3,6-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 98fb60d0-8848-4b85-9f2d-70abeed81d11
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 3,6-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C17H16O7/c1-22-13-5-8(3-4-10(13)18)17-16(21)15(20)9-6-11(19)14(23-2)7-12(9)24-17/h3-7,16-19,21H,1-2H3
• InChI Key: HFPYKCSIIPOAQC-UHFFFAOYSA-N
• Popularity: 0 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: 1.60
• Atomic LogP (AlogP): 1.79
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	+	0.6023	60.23%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	0.5782	57.82%
OATP1B1 inhibitior	+	0.9148	91.48%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7987	79.87%
P-glycoprotein inhibitior	-	0.7063	70.63%
P-glycoprotein substrate	-	0.9394	93.94%
CYP3A4 substrate	+	0.5283	52.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7112	71.12%
CYP3A4 inhibition	-	0.5571	55.71%
CYP2C9 inhibition	+	0.7766	77.66%
CYP2C19 inhibition	+	0.8962	89.62%
CYP2D6 inhibition	-	0.7334	73.34%
CYP1A2 inhibition	+	0.8679	86.79%
CYP2C8 inhibition	-	0.6114	61.14%
CYP inhibitory promiscuity	+	0.7750	77.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9782	97.82%
Eye irritation	+	0.7270	72.70%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7722	77.22%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9410	94.10%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5565	55.65%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.7727	77.27%
Androgen receptor binding	-	0.6348	63.48%
Thyroid receptor binding	+	0.7072	70.72%
Glucocorticoid receptor binding	+	0.7432	74.32%
Aromatase binding	-	0.5689	56.89%
PPAR gamma	+	0.6085	60.85%
Honey bee toxicity	-	0.8992	89.92%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8898	88.98%

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	96.88%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.84%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.51%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.23%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.88%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.01%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.12%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.03%	94.00%
CHEMBL2535	P11166	Glucose transporter	87.25%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	85.84%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.75%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.16%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.97%	99.15%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.95%	80.78%
CHEMBL3194	P02766	Transthyretin	80.78%	90.71%

Plants that contains it

• Dalbergia parviflora

Cross-Links

• PubChem: 74317904
• LOTUS: LTS0039212
• wikiData: Q105027453