2-(3,4-Dihydroxyphenyl)-6,8-dihydroxychromen-4-one

Details

• Internal ID: 8136896b-3dd3-4569-aa53-a0476af03f55
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-6,8-dihydroxychromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C(=CC(=C3)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C(=CC(=C3)O)O)O)O
• InChI: InChI=1S/C15H10O6/c16-8-4-9-11(18)6-14(21-15(9)13(20)5-8)7-1-2-10(17)12(19)3-7/h1-6,16-17,19-20H
• InChI Key: OKWARDZSQXQGBL-UHFFFAOYSA-N
• Popularity: 0 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): 107.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9071	90.71%
Caco-2	+	0.5779	57.79%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5892	58.92%
OATP2B1 inhibitior	-	0.5487	54.87%
OATP1B1 inhibitior	+	0.9589	95.89%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7051	70.51%
P-glycoprotein inhibitior	-	0.9216	92.16%
P-glycoprotein substrate	-	0.9333	93.33%
CYP3A4 substrate	-	0.5382	53.82%
CYP2C9 substrate	-	0.8321	83.21%
CYP2D6 substrate	-	0.8118	81.18%
CYP3A4 inhibition	+	0.6951	69.51%
CYP2C9 inhibition	-	0.5823	58.23%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	+	0.6841	68.41%
CYP inhibitory promiscuity	+	0.5822	58.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6750	67.50%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.8120	81.20%
Skin irritation	+	0.5835	58.35%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8442	84.42%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.5083	50.83%
skin sensitisation	-	0.7447	74.47%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6987	69.87%
Acute Oral Toxicity (c)	II	0.7348	73.48%
Estrogen receptor binding	+	0.8566	85.66%
Androgen receptor binding	+	0.8786	87.86%
Thyroid receptor binding	+	0.6123	61.23%
Glucocorticoid receptor binding	+	0.9075	90.75%
Aromatase binding	+	0.7914	79.14%
PPAR gamma	+	0.9191	91.91%
Honey bee toxicity	-	0.7597	75.97%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9124	91.24%

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	98.54%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.52%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	93.96%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.47%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.61%	98.95%
CHEMBL3194	P02766	Transthyretin	89.61%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.15%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.89%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.48%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.62%	94.45%
CHEMBL242	Q92731	Estrogen receptor beta	82.33%	98.35%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.90%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	81.06%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.16%	99.17%

Plants that contains it

• Isodon oresbius

Cross-Links

• PubChem: 162882699
• LOTUS: LTS0091594
• wikiData: Q105193800