5-Hydroxy-3-[(4-hydroxy-3-methoxyphenyl)methyl]-6,7-dimethoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 9a5133d1-40d9-416c-b21d-45c88bdffccd
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans > Homoisoflavanones
• IUPAC Name: 5-hydroxy-3-[(4-hydroxy-3-methoxyphenyl)methyl]-6,7-dimethoxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C19H20O7/c1-23-13-7-10(4-5-12(13)20)6-11-9-26-14-8-15(24-2)19(25-3)18(22)16(14)17(11)21/h4-5,7-8,11,20,22H,6,9H2,1-3H3
• InChI Key: HJLHSGBGURTWAR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₇
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.12090297 g/mol
• Topological Polar Surface Area (TPSA): 94.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9462	94.62%
Caco-2	+	0.8183	81.83%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7779	77.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9379	93.79%
OATP1B3 inhibitior	-	0.3316	33.16%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6001	60.01%
P-glycoprotein inhibitior	-	0.5930	59.30%
P-glycoprotein substrate	-	0.7600	76.00%
CYP3A4 substrate	+	0.5541	55.41%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.7445	74.45%
CYP3A4 inhibition	-	0.7492	74.92%
CYP2C9 inhibition	-	0.5531	55.31%
CYP2C19 inhibition	+	0.6687	66.87%
CYP2D6 inhibition	-	0.7235	72.35%
CYP1A2 inhibition	+	0.8764	87.64%
CYP2C8 inhibition	+	0.6981	69.81%
CYP inhibitory promiscuity	+	0.6970	69.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7086	70.86%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.6654	66.54%
Skin irritation	-	0.8094	80.94%
Skin corrosion	-	0.9810	98.10%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6617	66.17%
Micronuclear	+	0.6959	69.59%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9033	90.33%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8163	81.63%
Acute Oral Toxicity (c)	III	0.6760	67.60%
Estrogen receptor binding	+	0.9509	95.09%
Androgen receptor binding	+	0.7194	71.94%
Thyroid receptor binding	+	0.6727	67.27%
Glucocorticoid receptor binding	+	0.7628	76.28%
Aromatase binding	-	0.5228	52.28%
PPAR gamma	+	0.6471	64.71%
Honey bee toxicity	-	0.8753	87.53%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5051	50.51%
Fish aquatic toxicity	+	0.8451	84.51%

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	99.05%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.11%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.02%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.43%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.73%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.62%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.90%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.55%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.25%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.18%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.68%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.61%	97.09%
CHEMBL2535	P11166	Glucose transporter	82.65%	98.75%

Plants that contains it

• Schizocarphus nervosus

Cross-Links

• PubChem: 100998074
• LOTUS: LTS0142416
• wikiData: Q105029311