6,8-Dihydroxy-3-methyl-9-oxo-9h-xanthene-1-carboxylic acid

Details

• Internal ID: abeab1c9-e89b-488f-a5b1-725377fe9aeb
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 6,8-dihydroxy-3-methyl-9-oxoxanthene-1-carboxylic acid
• InChI: InChI=1S/C15H10O6/c1-6-2-8(15(19)20)12-10(3-6)21-11-5-7(16)4-9(17)13(11)14(12)18/h2-5,16-17H,1H3,(H,19,20)
• InChI Key: FIQFPWJQOCOBJX-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24 g/mol
• Exact Mass: 286.04773803 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9115	91.15%
Caco-2	+	0.6887	68.87%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6218	62.18%
OATP2B1 inhibitior	-	0.6831	68.31%
OATP1B1 inhibitior	+	0.8714	87.14%
OATP1B3 inhibitior	+	0.9741	97.41%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7989	79.89%
P-glycoprotein inhibitior	-	0.9042	90.42%
P-glycoprotein substrate	-	0.9218	92.18%
CYP3A4 substrate	-	0.6037	60.37%
CYP2C9 substrate	+	0.6036	60.36%
CYP2D6 substrate	-	0.9114	91.14%
CYP3A4 inhibition	+	0.5176	51.76%
CYP2C9 inhibition	-	0.7194	71.94%
CYP2C19 inhibition	-	0.9379	93.79%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	-	0.6824	68.24%
CYP2C8 inhibition	-	0.6320	63.20%
CYP inhibitory promiscuity	-	0.8489	84.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5942	59.42%
Eye corrosion	-	0.9797	97.97%
Eye irritation	+	0.8996	89.96%
Skin irritation	-	0.5418	54.18%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8205	82.05%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6409	64.09%
skin sensitisation	-	0.9448	94.48%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5236	52.36%
Acute Oral Toxicity (c)	III	0.8138	81.38%
Estrogen receptor binding	+	0.7697	76.97%
Androgen receptor binding	+	0.7907	79.07%
Thyroid receptor binding	-	0.7101	71.01%
Glucocorticoid receptor binding	+	0.9031	90.31%
Aromatase binding	+	0.5875	58.75%
PPAR gamma	+	0.8259	82.59%
Honey bee toxicity	-	0.9530	95.30%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9080	90.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3194	P02766	Transthyretin	93.34%	90.71%
CHEMBL2581	P07339	Cathepsin D	93.33%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.28%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	92.07%	81.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.43%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	91.09%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.37%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.69%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.70%	96.12%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	87.51%	87.67%
CHEMBL3401	O75469	Pregnane X receptor	86.53%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.70%	86.33%
CHEMBL1811	P34995	Prostanoid EP1 receptor	82.17%	95.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.23%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.07%	95.50%
CHEMBL4208	P20618	Proteasome component C5	80.92%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.71%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.54%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 129881813
• LOTUS: LTS0108388
• wikiData: Q104995822