1,3,7-Trihydroxy-5,6-dimethoxy-9h-xanthen-9-one

Details

• Internal ID: 2feef455-7d2c-4bad-9ba7-4d5435b0ee32
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3,7-trihydroxy-5,6-dimethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C=C2C(=C1OC)OC3=CC(=CC(=C3C2=O)O)O)O
• SMILES (Isomeric): COC1=C(C=C2C(=C1OC)OC3=CC(=CC(=C3C2=O)O)O)O
• InChI: InChI=1S/C15H12O7/c1-20-14-9(18)5-7-12(19)11-8(17)3-6(16)4-10(11)22-13(7)15(14)21-2/h3-5,16-18H,1-2H3
• InChI Key: NINXGBUCCNJWPN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₇
• Molecular Weight: 304.25 g/mol
• Exact Mass: 304.05830272 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9261	92.61%
Caco-2	+	0.7004	70.04%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5592	55.92%
OATP2B1 inhibitior	-	0.5659	56.59%
OATP1B1 inhibitior	+	0.8938	89.38%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6793	67.93%
P-glycoprotein inhibitior	-	0.6235	62.35%
P-glycoprotein substrate	-	0.8690	86.90%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.6908	69.08%
CYP2C9 inhibition	-	0.7416	74.16%
CYP2C19 inhibition	+	0.6596	65.96%
CYP2D6 inhibition	-	0.5311	53.11%
CYP1A2 inhibition	+	0.9466	94.66%
CYP2C8 inhibition	-	0.5587	55.87%
CYP inhibitory promiscuity	+	0.7479	74.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6775	67.75%
Eye corrosion	-	0.9667	96.67%
Eye irritation	+	0.8927	89.27%
Skin irritation	-	0.6148	61.48%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6353	63.53%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8849	88.49%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6965	69.65%
Acute Oral Toxicity (c)	III	0.6228	62.28%
Estrogen receptor binding	+	0.7898	78.98%
Androgen receptor binding	+	0.6322	63.22%
Thyroid receptor binding	+	0.5968	59.68%
Glucocorticoid receptor binding	+	0.8423	84.23%
Aromatase binding	+	0.7283	72.83%
PPAR gamma	+	0.7180	71.80%
Honey bee toxicity	-	0.8758	87.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8268	82.68%

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	98.41%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.42%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.82%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.61%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.46%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.89%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.62%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.88%	93.99%
CHEMBL3194	P02766	Transthyretin	86.85%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.53%	99.17%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.42%	96.12%
CHEMBL2535	P11166	Glucose transporter	85.29%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.21%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.99%	94.73%

Plants that contains it

• Canscora alata
• Hypericum monogynum

Cross-Links

• PubChem: 154926319
• LOTUS: LTS0047865
• wikiData: Q105179912