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Details

Stereochemistry ACHIRAL
Molecular Formula C14H12O3
Molecular Weight 228.2433
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of XANTHYLETIN

SMILES

CC1(C)OC2=CC3=C(C=CC(=O)O3)C=C2C=C1

InChI

InChIKey=QOTBQNVNUBKJMS-UHFFFAOYSA-N
InChI=1S/C14H12O3/c1-14(2)6-5-10-7-9-3-4-13(15)16-11(9)8-12(10)17-14/h3-8H,1-2H3

HIDE SMILES / InChI

Molecular Formula C14H12O3
Molecular Weight 228.2433
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Xanthyletin is one of the major components of guava leaf extract (GBF), which has traditionally been used for the treatment of diarrhea and diabetes in East Asia and other countries. Recent studies have shown that GBF could reduce the metastasis of lung cancer cells and was suggested that it could be used to control the metastatic process. Xanthyletin is also an inhibitor of symbiotic fungus (Leucoagaricus gongylophorus) of leaf-cutting ant (Atta sexdens rubropilosa) and has anti-inflammatory activity; it displayed potent nitric oxide (NO)-reducing activity in microglial cells.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
[On the coumarins of roots of Ruta graveolens. Xanthyletin and (-)-byak-angelicin].
1969 May
Isolation of xanthyletin, an inhibitor of ants' symbiotic fungus, by high-speed counter-current chromatography.
2009 May 8
Anti-human immunodeficiency virus-1 constituents of the bark of Poncirus trifoliata.
2010 Jul
The butanol fraction of guava (Psidium cattleianum Sabine) leaf extract suppresses MMP-2 and MMP-9 expression and activity through the suppression of the ERK1/2 MAPK signaling pathway.
2012

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Xanthyletin (11) exhibited potent inhibition (IC50 values ≤ 4.79 µg/mL) of superoxide anion generation by human nutrophils in response to N-formyl-L-methionyl-L-leucyl-L-phenylalanine/cytochalasin B (fMLP/CB). Compound 11 also inhibited fMLP/CB-induced elastase release with IC50 values ≤ 5.48 µg/mL..
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:50:26 GMT 2023
Edited
by admin
on Fri Dec 15 19:50:26 GMT 2023
Record UNII
3N789LD38N
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
XANTHYLETIN
MI  
Common Name English
7-HYDROXY-2,2-DIMETHYL-2H-1-BENZOPYRAN-6-ACRYLIC ACID .DELTA.-LACTONE
Common Name English
2,2-DIMETHYLCHROMENOCOUMARIN
Common Name English
XANTHYLETIN [MI]
Common Name English
Code System Code Type Description
CAS
553-19-5
Created by admin on Fri Dec 15 19:50:26 GMT 2023 , Edited by admin on Fri Dec 15 19:50:26 GMT 2023
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FDA UNII
3N789LD38N
Created by admin on Fri Dec 15 19:50:26 GMT 2023 , Edited by admin on Fri Dec 15 19:50:26 GMT 2023
PRIMARY
MERCK INDEX
m11537
Created by admin on Fri Dec 15 19:50:26 GMT 2023 , Edited by admin on Fri Dec 15 19:50:26 GMT 2023
PRIMARY Merck Index
MESH
C020814
Created by admin on Fri Dec 15 19:50:26 GMT 2023 , Edited by admin on Fri Dec 15 19:50:26 GMT 2023
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PUBCHEM
65188
Created by admin on Fri Dec 15 19:50:26 GMT 2023 , Edited by admin on Fri Dec 15 19:50:26 GMT 2023
PRIMARY
EPA CompTox
DTXSID60203818
Created by admin on Fri Dec 15 19:50:26 GMT 2023 , Edited by admin on Fri Dec 15 19:50:26 GMT 2023
PRIMARY