2,7-Dihydroxyxanthen-9-one

Details

• Internal ID: 47b92730-f3b3-476c-8df3-4100724e9f77
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,7-dihydroxyxanthen-9-one
• SMILES (Canonical): C1=CC2=C(C=C1O)C(=O)C3=C(O2)C=CC(=C3)O
• SMILES (Isomeric): C1=CC2=C(C=C1O)C(=O)C3=C(O2)C=CC(=C3)O
• InChI: InChI=1S/C13H8O4/c14-7-1-3-11-9(5-7)13(16)10-6-8(15)2-4-12(10)17-11/h1-6,14-15H
• InChI Key: JXMFQSCZNDSWSX-UHFFFAOYSA-N
• Popularity: 8 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

• 2,7-dihydroxyxanthone
• 64632-72-0
• 2,7-dihydroxy-9H-xanthen-9-one
• 9H-Xanthen-9-one, 2,7-dihydroxy-
• 2,7-di-hydroxyxanthone
• Cambridge id 5235224
• CHEMBL448874
• SCHEMBL2161295
• STK987618
• AKOS001029606
• SR-01000200084
• SR-01000200084-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	-	0.6004	60.04%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6605	66.05%
OATP2B1 inhibitior	-	0.7141	71.41%
OATP1B1 inhibitior	+	0.8339	83.39%
OATP1B3 inhibitior	+	0.9924	99.24%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8877	88.77%
P-glycoprotein inhibitior	-	0.8761	87.61%
P-glycoprotein substrate	-	0.9475	94.75%
CYP3A4 substrate	-	0.6766	67.66%
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	-	0.8463	84.63%
CYP inhibitory promiscuity	-	0.5777	57.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5084	50.84%
Eye corrosion	-	0.9697	96.97%
Eye irritation	+	0.9808	98.08%
Skin irritation	+	0.6458	64.58%
Skin corrosion	-	0.9906	99.06%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8926	89.26%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6408	64.08%
skin sensitisation	-	0.8745	87.45%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6924	69.24%
Acute Oral Toxicity (c)	III	0.7322	73.22%
Estrogen receptor binding	+	0.8106	81.06%
Androgen receptor binding	+	0.8908	89.08%
Thyroid receptor binding	+	0.7183	71.83%
Glucocorticoid receptor binding	+	0.8910	89.10%
Aromatase binding	+	0.8545	85.45%
PPAR gamma	+	0.8163	81.63%
Honey bee toxicity	-	0.9255	92.55%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
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	97.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.04%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.99%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.89%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.66%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.01%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.27%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	83.20%	94.73%
CHEMBL2535	P11166	Glucose transporter	81.43%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.88%	90.71%

Plants that contains it

• Garcinia mangostana
• Garcinia oblongifolia
• Hypericum monogynum
• Polygala tenuifolia

Cross-Links

• PubChem: 2836049
• NPASS: NPC141549
• ChEMBL: CHEMBL448874
• LOTUS: LTS0075271
• wikiData: Q105136642