Structure Database (LMSD)
Common Name
Loureirin B
Systematic Name
Synonyms
3D model of Loureirin B
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
Loureirin B is a flavonoid originally isolated from D. cochinchinensis, a major component of the traditional herbal medicine dragon's blood, and has diverse biological activities.1,2,3 It inhibits Kv1.3-mediated currents, induces membrane depolarization, and reduces calcium influx in Jurkat T cells.1 It also inhibits phytohemagglutinin-induced IL-2 release from these cells. Loureirin B (25 μg/ml) reduces type I collagen and fibronectin protein levels in TGF-β1-stimulated fibroblasts as well as contraction of TGF-β1-stimulated fibroblasts in a gel contraction assay.2 It reduces type I collagen and fibronectin protein levels and inhibits phosphorylation of ERK and JNK in isolated human hypertrophic scar tissue. Loureirin B increases glucose absorption and intracellular ATP levels in Ins-1 cells via inhibition of the KATP current and intracellular influx of calcium.3
This information has been provided by Cayman Chemical
References
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Viridiplantae
(#33090)
Flavonoid imported from http://metabolomics.jp/
String Representations
InChiKey (Click to copy)
ZPFRAPVRYLGYEC-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C18H20O5/c1-21-14-10-17(22-2)15(18(11-14)23-3)8-9-16(20)12-4-6-13(19)7-5-12/h4-7,10-11,19H,8-9H2,1-3H3
SMILES (Click to copy)
C1(O)C=CC(C(=O)CCC2C(OC)=CC(OC)=CC=2OC)=CC=1
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
23
Rings
2
Aromatic Rings
2
Rotatable Bonds
7
Van der Waals Molecular Volume
298.91
Topological Polar Surface Area
64.99
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
5
logP
3.23
Molar Refractivity
86.86
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Updated at
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