2,3-Dihydroxy-1-methoxyxanthen-9-one

Details

• Internal ID: 520dddc3-a63f-4a7f-82b9-8dc82f043fe1
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,3-dihydroxy-1-methoxyxanthen-9-one
• InChI: InChI=1S/C14H10O5/c1-18-14-11-10(6-8(15)13(14)17)19-9-5-3-2-4-7(9)12(11)16/h2-6,15,17H,1H3
• InChI Key: KAUUDFSDYDQCDJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₅
• Molecular Weight: 258.23 g/mol
• Exact Mass: 258.05282342 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9448	94.48%
Caco-2	-	0.7545	75.45%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7176	71.76%
OATP2B1 inhibitior	-	0.7183	71.83%
OATP1B1 inhibitior	+	0.9222	92.22%
OATP1B3 inhibitior	+	1.0000	100.00%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8929	89.29%
P-glycoprotein inhibitior	-	0.6876	68.76%
P-glycoprotein substrate	-	0.8751	87.51%
CYP3A4 substrate	+	0.5336	53.36%
CYP2C9 substrate	-	0.8397	83.97%
CYP2D6 substrate	-	0.7876	78.76%
CYP3A4 inhibition	-	0.7681	76.81%
CYP2C9 inhibition	-	0.8896	88.96%
CYP2C19 inhibition	-	0.5820	58.20%
CYP2D6 inhibition	-	0.8589	85.89%
CYP1A2 inhibition	+	0.9796	97.96%
CYP2C8 inhibition	-	0.5884	58.84%
CYP inhibitory promiscuity	-	0.5398	53.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5599	55.99%
Eye corrosion	-	0.9632	96.32%
Eye irritation	+	0.8688	86.88%
Skin irritation	-	0.5421	54.21%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7978	79.78%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8982	89.82%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8148	81.48%
Acute Oral Toxicity (c)	III	0.7485	74.85%
Estrogen receptor binding	+	0.8062	80.62%
Androgen receptor binding	+	0.7903	79.03%
Thyroid receptor binding	+	0.6317	63.17%
Glucocorticoid receptor binding	+	0.9123	91.23%
Aromatase binding	+	0.8569	85.69%
PPAR gamma	+	0.7110	71.10%
Honey bee toxicity	-	0.9317	93.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8510	85.10%

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	99.71%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.53%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.53%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.51%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.42%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.27%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.60%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.65%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.13%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.63%	94.73%
CHEMBL2535	P11166	Glucose transporter	84.16%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.64%	99.15%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.37%	93.65%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.31%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.27%	95.50%

Plants that contains it

• Kielmeyera speciosa

Cross-Links

• PubChem: 12214332
• LOTUS: LTS0261723
• wikiData: Q105137996