Chalcone
PubChem CID: 637760
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| Compound Synonyms | Chalcone, trans-Chalcone, 614-47-1, (E)-Chalcone, 94-41-7, Benzalacetophenone, Benzylideneacetophenone, Chalkone, Phenyl styryl ketone, 2-Benzalacetophenone, Cinnamophenone, (2E)-1,3-diphenylprop-2-en-1-one, 1,3-DIPHENYL-2-PROPEN-1-ONE, (E)-1,3-diphenylprop-2-en-1-one, 2-Benzylideneacetophenone, 3-Phenylacrylophenone, 1,3-Diphenylpropenone, Styryl phenyl ketone, 2-Propen-1-one, 1,3-diphenyl-, 1-Benzoyl-2-phenylethene, beta-Benzoylstyrene, Benzylidene acetophenone, 1,3-Diphenyl-2-propenone, Benzylidenecetophenone, 1-Benzoyl-1-phenylethene, Phenyl trans-styryl ketone, 1-Phenyl-2-benzoylethylene, beta-Phenylacrylophenone, Phenyl 2-phenylvinyl ketone, trans-Benzalacetophenone, Acrylophenone, 3-phenyl-, 1,3-Diphenyl-1-propen-3-one, alpha-Benzylideneacetophenone, trans-Benzylideneacetophenone, 1,3-diphenylprop-2-en-1-one, (E)-Benzylideneacetophenone, 2-Propen-1-one, 1,3-diphenyl-, (2E)-, Phenyl (E)-2-phenylethenyl ketone, NSC 26612, (E)-1,3-Diphenyl-2-propen-1-one, CCRIS 2213, CCRIS 3778, Chalkon, 2-Propen-1-one, 1,3-diphenyl-, (E)-, EINECS 202-330-2, EINECS 210-383-8, UNII-5S5A2Q39HX, MFCD00003082, (2E)-1,3-Diphenyl-2-propen-1-one, 5S5A2Q39HX, .beta.-Benzoylstyrene, 1,3 Diphenyl 2 Propen 1 One, AI3-00946, NSC-4523, substituted chalcone, 5j, (E)-1,3-DIPHENYL-PROPENONE, NSC-26612, .beta.-Phenylacrylophenone, CHALCONE, (E)-, NSC-167107, 1-Benzoyl-2-phenylethylene, CHEMBL7976, .alpha.-Benzylideneacetophenone, MLS000069600, CHEBI:27618, CHEBI:48965, PHENYL (E)-STYRYL KETONE, phenyl (E)--2-phenylethenyl ketone, benzylidenacetophenone, NSC 167107, SMR000059029, WLN: RV1U1R, Cinnamoylbenzene, .omega.-Benzylideneacetophenone, Chalcone methoxyamine, TRANS-CHALCONE-D12, 98 ATOM % D, DTXSID8022531, b-Benzoylstyrene, Chalcone 1, phenylstyryl ketone, Chalcedony8108, Chalcone, 13, 3-phenyl-Acrylophenone, trans-Chalcone, 97%, a-Benzylideneacetophenone, CHALCONE [MI], Opera_ID_1389, bmse000704, CHALCONE (E)-FORM, SCHEMBL27580, chalcone (ACD/Name 4.0), BIDD:ER0232, cid_637760, BDBM29143, CHALCONE (E)-FORM [MI], DTXCID80809654, DTXSID20873536, NSC4523, 1, 3-Diphenyl-1-propen-3-one, HMS2235P17, ALBB-037311, BCP14123, NSC26612, STR06550, AC7897, BBL010497, NSC167107, s5845, STK257430, AKOS001041518, AKOS025310645, (E)-1,3-diphenyl-prop-2-en-1-one, 2-Propen-1-one,3-diphenyl-, (E)-, FC34413, FC70529, NCGC00018232-03, (E)-3-phenyl-1-phenylprop-2-en-1-one, AC-16892, DA-48743, DA-59804, HY-121054, CS-0079373, NS00015146, EN300-16057, 1,3-Diphenyl-2-propenone, >=98.0% (GC), C01484, D70211, AE-641/00372002, Q899416, SR-01000000156, SR-01000000156-2, Z46028346, 5173133B-0B1C-46FB-8DFF-976669EE9D5B, 202-330-2 |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 17.1 |
| Hydrogen Bond Donor Count | 0.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | CC(CCC1CCCCC1)C1CCCCC1 |
| Np Classifier Class | Chalcones |
| Deep Smiles | O=Ccccccc6))))))/C=C/cccccc6 |
| Heavy Atom Count | 16.0 |
| Classyfire Class | Linear 1,3-diarylpropanoids |
| Description | Chalcone is an aromatic ketone that forms the central core for a variety of important biological compounds, which are known collectively as chalcones. They show antibacterial, antifungal, antitumor and anti-inflammatory properties. They are also intermediates in the biosynthesis of flavonoids, which are substances widespread in plants and with an array of biological activities. Chalcones are also intermediates in the Auwers synthesis of flavones.Chalcones can be prepared by an aldol condensation between a benzaldehyde and an acetophenone in the presence of sodium hydroxide as a catalyst. This reaction has been found to work in without any solvent at all - a solid-state reaction.[2] The reaction between substituted benzaldehydes and acetophenones has been used to demonstrate green chemistry in undergraduate chemistry education.[3] In a study investigating green chemistry synthesis, chalcones were also synthesized from the same starting materials in high temperature water (200 to 350 degree centigrade).[4] [HMDB] |
