2,3,4,5,6-Pentamethoxyxanthone

Details

• Internal ID: 65480288-573d-4229-b06d-f9d04aef4748
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,3,4,5,6-pentamethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)C(=O)C3=CC(=C(C(=C3O2)OC)OC)OC)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C(=O)C3=CC(=C(C(=C3O2)OC)OC)OC)OC
• InChI: InChI=1S/C18H18O7/c1-20-11-7-6-9-13(19)10-8-12(21-2)17(23-4)18(24-5)15(10)25-14(9)16(11)22-3/h6-8H,1-5H3
• InChI Key: BWKQXFDVRHEEGM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₇
• Molecular Weight: 346.30 g/mol
• Exact Mass: 346.10525291 g/mol
• Topological Polar Surface Area (TPSA): 72.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• 2,3,4,5,6-pentamethoxyxanthone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.8915	89.15%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5971	59.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9658	96.58%
OATP1B3 inhibitior	+	0.9954	99.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6301	63.01%
P-glycoprotein inhibitior	+	0.7137	71.37%
P-glycoprotein substrate	-	0.8967	89.67%
CYP3A4 substrate	-	0.5611	56.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7654	76.54%
CYP3A4 inhibition	-	0.5098	50.98%
CYP2C9 inhibition	-	0.9576	95.76%
CYP2C19 inhibition	+	0.6044	60.44%
CYP2D6 inhibition	-	0.9024	90.24%
CYP1A2 inhibition	+	0.9917	99.17%
CYP2C8 inhibition	-	0.6056	60.56%
CYP inhibitory promiscuity	+	0.6998	69.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5910	59.10%
Eye corrosion	-	0.9470	94.70%
Eye irritation	+	0.8052	80.52%
Skin irritation	-	0.7298	72.98%
Skin corrosion	-	0.9871	98.71%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4055	40.55%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9249	92.49%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5681	56.81%
Acute Oral Toxicity (c)	II	0.7220	72.20%
Estrogen receptor binding	+	0.7958	79.58%
Androgen receptor binding	+	0.6939	69.39%
Thyroid receptor binding	+	0.7144	71.44%
Glucocorticoid receptor binding	+	0.7908	79.08%
Aromatase binding	+	0.7436	74.36%
PPAR gamma	+	0.6731	67.31%
Honey bee toxicity	-	0.8743	87.43%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8951	89.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.85%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	93.06%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.69%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.28%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.12%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.71%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.89%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.96%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	84.56%	92.98%
CHEMBL1255126	O15151	Protein Mdm4	84.24%	90.20%
CHEMBL2581	P07339	Cathepsin D	83.87%	98.95%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.63%	95.53%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.24%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.14%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.25%	99.17%

Plants that contains it

• Polygala tenuifolia

Cross-Links

• PubChem: 12083117
• NPASS: NPC179345