1,3-Dihydroxy-2,4,5,7-tetramethoxyxanthen-9-one

Details

• Internal ID: 0939d2a6-45db-4f41-8d64-3344c3e443ba
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3-dihydroxy-2,4,5,7-tetramethoxyxanthen-9-one
• InChI: InChI=1S/C17H16O8/c1-21-7-5-8-11(18)10-12(19)16(23-3)13(20)17(24-4)15(10)25-14(8)9(6-7)22-2/h5-6,19-20H,1-4H3
• InChI Key: BTJSBTYPVHSOPX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₈
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.08451746 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 4

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	+	0.6781	67.81%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5279	52.79%
OATP2B1 inhibitior	-	0.7122	71.22%
OATP1B1 inhibitior	+	0.8860	88.60%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6699	66.99%
P-glycoprotein inhibitior	-	0.4646	46.46%
P-glycoprotein substrate	-	0.8314	83.14%
CYP3A4 substrate	-	0.5075	50.75%
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	-	0.6315	63.15%
CYP inhibitory promiscuity	+	0.6880	68.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6372	63.72%
Eye corrosion	-	0.9745	97.45%
Eye irritation	+	0.8317	83.17%
Skin irritation	-	0.6903	69.03%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6360	63.60%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5656	56.56%
skin sensitisation	-	0.9087	90.87%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7426	74.26%
Acute Oral Toxicity (c)	III	0.5195	51.95%
Estrogen receptor binding	+	0.8667	86.67%
Androgen receptor binding	+	0.5779	57.79%
Thyroid receptor binding	+	0.7645	76.45%
Glucocorticoid receptor binding	+	0.8622	86.22%
Aromatase binding	+	0.7400	74.00%
PPAR gamma	+	0.7750	77.50%
Honey bee toxicity	-	0.8950	89.50%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	98.28%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.05%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.71%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.17%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.41%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.59%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.58%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.83%	99.17%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	84.65%	98.11%
CHEMBL2535	P11166	Glucose transporter	83.72%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.81%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.35%	92.94%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.14%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.64%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.53%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.39%	92.62%

Plants that contains it

• Halenia corniculata

Cross-Links

• PubChem: 15379038
• LOTUS: LTS0010280
• wikiData: Q104945675