1,3-Dihydroxy-4,6,8-trimethoxyxanthen-9-one

Details

• Internal ID: f1d70dac-089c-4bb6-bfda-f579a52d5316
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3-dihydroxy-4,6,8-trimethoxyxanthen-9-one
• InChI: InChI=1S/C16H14O7/c1-20-7-4-10(21-2)13-11(5-7)23-16-12(14(13)19)8(17)6-9(18)15(16)22-3/h4-6,17-18H,1-3H3
• InChI Key: MGPFNMVWNXMDAI-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₇
• Molecular Weight: 318.28 g/mol
• Exact Mass: 318.07395278 g/mol
• Topological Polar Surface Area (TPSA): 94.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• 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	+	0.7178	71.78%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5279	52.79%
OATP2B1 inhibitior	-	0.7100	71.00%
OATP1B1 inhibitior	+	0.9333	93.33%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6353	63.53%
P-glycoprotein inhibitior	-	0.5214	52.14%
P-glycoprotein substrate	-	0.8860	88.60%
CYP3A4 substrate	-	0.5118	51.18%
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	-	0.6777	67.77%
CYP inhibitory promiscuity	+	0.6880	68.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6372	63.72%
Eye corrosion	-	0.9745	97.45%
Eye irritation	+	0.8384	83.84%
Skin irritation	-	0.6903	69.03%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5977	59.77%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9087	90.87%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7238	72.38%
Acute Oral Toxicity (c)	III	0.5195	51.95%
Estrogen receptor binding	+	0.8507	85.07%
Androgen receptor binding	+	0.6420	64.20%
Thyroid receptor binding	+	0.6587	65.87%
Glucocorticoid receptor binding	+	0.8397	83.97%
Aromatase binding	+	0.6983	69.83%
PPAR gamma	+	0.7979	79.79%
Honey bee toxicity	-	0.8935	89.35%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5249	52.49%
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	98.03%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.09%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.03%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.12%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.51%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.31%	85.14%
CHEMBL3194	P02766	Transthyretin	87.59%	90.71%
CHEMBL2535	P11166	Glucose transporter	86.19%	98.75%
CHEMBL4208	P20618	Proteasome component C5	85.37%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.50%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.48%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.50%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.78%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	81.70%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.55%	99.17%
CHEMBL2581	P07339	Cathepsin D	81.47%	98.95%

Plants that contains it

• Calophyllum teysmannii

Cross-Links

• PubChem: 101035766
• LOTUS: LTS0199769
• wikiData: Q105163473