6,8-Dihydroxy-1,2,3-trimethoxyxanthen-9-one

Details

• Internal ID: 4ac124bd-58eb-4ef1-b76a-f67ba890c6a9
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 6,8-dihydroxy-1,2,3-trimethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)OC3=CC(=CC(=C3C2=O)O)O)OC)OC
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)OC3=CC(=CC(=C3C2=O)O)O)OC)OC
• InChI: InChI=1S/C16H14O7/c1-20-11-6-10-13(16(22-3)15(11)21-2)14(19)12-8(18)4-7(17)5-9(12)23-10/h4-6,17-18H,1-3H3
• InChI Key: UHCAAIDAXYQQOG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₇
• Molecular Weight: 318.28 g/mol
• Exact Mass: 318.07395278 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9232	92.32%
Caco-2	+	0.8933	89.33%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5279	52.79%
OATP2B1 inhibitior	-	0.7098	70.98%
OATP1B1 inhibitior	+	0.8793	87.93%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8581	85.81%
P-glycoprotein inhibitior	-	0.5608	56.08%
P-glycoprotein substrate	-	0.7831	78.31%
CYP3A4 substrate	+	0.5124	51.24%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.5125	51.25%
CYP2C9 inhibition	-	0.9202	92.02%
CYP2C19 inhibition	-	0.6069	60.69%
CYP2D6 inhibition	-	0.6399	63.99%
CYP1A2 inhibition	+	0.9412	94.12%
CYP2C8 inhibition	+	0.6543	65.43%
CYP inhibitory promiscuity	+	0.6880	68.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6372	63.72%
Eye corrosion	-	0.9745	97.45%
Eye irritation	+	0.7567	75.67%
Skin irritation	-	0.6903	69.03%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4551	45.51%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.9087	90.87%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6545	65.45%
Acute Oral Toxicity (c)	III	0.5195	51.95%
Estrogen receptor binding	+	0.7478	74.78%
Androgen receptor binding	+	0.6263	62.63%
Thyroid receptor binding	+	0.6476	64.76%
Glucocorticoid receptor binding	+	0.7723	77.23%
Aromatase binding	+	0.7048	70.48%
PPAR gamma	+	0.7388	73.88%
Honey bee toxicity	-	0.8893	88.93%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	+	0.8379	83.79%

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	96.08%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.81%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.59%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.49%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.93%	95.56%
CHEMBL3194	P02766	Transthyretin	89.91%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.10%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.09%	93.99%
CHEMBL2581	P07339	Cathepsin D	85.88%	98.95%
CHEMBL2535	P11166	Glucose transporter	84.21%	98.75%
CHEMBL4208	P20618	Proteasome component C5	83.64%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.33%	99.23%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.10%	96.12%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.57%	96.09%

Plants that contains it

• Polygala tenuifolia

Cross-Links

• PubChem: 85670513
• LOTUS: LTS0104824
• wikiData: Q105272701