6-Acetoxy-7-acetyl-1-hydroxy-3-methoxyanthraquinone

Details

• Internal ID: b9aa767a-c3c1-4a40-8cd1-a2eca1219aad
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: (3-acetyl-5-hydroxy-7-methoxy-9,10-dioxoanthracen-2-yl) acetate
• InChI: InChI=1S/C19H14O7/c1-8(20)11-6-12-13(7-16(11)26-9(2)21)18(23)14-4-10(25-3)5-15(22)17(14)19(12)24/h4-7,22H,1-3H3
• InChI Key: KBTUKTJYCIFJMG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₄O₇
• Molecular Weight: 354.30 g/mol
• Exact Mass: 354.07395278 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.5892	58.92%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8277	82.77%
OATP2B1 inhibitior	-	0.7161	71.61%
OATP1B1 inhibitior	+	0.9271	92.71%
OATP1B3 inhibitior	+	0.8893	88.93%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6677	66.77%
P-glycoprotein inhibitior	-	0.6156	61.56%
P-glycoprotein substrate	-	0.8796	87.96%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5956	59.56%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.9191	91.91%
CYP2C9 inhibition	-	0.9375	93.75%
CYP2C19 inhibition	-	0.9852	98.52%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	+	0.7481	74.81%
CYP2C8 inhibition	-	0.6052	60.52%
CYP inhibitory promiscuity	-	0.8672	86.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7956	79.56%
Carcinogenicity (trinary)	Non-required	0.5713	57.13%
Eye corrosion	-	0.9896	98.96%
Eye irritation	+	0.7682	76.82%
Skin irritation	-	0.7522	75.22%
Skin corrosion	-	0.9857	98.57%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7146	71.46%
Micronuclear	+	0.7333	73.33%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.9690	96.90%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7111	71.11%
Acute Oral Toxicity (c)	II	0.8753	87.53%
Estrogen receptor binding	+	0.8344	83.44%
Androgen receptor binding	+	0.6415	64.15%
Thyroid receptor binding	-	0.6158	61.58%
Glucocorticoid receptor binding	+	0.7016	70.16%
Aromatase binding	-	0.4914	49.14%
PPAR gamma	+	0.5499	54.99%
Honey bee toxicity	-	0.7622	76.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6949	69.49%
Fish aquatic toxicity	+	0.9910	99.10%

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	95.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.43%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.37%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.28%	99.15%
CHEMBL2581	P07339	Cathepsin D	92.27%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.95%	95.56%
CHEMBL4208	P20618	Proteasome component C5	90.30%	90.00%
CHEMBL2535	P11166	Glucose transporter	90.05%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.63%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	88.32%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.93%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.86%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.25%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.01%	94.45%
CHEMBL2056	P21728	Dopamine D1 receptor	83.77%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.89%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.73%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.46%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 129687121
• LOTUS: LTS0031964
• wikiData: Q104197621