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SML1853

Sigma-Aldrich

Kaempferitrin

≥97% (NMR)

Synonym(s):

3,7-Bis((6-deoxy-α-L-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, Kaempferol 3,7-dirhamnoside, Lespedin, Lespenefril, Lespenephryl

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About This Item

Empirical Formula (Hill Notation):
C27H30O14
CAS Number:
482-38-2
Molecular Weight:
578.52
MDL number:
MFCD21333499
UNSPSC Code:
12352200
NACRES:
NA.77

biological source

(Cinnamomum sp.)

Quality Level

100

Assay

≥97% (NMR)

form

powder

storage condition

desiccated
protect from light

color

white to beige

storage temp.

−20°C

SMILES string

OC(C=C1)=CC=C1C2=C(O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)C(C4=C(O)C=C(O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)C=C4O2)=O

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

InChI key

PUPKKEQDLNREIM-QNSQPKOQSA-N

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Biochem/physiol Actions

Kaempferitrin (Lespenefril) is a naturally-occurring kaempferol glycoside with antimicrobial, antioxidant, and anti-inflammatory activities.
Kaempferitrin is a flavonol glycoside, present in several plants, predominant in Bauhinia. It is known to stimulate insulin signaling pathway and induces glucose uptake, by mediating GLUT4 (glucose transporter 4) translocation to adipocyte membrane.. Kaempferitrin aids in lowering blood glucose level and therefore helps to improve the glycemic condition in diabetic animals.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Kaempferitrin activates the insulin signaling pathway and stimulates secretion of adiponectin in 3T3-L1 adipocytes
Tzeng YM, et al.
European Journal of Pharmacology, 607(1-3), 27-34 (2009)
Medicinal and Aromatic Plants of South America: Brazil, 142-142 (2018)
Xue-Qin Ma et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 22(13), 1159-1162 (2015-11-26)
Podocarpium podocarpum (DC.), an edible and medicinal plant popularly used for the treatment of bruises and fracture in Chinese folk medicine, has been proved to possess significant antiosteoporotic effect in our latest research. Our study aimed to investigate the in
Discovery and Development of Antidiabetic Agents from Natural Products, 118-118 (2016)
Julia Cassani et al.
Molecules (Basel, Switzerland), 19(12), 21442-21461 (2014-12-24)
We evaluated the antidepressant-like effect of kaempferitrin (Km) isolated from the plant Justicia spicigera (Asteraceae), which is used in traditional medicine for relieving emotional disorders, such as "la tristeza" (sadness or dysthymia) and "el humor" (mood changes). The actions of
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