4,7-Dihydroxy-2,3-dimethoxyxanthone

Details

• Internal ID: ca877ad4-cc04-46b2-a9b1-813da6b68fca
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 4,7-dihydroxy-2,3-dimethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)C(=O)C3=C(O2)C=CC(=C3)O)O)OC
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)C(=O)C3=C(O2)C=CC(=C3)O)O)OC
• InChI: InChI=1S/C15H12O6/c1-19-11-6-9-12(17)8-5-7(16)3-4-10(8)21-14(9)13(18)15(11)20-2/h3-6,16,18H,1-2H3
• InChI Key: HSJRZRKRXHUONV-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9642	96.42%
Caco-2	+	0.7982	79.82%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7364	73.64%
OATP2B1 inhibitior	-	0.5770	57.70%
OATP1B1 inhibitior	+	0.8702	87.02%
OATP1B3 inhibitior	+	0.9851	98.51%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8851	88.51%
P-glycoprotein inhibitior	-	0.6464	64.64%
P-glycoprotein substrate	-	0.7762	77.62%
CYP3A4 substrate	+	0.5189	51.89%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.6420	64.20%
CYP2C9 inhibition	-	0.7071	70.71%
CYP2C19 inhibition	+	0.7531	75.31%
CYP2D6 inhibition	-	0.6235	62.35%
CYP1A2 inhibition	+	0.9606	96.06%
CYP2C8 inhibition	+	0.6181	61.81%
CYP inhibitory promiscuity	+	0.6446	64.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6331	63.31%
Eye corrosion	-	0.9655	96.55%
Eye irritation	+	0.7464	74.64%
Skin irritation	-	0.6099	60.99%
Skin corrosion	-	0.9698	96.98%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5893	58.93%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9149	91.49%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8591	85.91%
Acute Oral Toxicity (c)	III	0.5708	57.08%
Estrogen receptor binding	+	0.6144	61.44%
Androgen receptor binding	+	0.6959	69.59%
Thyroid receptor binding	+	0.5783	57.83%
Glucocorticoid receptor binding	+	0.8225	82.25%
Aromatase binding	+	0.7640	76.40%
PPAR gamma	+	0.7004	70.04%
Honey bee toxicity	-	0.8738	87.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8585	85.85%

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	98.82%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.67%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.86%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.31%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.95%	89.00%
CHEMBL2535	P11166	Glucose transporter	89.86%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.84%	99.23%
CHEMBL2581	P07339	Cathepsin D	89.46%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.65%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.28%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.84%	85.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.41%	89.62%
CHEMBL3194	P02766	Transthyretin	82.90%	90.71%

Plants that contains it

• Hypericum monogynum

Cross-Links

• PubChem: 16105272
• LOTUS: LTS0262975
• wikiData: Q105033090