1-Methoxy-3-hydroxy-2-ethoxymethylanthraquinone

Details

• Internal ID: 5188c956-0bad-4cee-8002-eaa1ccdcb562
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 2-(ethoxymethyl)-3-hydroxy-1-methoxyanthracene-9,10-dione
• SMILES (Canonical): CCOCC1=C(C=C2C(=C1OC)C(=O)C3=CC=CC=C3C2=O)O
• SMILES (Isomeric): CCOCC1=C(C=C2C(=C1OC)C(=O)C3=CC=CC=C3C2=O)O
• InChI: InChI=1S/C18H16O5/c1-3-23-9-13-14(19)8-12-15(18(13)22-2)17(21)11-7-5-4-6-10(11)16(12)20/h4-8,19H,3,9H2,1-2H3
• InChI Key: HQMWVIOONIEKGP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• SCHEMBL16227312
• 1-methoxy-3-hydroxy-2-ethoxymethylanthraquinone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.5880	58.80%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7933	79.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8424	84.24%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5254	52.54%
P-glycoprotein inhibitior	-	0.5508	55.08%
P-glycoprotein substrate	-	0.9228	92.28%
CYP3A4 substrate	+	0.5285	52.85%
CYP2C9 substrate	-	0.8111	81.11%
CYP2D6 substrate	-	0.7310	73.10%
CYP3A4 inhibition	-	0.9363	93.63%
CYP2C9 inhibition	-	0.5847	58.47%
CYP2C19 inhibition	+	0.5178	51.78%
CYP2D6 inhibition	-	0.9015	90.15%
CYP1A2 inhibition	+	0.7350	73.50%
CYP2C8 inhibition	-	0.6145	61.45%
CYP inhibitory promiscuity	-	0.7188	71.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8220	82.20%
Carcinogenicity (trinary)	Non-required	0.6260	62.60%
Eye corrosion	-	0.9892	98.92%
Eye irritation	+	0.6853	68.53%
Skin irritation	-	0.8246	82.46%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	+	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4479	44.79%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	-	0.5217	52.17%
skin sensitisation	-	0.8269	82.69%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6410	64.10%
Acute Oral Toxicity (c)	III	0.5839	58.39%
Estrogen receptor binding	+	0.8655	86.55%
Androgen receptor binding	+	0.6371	63.71%
Thyroid receptor binding	+	0.5362	53.62%
Glucocorticoid receptor binding	+	0.9171	91.71%
Aromatase binding	+	0.6518	65.18%
PPAR gamma	+	0.8765	87.65%
Honey bee toxicity	-	0.8464	84.64%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9882	98.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.53%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.60%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.46%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.86%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.15%	96.09%
CHEMBL2535	P11166	Glucose transporter	89.08%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.70%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.35%	82.69%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.19%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.70%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.07%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.91%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.15%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.23%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.25%	96.95%

Plants that contains it

• Plocama pendula

Cross-Links

• PubChem: 5070780
• LOTUS: LTS0086922
• wikiData: Q105032318