8-Hydroxy-7-methoxyxanthone

Details

• Internal ID: 393f29b9-d9be-4eb7-a9e0-10c53b953815
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1-hydroxy-2-methoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)OC3=CC=CC=C3C2=O)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1)OC3=CC=CC=C3C2=O)O
• InChI: InChI=1S/C14H10O4/c1-17-11-7-6-10-12(14(11)16)13(15)8-4-2-3-5-9(8)18-10/h2-7,16H,1H3
• InChI Key: LSJLHNKFYMDJIV-UHFFFAOYSA-N
• Popularity: 4 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: 3.10
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• Monomethoxy-monohydroxyxanthon
• CHEMBL4566889
• 1-hydroxy-2-methoxy-xanthen-9-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	+	0.8576	85.76%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7146	71.46%
OATP2B1 inhibitior	-	0.7299	72.99%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9973	99.73%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6075	60.75%
P-glycoprotein inhibitior	-	0.5706	57.06%
P-glycoprotein substrate	-	0.8606	86.06%
CYP3A4 substrate	+	0.5389	53.89%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.5835	58.35%
CYP2C9 inhibition	-	0.8319	83.19%
CYP2C19 inhibition	+	0.7001	70.01%
CYP2D6 inhibition	-	0.8533	85.33%
CYP1A2 inhibition	+	0.9798	97.98%
CYP2C8 inhibition	-	0.6220	62.20%
CYP inhibitory promiscuity	+	0.5273	52.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5441	54.41%
Eye corrosion	-	0.9412	94.12%
Eye irritation	+	0.8609	86.09%
Skin irritation	+	0.5142	51.42%
Skin corrosion	-	0.9802	98.02%
Ames mutagenesis	+	0.6436	64.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6679	66.79%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9229	92.29%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6433	64.33%
Acute Oral Toxicity (c)	III	0.8366	83.66%
Estrogen receptor binding	+	0.9305	93.05%
Androgen receptor binding	+	0.7695	76.95%
Thyroid receptor binding	+	0.6617	66.17%
Glucocorticoid receptor binding	+	0.9186	91.86%
Aromatase binding	+	0.8880	88.80%
PPAR gamma	+	0.7431	74.31%
Honey bee toxicity	-	0.8846	88.46%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5051	50.51%
Fish aquatic toxicity	+	0.8149	81.49%

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	96.56%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.29%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.60%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.49%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.73%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.96%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.62%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.18%	93.99%
CHEMBL1255126	O15151	Protein Mdm4	87.70%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.37%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.94%	98.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.45%	93.65%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.20%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	81.89%	94.73%

Plants that contains it

• Calophyllum caledonicum
• Calophyllum inophyllum

Cross-Links

• PubChem: 5464636
• LOTUS: LTS0005561
• wikiData: Q105156581