| Scaffold Graph Node Level | OC(CCC1CCCCC1)C1CCCCC1 |
| Classyfire Subclass | Chalcones and dihydrochalcones |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 242.0 |
| Database Name | fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Uniprot Id | Q12791, P19438, P47199, n.a., P22437, Q05769, P48999, P15207, P27338, P02545, P46063, Q27686, P08659, P10636, Q962Y6, Q9F4F7, Q194T2, P52270, O75164, Q8WTS1, O60240, Q96QE3, Q16236, P11473, P83916, Q9UNA4, O89049, P49798, Q9Y253, P84022, P11021, Q8IUX4, P10275, O75496, Q9HC16, Q9NUW8, O75874, Q63921, P12527, P06276, P00690, P00374, Q9BUF5, Q8CM62, P00591 |
| Iupac Name | (E)-1,3-diphenylprop-2-en-1-one |
| Class | Linear 1,3-diarylpropanoids |
| Veber Rule | True |
| Classyfire Superclass | Phenylpropanoids and polyketides |
| Xlogp | 3.1 |
| Superclass | Phenylpropanoids and polyketides |
| Subclass | Chalcones and dihydrochalcones |
| Gsk 4 400 Rule | True |
| Molecular Formula | C15H12O |
| Scaffold Graph Node Bond Level | O=C(C=Cc1ccccc1)c1ccccc1 |
| Inchi Key | DQFBYFPFKXHELB-VAWYXSNFSA-N |
| Silicos It Class | Moderately soluble |
| Rotatable Bond Count | 3.0 |
| State | Solid |
| Synonyms | (2E)-1,3-Diphenyl-2-propen-1-one, (e)-1,3-Diphenyl-2-propen-1-one, (e)-Benzylideneacetophenone, (e)-Chalcone, 1-Benzoyl-1-phenylethene, 1-Benzoyl-2-phenylethene, 1-Benzoyl-2-phenylethylene, 1-Phenyl-2-benzoylethylene, 1, 3-Diphenyl-1-propen-3-one, 1,3-Diphenyl-2-propen-1-one, 1,3-Diphenyl-2-propenone, 1,3-Diphenylpropenone, 2-Benzalacetophenone, 2-Benzylideneacetophenone, 3-phenyl-Acrylophenone, 3-Phenylacrylophenone, a-Benzylideneacetophenone, alpha-Benzylideneacetophenone, b-Benzoylstyrene, b-Phenylacrylophenone, Benzalacetophenone, Benzylideneacetophenone, Benzylidenecetophenone, beta-Benzoylstyrene, beta-Phenylacrylophenone, chalcone (ACD/Name 4.0), Chalkone, Cinnamophenone, Phenyl (e)--2-phenylethenyl ketone, Phenyl 2-phenylvinyl ketone, Phenyl styryl ketone, Phenyl trans-styryl ketone, Styryl phenyl ketone, trans-Benzalacetophenone, trans-Benzylideneacetophenone, 3-Phenyl-acrylophenone, Chalcone (acd/name 4.0), 1,3 Diphenyl 2 propen 1 one, Chalcone, chalcone |
| Substituent Name | Retrochalcone, Cinnamic acid or derivatives, Acetophenone, Aryl ketone, Styrene, Benzoyl, Benzenoid, Monocyclic benzene moiety, Alpha,beta-unsaturated ketone, Enone, Acryloyl-group, Ketone, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Aromatic homomonocyclic compound |
| Esol Class | Soluble |
| Functional Groups | c/C=C/C(c)=O |
| Compound Name | Chalcone |
| Kingdom | Organic compounds |
| Exact Mass | 208.089 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 208.089 |
| Hydrogen Bond Acceptor Count | 1.0 |
| Molecular Weight | 208.25 |
| 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 |
| Inchi | InChI=1S/C15H12O/c16-15(14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-12H/b12-11+ |
| Smiles | C1=CC=C(C=C1)/C=C/C(=O)C2=CC=CC=C2 |
| Np Classifier Biosynthetic Pathway | Shikimates and Phenylpropanoids |
| Defined Bond Stereocenter Count | 1.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | Retrochalcones |
| Np Classifier Superclass | Flavonoids |
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