8-Hydroxy-9-oxo-9H-xanthene-1,3-dicarboxylic acid

Details

• Internal ID: 02cb6ded-525e-4c5e-ade5-58450c124ac3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 8-hydroxy-9-oxoxanthene-1,3-dicarboxylic acid
• SMILES (Canonical): C1=CC(=C2C(=C1)OC3=CC(=CC(=C3C2=O)C(=O)O)C(=O)O)O
• SMILES (Isomeric): C1=CC(=C2C(=C1)OC3=CC(=CC(=C3C2=O)C(=O)O)C(=O)O)O
• InChI: InChI=1S/C15H8O7/c16-8-2-1-3-9-12(8)13(17)11-7(15(20)21)4-6(14(18)19)5-10(11)22-9/h1-5,16H,(H,18,19)(H,20,21)
• InChI Key: KSDHRLBMSUYFBZ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₈O₇
• Molecular Weight: 300.22 g/mol
• Exact Mass: 300.02700259 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 8-HYDROXY-9-OXO-9H-XANTHENE-1,3-DICARBOXYLIC ACID
• DTXSID60782815

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9488	94.88%
Caco-2	-	0.7129	71.29%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	+	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6735	67.35%
OATP2B1 inhibitior	-	0.5541	55.41%
OATP1B1 inhibitior	+	0.9339	93.39%
OATP1B3 inhibitior	+	0.9819	98.19%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8617	86.17%
P-glycoprotein inhibitior	-	0.9470	94.70%
P-glycoprotein substrate	-	0.9059	90.59%
CYP3A4 substrate	-	0.6548	65.48%
CYP2C9 substrate	-	0.5988	59.88%
CYP2D6 substrate	-	0.9038	90.38%
CYP3A4 inhibition	-	0.7500	75.00%
CYP2C9 inhibition	-	0.6253	62.53%
CYP2C19 inhibition	-	0.9296	92.96%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.7719	77.19%
CYP2C8 inhibition	-	0.5819	58.19%
CYP inhibitory promiscuity	-	0.9201	92.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.5528	55.28%
Eye corrosion	-	0.9732	97.32%
Eye irritation	+	0.9463	94.63%
Skin irritation	+	0.5395	53.95%
Skin corrosion	-	0.9827	98.27%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9127	91.27%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.7659	76.59%
skin sensitisation	-	0.9332	93.32%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5674	56.74%
Acute Oral Toxicity (c)	III	0.5457	54.57%
Estrogen receptor binding	+	0.6054	60.54%
Androgen receptor binding	+	0.7235	72.35%
Thyroid receptor binding	-	0.6775	67.75%
Glucocorticoid receptor binding	+	0.7683	76.83%
Aromatase binding	+	0.5997	59.97%
PPAR gamma	+	0.7873	78.73%
Honey bee toxicity	-	0.9681	96.81%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9246	92.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293294	P51151	Ras-related protein Rab-9A	96.86%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	93.49%	81.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.03%	95.56%
CHEMBL3194	P02766	Transthyretin	92.88%	90.71%
CHEMBL2581	P07339	Cathepsin D	92.06%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.96%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.90%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.09%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	89.13%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.61%	89.00%
CHEMBL2535	P11166	Glucose transporter	87.98%	98.75%
CHEMBL1811	P34995	Prostanoid EP1 receptor	87.68%	95.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.08%	94.42%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.42%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	82.50%	94.73%

Plants that contains it

• Senna alata
• Senna reticulata

Cross-Links

• PubChem: 71358891
• LOTUS: LTS0038426
• wikiData: Q82747355