4-Hydroxy-1-methoxyxanthen-9-one

Details

• Internal ID: 170b785e-8a4a-455c-a42a-8d4ad58735c2
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 4-hydroxy-1-methoxyxanthen-9-one
• SMILES (Canonical): COC1=C2C(=C(C=C1)O)OC3=CC=CC=C3C2=O
• SMILES (Isomeric): COC1=C2C(=C(C=C1)O)OC3=CC=CC=C3C2=O
• InChI: InChI=1S/C14H10O4/c1-17-11-7-6-9(15)14-12(11)13(16)8-4-2-3-5-10(8)18-14/h2-7,15H,1H3
• InChI Key: YJJLBYXCUDACHR-UHFFFAOYSA-N
• Popularity: 0 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	+	0.5944	59.44%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6551	65.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9374	93.74%
OATP1B3 inhibitior	+	0.9952	99.52%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6471	64.71%
P-glycoprotein inhibitior	-	0.5749	57.49%
P-glycoprotein substrate	-	0.8834	88.34%
CYP3A4 substrate	+	0.5371	53.71%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	+	0.5981	59.81%
CYP2C9 inhibition	-	0.7716	77.16%
CYP2C19 inhibition	+	0.6254	62.54%
CYP2D6 inhibition	-	0.8637	86.37%
CYP1A2 inhibition	+	0.9667	96.67%
CYP2C8 inhibition	-	0.6281	62.81%
CYP inhibitory promiscuity	-	0.5933	59.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4627	46.27%
Eye corrosion	-	0.8980	89.80%
Eye irritation	+	0.8658	86.58%
Skin irritation	-	0.5327	53.27%
Skin corrosion	-	0.9840	98.40%
Ames mutagenesis	+	0.7236	72.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.8005	80.05%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5178	51.78%
skin sensitisation	-	0.9316	93.16%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.9193	91.93%
Estrogen receptor binding	+	0.8712	87.12%
Androgen receptor binding	+	0.8260	82.60%
Thyroid receptor binding	+	0.5874	58.74%
Glucocorticoid receptor binding	+	0.8887	88.87%
Aromatase binding	+	0.8702	87.02%
PPAR gamma	+	0.8452	84.52%
Honey bee toxicity	-	0.8899	88.99%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5451	54.51%
Fish aquatic toxicity	+	0.6426	64.26%

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	98.26%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.97%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.04%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.68%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.45%	89.00%
CHEMBL2535	P11166	Glucose transporter	89.93%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	87.52%	90.20%
CHEMBL2581	P07339	Cathepsin D	86.07%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.80%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.78%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.24%	85.14%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.42%	80.78%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.19%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	81.44%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.34%	95.50%

Plants that contains it

• Calophyllum caledonicum

Cross-Links

• PubChem: 162982875
• LOTUS: LTS0153998
• wikiData: Q105349309