Morusin
Basic information
- CAS
62596-29-6- Standard SMILES
CC(C)=CCc1c(-c2ccc(O)cc2O)oc2c3c(cc(O)c2c1=O)OC(C)(C)C=C3- InChIKey
XFFOMNJIDRDDLQ-UHFFFAOYSA-N- Molecular formula
- C25H24O6
- Average molar mass
- 420.5 g/mol
- Monoisotopic mass
- 420.15728848
Overview
Morusin is an extended flavonoid that is flavone substituted by hydroxy groups at positions 5, 2' and 4', a prenyl group at position 3 and a 2,2-dimethyl pyran group across positions 7 and 8. It has a role as an antineoplastic agent and a plant metabolite. It is a trihydroxyflavone and an extended flavonoid.
Names & identifiers
- Preferred name
- Morusin
- IUPAC
- 2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-3-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-4-one
- English name
- morusin
- Molecular formula
- C25H24O6
- Molecular weight
- 420.45
Names & synonyms
Morusin62596-29-6MulberrochromeneT4VGD5NP9B2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-3-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-4-oneNSC-649220DTXSID70211641CHEBI:70054H,8H-Benzo(1,2-b:3,4-b')dipyran-4-one, 2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-3-(3-methyl-2-butenyl)-2-(2,4-DIHYDROXYPHENYL)-5-HYDROXY-8,8-DIMETHYL-3-(3-METHYLBUT-2-ENYL)PYRANO(2,3-H)CHROMEN-4-ONERefChem:159811DTXCID00134132
Show more names
MoracinMorusin?, >99%morusin 62596-29-6Morusin, 10 mM in DMSOMorusin(Mulberrochromene)inhibit,Inhibitor,Morusin,Nuclear factor-kappaB,STAT,Nuclear factor-κB,NF-κB,Bacterial
2-(2,4-Dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-3-(3-methylbut-2-en-1-yl)pyrano[2,3-f]chromen-4(8H)-oneMFCD09953814NSC649220Morusin, 3TCMDC-124149MORUSIN [WHO-DD]NSC 649220CHEMBL464006
Properties
Computed structural properties
- XLogP
- 5.5
- Topological polar surface area
- 96.2 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 3
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 805
Experimental & physicochemical properties
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]
Melting Point214 - 216 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 232 · 232-235℃
- Boiling point
- 656.7 · 656.7±55.0 °C(Predicted)
- Density
- 1.303 · 1.303
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- 20 mg/mL; · DMF: 20mg/mL; DMF:PBS (pH 7.2) (1:3): 0.25mg/mL; DMSO: 10mg/mL; Ethanol: 15mg/mL
- form
- powder
- pka
- 6.55 · 6.55±0.60(Predicted)
- color
- Beige-orange
- Stability
- Light Sensitive
- Major Application
- food and beverages
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Applications
UsesMorusin is an inhibitor of human cervical cancer stem cell growth, attenuating NF-kB activity, and initiating apoptosis.
Additional notes
DefinitionChEBI: An extended flavonoid that is flavone substituted by hydroxy groups at positions 5, 2' and 4', a prenyl group at position 3 and a 2,2-dimethyl pyran group across positions 7 and 8.
Related reactions
0 records
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Compound notes
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