8-(Methoxycarbonyl)-1-hydroxy-9-oxo-9h-xanthene-3-carboxylic acid

Details

• Internal ID: 4fe713a5-d7d5-464a-bee3-3deeba71802f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1-hydroxy-8-methoxycarbonyl-9-oxoxanthene-3-carboxylic acid
• InChI: InChI=1S/C16H10O7/c1-22-16(21)8-3-2-4-10-12(8)14(18)13-9(17)5-7(15(19)20)6-11(13)23-10/h2-6,17H,1H3,(H,19,20)
• InChI Key: KZGBTYFIKLGTBK-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀O₇
• Molecular Weight: 314.25 g/mol
• Exact Mass: 314.04265265 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9561	95.61%
Caco-2	-	0.6925	69.25%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7409	74.09%
OATP2B1 inhibitior	-	0.7044	70.44%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.9878	98.78%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7705	77.05%
P-glycoprotein inhibitior	-	0.7991	79.91%
P-glycoprotein substrate	-	0.7980	79.80%
CYP3A4 substrate	-	0.5083	50.83%
CYP2C9 substrate	-	0.5992	59.92%
CYP2D6 substrate	-	0.9021	90.21%
CYP3A4 inhibition	-	0.8237	82.37%
CYP2C9 inhibition	-	0.5906	59.06%
CYP2C19 inhibition	-	0.8667	86.67%
CYP2D6 inhibition	-	0.9021	90.21%
CYP1A2 inhibition	+	0.6839	68.39%
CYP2C8 inhibition	+	0.6423	64.23%
CYP inhibitory promiscuity	-	0.8168	81.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.4890	48.90%
Eye corrosion	-	0.9428	94.28%
Eye irritation	+	0.7202	72.02%
Skin irritation	-	0.6990	69.90%
Skin corrosion	-	0.9719	97.19%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7705	77.05%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.6034	60.34%
skin sensitisation	-	0.9761	97.61%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6450	64.50%
Acute Oral Toxicity (c)	III	0.8363	83.63%
Estrogen receptor binding	+	0.8314	83.14%
Androgen receptor binding	+	0.7274	72.74%
Thyroid receptor binding	-	0.6891	68.91%
Glucocorticoid receptor binding	+	0.8385	83.85%
Aromatase binding	+	0.6475	64.75%
PPAR gamma	+	0.6825	68.25%
Honey bee toxicity	-	0.9464	94.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.8766	87.66%

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	95.97%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.35%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.12%	98.95%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	94.78%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	93.65%	81.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	93.33%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.10%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	90.56%	94.73%
CHEMBL2535	P11166	Glucose transporter	90.52%	98.75%
CHEMBL4040	P28482	MAP kinase ERK2	89.56%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.29%	95.56%
CHEMBL3194	P02766	Transthyretin	86.26%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.22%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.79%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	82.12%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.22%	94.00%
CHEMBL4208	P20618	Proteasome component C5	80.08%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25130583
• LOTUS: LTS0106808
• wikiData: Q77506546