Structure Database (LMSD)

Common Name
Loureirin B
Systematic Name
Synonyms
LM ID
LMPK12120604
Formula
Exact Mass
Calculate m/z
316.131075
Status
Curated

Classification

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

METABOLOMICS ID
PubChem CID
Cayman ID

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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