3-Methoxy-1-methyl-9,10-dioxoanthracene-2-carboxylic acid

Details

• Internal ID: 62efba2d-06bb-4810-b235-aeb451a78e0c
• Taxonomy: Benzenoids > Anthracenes > Anthracenecarboxylic acids and derivatives > Anthracenecarboxylic acids
• IUPAC Name: 3-methoxy-1-methyl-9,10-dioxoanthracene-2-carboxylic acid
• InChI: InChI=1S/C17H12O5/c1-8-13-11(7-12(22-2)14(8)17(20)21)15(18)9-5-3-4-6-10(9)16(13)19/h3-7H,1-2H3,(H,20,21)
• InChI Key: AOEZWLYRGBOBCR-UHFFFAOYSA-N
• Popularity: 2 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: 2.70
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.7459	74.59%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8361	83.61%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9304	93.04%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8034	80.34%
P-glycoprotein substrate	-	0.9241	92.41%
CYP3A4 substrate	-	0.5540	55.40%
CYP2C9 substrate	-	0.6017	60.17%
CYP2D6 substrate	-	0.8884	88.84%
CYP3A4 inhibition	-	0.9080	90.80%
CYP2C9 inhibition	-	0.7432	74.32%
CYP2C19 inhibition	-	0.9602	96.02%
CYP2D6 inhibition	-	0.9086	90.86%
CYP1A2 inhibition	+	0.7672	76.72%
CYP2C8 inhibition	-	0.6703	67.03%
CYP inhibitory promiscuity	-	0.8406	84.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7856	78.56%
Carcinogenicity (trinary)	Non-required	0.5870	58.70%
Eye corrosion	-	0.9873	98.73%
Eye irritation	+	0.7457	74.57%
Skin irritation	-	0.6530	65.30%
Skin corrosion	-	0.9804	98.04%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7531	75.31%
Micronuclear	+	0.8033	80.33%
Hepatotoxicity	+	0.6035	60.35%
skin sensitisation	-	0.9619	96.19%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6471	64.71%
Acute Oral Toxicity (c)	II	0.8801	88.01%
Estrogen receptor binding	+	0.8143	81.43%
Androgen receptor binding	+	0.6168	61.68%
Thyroid receptor binding	-	0.6648	66.48%
Glucocorticoid receptor binding	-	0.6058	60.58%
Aromatase binding	+	0.6320	63.20%
PPAR gamma	-	0.5061	50.61%
Honey bee toxicity	-	0.9233	92.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9903	99.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.09%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.18%	98.95%
CHEMBL2535	P11166	Glucose transporter	92.60%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.27%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	89.02%	90.20%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.39%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.10%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.22%	96.09%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	86.28%	96.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.49%	96.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.38%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.90%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.74%	91.11%
CHEMBL4208	P20618	Proteasome component C5	81.16%	90.00%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	80.99%	96.47%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.57%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.14%	99.17%

Plants that contains it

• Eleutherine bulbosa

Cross-Links

• PubChem: 141186388
• LOTUS: LTS0172975
• wikiData: Q104915586