1,3,6,8-Tetrahydroxy-9H-xanthen-9-one

Details

• Internal ID: 2e4e1543-6f94-4604-b4d9-e22d3f05be79
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3,6,8-tetrahydroxyxanthen-9-one
• SMILES (Canonical): C1=C(C=C2C(=C1O)C(=O)C3=C(C=C(C=C3O2)O)O)O
• SMILES (Isomeric): C1=C(C=C2C(=C1O)C(=O)C3=C(C=C(C=C3O2)O)O)O
• InChI: InChI=1S/C13H8O6/c14-5-1-7(16)11-9(3-5)19-10-4-6(15)2-8(17)12(10)13(11)18/h1-4,14-17H
• InChI Key: CMBUJUMLPKDEOH-UHFFFAOYSA-N
• Popularity: 6 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: 2.10
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• 1,3,6,8-Tetrahydroxyxanthone
• CHEMBL505898
• SCHEMBL9838561
• 1,3,6,8-tetrahydroxy xanthone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9567	95.67%
Caco-2	+	0.5715	57.15%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5690	56.90%
OATP2B1 inhibitior	-	0.6704	67.04%
OATP1B1 inhibitior	+	0.8714	87.14%
OATP1B3 inhibitior	+	0.9708	97.08%
MATE1 inhibitior	-	0.5200	52.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9381	93.81%
P-glycoprotein inhibitior	-	0.9145	91.45%
P-glycoprotein substrate	-	0.9682	96.82%
CYP3A4 substrate	-	0.6575	65.75%
CYP2C9 substrate	-	0.6265	62.65%
CYP2D6 substrate	-	0.8495	84.95%
CYP3A4 inhibition	+	0.9238	92.38%
CYP2C9 inhibition	+	0.5096	50.96%
CYP2C19 inhibition	+	0.5823	58.23%
CYP2D6 inhibition	-	0.8897	88.97%
CYP1A2 inhibition	+	0.9554	95.54%
CYP2C8 inhibition	-	0.7622	76.22%
CYP inhibitory promiscuity	+	0.5734	57.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9778	97.78%
Eye irritation	+	0.9872	98.72%
Skin irritation	+	0.6231	62.31%
Skin corrosion	-	0.9803	98.03%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8447	84.47%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8351	83.51%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4876	48.76%
Acute Oral Toxicity (c)	III	0.7422	74.22%
Estrogen receptor binding	+	0.7523	75.23%
Androgen receptor binding	+	0.7435	74.35%
Thyroid receptor binding	+	0.6209	62.09%
Glucocorticoid receptor binding	+	0.8667	86.67%
Aromatase binding	+	0.6468	64.68%
PPAR gamma	+	0.8384	83.84%
Honey bee toxicity	-	0.9268	92.68%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7801	78.01%

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	96.59%	91.11%
CHEMBL1929	P47989	Xanthine dehydrogenase	92.60%	96.12%
CHEMBL3194	P02766	Transthyretin	91.56%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.45%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.71%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.94%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.10%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.78%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.54%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.37%	93.99%

Plants that contains it

• Rhachidosorus mesosorus

Cross-Links

• PubChem: 5377571
• LOTUS: LTS0136750
• wikiData: Q104964294