2-Ethoxy-1-hydroxyanthracene-9,10-dione

Details

• Internal ID: 79026ce5-81be-4d66-b200-ef07c6bc92e9
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 2-ethoxy-1-hydroxyanthracene-9,10-dione
• SMILES (Canonical): CCOC1=C(C2=C(C=C1)C(=O)C3=CC=CC=C3C2=O)O
• SMILES (Isomeric): CCOC1=C(C2=C(C=C1)C(=O)C3=CC=CC=C3C2=O)O
• InChI: InChI=1S/C16H12O4/c1-2-20-12-8-7-11-13(16(12)19)15(18)10-6-4-3-5-9(10)14(11)17/h3-8,19H,2H2,1H3
• InChI Key: MMHJCXUWEVLZQK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₄
• Molecular Weight: 268.26 g/mol
• Exact Mass: 268.07355886 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.57
• 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	+	0.9891	98.91%
Caco-2	+	0.6567	65.67%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8735	87.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9038	90.38%
OATP1B3 inhibitior	+	0.9720	97.20%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6595	65.95%
P-glycoprotein inhibitior	-	0.7633	76.33%
P-glycoprotein substrate	-	0.8618	86.18%
CYP3A4 substrate	+	0.5052	50.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7976	79.76%
CYP3A4 inhibition	-	0.8794	87.94%
CYP2C9 inhibition	+	0.9235	92.35%
CYP2C19 inhibition	+	0.6518	65.18%
CYP2D6 inhibition	-	0.8824	88.24%
CYP1A2 inhibition	+	0.8800	88.00%
CYP2C8 inhibition	-	0.8040	80.40%
CYP inhibitory promiscuity	+	0.5624	56.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8675	86.75%
Carcinogenicity (trinary)	Non-required	0.5357	53.57%
Eye corrosion	-	0.9908	99.08%
Eye irritation	+	0.8432	84.32%
Skin irritation	-	0.6651	66.51%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7637	76.37%
Micronuclear	+	0.5418	54.18%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8595	85.95%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6033	60.33%
Acute Oral Toxicity (c)	III	0.5603	56.03%
Estrogen receptor binding	+	0.8856	88.56%
Androgen receptor binding	+	0.7771	77.71%
Thyroid receptor binding	-	0.5325	53.25%
Glucocorticoid receptor binding	+	0.9300	93.00%
Aromatase binding	+	0.7899	78.99%
PPAR gamma	+	0.8059	80.59%
Honey bee toxicity	-	0.8507	85.07%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7090	70.90%
Fish aquatic toxicity	+	0.9879	98.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.95%	91.49%
CHEMBL2581	P07339	Cathepsin D	98.65%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.60%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.80%	96.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	89.69%	96.67%
CHEMBL3401	O75469	Pregnane X receptor	88.84%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.68%	91.11%
CHEMBL2535	P11166	Glucose transporter	87.74%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.76%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.75%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.44%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.21%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.11%	82.69%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.42%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.99%	99.23%

Plants that contains it

• Morinda citrifolia

Cross-Links

• PubChem: 129847887
• LOTUS: LTS0058419
• wikiData: Q105167741