3-Hydroxy-8-methoxy-1-methylanthracene-9,10-dione

Details

• Internal ID: 745b10ac-cd8b-4a3a-b572-0cd136720954
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 3-hydroxy-8-methoxy-1-methylanthracene-9,10-dione
• InChI: InChI=1S/C16H12O4/c1-8-6-9(17)7-11-13(8)16(19)14-10(15(11)18)4-3-5-12(14)20-2/h3-7,17H,1-2H3
• InChI Key: XPRLMLRLBZAXMT-UHFFFAOYSA-N
• Popularity: 2 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: 2.80
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.8319	83.19%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8471	84.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9483	94.83%
OATP1B3 inhibitior	+	0.9771	97.71%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6713	67.13%
P-glycoprotein inhibitior	-	0.8415	84.15%
P-glycoprotein substrate	-	0.8473	84.73%
CYP3A4 substrate	+	0.5356	53.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7777	77.77%
CYP3A4 inhibition	-	0.7397	73.97%
CYP2C9 inhibition	-	0.7632	76.32%
CYP2C19 inhibition	-	0.7745	77.45%
CYP2D6 inhibition	-	0.8106	81.06%
CYP1A2 inhibition	+	0.9568	95.68%
CYP2C8 inhibition	+	0.4732	47.32%
CYP inhibitory promiscuity	-	0.7289	72.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7729	77.29%
Carcinogenicity (trinary)	Non-required	0.5706	57.06%
Eye corrosion	-	0.9807	98.07%
Eye irritation	+	0.8646	86.46%
Skin irritation	-	0.6588	65.88%
Skin corrosion	-	0.9825	98.25%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6107	61.07%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9540	95.40%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.8498	84.98%
Acute Oral Toxicity (c)	II	0.8123	81.23%
Estrogen receptor binding	+	0.8303	83.03%
Androgen receptor binding	+	0.6450	64.50%
Thyroid receptor binding	-	0.6053	60.53%
Glucocorticoid receptor binding	+	0.6834	68.34%
Aromatase binding	+	0.7435	74.35%
PPAR gamma	+	0.5337	53.37%
Honey bee toxicity	-	0.9083	90.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9688	96.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.73%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.39%	98.95%
CHEMBL2535	P11166	Glucose transporter	93.55%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.23%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.79%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.93%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.35%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.11%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.39%	94.00%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	87.61%	100.00%
CHEMBL4208	P20618	Proteasome component C5	84.62%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.60%	96.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.75%	96.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.72%	96.00%
CHEMBL1907	P15144	Aminopeptidase N	82.19%	93.31%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.33%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	81.10%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11010994
• LOTUS: LTS0253192
• wikiData: Q104168496