2,6-Dihydroxyxanthone

Details

• Internal ID: b27956c6-0565-4527-a95d-f62a0ba28616
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,6-dihydroxyxanthen-9-one
• InChI: InChI=1S/C13H8O4/c14-7-2-4-11-10(5-7)13(16)9-3-1-8(15)6-12(9)17-11/h1-6,14-15H
• InChI Key: UHFHFHSHVGUMIQ-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₈O₄
• Molecular Weight: 228.20 g/mol
• Exact Mass: 228.04225873 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 2,6-dihydroxyxanthone
• orb1680827
• SCHEMBL7337235
• CHEMBL3357570
• SCHEMBL31423805
• 2,6-dihydroxy-9h -xanthen-9-one
• AKOS022656420

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	+	0.7229	72.29%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6605	66.05%
OATP2B1 inhibitior	-	0.7109	71.09%
OATP1B1 inhibitior	+	0.8508	85.08%
OATP1B3 inhibitior	+	0.9924	99.24%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8616	86.16%
P-glycoprotein inhibitior	-	0.8565	85.65%
P-glycoprotein substrate	-	0.8583	85.83%
CYP3A4 substrate	-	0.6221	62.21%
CYP2C9 substrate	-	0.8238	82.38%
CYP2D6 substrate	-	0.8051	80.51%
CYP3A4 inhibition	+	0.6912	69.12%
CYP2C9 inhibition	+	0.6323	63.23%
CYP2C19 inhibition	-	0.5055	50.55%
CYP2D6 inhibition	-	0.9076	90.76%
CYP1A2 inhibition	+	0.9559	95.59%
CYP2C8 inhibition	-	0.7428	74.28%
CYP inhibitory promiscuity	-	0.5777	57.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5084	50.84%
Eye corrosion	-	0.9697	96.97%
Eye irritation	+	0.9958	99.58%
Skin irritation	+	0.6458	64.58%
Skin corrosion	-	0.9906	99.06%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.8887	88.87%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.8745	87.45%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6512	65.12%
Acute Oral Toxicity (c)	III	0.7322	73.22%
Estrogen receptor binding	+	0.8756	87.56%
Androgen receptor binding	+	0.9258	92.58%
Thyroid receptor binding	+	0.6945	69.45%
Glucocorticoid receptor binding	+	0.9490	94.90%
Aromatase binding	+	0.9493	94.93%
PPAR gamma	+	0.7711	77.11%
Honey bee toxicity	-	0.9067	90.67%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8204	82.04%

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	98.00%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.17%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.39%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.30%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.66%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.39%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.95%	94.00%
CHEMBL3194	P02766	Transthyretin	81.95%	90.71%
CHEMBL2535	P11166	Glucose transporter	81.77%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	81.75%	94.73%
CHEMBL242	Q92731	Estrogen receptor beta	81.38%	98.35%

Plants that contains it

• Maclura tricuspidata

Cross-Links

• PubChem: 14408256
• NPASS: NPC159855
• LOTUS: LTS0201909
• wikiData: Q105272859