2-Propen-1-one, 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-

HCID 155802CAS 73692-50-9

Basic information

Standard SMILES
O=C(C=Cc1ccc(O)cc1)c1c(O)cc(O)cc1O
InChIKey
YQHMWTPYORBCMF-UHFFFAOYSA-N
Molecular formula
C15H12O5
Average molar mass
272.25 g/mol
Monoisotopic mass
272.06847348

Names & identifiers

Preferred name
2-Propen-1-one, 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-
IUPAC
3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
English name
NARINGENIN CHALCONE
Molecular formula
C15H12O5
Molecular weight
272.25

Names & synonyms

2-Propen-1-one, 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-RefChem:1979352',4',6',4-tetrahydroxychalconeSCHEMBL132270orb1221832YQHMWTPYORBCMF-UHFFFAOYSA-NYCA69250AKOS028108638Naringenin chalcone (cis and trans mix)DB-083021NS00015837S9440
Show more names
C06561ISOSALIPURPOLNaringein chalconeNARINGENIN CHALCONE(E)-Naringenin chalcone4,2',4',6'-Tetrahydroxychalconetrans-2'4'6'4-tetrahydroxychalconeNaringenin Chalcone(cis and trans mix)NARINGENIN CHALCONE(cis and trans Mix)(RG)
Q27467486(E/Z)-Naringenin chalcone; Naringenin chalcone (cis and trans mixture); 2',4,4',6'-Tetrahydroxychalcone; Isosalipurpol2 inverted exclamation marka,4,4 inverted exclamation marka,6 inverted exclamation marka-Tetrahydroxychalcone

Database identifiers

CAS
73692-50-9
PubChem CID
155802
DTXSID
DTXSID201025574

Properties

Computed structural properties

XLogP
2.8
Topological polar surface area
98 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
5
Rotatable bonds
3
Heavy atoms
20

Physicochemical properties

Melting point
173 · 173-174℃
Boiling point
538.7 · 538.7±50.0 °C(Predicted)
Density
1.483 · 1.483±0.06 g/cm3(Predicted)
storage temp.
4 °C, · 4°C, protect from light
solubility
15 · DMF:15.0(Max Conc. mg/mL);55.0(Max Conc. mM)DMSO:10.0(Max Conc. mg/mL);36.0(Max Conc. mM)Ethanol:1.0(Max Conc. mg/mL);3.6(Max Conc. mM)
form
A solid

Safety & regulation

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302-H335-H319-H315
Precautionary statements
P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501

Chemistry & industry

Applications · 1 item

UsesNaringenin chalcone is an orally active intermediate in flavonol biosynthesis. Naringenin chalcone induces Apoptosis. Naringenin chalcone inhibits the production of MCP-1 and NO. Naringenin chalcone exhibits anticancer activity against glioblastoma. Naringenin chalcone has anti-inflammatory and anti-allergic properties[1][2][3][4][5][6].

Suppliers50 total

南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
苏州道澜生物医药科技有限公司15952404857 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]

Additional notes

DefinitionChEBI: A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 2' ,4, 4', and 6' respectively.

Related reactions

1 records

Linked notes

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