1-[7-hydroxy-2-(4-hydroxyphenyl)-3-[3-(4-hydroxyphenyl)prop-2-enyl]-5-methoxy-3,4-dihydro-2H-chromen-8-yl]-3-(4-methoxyphenyl)propan-1-one

Details

• Internal ID: 4f877012-1269-4b20-b45e-2af6e3263a65
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 5-O-methylated flavonoids
• IUPAC Name: 1-[7-hydroxy-2-(4-hydroxyphenyl)-3-[3-(4-hydroxyphenyl)prop-2-enyl]-5-methoxy-3,4-dihydro-2H-chromen-8-yl]-3-(4-methoxyphenyl)propan-1-one
• SMILES (Canonical): COC1=CC=C(C=C1)CCC(=O)C2=C3C(=C(C=C2O)OC)CC(C(O3)C4=CC=C(C=C4)O)CC=CC5=CC=C(C=C5)O
• SMILES (Isomeric): COC1=CC=C(C=C1)CCC(=O)C2=C3C(=C(C=C2O)OC)CC(C(O3)C4=CC=C(C=C4)O)CC=CC5=CC=C(C=C5)O
• InChI: InChI=1S/C35H34O7/c1-40-28-17-8-23(9-18-28)10-19-30(38)33-31(39)21-32(41-2)29-20-25(5-3-4-22-6-13-26(36)14-7-22)34(42-35(29)33)24-11-15-27(37)16-12-24/h3-4,6-9,11-18,21,25,34,36-37,39H,5,10,19-20H2,1-2H3
• InChI Key: SZMFBSFODIJZSV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₄O₇
• Molecular Weight: 566.60 g/mol
• Exact Mass: 566.23045342 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 7.03
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9485	94.85%
Caco-2	-	0.8214	82.14%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8363	83.63%
OATP2B1 inhibitior	-	0.5729	57.29%
OATP1B1 inhibitior	+	0.8177	81.77%
OATP1B3 inhibitior	+	0.9641	96.41%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	+	0.9817	98.17%
P-glycoprotein inhibitior	+	0.9298	92.98%
P-glycoprotein substrate	-	0.5538	55.38%
CYP3A4 substrate	+	0.6725	67.25%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.7872	78.72%
CYP3A4 inhibition	+	0.5518	55.18%
CYP2C9 inhibition	+	0.7589	75.89%
CYP2C19 inhibition	+	0.7648	76.48%
CYP2D6 inhibition	-	0.6773	67.73%
CYP1A2 inhibition	+	0.7812	78.12%
CYP2C8 inhibition	+	0.8659	86.59%
CYP inhibitory promiscuity	+	0.9015	90.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.7922	79.22%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8718	87.18%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8883	88.83%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7633	76.33%
Acute Oral Toxicity (c)	I	0.4929	49.29%
Estrogen receptor binding	+	0.8665	86.65%
Androgen receptor binding	+	0.8101	81.01%
Thyroid receptor binding	+	0.6073	60.73%
Glucocorticoid receptor binding	+	0.7571	75.71%
Aromatase binding	-	0.6850	68.50%
PPAR gamma	+	0.6294	62.94%
Honey bee toxicity	-	0.7570	75.70%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9046	90.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.46%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.90%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.39%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.26%	86.33%
CHEMBL2535	P11166	Glucose transporter	93.94%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.90%	97.09%
CHEMBL233	P35372	Mu opioid receptor	92.76%	97.93%
CHEMBL4208	P20618	Proteasome component C5	92.47%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.60%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.15%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.06%	94.45%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	89.47%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.06%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.80%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.14%	92.62%
CHEMBL2581	P07339	Cathepsin D	85.58%	98.95%
CHEMBL2243	O00519	Anandamide amidohydrolase	85.32%	97.53%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.27%	96.95%
CHEMBL3194	P02766	Transthyretin	85.15%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.83%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.52%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	81.09%	94.73%

Plants that contains it

• Iryanthera laevis

Cross-Links

• PubChem: 163094403
• LOTUS: LTS0201773
• wikiData: Q105264250