3,4-Dihydroxy-xanthone

Details

• Internal ID: c7072c6e-bbb4-4151-8522-8a1014dbba9a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 3,4-dihydroxyxanthen-9-one
• InChI: InChI=1S/C13H8O4/c14-9-6-5-8-11(15)7-3-1-2-4-10(7)17-13(8)12(9)16/h1-6,14,16H
• InChI Key: YFVCSEXMOBEPQB-UHFFFAOYSA-N
• Popularity: 16 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: 2.30
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 3,4-Dihydroxy-xanthone
• 39731-48-1
• CHEMBL446323
• 9H-Xanthen-9-one, 3,4-dihydroxy-
• 3,4-dihydroxyxanthen-9-one
• SCHEMBL133422
• 3,4-dihydroxy-xanthen-9-one
• DTXSID20192815
• YFVCSEXMOBEPQB-UHFFFAOYSA-N
• 3,4-dihydroxy-9H-xanthen-9-one
• BDBM50269645
• PD181110

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9438	94.38%
Caco-2	-	0.7984	79.84%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7026	70.26%
OATP2B1 inhibitior	-	0.7071	70.71%
OATP1B1 inhibitior	+	0.9183	91.83%
OATP1B3 inhibitior	+	0.9936	99.36%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8819	88.19%
P-glycoprotein inhibitior	-	0.8879	88.79%
P-glycoprotein substrate	-	0.9330	93.30%
CYP3A4 substrate	-	0.5569	55.69%
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	-	0.8239	82.39%
CYP inhibitory promiscuity	-	0.6892	68.92%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5787	57.87%
Eye corrosion	-	0.9831	98.31%
Eye irritation	+	0.9520	95.20%
Skin irritation	+	0.6757	67.57%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9197	91.97%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.6625	66.25%
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	-	0.6044	60.44%
Acute Oral Toxicity (c)	II	0.5564	55.64%
Estrogen receptor binding	+	0.8796	87.96%
Androgen receptor binding	+	0.7898	78.98%
Thyroid receptor binding	+	0.6699	66.99%
Glucocorticoid receptor binding	+	0.9495	94.95%
Aromatase binding	+	0.9036	90.36%
PPAR gamma	+	0.8329	83.29%
Honey bee toxicity	-	0.9338	93.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	99.66%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.38%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.95%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.06%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.68%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.79%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.72%	99.15%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	83.49%	98.11%
CHEMBL3401	O75469	Pregnane X receptor	83.37%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.47%	93.65%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.85%	94.62%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.13%	80.78%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.02%	94.23%

Plants that contains it

• Calophyllum membranaceum

Cross-Links

• PubChem: 5748382
• LOTUS: LTS0217805
• wikiData: Q83065474