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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H30O14
Molecular Weight 578.5187
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LESPEDIN

SMILES

C[C@@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)=C(OC3=C2)C5=CC=C(O)C=C5)[C@H](O)[C@H](O)[C@H]1O

InChI

InChIKey=PUPKKEQDLNREIM-QNSQPKOQSA-N
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

HIDE SMILES / InChI

Molecular Formula C27H30O14
Molecular Weight 578.5187
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Lespedin (Kaempferitrin) is extracted in significantly high quantities from the leaves of Cinnamomum osmophloeum (C.O) and Bauhinia forficata, and are used as an antidiabetic herbal remedy in China and Brazil. Commercial product using dry Cinnamomum osmophloeum leaves has been sold locally in Taiwan. Oral administration of kaempferitrin reduced blood sugar in diabetic rats. Lespedin possessed significant antiosteoporotic activity. Combined with its limited estrogen-like side effect, Lespedin can be regarded as an idealistic antiosteoporotic candidate for human osteoporosis diseases. Kaempferitrin was found to have an acute lowering effect on blood glucose in diabetic rats and to stimulate the glucose uptake percentile, as efficiently as insulin in muscle from normal rats.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Preventing
Unknown
Primary
Unknown
Primary
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Lespedin (Kaempferitrin) and ETX were administered via intracerebroventricular (i.c.v, 4th ventricle, 1ug/μL) and tested in the presence of PTZ in rats.
Route of Administration: Other
In Vitro Use Guide
Lespedin (Kaempferitrin) at 25uM, the highest concentration tested, increased the proliferation of murine macrophages (23%) and splenocytes (17%), and human PBMC (24%) in the absence of lipopolysaccharides (LPS), compared to untreated cells.
Substance Class Chemical
Record UNII
VPV01U3R59
Record Status Validated (UNII)
Record Version