Morachalcone A

Details

• Internal ID: ade1e60e-78d4-438b-839a-8e86e8d7413e
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 3-prenylated chalcones
• IUPAC Name: (E)-1-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-one
• SMILES (Canonical): CC(=CCC1=C(C=CC(=C1O)C(=O)C=CC2=C(C=C(C=C2)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=CC(=C1O)C(=O)/C=C/C2=C(C=C(C=C2)O)O)O)C
• InChI: InChI=1S/C20H20O5/c1-12(2)3-7-15-18(23)10-8-16(20(15)25)17(22)9-5-13-4-6-14(21)11-19(13)24/h3-6,8-11,21,23-25H,7H2,1-2H3/b9-5+
• InChI Key: NXBYIJSAISXPKJ-WEVVVXLNSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 4.70

Synonyms

• 76472-88-3
• (E)-1-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-one
• CHEMBL465880
• MorachalconeA
• (2E)-1-[2,4-Dihydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-3-(2,4-dihydroxyphenyl)-2-propen-1-one
• D0U8JC
• SCHEMBL6818973
• CHEBI:174576
• DTXSID901317253
• 2-Propen-1-one, 1-[2,4-dihydroxy-3-(3-methyl-2-butenyl)phenyl]-3-(2,4-dihydroxyphenyl)-, (E)-; (2E)-1-[2,4-Dihydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-3-(2,4-dihydroxyphenyl)-2-propen-1-one
• BDA47288
• BDBM50251013
• LMPK12120119
• AKOS040762067
• 2,4,2'',4''-tetrahydroxy-3''-prenylchalcone
• 2,2',4,4'-Tetrahydroxy-3'-(3-methyl-2-butenyl)chalcone

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
CHEMBL1978	P11511	Cytochrome P450 19A1	4600 nM	IC50	PMID: 11678652
CHEMBL1973	P14679	Tyrosinase	80 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	99.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.12%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.24%	94.73%
CHEMBL3194	P02766	Transthyretin	92.12%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.38%	86.33%
CHEMBL4208	P20618	Proteasome component C5	88.20%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.12%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.57%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.32%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.98%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.47%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.08%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.00%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.71%	95.50%

Plants that contains it

• Artocarpus altilis
• Broussonetia papyrifera
• Glycyrrhiza
• Morus alba
• Morus indica
• Nicotiana tabacum

Cross-Links

• PubChem: 9862769
• NPASS: NPC162612
• ChEMBL: CHEMBL465880