1-Hydroxy-6-methylanthracene-9,10-dione

Details

• Internal ID: 0028de75-cb95-4992-95ea-71156f2e8d8e
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1-hydroxy-6-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=CC2=C(C=C1)C(=O)C3=C(C2=O)C=CC=C3O
• SMILES (Isomeric): CC1=CC2=C(C=C1)C(=O)C3=C(C2=O)C=CC=C3O
• InChI: InChI=1S/C15H10O3/c1-8-5-6-9-11(7-8)14(17)10-3-2-4-12(16)13(10)15(9)18/h2-7,16H,1H3
• InChI Key: JJEJSMGPHGEAHY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₃
• Molecular Weight: 238.24 g/mol
• Exact Mass: 238.062994177 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 68963-22-4
• 1-hydroxy-6-methylanthra-9,10-quinone
• 9,10-anthracenedione, 1-hydroxy-6-methyl-
• SCHEMBL5981382
• 5-hydroxy-2-methylanthraquinone
• 10018-44-7
• InChI=1/C15H10O3/c1-8-5-6-9-11(7-8)14(17)10-3-2-4-12(16)13(10)15(9)18/h2-7,16H,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7874	78.74%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8668	86.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9394	93.94%
OATP1B3 inhibitior	+	0.9802	98.02%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7659	76.59%
P-glycoprotein inhibitior	-	0.9069	90.69%
P-glycoprotein substrate	-	0.9340	93.40%
CYP3A4 substrate	-	0.5812	58.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.9264	92.64%
CYP2C9 inhibition	+	0.5237	52.37%
CYP2C19 inhibition	-	0.7653	76.53%
CYP2D6 inhibition	-	0.8440	84.40%
CYP1A2 inhibition	+	0.9585	95.85%
CYP2C8 inhibition	-	0.9367	93.67%
CYP inhibitory promiscuity	-	0.8334	83.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7509	75.09%
Carcinogenicity (trinary)	Warning	0.4751	47.51%
Eye corrosion	-	0.9782	97.82%
Eye irritation	+	0.9018	90.18%
Skin irritation	+	0.7049	70.49%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8075	80.75%
Micronuclear	+	0.5849	58.49%
Hepatotoxicity	+	0.9000	90.00%
skin sensitisation	-	0.7818	78.18%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.7487	74.87%
Acute Oral Toxicity (c)	II	0.5664	56.64%
Estrogen receptor binding	+	0.8793	87.93%
Androgen receptor binding	+	0.7995	79.95%
Thyroid receptor binding	-	0.5257	52.57%
Glucocorticoid receptor binding	+	0.8367	83.67%
Aromatase binding	+	0.6972	69.72%
PPAR gamma	+	0.7353	73.53%
Honey bee toxicity	-	0.9457	94.57%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9725	97.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.06%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	98.63%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.70%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.46%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.34%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.56%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.30%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.64%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.46%	93.03%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.59%	96.67%
CHEMBL2535	P11166	Glucose transporter	82.96%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.75%	93.56%
CHEMBL1907	P15144	Aminopeptidase N	82.71%	93.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.93%	90.71%

Plants that contains it

• Cinchona calisaya

Cross-Links

• PubChem: 638851
• LOTUS: LTS0163218
• wikiData: Q104393702