1-Hydroxy-6,7-dimethoxy-2-methylanthracene-9,10-dione

Details

• Internal ID: 1f679caf-929e-4e40-afe6-a48dc1f00da2
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1-hydroxy-6,7-dimethoxy-2-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=C(C2=C(C=C1)C(=O)C3=CC(=C(C=C3C2=O)OC)OC)O
• SMILES (Isomeric): CC1=C(C2=C(C=C1)C(=O)C3=CC(=C(C=C3C2=O)OC)OC)O
• InChI: InChI=1S/C17H14O5/c1-8-4-5-9-14(15(8)18)17(20)11-7-13(22-3)12(21-2)6-10(11)16(9)19/h4-7,18H,1-3H3
• InChI Key: NKFKBTKBVWFUEN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.08412354 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 5
• 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	+	0.9917	99.17%
Caco-2	+	0.9063	90.63%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8123	81.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9237	92.37%
OATP1B3 inhibitior	+	0.9073	90.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6328	63.28%
P-glycoprotein inhibitior	-	0.7171	71.71%
P-glycoprotein substrate	-	0.8815	88.15%
CYP3A4 substrate	-	0.5197	51.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7976	79.76%
CYP3A4 inhibition	-	0.7693	76.93%
CYP2C9 inhibition	-	0.9504	95.04%
CYP2C19 inhibition	-	0.9033	90.33%
CYP2D6 inhibition	-	0.8995	89.95%
CYP1A2 inhibition	+	0.9180	91.80%
CYP2C8 inhibition	-	0.7006	70.06%
CYP inhibitory promiscuity	-	0.7790	77.90%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8995	89.95%
Carcinogenicity (trinary)	Non-required	0.5370	53.70%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.9112	91.12%
Skin irritation	-	0.6825	68.25%
Skin corrosion	-	0.9777	97.77%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7366	73.66%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	+	0.5857	58.57%
skin sensitisation	-	0.9226	92.26%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4584	45.84%
Acute Oral Toxicity (c)	II	0.6288	62.88%
Estrogen receptor binding	+	0.8246	82.46%
Androgen receptor binding	+	0.5779	57.79%
Thyroid receptor binding	+	0.6257	62.57%
Glucocorticoid receptor binding	+	0.7887	78.87%
Aromatase binding	+	0.6021	60.21%
PPAR gamma	+	0.7425	74.25%
Honey bee toxicity	-	0.9388	93.88%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9767	97.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.19%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.23%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.00%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.19%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.44%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.51%	94.00%
CHEMBL2535	P11166	Glucose transporter	87.45%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.23%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.87%	96.21%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.65%	92.94%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.54%	96.67%
CHEMBL3401	O75469	Pregnane X receptor	81.96%	94.73%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	81.56%	95.70%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	81.25%	96.86%
CHEMBL4208	P20618	Proteasome component C5	80.55%	90.00%

Plants that contains it

• Cinchona calisaya

Cross-Links

• PubChem: 100966762
• LOTUS: LTS0184179
• wikiData: Q105180546