Methyl 3,4,8-trihydroxy-1-methyl-9,10-dioxoanthracene-2-carboxylate

Details

• Internal ID: 0fc3d3cd-d47d-41f1-b2cd-69c62948dacb
• Taxonomy: Benzenoids > Anthracenes > Anthracenecarboxylic acids and derivatives > Anthracenecarboxylic acids
• IUPAC Name: methyl 3,4,8-trihydroxy-1-methyl-9,10-dioxoanthracene-2-carboxylate
• InChI: InChI=1S/C17H12O7/c1-6-9-12(16(22)15(21)10(6)17(23)24-2)13(19)7-4-3-5-8(18)11(7)14(9)20/h3-5,18,21-22H,1-2H3
• InChI Key: NNEROCUXJGRSRJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₇
• Molecular Weight: 328.27 g/mol
• Exact Mass: 328.05830272 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 7
• 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	+	0.9609	96.09%
Caco-2	-	0.6254	62.54%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8060	80.60%
OATP2B1 inhibitior	-	0.7026	70.26%
OATP1B1 inhibitior	+	0.8762	87.62%
OATP1B3 inhibitior	+	0.9101	91.01%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7808	78.08%
P-glycoprotein inhibitior	-	0.8043	80.43%
P-glycoprotein substrate	-	0.7319	73.19%
CYP3A4 substrate	+	0.5504	55.04%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.9273	92.73%
CYP2C9 inhibition	-	0.8240	82.40%
CYP2C19 inhibition	-	0.9449	94.49%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	+	0.6446	64.46%
CYP2C8 inhibition	+	0.4705	47.05%
CYP inhibitory promiscuity	-	0.9066	90.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8695	86.95%
Carcinogenicity (trinary)	Non-required	0.5512	55.12%
Eye corrosion	-	0.9872	98.72%
Eye irritation	+	0.5768	57.68%
Skin irritation	-	0.6185	61.85%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	+	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8207	82.07%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.9053	90.53%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.7841	78.41%
Acute Oral Toxicity (c)	II	0.6293	62.93%
Estrogen receptor binding	+	0.7094	70.94%
Androgen receptor binding	-	0.5723	57.23%
Thyroid receptor binding	-	0.6145	61.45%
Glucocorticoid receptor binding	+	0.6337	63.37%
Aromatase binding	-	0.6669	66.69%
PPAR gamma	+	0.5303	53.03%
Honey bee toxicity	-	0.9571	95.71%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9890	98.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.33%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.88%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.07%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.54%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.09%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.85%	93.03%
CHEMBL3401	O75469	Pregnane X receptor	89.67%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.40%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.28%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.94%	96.67%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	84.80%	91.79%
CHEMBL2535	P11166	Glucose transporter	83.46%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.46%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.10%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.32%	86.33%

Plants that contains it

• Berchemia discolor

Cross-Links

• PubChem: 101634663
• LOTUS: LTS0238629
• wikiData: Q105182098