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Loganin

CAT: 0013-GTR19163410-01Size: 200 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19163410-01Size:200 mg
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Description
Loganin, an iridoid glucosides, has been reported to be an inhibitor of Cox-1 and also noted to suppress TNF-α formation. This compound also has displayed potent free-radical-scavenging activity and inhibitory effects on melanogenesis.
CAS Number
18524-94-2
Product Name Alternative
NSC 606403 | 7-hydroxy-6-desoxy Verbenalin
Purity
>98% (HPLC)
Solubility
DMSO: 10 mM
Smiles
O=C (C1=CO[C@@H] (O[C@H]2[C@@H] ([C@H] ([C@@H] ([C@@H] (CO) O2) O) O) O) [C@]3 ([H]) [C@@]1 ([H]) C[C@@H] (O) [C@H]3C) OC
Molecular Formula
C17H26O10
Molecular Weight
390.38
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
Methyl (1S,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-carboxylate

Chemical Information

(-)-Loganin

Loganin is an iridoid monoterpenoid with formula C17H26O10 that is isolated from several plant species and exhibits neuroprotective and anti-inflammatory properties. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, a neuroprotective agent, an anti-inflammatory agent, an EC 3.2.1.20 (alpha-glucosidase) inhibitor, an EC 3.4.23.46 (memapsin 2) inhibitor and a plant metabolite. It is a beta-D-glucoside, a methyl ester, a secondary alcohol, a cyclopentapyran, an iridoid monoterpenoid, an enoate ester and a monosaccharide derivative. It is functionally related to a loganetin.

CAS Number18524-94-2
PubChem CID87691
IUPAC Namemethyl (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
Molecular FormulaC17H26O10
Molecular Weight390.4
XLogP-1.4
Topological Polar Surface Area155
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count5
Heavy Atom Count27
Formal Charge0
Complexity580
SMILES
C[C@H]1[C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](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
InChIKey
AMBQHHVBBHTQBF-UOUCRYGSSA-N
Chemical Structure
2D Structure
2D structure of (-)-Loganin
CAS: 18524-94-2
CID: 87691
Formula: C17H26O10
MW: 390.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight390.4
XLogP3-1.4
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count5
Exact Mass390.15259702
Monoisotopic Mass390.15259702
Topological Polar Surface Area155 Ų
Heavy Atom Count27
Formal Charge0
Complexity580
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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