8-Chloro-11-hydroxy-1-methoxycarbonyl-9-methylxanthone

Details

• Internal ID: 89014351-18d5-4d1c-9263-2e07260b2a44
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: methyl 5-chloro-8-hydroxy-6-methyl-9-oxoxanthene-1-carboxylate
• SMILES (Canonical): CC1=CC(=C2C(=C1Cl)OC3=CC=CC(=C3C2=O)C(=O)OC)O
• SMILES (Isomeric): CC1=CC(=C2C(=C1Cl)OC3=CC=CC(=C3C2=O)C(=O)OC)O
• InChI: InChI=1S/C16H11ClO5/c1-7-6-9(18)12-14(19)11-8(16(20)21-2)4-3-5-10(11)22-15(12)13(7)17/h3-6,18H,1-2H3
• InChI Key: ZPEGHOCZVYBYCM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₁ClO₅
• Molecular Weight: 318.71 g/mol
• Exact Mass: 318.0295011 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9773	97.73%
Caco-2	+	0.7013	70.13%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Lysosomes	0.5403	54.03%
OATP2B1 inhibitior	-	0.7194	71.94%
OATP1B1 inhibitior	+	0.8982	89.82%
OATP1B3 inhibitior	+	0.9339	93.39%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5744	57.44%
P-glycoprotein inhibitior	-	0.6622	66.22%
P-glycoprotein substrate	-	0.8222	82.22%
CYP3A4 substrate	+	0.5888	58.88%
CYP2C9 substrate	-	0.5686	56.86%
CYP2D6 substrate	-	0.8874	88.74%
CYP3A4 inhibition	-	0.8094	80.94%
CYP2C9 inhibition	+	0.6478	64.78%
CYP2C19 inhibition	-	0.8065	80.65%
CYP2D6 inhibition	-	0.9027	90.27%
CYP1A2 inhibition	+	0.7274	72.74%
CYP2C8 inhibition	+	0.6589	65.89%
CYP inhibitory promiscuity	-	0.7029	70.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8293	82.93%
Carcinogenicity (trinary)	Danger	0.5089	50.89%
Eye corrosion	-	0.9707	97.07%
Eye irritation	+	0.5512	55.12%
Skin irritation	-	0.6936	69.36%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4787	47.87%
Micronuclear	+	0.7533	75.33%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.9293	92.93%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5324	53.24%
Acute Oral Toxicity (c)	II	0.4572	45.72%
Estrogen receptor binding	+	0.9181	91.81%
Androgen receptor binding	+	0.7209	72.09%
Thyroid receptor binding	+	0.5297	52.97%
Glucocorticoid receptor binding	+	0.8992	89.92%
Aromatase binding	+	0.7789	77.89%
PPAR gamma	+	0.9141	91.41%
Honey bee toxicity	-	0.9486	94.86%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9857	98.57%

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	99.15%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.73%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.78%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.63%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.29%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.98%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.23%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.15%	95.50%
CHEMBL2535	P11166	Glucose transporter	87.42%	98.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.61%	94.42%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.89%	93.65%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.06%	99.15%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.23%	81.11%
CHEMBL4208	P20618	Proteasome component C5	81.21%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24787527
• LOTUS: LTS0188900
• wikiData: Q104202648