1,2,3,6,7-Pentamethoxyxanthone

Details

• Internal ID: 916164e4-98ee-4115-8ac5-2be7a8297d46
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,2,3,6,7-pentamethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)C(=O)C3=C(C(=C(C=C3O2)OC)OC)OC)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C(=O)C3=C(C(=C(C=C3O2)OC)OC)OC)OC
• InChI: InChI=1S/C18H18O7/c1-20-11-6-9-10(7-12(11)21-2)25-13-8-14(22-3)17(23-4)18(24-5)15(13)16(9)19/h6-8H,1-5H3
• InChI Key: OKLAFTHMEWJCKB-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

• 64756-86-1
• 1,2,3,6,7-pentamethoxyxanthen-9-one
• 1,2,3,6,7-Pentamethoxy-9H-xanthen-9-one
• SCHEMBL21912642
• AKOS040760861

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.8734	87.34%
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	+	0.9475	94.75%
OATP1B3 inhibitior	+	0.9954	99.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4917	49.17%
P-glycoprotein inhibitior	+	0.6911	69.11%
P-glycoprotein substrate	-	0.7930	79.30%
CYP3A4 substrate	-	0.5510	55.10%
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	-	0.7761	77.61%
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	+	0.8410	84.10%
Skin irritation	-	0.7298	72.98%
Skin corrosion	-	0.9871	98.71%
Ames mutagenesis	+	0.5936	59.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5102	51.02%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.9249	92.49%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8226	82.26%
Acute Oral Toxicity (c)	II	0.7220	72.20%
Estrogen receptor binding	+	0.8598	85.98%
Androgen receptor binding	+	0.6508	65.08%
Thyroid receptor binding	+	0.6304	63.04%
Glucocorticoid receptor binding	+	0.7687	76.87%
Aromatase binding	+	0.8328	83.28%
PPAR gamma	+	0.6316	63.16%
Honey bee toxicity	-	0.8307	83.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
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
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.51%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.53%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.79%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.85%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.41%	93.99%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.38%	94.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.16%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.14%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.72%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.88%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.63%	96.00%
CHEMBL2581	P07339	Cathepsin D	80.95%	98.95%

Plants that contains it

• Polygala tenuifolia

Cross-Links

• PubChem: 15693541
• LOTUS: LTS0086884
• wikiData: Q105193619