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Kaempferitrin

CAT: 0931-T3386-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0931-T3386-01Size:1 mg
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CAS Number
482-38-2
Target
Cell Cycle Arrest, Glucokinase, IGF-1R
Related Pathways
Tyrosine Kinase/Adaptors, Cell Cycle/Checkpoint, Metabolism
Purity
0.9959
Bioactivity
Kaempferitrin (Lespenephryl) has antidepressant-like effect related to the serotonergic system, principally 5-HT1A. Kaempferitrin exerts cytotoxic and antitumor effects against HeLa cells. Kaempferitrin stimulates glucose-metabolizing enzymes, promotes glucose homeostasis. Kaempferitrin exerts immunostimulatory effects on immune responses mediated by splenocytes, macrophages, PBMC and NK cells. Kaempferitrin induces cytotoxic effects to include: cell cycle arrest in G1 phase and apoptosis via the intrinsic pathway in a caspase-dependent pathway.
Smiles
C[C@@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(-c2ccc(O)cc2)c(O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)c3=O)[C@H](O)[C@H](O)[C@H]1O
Molecular Formula
C27H30O14
Molecular Weight
578.52
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Kaempferitrin

Kaempferol 3,7-di-O-alpha-L-rhamnoside is a glycosyloxyflavone that is kaempferol attached to alpha-L-rhamnopyranosyl residues at positions 3 and 7 respectively via glycosidic linkages. It has been isolated from the aerial parts of Vicia faba and Lotus edulis. It has a role as an antidepressant, a hypoglycemic agent, an antineoplastic agent, a bone density conservation agent, an immunomodulator, an anti-inflammatory agent, an apoptosis inducer and a plant metabolite. It is a polyphenol, an alpha-L-rhamnoside, a dihydroxyflavone, a glycosyloxyflavone and a monosaccharide derivative. It is functionally related to a kaempferol.

CAS Number482-38-2
PubChem CID5486199
IUPAC Name5-hydroxy-2-(4-hydroxyphenyl)-3,7-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]chromen-4-one
Molecular FormulaC27H30O14
Molecular Weight578.5
XLogP-0.1
Topological Polar Surface Area225
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count14
Rotatable Bond Count5
Heavy Atom Count41
Formal Charge0
Complexity968
SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@H]4[C@@H]([C@@H]([C@H]([C@@H](O4)C)O)O)O)C5=CC=C(C=C5)O)O)O)O)O
InChI
InChI=1S/C27H30O14/c1-9-17(30)20(33)22(35)26(37-9)39-13-7-14(29)16-15(8-13)40-24(11-3-5-12(28)6-4-11)25(19(16)32)41-27-23(36)21(34)18(31)10(2)38-27/h3-10,17-18,20-23,26-31,33-36H,1-2H3/t9-,10-,17-,18-,20+,21+,22+,23+,26-,27-/m0/s1
InChIKey
PUPKKEQDLNREIM-QNSQPKOQSA-N
Chemical Structure
2D Structure
2D structure of Kaempferitrin
CAS: 482-38-2
CID: 5486199
Formula: C27H30O14
MW: 578.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight578.5
XLogP3-0.1
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count14
Rotatable Bond Count5
Exact Mass578.16355563
Monoisotopic Mass578.16355563
Topological Polar Surface Area225 Ų
Heavy Atom Count41
Formal Charge0
Complexity968
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

Alternative Products

CatalogName
281126-01Kaempferitrin
HY-N0628RKaempferitrin (Standard)
A14592-100Kaempferitrin 100mg
A14592-10Kaempferitrin 10mg
A14592-500Kaempferitrin 500mg
A14592-50Kaempferitrin 50mg

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