2,8-Dimethoxy-1,6-dimethoxycarbonyl-xanthen-9-one

Details

• Internal ID: 7997a768-b645-47b5-b86e-5719cd133afb
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: dimethyl 2,8-dimethoxy-9-oxoxanthene-1,6-dicarboxylate
• SMILES (Canonical): COC1=C(C2=C(C=C1)OC3=C(C2=O)C(=CC(=C3)C(=O)OC)OC)C(=O)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1)OC3=C(C2=O)C(=CC(=C3)C(=O)OC)OC)C(=O)OC
• InChI: InChI=1S/C19H16O8/c1-23-10-5-6-11-15(16(10)19(22)26-4)17(20)14-12(24-2)7-9(18(21)25-3)8-13(14)27-11/h5-8H,1-4H3
• InChI Key: JJGQDIBMHJAORS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₈
• Molecular Weight: 372.30 g/mol
• Exact Mass: 372.08451746 g/mol
• Topological Polar Surface Area (TPSA): 97.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9786	97.86%
Caco-2	+	0.7251	72.51%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5780	57.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9085	90.85%
OATP1B3 inhibitior	+	0.9909	99.09%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5811	58.11%
P-glycoprotein inhibitior	+	0.8374	83.74%
P-glycoprotein substrate	-	0.7710	77.10%
CYP3A4 substrate	+	0.5092	50.92%
CYP2C9 substrate	-	0.8397	83.97%
CYP2D6 substrate	-	0.8277	82.77%
CYP3A4 inhibition	-	0.8453	84.53%
CYP2C9 inhibition	-	0.9030	90.30%
CYP2C19 inhibition	-	0.9423	94.23%
CYP2D6 inhibition	-	0.9662	96.62%
CYP1A2 inhibition	+	0.9660	96.60%
CYP2C8 inhibition	+	0.6016	60.16%
CYP inhibitory promiscuity	-	0.5901	59.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6096	60.96%
Eye corrosion	-	0.9602	96.02%
Eye irritation	+	0.5295	52.95%
Skin irritation	-	0.8101	81.01%
Skin corrosion	-	0.9833	98.33%
Ames mutagenesis	+	0.5436	54.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6583	65.83%
Micronuclear	+	0.7559	75.59%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.9603	96.03%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7449	74.49%
Acute Oral Toxicity (c)	II	0.6695	66.95%
Estrogen receptor binding	+	0.8607	86.07%
Androgen receptor binding	+	0.7482	74.82%
Thyroid receptor binding	-	0.5915	59.15%
Glucocorticoid receptor binding	+	0.7635	76.35%
Aromatase binding	+	0.5732	57.32%
PPAR gamma	+	0.5433	54.33%
Honey bee toxicity	-	0.9358	93.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6866	68.66%
Fish aquatic toxicity	+	0.9697	96.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2535	P11166	Glucose transporter	91.32%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.44%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.95%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.95%	94.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.77%	81.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.92%	87.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.56%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	84.67%	90.20%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.14%	94.42%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.41%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.69%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.21%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.14%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584386
• LOTUS: LTS0088952
• wikiData: Q77311052