1,3,8-Trihydroxy-4,6-dimethoxyxanthen-9-one

Details

• Internal ID: a216ca8a-d4a0-4923-a1ff-94a6c59b155b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3,8-trihydroxy-4,6-dimethoxyxanthen-9-one
• InChI: InChI=1S/C15H12O7/c1-20-6-3-7(16)11-10(4-6)22-15-12(13(11)19)8(17)5-9(18)14(15)21-2/h3-5,16-18H,1-2H3
• InChI Key: PAVWLYTVSSXEMJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₇
• Molecular Weight: 304.25 g/mol
• Exact Mass: 304.05830272 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9261	92.61%
Caco-2	+	0.6479	64.79%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5592	55.92%
OATP2B1 inhibitior	-	0.5689	56.89%
OATP1B1 inhibitior	+	0.8993	89.93%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6829	68.29%
P-glycoprotein inhibitior	-	0.5648	56.48%
P-glycoprotein substrate	-	0.9213	92.13%
CYP3A4 substrate	-	0.5299	52.99%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.6908	69.08%
CYP2C9 inhibition	-	0.7416	74.16%
CYP2C19 inhibition	+	0.6596	65.96%
CYP2D6 inhibition	-	0.5311	53.11%
CYP1A2 inhibition	+	0.9466	94.66%
CYP2C8 inhibition	-	0.7046	70.46%
CYP inhibitory promiscuity	+	0.7479	74.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6775	67.75%
Eye corrosion	-	0.9667	96.67%
Eye irritation	+	0.8958	89.58%
Skin irritation	-	0.6148	61.48%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6959	69.59%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8849	88.49%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6811	68.11%
Acute Oral Toxicity (c)	III	0.6228	62.28%
Estrogen receptor binding	+	0.8372	83.72%
Androgen receptor binding	+	0.6469	64.69%
Thyroid receptor binding	+	0.6339	63.39%
Glucocorticoid receptor binding	+	0.8890	88.90%
Aromatase binding	+	0.6183	61.83%
PPAR gamma	+	0.7874	78.74%
Honey bee toxicity	-	0.9114	91.14%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8268	82.68%

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	97.78%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.68%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.75%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.22%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.69%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.09%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.51%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.30%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.29%	99.23%
CHEMBL3194	P02766	Transthyretin	85.95%	90.71%
CHEMBL2581	P07339	Cathepsin D	85.65%	98.95%
CHEMBL4208	P20618	Proteasome component C5	85.65%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.38%	94.45%
CHEMBL2535	P11166	Glucose transporter	83.28%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.26%	86.33%

Plants that contains it

• Garcinia oblongifolia

Cross-Links

• PubChem: 71546261
• NPASS: NPC131951