2-(3,4-dimethoxyphenyl)-6,7-dimethoxy-4H-chromene-3,4-diol

Details

• Internal ID: a55bc288-fa33-40b5-8fb3-1bf213234077
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 2-(3,4-dimethoxyphenyl)-6,7-dimethoxy-4H-chromene-3,4-diol
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=C(C(C3=CC(=C(C=C3O2)OC)OC)O)O)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=C(C(C3=CC(=C(C=C3O2)OC)OC)O)O)OC
• InChI: InChI=1S/C19H20O7/c1-22-12-6-5-10(7-14(12)23-2)19-18(21)17(20)11-8-15(24-3)16(25-4)9-13(11)26-19/h5-9,17,20-21H,1-4H3
• InChI Key: JRYNOEBZHZTPOT-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): 86.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.07
• 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	+	0.9614	96.14%
Caco-2	+	0.8266	82.66%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6175	61.75%
OATP2B1 inhibitior	-	0.8631	86.31%
OATP1B1 inhibitior	+	0.9222	92.22%
OATP1B3 inhibitior	+	0.9878	98.78%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6576	65.76%
P-glycoprotein inhibitior	+	0.6843	68.43%
P-glycoprotein substrate	-	0.8524	85.24%
CYP3A4 substrate	+	0.5282	52.82%
CYP2C9 substrate	-	0.6104	61.04%
CYP2D6 substrate	-	0.6704	67.04%
CYP3A4 inhibition	-	0.6835	68.35%
CYP2C9 inhibition	-	0.6979	69.79%
CYP2C19 inhibition	+	0.7024	70.24%
CYP2D6 inhibition	-	0.8566	85.66%
CYP1A2 inhibition	+	0.6800	68.00%
CYP2C8 inhibition	+	0.7275	72.75%
CYP inhibitory promiscuity	+	0.8492	84.92%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5095	50.95%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.5546	55.46%
Skin irritation	-	0.7430	74.30%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5330	53.30%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5716	57.16%
skin sensitisation	-	0.8611	86.11%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8425	84.25%
Acute Oral Toxicity (c)	II	0.4746	47.46%
Estrogen receptor binding	+	0.8068	80.68%
Androgen receptor binding	-	0.6299	62.99%
Thyroid receptor binding	+	0.8072	80.72%
Glucocorticoid receptor binding	+	0.7095	70.95%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6979	69.79%
Honey bee toxicity	-	0.8738	87.38%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9612	96.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL241	Q14432	Phosphodiesterase 3A	94.54%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.44%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.67%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.54%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.46%	85.14%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.02%	95.78%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	86.39%	91.79%
CHEMBL2581	P07339	Cathepsin D	86.20%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.09%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.80%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.52%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.98%	89.62%
CHEMBL3438	Q05513	Protein kinase C zeta	81.49%	88.48%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.65%	95.89%

Plants that contains it

• Artemisia annua
• Scutellaria baicalensis

Cross-Links

• PubChem: 5316834
• NPASS: NPC174493