Structure Database (LMSD)

Common Name
Morusin
Systematic Name
Synonyms
  • Mulberrochromene
LM ID
LMPK12110912
Formula
Exact Mass
Calculate m/z
420.15729
Status
Curated

Classification

Biological Context

Morusin is a prenylated flavonoid that has been found in M. alba and has diverse biological activities, including enzyme inhibitory, anti-inflammatory, and antiproliferative properties.1,2,3,4 It inhibits the UDP-glucuronosyltransferase (UGT) isoforms UGT1A6, UGT1A7, and UGT1A8 (IC50s = 4.23, 0.98, and 3 μM, respectively) and the cytochrome P450 (CYP) isoforms CYP3A4, CYP1A2, CYP2C9, and CYP2E1 (IC50s = 2.13, 1.27, 3.18, and 9.28 μM, respectively).1 Morusin (4 μM) inhibits histamine and leukotriene C4 (LTC4) production induced by A23187 and phorbol 12-myristate 13-acetate (PMA) in mouse MC/9 mast cells.2 It also inhibits the growth of MCF-7, MDA‑MB‑231, and MDA‑MB‑453 breast cancer cells (IC50s = 13.53, 10.84, and 11.99 μM, respectively).3 Morusin (12.5 mg/kg per day) decreases colonic tissue damage, TGF-β1 levels, and matrix metalloproteinase-2 (MMP-2) and MMP-9 activity in a rat model of TNBS-induced ulcerative colitis.4

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)
XFFOMNJIDRDDLQ-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C25H24O6/c1-13(2)5-7-17-22(29)21-19(28)12-20-16(9-10-25(3,4)31-20)24(21)30-23(17)15-8-6-14(26)11-18(15)27/h5-6,8-12,26-28H,7H2,1-4H3
SMILES (Click to copy)
C12OC(C)(C)C=CC=1C1OC(C3C=CC(O)=CC=3O)=C(C/C=C(\C)/C)C(=O)C=1C(O)=C2

Other Databases

KEGG ID
HMDB ID
CHEBI ID
METABOLOMICS ID
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 3
Rotatable Bonds 3
Van der Waals Molecular Volume 385.26
Topological Polar Surface Area 102.20
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 6.46
Molar Refractivity 120.41

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Updated at
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