1-[6-[(3-Acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethyl-1-benzopyran-8-yl]-3-phenyl-2-propen-1-one

Details

• Internal ID: eb62bd16-44b5-4b1f-a1db-4a075b382510
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethylchromen-8-yl]-3-phenylprop-2-en-1-one
• SMILES (Canonical): CC1=C(C(=C(C(=C1O)C(=O)C)O)CC2=C(C(=C3C(=C2O)C=CC(O3)(C)C)C(=O)C=CC4=CC=CC=C4)O)O
• SMILES (Isomeric): CC1=C(C(=C(C(=C1O)C(=O)C)O)CC2=C(C(=C3C(=C2O)C=CC(O3)(C)C)C(=O)C=CC4=CC=CC=C4)O)O
• InChI: InChI=1S/C30H28O8/c1-15-24(33)19(27(36)22(16(2)31)25(15)34)14-20-26(35)18-12-13-30(3,4)38-29(18)23(28(20)37)21(32)11-10-17-8-6-5-7-9-17/h5-13,33-37H,14H2,1-4H3
• InChI Key: DEZFNHCVIZBHBI-UHFFFAOYSA-N
• Popularity: 806 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₈O₈
• Molecular Weight: 516.50 g/mol
• Exact Mass: 516.17841785 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 5.90

Synonyms

• CBiol_002045
• KBioGR_000420
• KBioSS_000420
• KBio2_000420
• KBio2_002988
• KBio2_005556
• KBio3_000799
• KBio3_000800
• DTXSID60871556
• Bio1_000331
• Bio1_000820
• Bio1_001309
• Bio2_000380
• Bio2_000860
• HMS3268G15
• HMS3871E13
• 1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethyl-1-benzopyran-8-yl]-3-phenyl-2-propen-1-one
• NCI60_042104
• FT-0603292
• Q27163860
• 1-[6-[(3-Acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl]-3-phenyl-2-propen-1-one
• 1-{6-[(3-Acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl}-3-phenylprop-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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	794.3 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.77%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.49%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.94%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.40%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.12%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.79%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.24%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.53%	90.00%
CHEMBL5028	O14672	ADAM10	83.00%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.38%	93.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.37%	89.67%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.27%	90.93%

Plants that contains it

• Mallotus philippensis

Cross-Links

• PubChem: 5103
• LOTUS: LTS0057597
• wikiData: Q27163860