2-(3,4-Dihydroxyphenyl)-6,8-dihydroxy-3-methoxychromen-4-one

Details

• Internal ID: ac1c663d-5e65-4f50-a866-16094be7e6c8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 3-O-methylated flavonoids
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-6,8-dihydroxy-3-methoxychromen-4-one
• SMILES (Canonical): COC1=C(OC2=C(C1=O)C=C(C=C2O)O)C3=CC(=C(C=C3)O)O
• SMILES (Isomeric): COC1=C(OC2=C(C1=O)C=C(C=C2O)O)C3=CC(=C(C=C3)O)O
• InChI: InChI=1S/C16H12O7/c1-22-16-13(21)9-5-8(17)6-12(20)15(9)23-14(16)7-2-3-10(18)11(19)4-7/h2-6,17-20H,1H3
• InChI Key: RXHLADDBOLOIJO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₇
• Molecular Weight: 316.26 g/mol
• Exact Mass: 316.05830272 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9095	90.95%
Caco-2	-	0.6125	61.25%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6297	62.97%
OATP2B1 inhibitior	+	0.5699	56.99%
OATP1B1 inhibitior	+	0.9643	96.43%
OATP1B3 inhibitior	+	0.9904	99.04%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6085	60.85%
P-glycoprotein inhibitior	-	0.8112	81.12%
P-glycoprotein substrate	-	0.8793	87.93%
CYP3A4 substrate	+	0.5256	52.56%
CYP2C9 substrate	-	0.8397	83.97%
CYP2D6 substrate	-	0.7876	78.76%
CYP3A4 inhibition	+	0.6330	63.30%
CYP2C9 inhibition	-	0.7982	79.82%
CYP2C19 inhibition	-	0.6361	63.61%
CYP2D6 inhibition	-	0.8687	86.87%
CYP1A2 inhibition	+	0.9091	90.91%
CYP2C8 inhibition	+	0.8213	82.13%
CYP inhibitory promiscuity	+	0.7089	70.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6208	62.08%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.5759	57.59%
Skin irritation	-	0.6006	60.06%
Skin corrosion	-	0.9153	91.53%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7447	74.47%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6197	61.97%
skin sensitisation	-	0.9054	90.54%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6400	64.00%
Acute Oral Toxicity (c)	III	0.6309	63.09%
Estrogen receptor binding	+	0.8276	82.76%
Androgen receptor binding	+	0.8336	83.36%
Thyroid receptor binding	+	0.5161	51.61%
Glucocorticoid receptor binding	+	0.8578	85.78%
Aromatase binding	+	0.6944	69.44%
PPAR gamma	+	0.7603	76.03%
Honey bee toxicity	-	0.8217	82.17%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8562	85.62%

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	99.23%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.27%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.60%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.78%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.72%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.95%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.44%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.05%	96.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.98%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.68%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	85.15%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.00%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.40%	94.73%
CHEMBL3194	P02766	Transthyretin	82.42%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.25%	93.65%

Plants that contains it

• Iris milesii

Cross-Links

• PubChem: 162871665
• LOTUS: LTS0066150
• wikiData: Q105247031