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Naringenin chalcone

PubChem CID: 5280960

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Compound Synonyms naringenin chalcone, Chalconaringenin, 73692-50-9, Isosalipurpol, 2',4,4',6'-Tetrahydroxychalcone, 25515-46-2, Chalcononaringenin, trans-2',4,4',6'-Tetrahydroxychalcone, 2',4',6',4-tetrahydroxychalcone, tetrahydroxychalcone, (E)-3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one, YCF6Z24AS2, (2E)-3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one, 2,4,4,6-tetrahydroxychalcone, 4,2,4,6-Tetrahydroxychalcone, CHEBI:15413, Chalcone, 2,4,4,6-tetrahydroxy-, CHEMBL338066, 2'4'6'4-Tetrahydroxychalcone, 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-2-propen-1-one, 4,2',4',6'-TETRAHYDROXYCHALCONE, (2E)-3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-2-propen-1-one, 2-Propen-1-one, 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-, (2E)-, 3-(4-hydroxyphemyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one, (2E)- 3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-2-Propen-1-one, DTXSID201025574, Naringenin chalcon, MFCD00016762, UNII-YCF6Z24AS2, MLS000863595, MEGxp0_001759, ACon1_001222, DTXCID701526072, DTXSID101043553, HMS2269F17, HY-N3007, BDBM50042993, LMPK12120264, AKOS037515150, CCG-267176, FN76317, 2'',4,4'',6''-tetrahydroxychalcone, NCGC00142554-01, NCGC00142554-02, AC-34933, MS-23851, SMR000440735, CS-0022919, S9440, C06561, Q25098661, (2E)a3a(4aHydroxyphenyl)a1a(2,4,6atrihydroxyphenyl)propa2aena1aone, 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-2-propen-1-one, 9CI, 5071-40-9, 860-137-4, trans-2',4,4',6'-Tetrahydroxychalcone, (2E)-3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-2-propen-1-one, Isosalipurpol
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 98.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC(CCC1CCCCC1)C1CCCCC1
Np Classifier Class Chalcones
Deep Smiles Occcccc6))/C=C/C=O)ccO)cccc6O)))O
Heavy Atom Count 20.0
Classyfire Class Linear 1,3-diarylpropanoids
Description Isolated from tomato fruit cuticles. Chalconaringenin is found in many foods, some of which are cherry tomato, lettuce, greenthread tea, and lemon.
Scaffold Graph Node Level OC(CCC1CCCCC1)C1CCCCC1
Classyfire Subclass Chalcones and dihydrochalcones
Isotope Atom Count 0.0
Molecular Complexity 347.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P22309, P0DMM9, n.a., P12527, P23219, P10636, P02791, Q03164, P08684, P04062, O15296, Q9UNA4, P08659, O94925, P63092, Q63921, P27695, P36544
Iupac Name (E)-3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)prop-2-en-1-one
Prediction Hob 1.0
Class Linear 1,3-diarylpropanoids
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Target Id NPT51, NPT109, NPT410
Xlogp 2.8
Superclass Phenylpropanoids and polyketides
Subclass Chalcones and dihydrochalcones
Gsk 4 400 Rule True
Molecular Formula C15H12O5
Scaffold Graph Node Bond Level O=C(C=Cc1ccccc1)c1ccccc1
Prediction Swissadme 0.0
Inchi Key YQHMWTPYORBCMF-ZZXKWVIFSA-N
Silicos It Class Soluble
Fcsp3 0.0
Logs -3.048
Rotatable Bond Count 3.0
State Solid
Logd 2.811
Synonyms 2',4,4',6'-Tetrahydroxychalcone, 2',4',6',4-Tetrahydroxychalcone, 2'4'6'4-Tetrahydroxychalcone, 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-2-propen-1-one, 9CI, Chalconaringenin, Isosalipurpol, Naringenin chalcone, Naringenin chalcone, (e)-isomer, 3-(4-Hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)-2-propen-1-one, 9ci, naringenin chalcone
Substituent Name Chalcone or dihydrochalcone, Cinnamylphenol, 2'-hydroxychalcone, Hydroxycinnamic acid or derivatives, Cinnamic acid or derivatives, Acylphloroglucinol derivative, Phloroglucinol derivative, Benzenetriol, Acetophenone, Aryl ketone, Styrene, Benzoyl, Phenol, Benzenoid, Monocyclic benzene moiety, Vinylogous acid, Alpha,beta-unsaturated ketone, Enone, Acryloyl-group, Polyol, Ketone, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Aromatic homomonocyclic compound
Esol Class Soluble
Functional Groups c/C=C/C(c)=O, cO
Compound Name Naringenin chalcone
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 272.068
Formal Charge 0.0
Monoisotopic Mass 272.068
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 272.25
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aromatic homomonocyclic compounds
Lipinski Rule Of 5 True
Esol -3.5505872
Inchi InChI=1S/C15H12O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-8,16-17,19-20H/b6-3+
Smiles C1=CC(=CC=C1/C=C/C(=O)C2=C(C=C(C=C2O)O)O)O
Nring 2.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Taxonomy Direct Parent 2'-Hydroxychalcones
Np Classifier Superclass Flavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Cassia Absus (Plant) Rel Props:Source_db:npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Chamaecrista Absus (Plant) Rel Props:Source_db:npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Elaeocarpus Ganitrus (Plant) Rel Props:Source_db:npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Humulus Lupulus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Hypericum Patulum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Libanotis Condensata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Lobelia Cardinalis (Plant) Rel Props:Source_db:npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Lycopersicon Esculentum (Plant) Rel Props:Reference:ISBN:9780896038776
  • 9. Outgoing r'ship FOUND_IN to/from Oxalis Repens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Polianthes Tuberosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Rheum Palmatum (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/12620343
  • 12. Outgoing r'ship FOUND_IN to/from Spatholobus Suberectus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all