1,2,8-Trihydroxyxanthen-9-one

Details

• Internal ID: 5427f359-9589-4753-a5dd-cb36e57c5207
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,2,8-trihydroxyxanthen-9-one
• SMILES (Canonical): C1=CC(=C2C(=C1)OC3=C(C2=O)C(=C(C=C3)O)O)O
• SMILES (Isomeric): C1=CC(=C2C(=C1)OC3=C(C2=O)C(=C(C=C3)O)O)O
• InChI: InChI=1S/C13H8O5/c14-6-2-1-3-8-10(6)13(17)11-9(18-8)5-4-7(15)12(11)16/h1-5,14-16H
• InChI Key: BBRITNIBPCFOEY-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₈O₅
• Molecular Weight: 244.20 g/mol
• Exact Mass: 244.03717335 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9438	94.38%
Caco-2	-	0.7082	70.82%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7026	70.26%
OATP2B1 inhibitior	-	0.6815	68.15%
OATP1B1 inhibitior	+	0.9027	90.27%
OATP1B3 inhibitior	+	0.9936	99.36%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9039	90.39%
P-glycoprotein inhibitior	-	0.8533	85.33%
P-glycoprotein substrate	-	0.9611	96.11%
CYP3A4 substrate	-	0.6252	62.52%
CYP2C9 substrate	-	0.6803	68.03%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	-	0.7624	76.24%
CYP2C9 inhibition	-	0.5560	55.60%
CYP2C19 inhibition	-	0.8199	81.99%
CYP2D6 inhibition	-	0.8877	88.77%
CYP1A2 inhibition	+	0.9683	96.83%
CYP2C8 inhibition	-	0.8064	80.64%
CYP inhibitory promiscuity	-	0.6892	68.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5787	57.87%
Eye corrosion	-	0.9831	98.31%
Eye irritation	+	0.9486	94.86%
Skin irritation	+	0.6757	67.57%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8494	84.94%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.6642	66.42%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5829	58.29%
Acute Oral Toxicity (c)	II	0.5564	55.64%
Estrogen receptor binding	+	0.8151	81.51%
Androgen receptor binding	+	0.6837	68.37%
Thyroid receptor binding	+	0.6553	65.53%
Glucocorticoid receptor binding	+	0.9382	93.82%
Aromatase binding	+	0.8106	81.06%
PPAR gamma	+	0.8554	85.54%
Honey bee toxicity	-	0.9496	94.96%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9101	91.01%

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	96.27%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.48%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.44%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.42%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.74%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	88.78%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	87.52%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.86%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.06%	93.99%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.19%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.73%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.23%	94.45%

Plants that contains it

• Polygala caudata

Cross-Links

• PubChem: 12363045
• LOTUS: LTS0207049
• wikiData: Q104923003