(5,8-Diacetyloxy-6-methyl-9,10-dioxoanthracen-1-yl) acetate

Details

• Internal ID: 5e1fd508-655c-4757-814c-d5aa671a21a5
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: (5,8-diacetyloxy-6-methyl-9,10-dioxoanthracen-1-yl) acetate
• SMILES (Canonical): CC1=CC(=C2C(=C1OC(=O)C)C(=O)C3=C(C2=O)C(=CC=C3)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1=CC(=C2C(=C1OC(=O)C)C(=O)C3=C(C2=O)C(=CC=C3)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C21H16O8/c1-9-8-15(28-11(3)23)17-18(21(9)29-12(4)24)19(25)13-6-5-7-14(27-10(2)22)16(13)20(17)26/h5-8H,1-4H3
• InChI Key: BPQAWWSWYULFRK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₆O₈
• Molecular Weight: 396.30 g/mol
• Exact Mass: 396.08451746 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.6889	68.89%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7605	76.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9487	94.87%
OATP1B3 inhibitior	+	0.9578	95.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8836	88.36%
P-glycoprotein inhibitior	+	0.6825	68.25%
P-glycoprotein substrate	-	0.8227	82.27%
CYP3A4 substrate	+	0.5208	52.08%
CYP2C9 substrate	-	0.5479	54.79%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.8502	85.02%
CYP2C9 inhibition	-	0.7691	76.91%
CYP2C19 inhibition	-	0.9435	94.35%
CYP2D6 inhibition	-	0.9680	96.80%
CYP1A2 inhibition	+	0.9329	93.29%
CYP2C8 inhibition	-	0.7252	72.52%
CYP inhibitory promiscuity	-	0.6358	63.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8336	83.36%
Carcinogenicity (trinary)	Non-required	0.5475	54.75%
Eye corrosion	-	0.9860	98.60%
Eye irritation	+	0.5385	53.85%
Skin irritation	-	0.8128	81.28%
Skin corrosion	-	0.9845	98.45%
Ames mutagenesis	+	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6052	60.52%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.9266	92.66%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.8374	83.74%
Acute Oral Toxicity (c)	III	0.4609	46.09%
Estrogen receptor binding	+	0.8056	80.56%
Androgen receptor binding	+	0.7758	77.58%
Thyroid receptor binding	-	0.5315	53.15%
Glucocorticoid receptor binding	+	0.7761	77.61%
Aromatase binding	-	0.6965	69.65%
PPAR gamma	+	0.5697	56.97%
Honey bee toxicity	-	0.8289	82.89%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9971	99.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.77%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.85%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.81%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.41%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.30%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.12%	93.03%
CHEMBL2535	P11166	Glucose transporter	88.10%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.03%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.72%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	85.92%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.17%	91.11%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.57%	96.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.89%	94.00%

Plants that contains it

• Kniphofia foliosa

Cross-Links

• PubChem: 13099497
• LOTUS: LTS0016761
• wikiData: Q104943510