2-Hydroxy-1-methoxyxanthone

Details

• Internal ID: 1a604d37-2194-4b34-8702-385bf55fa741
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2-hydroxy-1-methoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C=CC2=C1C(=O)C3=CC=CC=C3O2)O
• SMILES (Isomeric): COC1=C(C=CC2=C1C(=O)C3=CC=CC=C3O2)O
• InChI: InChI=1S/C14H10O4/c1-17-14-9(15)6-7-11-12(14)13(16)8-4-2-3-5-10(8)18-11/h2-7,15H,1H3
• InChI Key: ATPZBKJDXXSOFC-UHFFFAOYSA-N
• Popularity: 20 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

• 2-hydroxy-1-methoxy-xanthen-9-one
• 7-hydroxy-8-methoxyxanthone
• 16302-46-8
• CHEMBL1923834
• AKOS040763029
• 9H-Xanthen-9-one, 2-hydroxy-1-methoxy-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	-	0.5912	59.12%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7146	71.46%
OATP2B1 inhibitior	-	0.8688	86.88%
OATP1B1 inhibitior	+	0.9345	93.45%
OATP1B3 inhibitior	+	0.9973	99.73%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7992	79.92%
P-glycoprotein inhibitior	-	0.6250	62.50%
P-glycoprotein substrate	-	0.9488	94.88%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
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	-	0.7822	78.22%
CYP inhibitory promiscuity	+	0.5273	52.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5441	54.41%
Eye corrosion	-	0.9412	94.12%
Eye irritation	+	0.7966	79.66%
Skin irritation	+	0.5142	51.42%
Skin corrosion	-	0.9802	98.02%
Ames mutagenesis	+	0.6636	66.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.7897	78.97%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.9229	92.29%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6719	67.19%
Acute Oral Toxicity (c)	III	0.8366	83.66%
Estrogen receptor binding	+	0.8595	85.95%
Androgen receptor binding	+	0.7130	71.30%
Thyroid receptor binding	+	0.5736	57.36%
Glucocorticoid receptor binding	+	0.8063	80.63%
Aromatase binding	+	0.8394	83.94%
PPAR gamma	+	0.6983	69.83%
Honey bee toxicity	-	0.9082	90.82%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
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	99.17%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.84%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.61%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.61%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.69%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.91%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.08%	98.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.10%	80.78%
CHEMBL2535	P11166	Glucose transporter	86.84%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.91%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	81.72%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.68%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.04%	93.65%

Plants that contains it

• Calophyllum caledonicum
• Calophyllum inophyllum
• Calophyllum teysmannii
• Cratoxylum cochinchinense
• Garcinia kola
• Kielmeyera coriacea
• Kielmeyera excelsa
• Kielmeyera rupestris
• Kielmeyera speciosa

Cross-Links

• PubChem: 10399460
• LOTUS: LTS0271054
• wikiData: Q103816413