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

Details

• Internal ID: d8677d11-9f2e-4f2a-85f7-bfd7fe1c0464
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 4-O-methylated flavonoids
• IUPAC Name: 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3-methoxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C17H16O7/c1-22-12-4-3-8(5-10(12)19)16-17(23-2)15(21)14-11(20)6-9(18)7-13(14)24-16/h3-7,16-20H,1-2H3
• InChI Key: YMSMRPNRLZXMMQ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₇
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.08960285 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• SCHEMBL25437988
• 3,4'-O-DIMETHYLQUERCETIN

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9440	94.40%
Caco-2	+	0.7124	71.24%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6642	66.42%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	+	0.9261	92.61%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7679	76.79%
P-glycoprotein inhibitior	-	0.6672	66.72%
P-glycoprotein substrate	-	0.9118	91.18%
CYP3A4 substrate	+	0.5583	55.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8075	80.75%
CYP3A4 inhibition	+	0.7817	78.17%
CYP2C9 inhibition	+	0.6258	62.58%
CYP2C19 inhibition	+	0.8187	81.87%
CYP2D6 inhibition	-	0.6249	62.49%
CYP1A2 inhibition	+	0.8668	86.68%
CYP2C8 inhibition	+	0.5255	52.55%
CYP inhibitory promiscuity	+	0.8459	84.59%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6581	65.81%
Eye corrosion	-	0.9779	97.79%
Eye irritation	+	0.7109	71.09%
Skin irritation	-	0.6522	65.22%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6055	60.55%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9222	92.22%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6488	64.88%
Acute Oral Toxicity (c)	III	0.5920	59.20%
Estrogen receptor binding	+	0.8881	88.81%
Androgen receptor binding	+	0.5949	59.49%
Thyroid receptor binding	+	0.6223	62.23%
Glucocorticoid receptor binding	+	0.8155	81.55%
Aromatase binding	+	0.6098	60.98%
PPAR gamma	+	0.7237	72.37%
Honey bee toxicity	-	0.8519	85.19%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5649	56.49%
Fish aquatic toxicity	+	0.8636	86.36%

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	95.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.54%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.60%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.87%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.69%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.46%	99.23%
CHEMBL2535	P11166	Glucose transporter	88.65%	98.75%
CHEMBL2581	P07339	Cathepsin D	88.17%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.45%	89.00%
CHEMBL3194	P02766	Transthyretin	86.49%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	86.10%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.33%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.79%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.65%	85.14%
CHEMBL4208	P20618	Proteasome component C5	81.30%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.68%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44446550
• NPASS: NPC471515
• ChEMBL: CHEMBL253946