Methyl 4,8-dihydroxy-6-(2-hydroxyethyl)-9-oxoxanthene-1-carboxylate

Details

• Internal ID: f844743b-8c73-481a-8ab2-c91e60e9c272
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: methyl 4,8-dihydroxy-6-(2-hydroxyethyl)-9-oxoxanthene-1-carboxylate
• InChI: InChI=1S/C17H14O7/c1-23-17(22)9-2-3-10(19)16-13(9)15(21)14-11(20)6-8(4-5-18)7-12(14)24-16/h2-3,6-7,18-20H,4-5H2,1H3
• InChI Key: JZQLBTXRWMDLPL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₇
• Molecular Weight: 330.29 g/mol
• Exact Mass: 330.07395278 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7977	79.77%
Caco-2	-	0.7115	71.15%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7387	73.87%
OATP2B1 inhibitior	-	0.5560	55.60%
OATP1B1 inhibitior	+	0.8551	85.51%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6118	61.18%
P-glycoprotein inhibitior	-	0.8015	80.15%
P-glycoprotein substrate	-	0.6475	64.75%
CYP3A4 substrate	+	0.5589	55.89%
CYP2C9 substrate	+	0.6261	62.61%
CYP2D6 substrate	-	0.8471	84.71%
CYP3A4 inhibition	-	0.7994	79.94%
CYP2C9 inhibition	-	0.7353	73.53%
CYP2C19 inhibition	-	0.7727	77.27%
CYP2D6 inhibition	-	0.8643	86.43%
CYP1A2 inhibition	-	0.6540	65.40%
CYP2C8 inhibition	+	0.6706	67.06%
CYP inhibitory promiscuity	-	0.8184	81.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6378	63.78%
Eye corrosion	-	0.9791	97.91%
Eye irritation	+	0.6187	61.87%
Skin irritation	-	0.8377	83.77%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	+	0.8236	82.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6051	60.51%
Micronuclear	-	0.5867	58.67%
Hepatotoxicity	-	0.6382	63.82%
skin sensitisation	-	0.9358	93.58%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.4648	46.48%
Acute Oral Toxicity (c)	III	0.7147	71.47%
Estrogen receptor binding	+	0.8994	89.94%
Androgen receptor binding	+	0.8139	81.39%
Thyroid receptor binding	-	0.6654	66.54%
Glucocorticoid receptor binding	+	0.9040	90.40%
Aromatase binding	+	0.7719	77.19%
PPAR gamma	+	0.7975	79.75%
Honey bee toxicity	-	0.9161	91.61%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8066	80.66%
Fish aquatic toxicity	-	0.6372	63.72%

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	98.52%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.67%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.95%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.17%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.51%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.09%	94.00%
CHEMBL4040	P28482	MAP kinase ERK2	90.59%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.81%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.95%	94.42%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.27%	95.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.00%	96.95%
CHEMBL2535	P11166	Glucose transporter	84.44%	98.75%
CHEMBL4208	P20618	Proteasome component C5	83.15%	90.00%
CHEMBL3194	P02766	Transthyretin	81.19%	90.71%

Plants that contains it

• Ilex cornuta

Cross-Links

• PubChem: 71726158
• NPASS: NPC161765