2-(3,5-Dihydroxy-4-methoxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: bdbf9c28-ad8f-4125-8f4c-c734fef37aec
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 2-(3,5-dihydroxy-4-methoxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C17H16O6/c1-21-10-3-4-11-12(18)8-15(23-16(11)7-10)9-5-13(19)17(22-2)14(20)6-9/h3-7,15,19-20H,8H2,1-2H3
• InChI Key: XJIKWTHIVSKZKY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9456	94.56%
Caco-2	+	0.8050	80.50%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6760	67.60%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9251	92.51%
OATP1B3 inhibitior	+	0.9180	91.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6008	60.08%
P-glycoprotein inhibitior	-	0.6381	63.81%
P-glycoprotein substrate	-	0.9137	91.37%
CYP3A4 substrate	+	0.5499	54.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3531	35.31%
CYP3A4 inhibition	+	0.8082	80.82%
CYP2C9 inhibition	+	0.6347	63.47%
CYP2C19 inhibition	+	0.7996	79.96%
CYP2D6 inhibition	-	0.5517	55.17%
CYP1A2 inhibition	+	0.7997	79.97%
CYP2C8 inhibition	-	0.7637	76.37%
CYP inhibitory promiscuity	+	0.7613	76.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6541	65.41%
Eye corrosion	-	0.9821	98.21%
Eye irritation	+	0.7906	79.06%
Skin irritation	-	0.7062	70.62%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5493	54.93%
Micronuclear	+	0.8859	88.59%
Hepatotoxicity	-	0.5028	50.28%
skin sensitisation	-	0.9111	91.11%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7037	70.37%
Acute Oral Toxicity (c)	III	0.6190	61.90%
Estrogen receptor binding	+	0.8362	83.62%
Androgen receptor binding	-	0.5334	53.34%
Thyroid receptor binding	+	0.7206	72.06%
Glucocorticoid receptor binding	+	0.7837	78.37%
Aromatase binding	+	0.5499	54.99%
PPAR gamma	+	0.8370	83.70%
Honey bee toxicity	-	0.8600	86.00%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7584	75.84%

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	99.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.32%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.92%	95.56%
CHEMBL4208	P20618	Proteasome component C5	91.65%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.89%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.55%	94.00%
CHEMBL2581	P07339	Cathepsin D	88.59%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.21%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.87%	89.00%
CHEMBL1907	P15144	Aminopeptidase N	84.76%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.71%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.14%	99.17%
CHEMBL2535	P11166	Glucose transporter	82.04%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.02%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.60%	93.40%
CHEMBL2056	P21728	Dopamine D1 receptor	80.85%	91.00%

Plants that contains it

• Xanthorrhoea resinosa

Cross-Links

• PubChem: 73299305
• LOTUS: LTS0093065
• wikiData: Q105328989