1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenylprop-2-en-1-one

Details

• Internal ID: 9d0c4e2b-4133-4f86-a54c-05c970fce2f2
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: 1-(2,4-dihydroxy-6-methoxyphenyl)-3-phenylprop-2-en-1-one
• SMILES (Canonical): COC1=CC(=CC(=C1C(=O)C=CC2=CC=CC=C2)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1C(=O)C=CC2=CC=CC=C2)O)O
• InChI: InChI=1S/C16H14O4/c1-20-15-10-12(17)9-14(19)16(15)13(18)8-7-11-5-3-2-4-6-11/h2-10,17,19H,1H3
• InChI Key: NYSZJNUIVUBQMM-UHFFFAOYSA-N
• Popularity: 58 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.50

Synonyms

• 1-(2,4-dihydroxy-6-methoxyphenyl)-3-phenyl-2-propen-1-one
• Cardamomin; Alpinetin chalcone
• (E)-Cardamomin; (E)-Alpinetin chalcone
• DTXSID601298351
• HMS3885E14
• s3942
• AKOS030241171
• CCG-267160
• (E)-2',4'-Dihydroxy-6'-methoxy-chalcone
• FT-0697897
• FT-0697915
• Q27216216

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4633	P22001	Voltage-gated potassium channel subunit Kv1.3	2 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.05%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.39%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.92%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.14%	96.09%
CHEMBL3194	P02766	Transthyretin	93.00%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.68%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.35%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.66%	99.17%
CHEMBL4208	P20618	Proteasome component C5	87.03%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.33%	93.99%
CHEMBL2581	P07339	Cathepsin D	85.14%	98.95%
CHEMBL2535	P11166	Glucose transporter	84.90%	98.75%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.36%	94.08%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	82.38%	98.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.26%	89.00%

Plants that contains it

• Alpinia conchigera
• Alpinia pinnanensis
• Alpinia pricei
• Alpinia roxburghii
• Alpinia zerumbet
• Amomum subulatum
• Boesenbergia rotunda
• Cedrelopsis grevei
• Desmos cochinchinensis
• Helichrysum forskahlii
• Nothofagus fusca
• Persicaria ferruginea
• Persicaria limbata
• Pinalia pandurata
• Piper dilatatum
• Piper hispidum
• Vitex tripinnata

Cross-Links

• PubChem: 154102
• LOTUS: LTS0213821
• wikiData: Q27216216