1,7-Dihydroxy-2,3,4,5-tetramethoxy-9H-xanthen-9-one

Details

• Internal ID: 8aba878e-6523-40cb-8e63-0067d1cedaee
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,7-dihydroxy-2,3,4,5-tetramethoxyxanthen-9-one
• SMILES (Canonical): COC1=CC(=CC2=C1OC3=C(C(=C(C(=C3C2=O)O)OC)OC)OC)O
• SMILES (Isomeric): COC1=CC(=CC2=C1OC3=C(C(=C(C(=C3C2=O)O)OC)OC)OC)O
• InChI: InChI=1S/C17H16O8/c1-21-9-6-7(18)5-8-11(19)10-12(20)15(22-2)17(24-4)16(23-3)14(10)25-13(8)9/h5-6,18,20H,1-4H3
• InChI Key: WLIKYUHKODSIMR-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

• DTXSID10752629
• 1,7-DIHYDROXY-2,3,4,5-TETRAMETHOXY-9H-XANTHEN-9-ONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9617	96.17%
Caco-2	+	0.6717	67.17%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7093	70.93%
OATP2B1 inhibitior	-	0.7152	71.52%
OATP1B1 inhibitior	+	0.9103	91.03%
OATP1B3 inhibitior	+	0.9698	96.98%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5667	56.67%
P-glycoprotein inhibitior	-	0.4653	46.53%
P-glycoprotein substrate	-	0.8239	82.39%
CYP3A4 substrate	-	0.5000	50.00%
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	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.5753	57.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6097	60.97%
Eye corrosion	-	0.9746	97.46%
Eye irritation	+	0.7730	77.30%
Skin irritation	-	0.6975	69.75%
Skin corrosion	-	0.9788	97.88%
Ames mutagenesis	+	0.6436	64.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5061	50.61%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5000	50.00%
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	-	0.6284	62.84%
Acute Oral Toxicity (c)	II	0.4834	48.34%
Estrogen receptor binding	+	0.7412	74.12%
Androgen receptor binding	+	0.6035	60.35%
Thyroid receptor binding	+	0.6812	68.12%
Glucocorticoid receptor binding	+	0.8576	85.76%
Aromatase binding	+	0.6722	67.22%
PPAR gamma	+	0.7224	72.24%
Honey bee toxicity	-	0.8535	85.35%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	97.77%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.84%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.96%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.81%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.12%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.57%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.18%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.06%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.07%	99.23%
CHEMBL2535	P11166	Glucose transporter	83.76%	98.75%
CHEMBL3194	P02766	Transthyretin	82.54%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.26%	93.99%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.87%	98.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.41%	94.42%

Plants that contains it

• Halenia corniculata
• Halenia elliptica

Cross-Links

• PubChem: 71323009
• LOTUS: LTS0243463
• wikiData: Q82703296