9H-Xanthen-9-one, 7-hydroxy-1-methoxy-

Details

• Internal ID: ca9702fc-f167-4c35-a5ad-ada6eb4ce4f7
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 7-hydroxy-1-methoxyxanthen-9-one
• SMILES (Canonical): COC1=CC=CC2=C1C(=O)C3=C(O2)C=CC(=C3)O
• SMILES (Isomeric): COC1=CC=CC2=C1C(=O)C3=C(O2)C=CC(=C3)O
• InChI: InChI=1S/C14H10O4/c1-17-11-3-2-4-12-13(11)14(16)9-7-8(15)5-6-10(9)18-12/h2-7,15H,1H3
• InChI Key: FWBCCNVJDMEVSM-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₄
• Molecular Weight: 242.23 g/mol
• Exact Mass: 242.05790880 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 9H-Xanthen-9-one, 7-hydroxy-1-methoxy-
• 244121-75-3
• DTXSID40440800
• BDBM50485133

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.5218	52.18%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6618	66.18%
OATP2B1 inhibitior	-	0.7354	73.54%
OATP1B1 inhibitior	+	0.8909	89.09%
OATP1B3 inhibitior	+	1.0000	100.00%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7026	70.26%
P-glycoprotein inhibitior	-	0.6055	60.55%
P-glycoprotein substrate	-	0.7183	71.83%
CYP3A4 substrate	+	0.5361	53.61%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	+	0.6830	68.30%
CYP2C9 inhibition	-	0.5200	52.00%
CYP2C19 inhibition	+	0.7424	74.24%
CYP2D6 inhibition	-	0.8883	88.83%
CYP1A2 inhibition	+	0.9819	98.19%
CYP2C8 inhibition	+	0.4865	48.65%
CYP inhibitory promiscuity	-	0.5494	54.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9113	91.13%
Carcinogenicity (trinary)	Non-required	0.4739	47.39%
Eye corrosion	-	0.8952	89.52%
Eye irritation	+	0.7683	76.83%
Skin irritation	-	0.5473	54.73%
Skin corrosion	-	0.9880	98.80%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6837	68.37%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.9621	96.21%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.5804	58.04%
Acute Oral Toxicity (c)	III	0.8897	88.97%
Estrogen receptor binding	+	0.9251	92.51%
Androgen receptor binding	+	0.8877	88.77%
Thyroid receptor binding	+	0.5176	51.76%
Glucocorticoid receptor binding	+	0.8849	88.49%
Aromatase binding	+	0.8913	89.13%
PPAR gamma	+	0.7108	71.08%
Honey bee toxicity	-	0.8712	87.12%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7062	70.62%

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	96.63%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.02%	95.56%
CHEMBL2535	P11166	Glucose transporter	95.44%	98.75%
CHEMBL2581	P07339	Cathepsin D	94.68%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.46%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.93%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.77%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.29%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.31%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.31%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.44%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	84.51%	90.20%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.70%	94.03%
CHEMBL3401	O75469	Pregnane X receptor	82.27%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.88%	99.17%

Plants that contains it

• Polygala caudata

Cross-Links

• PubChem: 10490332
• LOTUS: LTS0108371
• wikiData: Q82257215