1,3,6-Trihydroxy-2,5,7-trimethoxyxanthone

Details

• Internal ID: 682371f1-26de-41da-9178-01c40c488aa1
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3,6-trihydroxy-2,5,7-trimethoxyxanthen-9-one
• InChI: InChI=1S/C16H14O8/c1-21-9-4-6-11(18)10-8(5-7(17)15(22-2)13(10)20)24-14(6)16(23-3)12(9)19/h4-5,17,19-20H,1-3H3
• InChI Key: XOXCTCULZLSFIP-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₈
• Molecular Weight: 334.28 g/mol
• Exact Mass: 334.06886740 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9232	92.32%
Caco-2	+	0.6236	62.36%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5279	52.79%
OATP2B1 inhibitior	-	0.5674	56.74%
OATP1B1 inhibitior	+	0.9261	92.61%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7331	73.31%
P-glycoprotein inhibitior	-	0.6694	66.94%
P-glycoprotein substrate	-	0.8590	85.90%
CYP3A4 substrate	+	0.5183	51.83%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.5125	51.25%
CYP2C9 inhibition	-	0.9202	92.02%
CYP2C19 inhibition	-	0.6069	60.69%
CYP2D6 inhibition	-	0.6399	63.99%
CYP1A2 inhibition	+	0.9412	94.12%
CYP2C8 inhibition	-	0.5759	57.59%
CYP inhibitory promiscuity	+	0.6880	68.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6372	63.72%
Eye corrosion	-	0.9745	97.45%
Eye irritation	+	0.8770	87.70%
Skin irritation	-	0.6903	69.03%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7796	77.96%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9087	90.87%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8957	89.57%
Acute Oral Toxicity (c)	III	0.5195	51.95%
Estrogen receptor binding	+	0.8768	87.68%
Androgen receptor binding	+	0.5831	58.31%
Thyroid receptor binding	+	0.6677	66.77%
Glucocorticoid receptor binding	+	0.8378	83.78%
Aromatase binding	+	0.7511	75.11%
PPAR gamma	+	0.7001	70.01%
Honey bee toxicity	-	0.8301	83.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8379	83.79%

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	98.96%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.11%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.49%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.48%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.52%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.85%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.99%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.90%	86.33%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.14%	98.11%
CHEMBL2535	P11166	Glucose transporter	84.82%	98.75%
CHEMBL2581	P07339	Cathepsin D	84.60%	98.95%
CHEMBL3194	P02766	Transthyretin	84.58%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.99%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.63%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.63%	92.62%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.35%	80.78%

Plants that contains it

• Eriocaulon buergerianum

Cross-Links

• PubChem: 24854388
• LOTUS: LTS0173401
• wikiData: Q105337984