Arthone C

Details

• Internal ID: ef4fb55d-9715-476e-9ae7-39f78e19a64c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: methyl 2,3,8-trihydroxy-6-(hydroxymethyl)-9-oxoxanthene-1-carboxylate
• InChI: InChI=1S/C16H12O8/c1-23-16(22)13-12-10(4-8(19)14(13)20)24-9-3-6(5-17)2-7(18)11(9)15(12)21/h2-4,17-20H,5H2,1H3
• InChI Key: MMJCUOJBTFCNHB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₈
• Molecular Weight: 332.26 g/mol
• Exact Mass: 332.05321734 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• methyl 2,3,8-trihydroxy-6-(hydroxymethyl)-9-oxoxanthene-1-carboxylate
• RefChem:114273
• Methyl 2,3,8-trihydroxy-6-(hydroxymethyl)-9-oxo-9H-xanthene-1-carboxylic acid
• CHEBI:216636

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6093	60.93%
Caco-2	-	0.7792	77.92%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6840	68.40%
OATP2B1 inhibitior	-	0.5553	55.53%
OATP1B1 inhibitior	+	0.7838	78.38%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7254	72.54%
P-glycoprotein inhibitior	-	0.8391	83.91%
P-glycoprotein substrate	-	0.6913	69.13%
CYP3A4 substrate	+	0.5485	54.85%
CYP2C9 substrate	-	0.5978	59.78%
CYP2D6 substrate	-	0.8693	86.93%
CYP3A4 inhibition	-	0.8808	88.08%
CYP2C9 inhibition	-	0.5843	58.43%
CYP2C19 inhibition	-	0.7820	78.20%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.5532	55.32%
CYP2C8 inhibition	+	0.5635	56.35%
CYP inhibitory promiscuity	-	0.7462	74.62%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6936	69.36%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.5667	56.67%
Skin irritation	-	0.7901	79.01%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7226	72.26%
Micronuclear	+	0.6574	65.74%
Hepatotoxicity	-	0.6198	61.98%
skin sensitisation	-	0.9220	92.20%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7487	74.87%
Acute Oral Toxicity (c)	III	0.6520	65.20%
Estrogen receptor binding	+	0.8531	85.31%
Androgen receptor binding	+	0.7665	76.65%
Thyroid receptor binding	-	0.6671	66.71%
Glucocorticoid receptor binding	+	0.9387	93.87%
Aromatase binding	+	0.7131	71.31%
PPAR gamma	+	0.6584	65.84%
Honey bee toxicity	-	0.9393	93.93%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8830	88.30%

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	98.78%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.23%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.93%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.10%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.82%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.90%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.46%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.92%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.71%	96.09%
CHEMBL3194	P02766	Transthyretin	81.95%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.84%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.81%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684178
• LOTUS: LTS0256488
• wikiData: Q105167785