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Loganic acid

CAT: 0013-GTR19159861-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19159861-01Size:100 mg
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Description
Loganic acid is a naturally occurring iridoid monoterpeneglusoside. It is a key constituent of Swertia caroliniensis.
CAS Number
22255-40-9
Product Name Alternative
Loganic acid
Purity
>98% (HPLC)
Solubility
In Vitro: DMSO : 50 mg/mL (132.85 mM)
Smiles
CC1C (CC2C1C (OC=C2C (=O) O) OC3C (C (C (C (O3) CO) O) O) O) O
Molecular Formula
C16H24O10
Molecular Weight
376.35
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
(1R,4aR,6R,7S,7aR) -6-hydroxy-7-methyl-1- (((2S,3R,4S,5S,6R) -3,4,5-trihydroxy-6- (hydroxymethyl) tetrahydro-2H-pyran-2-yl) oxy) -1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid

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

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

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