6,7-Dihydroxy-1-methoxy-2-methylanthracene-9,10-dione

Details

• Internal ID: b3d131a9-b5da-4de3-a9ac-a6ad727f07e3
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 6,7-dihydroxy-1-methoxy-2-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=C(C2=C(C=C1)C(=O)C3=CC(=C(C=C3C2=O)O)O)OC
• SMILES (Isomeric): CC1=C(C2=C(C=C1)C(=O)C3=CC(=C(C=C3C2=O)O)O)OC
• InChI: InChI=1S/C16H12O5/c1-7-3-4-8-13(16(7)21-2)15(20)10-6-12(18)11(17)5-9(10)14(8)19/h3-6,17-18H,1-2H3
• InChI Key: AWTFBLZFPPBBCI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₅
• Molecular Weight: 284.26 g/mol
• Exact Mass: 284.06847348 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	+	0.6162	61.62%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8131	81.31%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	+	0.9514	95.14%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8307	83.07%
P-glycoprotein inhibitior	-	0.8534	85.34%
P-glycoprotein substrate	-	0.9401	94.01%
CYP3A4 substrate	-	0.5574	55.74%
CYP2C9 substrate	-	0.8111	81.11%
CYP2D6 substrate	-	0.7455	74.55%
CYP3A4 inhibition	-	0.8451	84.51%
CYP2C9 inhibition	-	0.7479	74.79%
CYP2C19 inhibition	-	0.8286	82.86%
CYP2D6 inhibition	-	0.8401	84.01%
CYP1A2 inhibition	+	0.9133	91.33%
CYP2C8 inhibition	-	0.8434	84.34%
CYP inhibitory promiscuity	-	0.7982	79.82%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8795	87.95%
Carcinogenicity (trinary)	Non-required	0.4974	49.74%
Eye corrosion	-	0.9830	98.30%
Eye irritation	+	0.9176	91.76%
Skin irritation	-	0.5737	57.37%
Skin corrosion	-	0.9076	90.76%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6674	66.74%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8700	87.00%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4542	45.42%
Acute Oral Toxicity (c)	III	0.4553	45.53%
Estrogen receptor binding	+	0.8911	89.11%
Androgen receptor binding	+	0.6424	64.24%
Thyroid receptor binding	-	0.5707	57.07%
Glucocorticoid receptor binding	+	0.8921	89.21%
Aromatase binding	+	0.7199	71.99%
PPAR gamma	+	0.5760	57.60%
Honey bee toxicity	-	0.9224	92.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9803	98.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.35%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.54%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	94.04%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.47%	99.15%
CHEMBL4208	P20618	Proteasome component C5	87.70%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.35%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.55%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.48%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.66%	97.21%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.47%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.94%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.49%	96.67%
CHEMBL3401	O75469	Pregnane X receptor	82.76%	94.73%
CHEMBL2535	P11166	Glucose transporter	82.44%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.59%	89.00%

Plants that contains it

• Cinchona pubescens

Cross-Links

• PubChem: 86142829
• LOTUS: LTS0027029
• wikiData: Q104920255