6,7-Dihydroxy-1,3-dimethoxyxanthone

Details

• Internal ID: c63ca41b-bba9-4503-a2db-a7d5434c3487
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 6,7-dihydroxy-1,3-dimethoxyxanthen-9-one
• SMILES (Canonical): COC1=CC2=C(C(=C1)OC)C(=O)C3=CC(=C(C=C3O2)O)O
• SMILES (Isomeric): COC1=CC2=C(C(=C1)OC)C(=O)C3=CC(=C(C=C3O2)O)O
• InChI: InChI=1S/C15H12O6/c1-19-7-3-12(20-2)14-13(4-7)21-11-6-10(17)9(16)5-8(11)15(14)18/h3-6,16-17H,1-2H3
• InChI Key: OSAQBBYYSMAEKH-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9336	93.36%
Caco-2	-	0.5270	52.70%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7175	71.75%
OATP2B1 inhibitior	-	0.5732	57.32%
OATP1B1 inhibitior	+	0.9546	95.46%
OATP1B3 inhibitior	+	0.9936	99.36%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8349	83.49%
P-glycoprotein inhibitior	-	0.6356	63.56%
P-glycoprotein substrate	-	0.8722	87.22%
CYP3A4 substrate	-	0.5169	51.69%
CYP2C9 substrate	-	0.8397	83.97%
CYP2D6 substrate	-	0.7876	78.76%
CYP3A4 inhibition	-	0.6979	69.79%
CYP2C9 inhibition	-	0.9200	92.00%
CYP2C19 inhibition	-	0.6079	60.79%
CYP2D6 inhibition	-	0.7756	77.56%
CYP1A2 inhibition	+	0.9559	95.59%
CYP2C8 inhibition	-	0.7478	74.78%
CYP inhibitory promiscuity	-	0.5584	55.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6247	62.47%
Eye corrosion	-	0.9696	96.96%
Eye irritation	+	0.8960	89.60%
Skin irritation	-	0.6228	62.28%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7222	72.22%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8959	89.59%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7365	73.65%
Acute Oral Toxicity (c)	III	0.5393	53.93%
Estrogen receptor binding	+	0.8778	87.78%
Androgen receptor binding	+	0.8152	81.52%
Thyroid receptor binding	+	0.6363	63.63%
Glucocorticoid receptor binding	+	0.9256	92.56%
Aromatase binding	+	0.8642	86.42%
PPAR gamma	+	0.7453	74.53%
Honey bee toxicity	-	0.8332	83.32%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5151	51.51%
Fish aquatic toxicity	+	0.8793	87.93%

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	98.23%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.07%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.05%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.79%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.81%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.14%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.99%	99.15%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.78%	92.94%
CHEMBL2535	P11166	Glucose transporter	86.18%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.43%	94.45%
CHEMBL2581	P07339	Cathepsin D	84.06%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.20%	99.23%
CHEMBL3194	P02766	Transthyretin	81.44%	90.71%

Plants that contains it

• Hypericum geminiflorum

Cross-Links

• PubChem: 54166548
• LOTUS: LTS0067715
• wikiData: Q105198760