1,6,8-Trihydroxy-2,5-dimethoxyxanthen-9-one

Details

• Internal ID: 88667b32-44ee-454a-a3a2-e0ede04fa606
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,6,8-trihydroxy-2,5-dimethoxyxanthen-9-one
• InChI: InChI=1S/C15H12O7/c1-20-9-4-3-8-11(12(9)18)13(19)10-6(16)5-7(17)14(21-2)15(10)22-8/h3-5,16-18H,1-2H3
• InChI Key: BSEZTDIZCHRGGS-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₇
• Molecular Weight: 304.25 g/mol
• Exact Mass: 304.05830272 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9261	92.61%
Caco-2	+	0.7621	76.21%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5592	55.92%
OATP2B1 inhibitior	-	0.6986	69.86%
OATP1B1 inhibitior	+	0.9401	94.01%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7927	79.27%
P-glycoprotein inhibitior	-	0.6895	68.95%
P-glycoprotein substrate	-	0.8705	87.05%
CYP3A4 substrate	-	0.5192	51.92%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.6908	69.08%
CYP2C9 inhibition	-	0.7416	74.16%
CYP2C19 inhibition	+	0.6596	65.96%
CYP2D6 inhibition	-	0.5311	53.11%
CYP1A2 inhibition	+	0.9466	94.66%
CYP2C8 inhibition	+	0.4492	44.92%
CYP inhibitory promiscuity	+	0.7479	74.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6775	67.75%
Eye corrosion	-	0.9667	96.67%
Eye irritation	+	0.8160	81.60%
Skin irritation	-	0.6148	61.48%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	+	0.6136	61.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6676	66.76%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8849	88.49%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8249	82.49%
Acute Oral Toxicity (c)	III	0.6228	62.28%
Estrogen receptor binding	+	0.8697	86.97%
Androgen receptor binding	+	0.7108	71.08%
Thyroid receptor binding	+	0.5929	59.29%
Glucocorticoid receptor binding	+	0.8795	87.95%
Aromatase binding	+	0.7936	79.36%
PPAR gamma	+	0.7101	71.01%
Honey bee toxicity	-	0.9035	90.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.8268	82.68%

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	97.01%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.69%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.83%	89.00%
CHEMBL3194	P02766	Transthyretin	90.52%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.08%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.08%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.02%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	85.71%	90.20%
CHEMBL2535	P11166	Glucose transporter	85.70%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.15%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.90%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	81.24%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.24%	94.42%
CHEMBL4208	P20618	Proteasome component C5	80.55%	90.00%

Plants that contains it

• Lomatogonium carinthiacum

Cross-Links

• PubChem: 101304459
• LOTUS: LTS0002047
• wikiData: Q104945217