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Loganic acid

CAT: 0013-GTR19167812-01Size: 2 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19167812-01Size:2 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Loganic acid and geniposide are research compounds that modulate superoxide generation. They are used in vitro and in vivo to study oxidative stress mechanisms in fields such as inflammation, neurobiology, and metabolic disease research.
CAS Number
22255-40-9
Product Name Alternative
Scavenging, radical, Loganate, Loganic acid, inhibit, Inhibitor, atherosclerosis
Field of Research
Immunology & Inflammation, Metabolism Research, Signal Transduction
Purity
98.00% (May vary between batches)
Solubility
Ethanol:Soluble;10% DMSO+40% PEG300+5% Tween 80+45% Saline:2 mg/mL (5.31 mM) ; H2O:1 g/mL; Pyridine, Methanol, etc.:Soluble; DMSO:68 mg/mL (180.68 mM)
Smiles
[H][C@]12C[C@H] (O) [C@H] (C) [C@@]1 ([H]) [C@H] (O[C@]1 ([H]) O[C@H] (CO) [C@@H] (O) [C@H] (O) [C@H]1O) OC=C2C (O) =O
Molecular Formula
C16H24O10
Molecular Weight
376.36
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Loganic Acid

Loganic acid is 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. It has a role as a plant metabolite. It is a glucoside, a cyclopentapyran and an alpha,beta-unsaturated monocarboxylic acid. It is a conjugate acid of a loganate.

CAS Number22255-40-9
PubChem CID89640
IUPAC Name(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-carboxylic acid
Molecular FormulaC16H24O10
Molecular Weight376.36
XLogP-1.7
Topological Polar Surface Area166
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count10
Rotatable Bond Count4
Heavy Atom Count26
Formal Charge0
Complexity565
SMILES
C[C@H]1[C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
InChI
InChI=1S/C16H24O10/c1-5-8(18)2-6-7(14(22)23)4-24-15(10(5)6)26-16-13(21)12(20)11(19)9(3-17)25-16/h4-6,8-13,15-21H,2-3H2,1H3,(H,22,23)/t5-,6+,8-,9+,10+,11+,12-,13+,15-,16-/m0/s1
InChIKey
JNNGEAWILNVFFD-CDJYTOATSA-N
Chemical Structure
2D Structure
2D structure of Loganic Acid
CAS: 22255-40-9
CID: 89640
Formula: C16H24O10
MW: 376.36
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight376.36
XLogP3-1.7
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count10
Rotatable Bond Count4
Exact Mass376.13694696
Monoisotopic Mass376.13694696
Topological Polar Surface Area166 Ų
Heavy Atom Count26
Formal Charge0
Complexity565
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
CS-BS-00168Loganic acid
HY-N0513RLoganic acid (Standard)
371661Loganic acid discontinued

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