1,2,3,4,6,7-Hexamethoxyxanthon

Details

• Internal ID: e9ea7c52-1989-4204-a6bc-e4ba0feff23b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,2,3,4,6,7-hexamethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)C(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC)OC
• InChI: InChI=1S/C19H20O8/c1-21-11-7-9-10(8-12(11)22-2)27-16-13(14(9)20)15(23-3)17(24-4)19(26-6)18(16)25-5/h7-8H,1-6H3
• InChI Key: WXUPAVDYTAMGKM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₈
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.11581759 g/mol
• Topological Polar Surface Area (TPSA): 81.70 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.8368	83.68%
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	+	0.9459	94.59%
OATP1B3 inhibitior	+	0.9954	99.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7122	71.22%
P-glycoprotein inhibitior	+	0.7130	71.30%
P-glycoprotein substrate	-	0.7789	77.89%
CYP3A4 substrate	-	0.5583	55.83%
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	-	0.8153	81.53%
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	+	0.7878	78.78%
Skin irritation	-	0.7298	72.98%
Skin corrosion	-	0.9871	98.71%
Ames mutagenesis	+	0.6236	62.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5466	54.66%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.9249	92.49%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8059	80.59%
Acute Oral Toxicity (c)	II	0.7220	72.20%
Estrogen receptor binding	+	0.8131	81.31%
Androgen receptor binding	+	0.6605	66.05%
Thyroid receptor binding	+	0.6572	65.72%
Glucocorticoid receptor binding	+	0.7358	73.58%
Aromatase binding	+	0.7341	73.41%
PPAR gamma	+	0.6562	65.62%
Honey bee toxicity	-	0.8407	84.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	93.96%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.36%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.60%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.10%	89.00%
CHEMBL2535	P11166	Glucose transporter	87.53%	98.75%
CHEMBL2581	P07339	Cathepsin D	85.57%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.04%	86.33%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.58%	94.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.72%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.47%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.21%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.98%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.61%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.24%	96.00%

Plants that contains it

• Hebecarpa macradenia

Cross-Links

• PubChem: 129650555
• LOTUS: LTS0243362
• wikiData: Q105314970