4,6-Dihydroxy-1,3-dimethoxy-9H-xanthen-9-one

Details

• Internal ID: 9b4505d9-c736-485d-a7ce-9b288f9553af
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 4,6-dihydroxy-1,3-dimethoxyxanthen-9-one
• InChI: InChI=1S/C15H12O6/c1-19-10-6-11(20-2)14(18)15-12(10)13(17)8-4-3-7(16)5-9(8)21-15/h3-6,16,18H,1-2H3
• InChI Key: KTUWEEZXWATIOS-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

• DTXSID10550703
• 4,6-DIHYDROXY-1,3-DIMETHOXY-9H-XANTHEN-9-ONE
• RefChem:285857
• DTXCID60501487
• 4,6-dihydroxy-1,3-dimethoxyxanthone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9642	96.42%
Caco-2	-	0.5271	52.71%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7364	73.64%
OATP2B1 inhibitior	-	0.5704	57.04%
OATP1B1 inhibitior	+	0.8647	86.47%
OATP1B3 inhibitior	+	0.9851	98.51%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6266	62.66%
P-glycoprotein inhibitior	-	0.6374	63.74%
P-glycoprotein substrate	-	0.6084	60.84%
CYP3A4 substrate	+	0.5095	50.95%
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	+	0.5764	57.64%
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	+	0.9192	91.92%
Skin irritation	-	0.6099	60.99%
Skin corrosion	-	0.9698	96.98%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8422	84.22%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.9149	91.49%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7841	78.41%
Acute Oral Toxicity (c)	III	0.5708	57.08%
Estrogen receptor binding	+	0.8527	85.27%
Androgen receptor binding	+	0.8218	82.18%
Thyroid receptor binding	+	0.6441	64.41%
Glucocorticoid receptor binding	+	0.9100	91.00%
Aromatase binding	+	0.7955	79.55%
PPAR gamma	+	0.7672	76.72%
Honey bee toxicity	-	0.8682	86.82%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5249	52.49%
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	98.62%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.42%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.13%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.95%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.54%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.91%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.61%	86.33%
CHEMBL3194	P02766	Transthyretin	86.98%	90.71%
CHEMBL2535	P11166	Glucose transporter	86.67%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.17%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.52%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.63%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.99%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.95%	85.14%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.29%	98.11%

Plants that contains it

• Alnus glutinosa

Cross-Links

• PubChem: 13831896
• LOTUS: LTS0010373
• wikiData: Q82430132