1,5,7-Trihydroxy-3-methoxy xanthone

Details

• Internal ID: 878097fe-4251-4185-b1c5-3523dfe17ad4
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,5,7-trihydroxy-3-methoxyxanthen-9-one
• InChI: InChI=1S/C14H10O6/c1-19-7-4-9(16)12-11(5-7)20-14-8(13(12)18)2-6(15)3-10(14)17/h2-5,15-17H,1H3
• InChI Key: MHXRCWNWPASDEI-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₆
• Molecular Weight: 274.22 g/mol
• Exact Mass: 274.04773803 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9404	94.04%
Caco-2	-	0.5857	58.57%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5738	57.38%
OATP2B1 inhibitior	-	0.6838	68.38%
OATP1B1 inhibitior	+	0.9110	91.10%
OATP1B3 inhibitior	+	0.9861	98.61%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7262	72.62%
P-glycoprotein inhibitior	-	0.6624	66.24%
P-glycoprotein substrate	-	0.8958	89.58%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.7957	79.57%
CYP2C9 inhibition	-	0.5790	57.90%
CYP2C19 inhibition	+	0.6217	62.17%
CYP2D6 inhibition	-	0.6187	61.87%
CYP1A2 inhibition	+	0.9450	94.50%
CYP2C8 inhibition	-	0.5949	59.49%
CYP inhibitory promiscuity	+	0.6664	66.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5499	54.99%
Eye corrosion	-	0.9486	94.86%
Eye irritation	+	0.9685	96.85%
Skin irritation	-	0.5968	59.68%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6859	68.59%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9129	91.29%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6358	63.58%
Acute Oral Toxicity (c)	III	0.8993	89.93%
Estrogen receptor binding	+	0.7217	72.17%
Androgen receptor binding	+	0.7658	76.58%
Thyroid receptor binding	+	0.5513	55.13%
Glucocorticoid receptor binding	+	0.8962	89.62%
Aromatase binding	+	0.8661	86.61%
PPAR gamma	+	0.8614	86.14%
Honey bee toxicity	-	0.8445	84.45%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.3970	39.70%

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	97.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.44%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.49%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.36%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.13%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.62%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.37%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.28%	93.99%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.43%	99.15%
CHEMBL3194	P02766	Transthyretin	86.58%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	86.48%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.45%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.04%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	84.81%	91.49%
CHEMBL2535	P11166	Glucose transporter	83.93%	98.75%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.58%	96.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.90%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.90%	93.65%

Plants that contains it

• Hoppea fastigiata

Cross-Links

• PubChem: 14825505
• LOTUS: LTS0045273
• wikiData: Q105164376