9H-Xanthen-9-one, 2-hydroxy-3,4-dimethoxy-

Details

• Internal ID: 7a66daee-7e37-4771-b116-f26ec7868d55
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2-hydroxy-3,4-dimethoxyxanthen-9-one
• InChI: InChI=1S/C15H12O5/c1-18-14-10(16)7-9-12(17)8-5-3-4-6-11(8)20-13(9)15(14)19-2/h3-7,16H,1-2H3
• InChI Key: QRZSRGUYEIXKQV-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.06847348 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 7-Hydroxy-5,6-dimethoxyxanthone
• 9H-Xanthen-9-one, 2-hydroxy-3,4-dimethoxy-
• 65417-39-2
• 2-hydroxy-3,4-dimethoxyxanthone
• DTXSID10333235
• BDBM50485136
• 2-hydroxy-3,4-dimethoxy-xanthen-9-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	+	0.6153	61.53%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7024	70.24%
OATP2B1 inhibitior	-	0.7297	72.97%
OATP1B1 inhibitior	+	0.9241	92.41%
OATP1B3 inhibitior	+	0.9932	99.32%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7633	76.33%
P-glycoprotein inhibitior	-	0.5123	51.23%
P-glycoprotein substrate	-	0.9320	93.20%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	+	0.5215	52.15%
CYP2C9 inhibition	-	0.8938	89.38%
CYP2C19 inhibition	+	0.6902	69.02%
CYP2D6 inhibition	-	0.7703	77.03%
CYP1A2 inhibition	+	0.9595	95.95%
CYP2C8 inhibition	-	0.7406	74.06%
CYP inhibitory promiscuity	+	0.5264	52.64%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9551	95.51%
Eye irritation	+	0.8680	86.80%
Skin irritation	-	0.5807	58.07%
Skin corrosion	-	0.9822	98.22%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6242	62.42%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9125	91.25%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6578	65.78%
Acute Oral Toxicity (c)	III	0.4994	49.94%
Estrogen receptor binding	+	0.7709	77.09%
Androgen receptor binding	+	0.6959	69.59%
Thyroid receptor binding	+	0.6187	61.87%
Glucocorticoid receptor binding	+	0.8207	82.07%
Aromatase binding	+	0.7023	70.23%
PPAR gamma	+	0.7004	70.04%
Honey bee toxicity	-	0.9142	91.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8492	84.92%

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	99.62%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.92%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.72%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.12%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.29%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.16%	89.00%
CHEMBL2535	P11166	Glucose transporter	89.63%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.10%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	87.06%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.76%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.39%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.36%	99.15%

Plants that contains it

• Hypericum sampsonii

Cross-Links

• PubChem: 493302
• LOTUS: LTS0266633
• wikiData: Q82098393