3,8-Dihydroxy-1,2,4,6-tetramethoxyxanthen-9-one

Details

• Internal ID: 139ae1f3-1c79-4927-85c0-3b9c411afe91
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 3,8-dihydroxy-1,2,4,6-tetramethoxyxanthen-9-one
• InChI: InChI=1S/C17H16O8/c1-21-7-5-8(18)10-9(6-7)25-15-11(12(10)19)14(22-2)16(23-3)13(20)17(15)24-4/h5-6,18,20H,1-4H3
• InChI Key: QBQFVALIXCEGIQ-UHFFFAOYSA-N
• Popularity: 0 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

• 89783-71-1
• DTXSID50237900

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9617	96.17%
Caco-2	+	0.7816	78.16%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7093	70.93%
OATP2B1 inhibitior	-	0.7136	71.36%
OATP1B1 inhibitior	+	0.8572	85.72%
OATP1B3 inhibitior	+	0.9698	96.98%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5487	54.87%
P-glycoprotein inhibitior	+	0.6040	60.40%
P-glycoprotein substrate	-	0.9081	90.81%
CYP3A4 substrate	+	0.5085	50.85%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.7782	77.82%
CYP2C9 inhibition	-	0.9325	93.25%
CYP2C19 inhibition	-	0.5514	55.14%
CYP2D6 inhibition	-	0.7363	73.63%
CYP1A2 inhibition	+	0.9561	95.61%
CYP2C8 inhibition	+	0.4845	48.45%
CYP inhibitory promiscuity	+	0.5753	57.53%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6097	60.97%
Eye corrosion	-	0.9746	97.46%
Eye irritation	+	0.7995	79.95%
Skin irritation	-	0.6975	69.75%
Skin corrosion	-	0.9788	97.88%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7210	72.10%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9328	93.28%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8149	81.49%
Acute Oral Toxicity (c)	II	0.4834	48.34%
Estrogen receptor binding	+	0.7989	79.89%
Androgen receptor binding	+	0.6246	62.46%
Thyroid receptor binding	+	0.6831	68.31%
Glucocorticoid receptor binding	+	0.8252	82.52%
Aromatase binding	+	0.7308	73.08%
PPAR gamma	+	0.6935	69.35%
Honey bee toxicity	-	0.9172	91.72%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8676	86.76%

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	98.61%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.32%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.55%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.09%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.57%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.98%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.06%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.00%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.61%	99.17%
CHEMBL3194	P02766	Transthyretin	86.48%	90.71%
CHEMBL4208	P20618	Proteasome component C5	86.05%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.92%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.78%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.42%	93.99%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.82%	98.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.62%	94.42%
CHEMBL3401	O75469	Pregnane X receptor	81.13%	94.73%

Plants that contains it

• Chironia krebsii

Cross-Links

• PubChem: 5491389
• LOTUS: LTS0002000
• wikiData: Q83120166