methyl 8-hydroxy-6-methyl-9-oxo-9H-xanthene-1-carboxylate

Details

• Internal ID: 3b47891b-6ac8-4a43-ae73-1eb7999598d3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: methyl 8-hydroxy-6-methyl-9-oxoxanthene-1-carboxylate
• InChI: InChI=1S/C16H12O5/c1-8-6-10(17)14-12(7-8)21-11-5-3-4-9(16(19)20-2)13(11)15(14)18/h3-7,17H,1-2H3
• InChI Key: YEKIIDIQOZQXAX-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₅
• Molecular Weight: 284.26 g/mol
• Exact Mass: 284.06847348 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEBI:68226
• MEGxm0_000516
• CHEMBL1812027
• ACon1_001729
• NCGC00180199-01
• methyl 8-hydroxy-6-methyl-9-oxoxanthene-1-carboxylate
• Q27136719
• 61822-24-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9669	96.69%
Caco-2	+	0.7652	76.52%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6627	66.27%
OATP2B1 inhibitior	-	0.7270	72.70%
OATP1B1 inhibitior	+	0.8909	89.09%
OATP1B3 inhibitior	+	0.9649	96.49%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6178	61.78%
P-glycoprotein inhibitior	-	0.5964	59.64%
P-glycoprotein substrate	-	0.8569	85.69%
CYP3A4 substrate	+	0.5392	53.92%
CYP2C9 substrate	-	0.5626	56.26%
CYP2D6 substrate	-	0.8850	88.50%
CYP3A4 inhibition	-	0.7284	72.84%
CYP2C9 inhibition	-	0.7893	78.93%
CYP2C19 inhibition	-	0.9298	92.98%
CYP2D6 inhibition	-	0.9020	90.20%
CYP1A2 inhibition	+	0.6156	61.56%
CYP2C8 inhibition	+	0.5242	52.42%
CYP inhibitory promiscuity	-	0.8521	85.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5828	58.28%
Eye corrosion	-	0.9403	94.03%
Eye irritation	+	0.7561	75.61%
Skin irritation	-	0.7282	72.82%
Skin corrosion	-	0.9822	98.22%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5237	52.37%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.6535	65.35%
skin sensitisation	-	0.9688	96.88%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5958	59.58%
Acute Oral Toxicity (c)	III	0.5846	58.46%
Estrogen receptor binding	+	0.8611	86.11%
Androgen receptor binding	+	0.7542	75.42%
Thyroid receptor binding	-	0.5732	57.32%
Glucocorticoid receptor binding	+	0.8607	86.07%
Aromatase binding	+	0.8052	80.52%
PPAR gamma	+	0.7419	74.19%
Honey bee toxicity	-	0.9523	95.23%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.8944	89.44%

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	96.89%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.51%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.82%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.93%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.86%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.75%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.56%	95.56%
CHEMBL2535	P11166	Glucose transporter	89.37%	98.75%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.23%	81.11%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.11%	93.65%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.88%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.24%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.93%	94.80%
CHEMBL340	P08684	Cytochrome P450 3A4	82.84%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	82.44%	91.49%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.17%	94.42%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11098071
• LOTUS: LTS0207473
• wikiData: Q27136719