2-(3,4-Dimethoxyphenyl)-5,7-dihydroxy-3-methoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: a5e66b31-ae1c-41fb-8a62-9b34d342f912
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 4-O-methylated flavonoids
• IUPAC Name: 2-(3,4-dimethoxyphenyl)-5,7-dihydroxy-3-methoxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C18H18O7/c1-22-12-5-4-9(6-13(12)23-2)17-18(24-3)16(21)15-11(20)7-10(19)8-14(15)25-17/h4-8,17-20H,1-3H3
• InChI Key: VTFBVXOENQUZIV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₇
• Molecular Weight: 346.30 g/mol
• Exact Mass: 346.10525291 g/mol
• Topological Polar Surface Area (TPSA): 94.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9417	94.17%
Caco-2	+	0.7873	78.73%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9214	92.14%
OATP1B3 inhibitior	+	0.8767	87.67%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6525	65.25%
P-glycoprotein inhibitior	+	0.6202	62.02%
P-glycoprotein substrate	-	0.8888	88.88%
CYP3A4 substrate	+	0.5596	55.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8075	80.75%
CYP3A4 inhibition	+	0.6154	61.54%
CYP2C9 inhibition	-	0.7484	74.84%
CYP2C19 inhibition	+	0.5640	56.40%
CYP2D6 inhibition	-	0.7310	73.10%
CYP1A2 inhibition	+	0.8610	86.10%
CYP2C8 inhibition	+	0.4937	49.37%
CYP inhibitory promiscuity	+	0.8068	80.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.6083	60.83%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5736	57.36%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9352	93.52%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6230	62.30%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.8966	89.66%
Androgen receptor binding	+	0.5519	55.19%
Thyroid receptor binding	+	0.6695	66.95%
Glucocorticoid receptor binding	+	0.8476	84.76%
Aromatase binding	-	0.4872	48.72%
PPAR gamma	+	0.7557	75.57%
Honey bee toxicity	-	0.8593	85.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8724	87.24%

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	95.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.39%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.97%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.50%	85.14%
CHEMBL2535	P11166	Glucose transporter	90.97%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.85%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.46%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.70%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.63%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.12%	89.00%
CHEMBL4208	P20618	Proteasome component C5	83.89%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.67%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.01%	99.17%
CHEMBL3194	P02766	Transthyretin	82.69%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.34%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.10%	97.14%

Plants that contains it

• Callicarpa nudiflora

Cross-Links

• PubChem: 162956447
• LOTUS: LTS0113545
• wikiData: Q105292696