Methyl 3,4,6,8-tetrahydroxy-9-oxoxanthene-1-carboxylate

Details

• Internal ID: c9d6c3e3-3b99-4cdb-a597-c108327b0409
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: methyl 3,4,6,8-tetrahydroxy-9-oxoxanthene-1-carboxylate
• SMILES (Canonical): COC(=O)C1=CC(=C(C2=C1C(=O)C3=C(C=C(C=C3O2)O)O)O)O
• SMILES (Isomeric): COC(=O)C1=CC(=C(C2=C1C(=O)C3=C(C=C(C=C3O2)O)O)O)O
• InChI: InChI=1S/C15H10O8/c1-22-15(21)6-4-8(18)12(19)14-10(6)13(20)11-7(17)2-5(16)3-9(11)23-14/h2-4,16-19H,1H3
• InChI Key: UDDAUGAFICGFLE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₈
• Molecular Weight: 318.23 g/mol
• Exact Mass: 318.03756727 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7269	72.69%
Caco-2	-	0.6521	65.21%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5422	54.22%
OATP2B1 inhibitior	-	0.6769	67.69%
OATP1B1 inhibitior	+	0.7963	79.63%
OATP1B3 inhibitior	+	0.9854	98.54%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8072	80.72%
P-glycoprotein inhibitior	-	0.8637	86.37%
P-glycoprotein substrate	-	0.7844	78.44%
CYP3A4 substrate	+	0.5308	53.08%
CYP2C9 substrate	-	0.6089	60.89%
CYP2D6 substrate	-	0.8765	87.65%
CYP3A4 inhibition	-	0.8367	83.67%
CYP2C9 inhibition	-	0.9558	95.58%
CYP2C19 inhibition	-	0.9396	93.96%
CYP2D6 inhibition	-	0.9477	94.77%
CYP1A2 inhibition	+	0.6888	68.88%
CYP2C8 inhibition	+	0.6841	68.41%
CYP inhibitory promiscuity	-	0.8268	82.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6396	63.96%
Eye corrosion	-	0.9810	98.10%
Eye irritation	+	0.7821	78.21%
Skin irritation	-	0.6400	64.00%
Skin corrosion	-	0.9173	91.73%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6699	66.99%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9152	91.52%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5891	58.91%
Acute Oral Toxicity (c)	III	0.6531	65.31%
Estrogen receptor binding	+	0.8729	87.29%
Androgen receptor binding	+	0.7166	71.66%
Thyroid receptor binding	-	0.5770	57.70%
Glucocorticoid receptor binding	+	0.9147	91.47%
Aromatase binding	+	0.6064	60.64%
PPAR gamma	+	0.6881	68.81%
Honey bee toxicity	-	0.9308	93.08%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9219	92.19%

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	99.28%	91.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	93.11%	94.42%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.16%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL3194	P02766	Transthyretin	91.49%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.16%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	89.26%	94.73%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.21%	81.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.00%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.88%	99.23%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.59%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.80%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.27%	89.00%
CHEMBL2535	P11166	Glucose transporter	81.65%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.15%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.91%	90.00%

Plants that contains it

• Leiothrix flavescens

Cross-Links

• PubChem: 12051849
• LOTUS: LTS0068156
• wikiData: Q105270308