2,3,6,7-Tetrahydroxyxanthone

Details

• Internal ID: 69840d8b-571c-49e4-8831-886c1e5e476f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,3,6,7-tetrahydroxyxanthen-9-one
• SMILES (Canonical): C1=C2C(=CC(=C1O)O)OC3=CC(=C(C=C3C2=O)O)O
• SMILES (Isomeric): C1=C2C(=CC(=C1O)O)OC3=CC(=C(C=C3C2=O)O)O
• InChI: InChI=1S/C13H8O6/c14-7-1-5-11(3-9(7)16)19-12-4-10(17)8(15)2-6(12)13(5)18/h1-4,14-17H
• InChI Key: FBMMWMPAZUAGMX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₈O₆
• Molecular Weight: 260.20 g/mol
• Exact Mass: 260.03208797 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• 2,3,6,7-Tethrahydroxyxanthone
• 2,3,6,7-tetrahydroxyxanthone
• SCHEMBL2318335
• BDBM50292545

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9438	94.38%
Caco-2	-	0.6533	65.33%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7026	70.26%
OATP2B1 inhibitior	-	0.6658	66.58%
OATP1B1 inhibitior	+	0.9571	95.71%
OATP1B3 inhibitior	+	0.9936	99.36%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9441	94.41%
P-glycoprotein inhibitior	-	0.9110	91.10%
P-glycoprotein substrate	-	0.9778	97.78%
CYP3A4 substrate	-	0.7134	71.34%
CYP2C9 substrate	-	0.8303	83.03%
CYP2D6 substrate	-	0.8155	81.55%
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	-	0.9654	96.54%
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	+	0.9936	99.36%
Skin irritation	+	0.6757	67.57%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8499	84.99%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	-	0.5467	54.67%
skin sensitisation	-	0.6642	66.42%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6824	68.24%
Acute Oral Toxicity (c)	II	0.5564	55.64%
Estrogen receptor binding	+	0.7499	74.99%
Androgen receptor binding	+	0.8167	81.67%
Thyroid receptor binding	+	0.5313	53.13%
Glucocorticoid receptor binding	+	0.9075	90.75%
Aromatase binding	+	0.7801	78.01%
PPAR gamma	+	0.6830	68.30%
Honey bee toxicity	-	0.8745	87.45%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
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	98.52%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.52%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.34%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.50%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.33%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.61%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.81%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	80.76%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.11%	92.94%

Plants that contains it

• Tripterospermum lanceolatum

Cross-Links

• PubChem: 10355231
• LOTUS: LTS0001570
• wikiData: Q104992737