1,3,6,7-Tetramethoxyxanthen-9-one

Details

• Internal ID: f7d5ab59-8f99-4148-801d-45dc848932f3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3,6,7-tetramethoxyxanthen-9-one
• SMILES (Canonical): COC1=CC2=C(C(=C1)OC)C(=O)C3=CC(=C(C=C3O2)OC)OC
• SMILES (Isomeric): COC1=CC2=C(C(=C1)OC)C(=O)C3=CC(=C(C=C3O2)OC)OC
• InChI: InChI=1S/C17H16O6/c1-19-9-5-14(22-4)16-15(6-9)23-11-8-13(21-3)12(20-2)7-10(11)17(16)18/h5-8H,1-4H3
• InChI Key: SGQWQUYTTYVSBS-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₆
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.09468823 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.98
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 3542-74-3
• NSC 329492
• 1,3,6,7-tetramethoxyxanthone
• SCHEMBL22129900
• DTXSID50318384
• NSC329492
• NSC-329492

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.8863	88.63%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5971	59.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9531	95.31%
OATP1B3 inhibitior	+	0.9954	99.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5311	53.11%
P-glycoprotein inhibitior	+	0.7364	73.64%
P-glycoprotein substrate	-	0.8139	81.39%
CYP3A4 substrate	-	0.5491	54.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7654	76.54%
CYP3A4 inhibition	-	0.5098	50.98%
CYP2C9 inhibition	-	0.9576	95.76%
CYP2C19 inhibition	+	0.6044	60.44%
CYP2D6 inhibition	-	0.9024	90.24%
CYP1A2 inhibition	+	0.9917	99.17%
CYP2C8 inhibition	-	0.8443	84.43%
CYP inhibitory promiscuity	+	0.6998	69.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5910	59.10%
Eye corrosion	-	0.9470	94.70%
Eye irritation	+	0.8688	86.88%
Skin irritation	-	0.7298	72.98%
Skin corrosion	-	0.9871	98.71%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4895	48.95%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.6290	62.90%
skin sensitisation	-	0.9249	92.49%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7390	73.90%
Acute Oral Toxicity (c)	II	0.7220	72.20%
Estrogen receptor binding	+	0.8857	88.57%
Androgen receptor binding	+	0.6800	68.00%
Thyroid receptor binding	+	0.7296	72.96%
Glucocorticoid receptor binding	+	0.8472	84.72%
Aromatase binding	+	0.8680	86.80%
PPAR gamma	+	0.6751	67.51%
Honey bee toxicity	-	0.8479	84.79%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.8951	89.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.41%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.02%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.26%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.65%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.14%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.60%	98.95%
CHEMBL2535	P11166	Glucose transporter	83.57%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.97%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.72%	92.94%
CHEMBL1907	P15144	Aminopeptidase N	81.66%	93.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.67%	96.00%

Plants that contains it

• Polygala tenuifolia

Cross-Links

• PubChem: 332530
• LOTUS: LTS0152674
• wikiData: Q82073940