1,3,4,5,6-Pentamethoxyxanthen-9-one

Details

• Internal ID: 576c5a84-2126-488a-9489-acf506024ffd
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3,4,5,6-pentamethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)C(=O)C3=C(O2)C(=C(C=C3OC)OC)OC)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C(=O)C3=C(O2)C(=C(C=C3OC)OC)OC)OC
• InChI: InChI=1S/C18H18O7/c1-20-10-7-6-9-14(19)13-11(21-2)8-12(22-3)17(24-5)18(13)25-15(9)16(10)23-4/h6-8H,1-5H3
• InChI Key: DZHPOMAJVHEXQE-UHFFFAOYSA-N
• Popularity: 0 references 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

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	+	0.8878	88.78%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5971	59.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9622	96.22%
OATP1B3 inhibitior	+	0.9954	99.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6455	64.55%
P-glycoprotein inhibitior	+	0.7652	76.52%
P-glycoprotein substrate	-	0.8493	84.93%
CYP3A4 substrate	-	0.5369	53.69%
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	-	0.6042	60.42%
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	+	0.8271	82.71%
Skin irritation	-	0.7298	72.98%
Skin corrosion	-	0.9871	98.71%
Ames mutagenesis	+	0.6836	68.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4934	49.34%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9249	92.49%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6468	64.68%
Acute Oral Toxicity (c)	II	0.7220	72.20%
Estrogen receptor binding	+	0.8255	82.55%
Androgen receptor binding	+	0.6836	68.36%
Thyroid receptor binding	+	0.7351	73.51%
Glucocorticoid receptor binding	+	0.7845	78.45%
Aromatase binding	+	0.7100	71.00%
PPAR gamma	+	0.7632	76.32%
Honey bee toxicity	-	0.8537	85.37%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
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	93.43%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.91%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.54%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.35%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.35%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.38%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.86%	89.00%
CHEMBL1255126	O15151	Protein Mdm4	87.06%	90.20%
CHEMBL2535	P11166	Glucose transporter	85.22%	98.75%
CHEMBL2581	P07339	Cathepsin D	82.21%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.13%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.36%	99.17%

Plants that contains it

• Clusia insignis

Cross-Links

• PubChem: 10783757
• LOTUS: LTS0183795
• wikiData: Q104991803