Alizarin-1-methylether

Details

• Internal ID: 6fe64b9a-55d7-428b-aa04-d2d397b9fca7
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,2-dihydroxy-3-methoxyanthracene-9,10-dione
• InChI: InChI=1S/C15H10O5/c1-20-10-6-9-11(15(19)14(10)18)13(17)8-5-3-2-4-7(8)12(9)16/h2-6,18-19H,1H3
• InChI Key: OALVASYFLITMQF-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.24 g/mol
• Exact Mass: 270.05282342 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• SCHEMBL23199010

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9794	97.94%
Caco-2	+	0.5863	58.63%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8085	80.85%
OATP2B1 inhibitior	-	0.7140	71.40%
OATP1B1 inhibitior	+	0.9211	92.11%
OATP1B3 inhibitior	+	0.9826	98.26%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7756	77.56%
P-glycoprotein inhibitior	-	0.8202	82.02%
P-glycoprotein substrate	-	0.9145	91.45%
CYP3A4 substrate	-	0.5422	54.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7943	79.43%
CYP3A4 inhibition	-	0.8955	89.55%
CYP2C9 inhibition	-	0.6228	62.28%
CYP2C19 inhibition	-	0.8272	82.72%
CYP2D6 inhibition	-	0.8951	89.51%
CYP1A2 inhibition	+	0.9280	92.80%
CYP2C8 inhibition	-	0.7497	74.97%
CYP inhibitory promiscuity	-	0.8085	80.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8595	85.95%
Carcinogenicity (trinary)	Warning	0.4773	47.73%
Eye corrosion	-	0.9813	98.13%
Eye irritation	+	0.9411	94.11%
Skin irritation	+	0.5321	53.21%
Skin corrosion	-	0.8809	88.09%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7786	77.86%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8800	88.00%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5443	54.43%
Estrogen receptor binding	+	0.8737	87.37%
Androgen receptor binding	+	0.6051	60.51%
Thyroid receptor binding	-	0.5222	52.22%
Glucocorticoid receptor binding	+	0.9085	90.85%
Aromatase binding	+	0.7373	73.73%
PPAR gamma	+	0.6501	65.01%
Honey bee toxicity	-	0.8553	85.53%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5251	52.51%
Fish aquatic toxicity	+	0.9750	97.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.50%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.33%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.31%	95.56%
CHEMBL2535	P11166	Glucose transporter	93.62%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.74%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.79%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.75%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.24%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.18%	82.69%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.69%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.40%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.41%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.77%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.38%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	81.38%	90.20%
CHEMBL4208	P20618	Proteasome component C5	80.40%	90.00%

Plants that contains it

• Rubia tinctorum

Cross-Links

• PubChem: 86200291
• LOTUS: LTS0213302
• wikiData: Q105188732