Structure Database (LMSD)
Common Name
Loganin
Systematic Name
Synonyms
3D model of Loganin
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Level 4 Class
Biological Context
Loganin is an iridoid glycoside that has been found in C. fructus and has diverse biological activities.1,2,3,4 It reduces hydrogen peroxide-induced apoptosis in SH-SY5Y cells when used at concentrations ranging from 0.25 to 12.5 µM.1 Loganin inhibits COX-1 activity (IC50 = 3.55 µM), as well as LPS-induced TNF-α formation (IC50 = 154.6 µM) in RAW 264.7 cells.2 In vivo, loganin (20 and 100 mg/kg) reduces food intake, blood glucose levels, and serum triglyceride levels, as well as increases serum HDL levels in db/db diabetic mice.3 It attenuates scopolamine-induced memory deficits in the Morris water maze and passive avoidance test in mice.4 Loganin (20 and 1,000 mg/kg) reduces serum and kidney advanced glycation end-product (AGE) and malondialdehyde (MDA) levels and improves renal function in a mouse model of diabetic nephropathy.5
This information has been provided by Cayman Chemical
References
String Representations
InChiKey (Click to copy)
AMBQHHVBBHTQBF-UOUCRYGSSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
[C@@]12([H])[C@@H](C)[C@H](C[C@]1([H])C(C(=O)OC)=CO[C@H]2O[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
27
Rings
3
Aromatic Rings
0
Rotatable Bonds
5
Van der Waals Molecular Volume
348.20
Topological Polar Surface Area
159.28
Hydrogen Bond Donors
5
Hydrogen Bond Acceptors
10
logP
0.14
Molar Refractivity
90.67
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Created at
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Updated at
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