2,6-Dihydroxy-1,8-dimethoxyxanthen-9-one

Details

• Internal ID: 2bb5ce71-9395-4a25-af5b-bd6ceb016f45
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,6-dihydroxy-1,8-dimethoxyxanthen-9-one
• SMILES (Canonical): COC1=CC(=CC2=C1C(=O)C3=C(O2)C=CC(=C3OC)O)O
• SMILES (Isomeric): COC1=CC(=CC2=C1C(=O)C3=C(O2)C=CC(=C3OC)O)O
• InChI: InChI=1S/C15H12O6/c1-19-10-5-7(16)6-11-12(10)14(18)13-9(21-11)4-3-8(17)15(13)20-2/h3-6,16-17H,1-2H3
• InChI Key: ZNCMLUXZJAEUQJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9642	96.42%
Caco-2	+	0.7964	79.64%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7364	73.64%
OATP2B1 inhibitior	-	0.7136	71.36%
OATP1B1 inhibitior	+	0.9395	93.95%
OATP1B3 inhibitior	+	0.9851	98.51%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8722	87.22%
P-glycoprotein inhibitior	-	0.6958	69.58%
P-glycoprotein substrate	-	0.9229	92.29%
CYP3A4 substrate	-	0.5215	52.15%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.6420	64.20%
CYP2C9 inhibition	-	0.7071	70.71%
CYP2C19 inhibition	+	0.7531	75.31%
CYP2D6 inhibition	-	0.6235	62.35%
CYP1A2 inhibition	+	0.9606	96.06%
CYP2C8 inhibition	+	0.5835	58.35%
CYP inhibitory promiscuity	+	0.6446	64.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6331	63.31%
Eye corrosion	-	0.9655	96.55%
Eye irritation	+	0.8166	81.66%
Skin irritation	-	0.6099	60.99%
Skin corrosion	-	0.9698	96.98%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5489	54.89%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9149	91.49%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6407	64.07%
Acute Oral Toxicity (c)	III	0.5708	57.08%
Estrogen receptor binding	+	0.8343	83.43%
Androgen receptor binding	+	0.7737	77.37%
Thyroid receptor binding	-	0.5090	50.90%
Glucocorticoid receptor binding	+	0.8769	87.69%
Aromatase binding	+	0.8845	88.45%
PPAR gamma	+	0.6921	69.21%
Honey bee toxicity	-	0.8952	89.52%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8585	85.85%

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	98.26%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.44%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.92%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.19%	89.00%
CHEMBL3194	P02766	Transthyretin	89.45%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.42%	86.33%
CHEMBL2535	P11166	Glucose transporter	88.96%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.28%	99.15%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.11%	80.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.25%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.21%	93.99%
CHEMBL2581	P07339	Cathepsin D	86.05%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.16%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.09%	99.17%
CHEMBL4208	P20618	Proteasome component C5	83.77%	90.00%

Plants that contains it

• Haploclathra paniculata

Cross-Links

• PubChem: 129684944
• LOTUS: LTS0171603
• wikiData: Q105379956