2-Ethoxycarbonyl-1-hydroxyanthraquinone

Details

• Internal ID: ab974151-6dd1-4cf3-9ed9-4605628ee7d3
• Taxonomy: Benzenoids > Anthracenes > Anthracenecarboxylic acids and derivatives > Anthracenecarboxylic acids
• IUPAC Name: ethyl 1-hydroxy-9,10-dioxoanthracene-2-carboxylate
• InChI: InChI=1S/C17H12O5/c1-2-22-17(21)12-8-7-11-13(16(12)20)15(19)10-6-4-3-5-9(10)14(11)18/h3-8,20H,2H2,1H3
• InChI Key: FFNRJZVSUQXXOQ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₅
• Molecular Weight: 296.27 g/mol
• Exact Mass: 296.06847348 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 2-ethoxycarbonyl-1-hydroxyanthraquinone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	-	0.5794	57.94%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8735	87.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	+	0.9732	97.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7302	73.02%
P-glycoprotein substrate	-	0.9021	90.21%
CYP3A4 substrate	+	0.5209	52.09%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8667	86.67%
CYP3A4 inhibition	-	0.9569	95.69%
CYP2C9 inhibition	+	0.8132	81.32%
CYP2C19 inhibition	+	0.6045	60.45%
CYP2D6 inhibition	-	0.9248	92.48%
CYP1A2 inhibition	+	0.7300	73.00%
CYP2C8 inhibition	-	0.7157	71.57%
CYP inhibitory promiscuity	-	0.6646	66.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7824	78.24%
Carcinogenicity (trinary)	Non-required	0.5731	57.31%
Eye corrosion	-	0.9927	99.27%
Eye irritation	+	0.7826	78.26%
Skin irritation	-	0.7091	70.91%
Skin corrosion	-	0.9785	97.85%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7657	76.57%
Micronuclear	+	0.5966	59.66%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8866	88.66%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.6055	60.55%
Acute Oral Toxicity (c)	II	0.4628	46.28%
Estrogen receptor binding	+	0.8248	82.48%
Androgen receptor binding	+	0.8250	82.50%
Thyroid receptor binding	-	0.6334	63.34%
Glucocorticoid receptor binding	+	0.7849	78.49%
Aromatase binding	+	0.6701	67.01%
PPAR gamma	+	0.6666	66.66%
Honey bee toxicity	-	0.8930	89.30%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9951	99.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.89%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.06%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.29%	91.49%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	91.25%	96.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.73%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.84%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.11%	91.11%
CHEMBL2535	P11166	Glucose transporter	86.65%	98.75%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.47%	95.17%
CHEMBL3180	O00748	Carboxylesterase 2	85.26%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.82%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.37%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.17%	93.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.81%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.74%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.18%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.14%	94.00%

Plants that contains it

• Rubia argyi

Cross-Links

• PubChem: 15139061
• LOTUS: LTS0247713
• wikiData: Q104994590