6-Hydroxy-1,7-dimethoxy-9H-xanthen-9-one

Details

• Internal ID: cf1472be-456c-4f7c-95aa-a8caf025d96c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 6-hydroxy-1,7-dimethoxyxanthen-9-one
• SMILES (Canonical): COC1=CC=CC2=C1C(=O)C3=CC(=C(C=C3O2)O)OC
• SMILES (Isomeric): COC1=CC=CC2=C1C(=O)C3=CC(=C(C=C3O2)O)OC
• InChI: InChI=1S/C15H12O5/c1-18-10-4-3-5-11-14(10)15(17)8-6-13(19-2)9(16)7-12(8)20-11/h3-7,16H,1-2H3
• InChI Key: GIIJGJLVDMQDQS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.06847348 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 6-HYDROXY-1,7-DIMETHOXY-9H-XANTHEN-9-ONE
• DTXSID80772192

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	+	0.7914	79.14%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7024	70.24%
OATP2B1 inhibitior	-	0.5925	59.25%
OATP1B1 inhibitior	+	0.9563	95.63%
OATP1B3 inhibitior	+	0.9932	99.32%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8170	81.70%
P-glycoprotein inhibitior	-	0.4470	44.70%
P-glycoprotein substrate	-	0.8393	83.93%
CYP3A4 substrate	+	0.5134	51.34%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	+	0.5215	52.15%
CYP2C9 inhibition	-	0.8938	89.38%
CYP2C19 inhibition	+	0.6902	69.02%
CYP2D6 inhibition	-	0.7703	77.03%
CYP1A2 inhibition	+	0.9595	95.95%
CYP2C8 inhibition	-	0.6481	64.81%
CYP inhibitory promiscuity	+	0.5264	52.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9551	95.51%
Eye irritation	+	0.8302	83.02%
Skin irritation	-	0.5807	58.07%
Skin corrosion	-	0.9822	98.22%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5874	58.74%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9125	91.25%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6697	66.97%
Acute Oral Toxicity (c)	III	0.4994	49.94%
Estrogen receptor binding	+	0.9364	93.64%
Androgen receptor binding	+	0.7905	79.05%
Thyroid receptor binding	+	0.6794	67.94%
Glucocorticoid receptor binding	+	0.8811	88.11%
Aromatase binding	+	0.8790	87.90%
PPAR gamma	+	0.7421	74.21%
Honey bee toxicity	-	0.8977	89.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8492	84.92%

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	97.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.51%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.43%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.60%	98.95%
CHEMBL2535	P11166	Glucose transporter	93.52%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.34%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.11%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.91%	86.33%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	88.26%	94.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.17%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.45%	94.45%
CHEMBL1907	P15144	Aminopeptidase N	85.85%	93.31%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.92%	93.65%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.80%	92.94%

Plants that contains it

• Polygala tenuifolia

Cross-Links

• PubChem: 71345975
• LOTUS: LTS0001017
• wikiData: Q82732433