3,6-Dihydroxy-1,5-dimethoxyxanthen-9-one

Details

• Internal ID: bb444510-a689-4cee-9599-54c526771dd9
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 3,6-dihydroxy-1,5-dimethoxyxanthen-9-one
• InChI: InChI=1S/C15H12O6/c1-19-10-5-7(16)6-11-12(10)13(18)8-3-4-9(17)15(20-2)14(8)21-11/h3-6,16-17H,1-2H3
• InChI Key: WCOMOXYCIWDGTP-UHFFFAOYSA-N
• Popularity: 3 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	+	0.5744	57.44%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7364	73.64%
OATP2B1 inhibitior	+	0.5528	55.28%
OATP1B1 inhibitior	+	0.9514	95.14%
OATP1B3 inhibitior	+	0.9851	98.51%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7174	71.74%
P-glycoprotein inhibitior	-	0.6711	67.11%
P-glycoprotein substrate	-	0.8262	82.62%
CYP3A4 substrate	+	0.5174	51.74%
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	+	0.6048	60.48%
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	+	0.8539	85.39%
Skin irritation	-	0.6099	60.99%
Skin corrosion	-	0.9698	96.98%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6385	63.85%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.9149	91.49%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6311	63.11%
Acute Oral Toxicity (c)	III	0.5708	57.08%
Estrogen receptor binding	+	0.8758	87.58%
Androgen receptor binding	+	0.7843	78.43%
Thyroid receptor binding	+	0.6196	61.96%
Glucocorticoid receptor binding	+	0.8776	87.76%
Aromatase binding	+	0.7537	75.37%
PPAR gamma	+	0.7207	72.07%
Honey bee toxicity	-	0.8702	87.02%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	98.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.11%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.80%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.75%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.56%	94.45%
CHEMBL3194	P02766	Transthyretin	91.21%	90.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.93%	80.78%
CHEMBL2535	P11166	Glucose transporter	90.50%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.81%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.58%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.56%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.06%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.12%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.95%	99.17%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.38%	98.11%

Plants that contains it

• Anaxagorea luzonensis

Cross-Links

• PubChem: 54423682
• LOTUS: LTS0079855
• wikiData: Q105301926