5,7-Dihydroxy-2-(3-hydroxyphenoxy)chromen-4-one

Details

• Internal ID: 0d7da24d-c4c1-497b-8e24-83433aefd709
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 5,7-dihydroxy-2-(3-hydroxyphenoxy)chromen-4-one
• InChI: InChI=1S/C15H10O6/c16-8-2-1-3-10(4-8)20-14-7-12(19)15-11(18)5-9(17)6-13(15)21-14/h1-7,16-18H
• InChI Key: GOFKYYQWJNZNHQ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24 g/mol
• Exact Mass: 286.04773803 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9279	92.79%
Caco-2	+	0.7384	73.84%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5746	57.46%
OATP2B1 inhibitior	-	0.6843	68.43%
OATP1B1 inhibitior	+	0.9311	93.11%
OATP1B3 inhibitior	+	0.9000	90.00%
MATE1 inhibitior	+	0.6800	68.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8735	87.35%
P-glycoprotein inhibitior	-	0.7615	76.15%
P-glycoprotein substrate	-	0.8996	89.96%
CYP3A4 substrate	+	0.5362	53.62%
CYP2C9 substrate	-	0.6218	62.18%
CYP2D6 substrate	-	0.8508	85.08%
CYP3A4 inhibition	+	0.7320	73.20%
CYP2C9 inhibition	-	0.6282	62.82%
CYP2C19 inhibition	-	0.5983	59.83%
CYP2D6 inhibition	-	0.9022	90.22%
CYP1A2 inhibition	+	0.6613	66.13%
CYP2C8 inhibition	+	0.5444	54.44%
CYP inhibitory promiscuity	-	0.5387	53.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5548	55.48%
Eye corrosion	-	0.9735	97.35%
Eye irritation	+	0.9624	96.24%
Skin irritation	-	0.5175	51.75%
Skin corrosion	-	0.9854	98.54%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8643	86.43%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.6726	67.26%
skin sensitisation	-	0.8842	88.42%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7740	77.40%
Estrogen receptor binding	+	0.8917	89.17%
Androgen receptor binding	+	0.8316	83.16%
Thyroid receptor binding	+	0.6452	64.52%
Glucocorticoid receptor binding	+	0.8330	83.30%
Aromatase binding	+	0.8573	85.73%
PPAR gamma	+	0.8926	89.26%
Honey bee toxicity	-	0.7714	77.14%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8855	88.55%

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	97.76%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	95.68%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.51%	95.56%
CHEMBL3194	P02766	Transthyretin	94.57%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	94.54%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.95%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	93.60%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.51%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.87%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.33%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.03%	99.23%
CHEMBL2535	P11166	Glucose transporter	89.79%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.64%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.92%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.00%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.18%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.44%	99.17%

Plants that contains it

• Artemisia dracunculus

Cross-Links

• PubChem: 58971287
• LOTUS: LTS0047551
• wikiData: Q105013837