhong Yao Cai. 2014 Aug;37(8):1383-5.
OBJECTIVE: ;To study the chemical constituents from the flower of Lonicera fragrantissima.;METHODS: ;The chemical constituents were isolated and purified by means of several chromatographic techniques, and their structures were elucidated by spectroscopic methods.;RESULTS: ;Nine compounds were isolated and identified as chlorogenic acid (1), caffeic acid (2), secologanoside (3), secoxyloganin(4), loganin (5), sucrose (6), myo-inositol (7), rutin (8), and chrysoeriol-7-O-β-D-glucoside (9).;CONCLUSION: ;Compounds 2-9 are obtained from this plant for the first time.
3.Effect of loganin on experimental diabetic nephropathy.
Jiang WL;Zhang SP;Hou J;Zhu HB Phytomedicine. 2012 Feb 15;19(3-4):217-22. doi: 10.1016/j.phymed.2011.08.064. Epub 2011 Oct 5.
Connective tissue growth factor (CTGF) plays a pathogenic role in diabetic nephropathy (DN). Loganin, an iridoid glucoside compound was isolated from Cornus officinalis Sieb. et Zucc. This study was conducted to investigate the efficacy of loganin on DN and to elucidate the potential mechanism. High glucose (HG) stimulated cultured human renal proximal tubular epithelial cells (HK-2) analyzed CTGF expression by Western blotting and investigated whether extracellular signal-regulated kinase (ERK) signaling pathway was involved. Streptozotocin (STZ)-induced experimental DN, randomized to receive intragastric (i.g.) of loganin. Renal tissue, blood and urine samples were collected to determine and analyze. In vitro study, loganin reduced CTGF excretion in HG-induced HK-2 cells through the ERK signaling pathway. In vivo study, I.g. of loganin 5 mg/kg or 10 mg/kg significantly ameliorated renal function and increased body weight. Meanwhile, loganin reduced renal CTGF expression by immunohistochemical staining, reduced serum levels of CTGF. Besides, there were no significant differences in blood sugar levels between the loganin groups compared to the STZ-treated group. Furthermore, loganin ameliorated renal pathology.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
