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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
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

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.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Determination of active components in Cynanchum chinense R. Br. by capillary electrophoresis.
2006 May
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Lespedin (Kaempferitrin) at 5, 10, and 20 mg/kg orally induced an antidepressant-like effect in two behavior models in mice https://www.ncbi.nlm.nih.gov/pubmed/25532842
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
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
Created
by admin
on Sat Dec 16 04:16:12 UTC 2023
Edited
by admin
on Sat Dec 16 04:16:12 UTC 2023
Record UNII
VPV01U3R59
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LESPEDIN
WHO-DD  
Common Name English
KAEMPFEROL 3,7-DIRHAMNOSIDE [MI]
Common Name English
LESPENEPHRYL
Common Name English
Lespedin [WHO-DD]
Common Name English
KAEMPFEROL 3,7-DIRHAMNOSIDE
MI  
Common Name English
4H-1-BENZOPYRAN-4-ONE, 3,7-BIS((6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)OXY)-5-HYDROXY-2-(4-HYDROXYPHENYL)-
Common Name English
KAEMFERITRIN
Common Name English
Code System Code Type Description
SMS_ID
100000077108
Created by admin on Sat Dec 16 04:16:12 UTC 2023 , Edited by admin on Sat Dec 16 04:16:12 UTC 2023
PRIMARY
CHEBI
68883
Created by admin on Sat Dec 16 04:16:12 UTC 2023 , Edited by admin on Sat Dec 16 04:16:12 UTC 2023
PRIMARY
MERCK INDEX
m6592
Created by admin on Sat Dec 16 04:16:12 UTC 2023 , Edited by admin on Sat Dec 16 04:16:12 UTC 2023
PRIMARY Merck Index
EPA CompTox
DTXSID90197458
Created by admin on Sat Dec 16 04:16:12 UTC 2023 , Edited by admin on Sat Dec 16 04:16:12 UTC 2023
PRIMARY
CAS
482-38-2
Created by admin on Sat Dec 16 04:16:12 UTC 2023 , Edited by admin on Sat Dec 16 04:16:12 UTC 2023
PRIMARY
PUBCHEM
5486199
Created by admin on Sat Dec 16 04:16:12 UTC 2023 , Edited by admin on Sat Dec 16 04:16:12 UTC 2023
PRIMARY
FDA UNII
VPV01U3R59
Created by admin on Sat Dec 16 04:16:12 UTC 2023 , Edited by admin on Sat Dec 16 04:16:12 UTC 2023
PRIMARY
WIKIPEDIA
Kaempferitrin
Created by admin on Sat Dec 16 04:16:12 UTC 2023 , Edited by admin on Sat Dec 16 04:16:12 UTC 2023
PRIMARY
EVMPD
SUB14349MIG
Created by admin on Sat Dec 16 04:16:12 UTC 2023 , Edited by admin on Sat Dec 16 04:16:12 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT