2,4-Dihydroxy-1,5,6-trimethoxyxanthen-9-one

Details

• Internal ID: 2e4d6238-0a16-4e35-a619-f92b5bad99e3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,4-dihydroxy-1,5,6-trimethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)C(=O)C3=C(O2)C(=CC(=C3OC)O)O)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C(=O)C3=C(O2)C(=CC(=C3OC)O)O)OC
• InChI: InChI=1S/C16H14O7/c1-20-10-5-4-7-12(19)11-14(21-2)8(17)6-9(18)15(11)23-13(7)16(10)22-3/h4-6,17-18H,1-3H3
• InChI Key: DDSBGWZLXYXUCB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₇
• Molecular Weight: 318.28 g/mol
• Exact Mass: 318.07395278 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9232	92.32%
Caco-2	+	0.7133	71.33%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5279	52.79%
OATP2B1 inhibitior	-	0.7144	71.44%
OATP1B1 inhibitior	+	0.9489	94.89%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7390	73.90%
P-glycoprotein inhibitior	-	0.6204	62.04%
P-glycoprotein substrate	-	0.8648	86.48%
CYP3A4 substrate	-	0.5106	51.06%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	+	0.5125	51.25%
CYP2C9 inhibition	-	0.9202	92.02%
CYP2C19 inhibition	-	0.6069	60.69%
CYP2D6 inhibition	-	0.6399	63.99%
CYP1A2 inhibition	+	0.9412	94.12%
CYP2C8 inhibition	-	0.6043	60.43%
CYP inhibitory promiscuity	+	0.6880	68.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6372	63.72%
Eye corrosion	-	0.9745	97.45%
Eye irritation	+	0.8372	83.72%
Skin irritation	-	0.6903	69.03%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	+	0.6136	61.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4352	43.52%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6928	69.28%
skin sensitisation	-	0.9087	90.87%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6418	64.18%
Acute Oral Toxicity (c)	III	0.5195	51.95%
Estrogen receptor binding	+	0.7973	79.73%
Androgen receptor binding	+	0.6506	65.06%
Thyroid receptor binding	+	0.5317	53.17%
Glucocorticoid receptor binding	+	0.8494	84.94%
Aromatase binding	+	0.8076	80.76%
PPAR gamma	+	0.7584	75.84%
Honey bee toxicity	-	0.8780	87.80%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5049	50.49%
Fish aquatic toxicity	+	0.8379	83.79%

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	97.53%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.77%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.55%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.18%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.14%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.56%	93.99%
CHEMBL2535	P11166	Glucose transporter	87.96%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	87.24%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.81%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.81%	98.95%
CHEMBL3194	P02766	Transthyretin	84.11%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.67%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.94%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.48%	99.15%

Plants that contains it

• Tripterospermum chinense

Cross-Links

• PubChem: 162973215
• LOTUS: LTS0014393
• wikiData: Q104976790