3,7-Dihydroxy-2,4-dimethoxyxanthone

Details

• Internal ID: 214776ec-27c2-4add-ad4c-11377ff98c4f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 3,7-dihydroxy-2,4-dimethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)C(=O)C3=C(O2)C=CC(=C3)O)OC)O
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)C(=O)C3=C(O2)C=CC(=C3)O)OC)O
• InChI: InChI=1S/C15H12O6/c1-19-11-6-9-12(17)8-5-7(16)3-4-10(8)21-14(9)15(20-2)13(11)18/h3-6,16,18H,1-2H3
• InChI Key: KIMKBIPEOSESHI-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	+	0.6661	66.61%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7364	73.64%
OATP2B1 inhibitior	-	0.5796	57.96%
OATP1B1 inhibitior	+	0.8610	86.10%
OATP1B3 inhibitior	+	0.9851	98.51%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8104	81.04%
P-glycoprotein inhibitior	-	0.6582	65.82%
P-glycoprotein substrate	-	0.7768	77.68%
CYP3A4 substrate	+	0.5299	52.99%
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	+	0.5696	56.96%
CYP inhibitory promiscuity	+	0.6446	64.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6331	63.31%
Eye corrosion	-	0.9655	96.55%
Eye irritation	+	0.8109	81.09%
Skin irritation	-	0.6099	60.99%
Skin corrosion	-	0.9698	96.98%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7352	73.52%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9149	91.49%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8908	89.08%
Acute Oral Toxicity (c)	III	0.5708	57.08%
Estrogen receptor binding	+	0.7293	72.93%
Androgen receptor binding	+	0.7651	76.51%
Thyroid receptor binding	+	0.6214	62.14%
Glucocorticoid receptor binding	+	0.8366	83.66%
Aromatase binding	+	0.7170	71.70%
PPAR gamma	+	0.6145	61.45%
Honey bee toxicity	-	0.8736	87.36%
Biodegradation	-	0.7500	75.00%
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	99.15%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.39%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.60%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.48%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.00%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.31%	98.95%
CHEMBL2535	P11166	Glucose transporter	90.25%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.99%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.78%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.23%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.01%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.60%	89.62%
CHEMBL3194	P02766	Transthyretin	81.24%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.01%	92.94%

Plants that contains it

• Hypericum monogynum

Cross-Links

• PubChem: 16105270
• LOTUS: LTS0003269
• wikiData: Q105141592