2'-Hydroxy-4'-Methoxychalcone

Details

• Internal ID: 65cd2e58-b6ac-4b32-aa3d-3539372cea18
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxychalcones
• IUPAC Name: (E)-1-(2-hydroxy-4-methoxyphenyl)-3-phenylprop-2-en-1-one
• SMILES (Canonical): COC1=CC(=C(C=C1)C(=O)C=CC2=CC=CC=C2)O
• SMILES (Isomeric): COC1=CC(=C(C=C1)C(=O)/C=C/C2=CC=CC=C2)O
• InChI: InChI=1S/C16H14O3/c1-19-13-8-9-14(16(18)11-13)15(17)10-7-12-5-3-2-4-6-12/h2-11,18H,1H3/b10-7+
• InChI Key: GUNGQVJAKLIYDG-JXMROGBWSA-N
• Popularity: 31 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.10

Synonyms

• 39273-61-5
• 1-(2-hydroxy-4-methoxyphenyl)-3-phenylprop-2-en-1-one
• 2-hydroxy-4-methoxychalcone
• CHEMBL317469
• (2E)-1-(2-hydroxy-4-methoxyphenyl)-3-phenylprop-2-en-1-one
• (E)-1-(2-hydroxy-4-methoxyphenyl)-3-phenylprop-2-en-1-one
• NSC102053
• 5-Methoxy-2-cinnamoylphenol
• MLS001049022
• SCHEMBL3126499
• SCHEMBL5088548
• cid_5380645
• GUNGQVJAKLIYDG-JXMROGBWSA-N
• HMS2270L20
• BDBM50106922
• MFCD00017173
• STK864561
• 2'-Hydroxy-4'-methoxychalcone;98%
• AKOS001677233
• NSC 102053
• NSC-102053
• SMR000387034
• 2'-Hydroxy-4'-methoxychalcone, AldrichCPR
• CS-0357661
• AB00601096-08
• SR-01000110804
• SR-01000110804-1
• Q63393713
• Z57101034
• (E)-1-(2-Hydroxy-4-methoxy-phenyl)-3-phenyl-propenone
• 2-Propen-1-one, 1-(2-hydroxy-4-methoxyphenyl)-3-phenyl-
• (E)-1-(2-hydroxy-4-methoxy-phenyl)-3-phenyl-prop-2-en-1-one

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
CHEMBL5393	Q9UNQ0	ATP-binding cassette sub-family G member 2	30950 nM; 31020 nM	IC50; IC50	PMID: 18054490; PMID: 12444673
CHEMBL1293236	P46063	ATP-dependent DNA helicase Q1	10000 nM	Potency	PMID: 26863083
CHEMBL1287622	Q9Y468	Lethal(3)malignant brain tumor-like protein 1	12589.3 nM	Potency	PMID: 24456556
CHEMBL1293224	P10636	Microtubule-associated protein tau	25118.9 nM	Potency	via CMAUP
CHEMBL1293277	O15118	Niemann-Pick C1 protein	3548.1 nM	Potency	via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	35481.3 nM	Potency	PMID: 18278869
CHEMBL1293294	P51151	Ras-related protein Rab-9A	5623.4 nM	Potency	PMID: 18973387
CHEMBL3797	Q13315	Serine-protein kinase ATM	19952.6 nM	Potency	PMID: 23290052

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.02%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.64%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.44%	95.50%
CHEMBL4208	P20618	Proteasome component C5	90.93%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.15%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.07%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.96%	99.17%
CHEMBL2535	P11166	Glucose transporter	87.84%	98.75%
CHEMBL2581	P07339	Cathepsin D	87.79%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.08%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.16%	91.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.99%	93.99%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.76%	91.07%
CHEMBL3194	P02766	Transthyretin	81.46%	90.71%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.91%	94.62%

Plants that contains it

• Dalbergia sissoo
• Ononis natrix
• Oxytropis falcata

Cross-Links

• PubChem: 5380645
• NPASS: NPC64359
• ChEMBL: CHEMBL317469
• LOTUS: LTS0178072
• wikiData: Q63393713