Norartocarpetin
Basic information
- CAS
520-30-9- Standard SMILES
O=c1cc(-c2ccc(O)cc2O)oc2cc(O)cc(O)c12- InChIKey
ZSYPIPFQOQGYHH-UHFFFAOYSA-N- Molecular formula
- C15H10O6
- Average molar mass
- 286.24 g/mol
- Monoisotopic mass
- 286.04773803
Overview
Norartocarpetin is a member of flavones.
Names & identifiers
- Preferred name
- Norartocarpetin
- IUPAC
- 2-(2,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
- English name
- NORARTOCARPETIN
- Molecular formula
- C15H10O6
- Molecular weight
- 286.24
Names & synonyms
Norartocarpetin520-30-92-(2,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-oneL2Y5RSY4BM4H-1-Benzopyran-4-one, 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-DTXSID00199963RefChem:1092571DTXCID601224542-(2,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one2-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-oneCHEMBL4631452-(2,4-Dihydroxy-phenyl)-5,7-dihydroxy-1-benzopyran-4-one
Show more names
Norartocarpetin, 5UNII-L2Y5RSY4BMorb1744655SCHEMBL1546435SCHEMBL294358515,7,2',4'-tetrahydroxyflavone2',4',5,7-TetrahydroxyflavoneCHEBI:174716
Database identifiers
- CAS
520-30-9- PubChem CID
- 5481970
- DTXSID
DTXSID00199963- ChEMBL
CHEMBL463145- ChEBI
CHEBI:174716- UNII
- L2Y5RSY4BM
- Nikkaji
- J11.597E
Properties
Computed structural properties
- XLogP
- 1.4
- Topological polar surface area
- 107 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 1
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 447
Experimental & physicochemical properties
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]
Melting Point332 - 335 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 330 °C · 330 °C
- Boiling point
- 619.1 · 619.1±55.0 °C(Predicted)
- Density
- 1.654 · 1.654±0.06 g/cm3(Predicted)
- pka
- 6.48 · 6.48±0.40(Predicted)
- form
- Solid
- color
- White to light yellow
- FDA UNII
- 2 Y5RSY4BM · L2Y5RSY4BM
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
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
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Applications
UsesNorartocarpetin is a tyrosinase inhibitor. Norartocarpetin has strong tyrosinase inhibitory activity with an IC50 value of 0.47 μM. Norartocarpetin as an antibrowning agent can be used for the research of food systems. Norartocarpetin also has a significant anticancer activity in lung carcinoma cells (NCI-H460) with an IC50 value of 22 μM. Norartocarpetin has antiproliferative effects are mediated via targeting Ras/Raf/MAPK signalling pathway, mitochondrial mediated apoptosis, S-phase cell cycle arrest and suppression of cell migration and invasion in human lung carcinoma cells[1][2].
Additional notes
DefinitionChEBI: Norartocarpetin is a member of flavones.
Related reactions
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Compound notes
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