2,3,8-Trihydroxy-1,7-dimethoxyxanthen-9-one

Details

• Internal ID: a79c5315-6263-45ab-a886-999f32cd133a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,3,8-trihydroxy-1,7-dimethoxyxanthen-9-one
• InChI: InChI=1S/C15H12O7/c1-20-8-4-3-7-10(13(8)18)14(19)11-9(22-7)5-6(16)12(17)15(11)21-2/h3-5,16-18H,1-2H3
• InChI Key: JXTRONMGACAEHH-UHFFFAOYSA-N
• Popularity: 0 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	+	0.9336	93.36%
Caco-2	+	0.6378	63.78%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7175	71.75%
OATP2B1 inhibitior	-	0.5664	56.64%
OATP1B1 inhibitior	+	0.9539	95.39%
OATP1B3 inhibitior	+	0.9936	99.36%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8580	85.80%
P-glycoprotein inhibitior	-	0.6705	67.05%
P-glycoprotein substrate	-	0.8908	89.08%
CYP3A4 substrate	-	0.5276	52.76%
CYP2C9 substrate	-	0.6887	68.87%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.6979	69.79%
CYP2C9 inhibition	-	0.9200	92.00%
CYP2C19 inhibition	-	0.6079	60.79%
CYP2D6 inhibition	-	0.7756	77.56%
CYP1A2 inhibition	+	0.9559	95.59%
CYP2C8 inhibition	+	0.5639	56.39%
CYP inhibitory promiscuity	-	0.5584	55.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6247	62.47%
Eye corrosion	-	0.9696	96.96%
Eye irritation	+	0.6877	68.77%
Skin irritation	-	0.6228	62.28%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5713	57.13%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8959	89.59%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8045	80.45%
Acute Oral Toxicity (c)	III	0.5393	53.93%
Estrogen receptor binding	+	0.8335	83.35%
Androgen receptor binding	+	0.7338	73.38%
Thyroid receptor binding	+	0.6147	61.47%
Glucocorticoid receptor binding	+	0.8755	87.55%
Aromatase binding	+	0.7922	79.22%
PPAR gamma	+	0.7394	73.94%
Honey bee toxicity	-	0.9215	92.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5349	53.49%
Fish aquatic toxicity	+	0.8793	87.93%

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	97.66%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.40%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.31%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.98%	86.33%
CHEMBL3194	P02766	Transthyretin	90.24%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.24%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.17%	89.00%
CHEMBL1255126	O15151	Protein Mdm4	88.48%	90.20%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.58%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.13%	99.17%
CHEMBL2581	P07339	Cathepsin D	83.89%	98.95%
CHEMBL2535	P11166	Glucose transporter	83.36%	98.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.31%	94.42%
CHEMBL4208	P20618	Proteasome component C5	80.08%	90.00%

Plants that contains it

• Kielmeyera rubriflora

Cross-Links

• PubChem: 162852087
• LOTUS: LTS0044317
• wikiData: Q104169980