rac-acetylcoradiaquinol I

Details

• Internal ID: d77e7c17-eeb0-4803-9960-101fe6a86a9a
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: (4-acetyloxy-5,8a-dimethyl-6,10-dioxo-8,9-dihydro-7H-anthracen-1-yl) acetate
• SMILES (Canonical): CC1=C2C(=O)C3=C(C=CC(=C3CC2(CCC1=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC1=C2C(=O)C3=C(C=CC(=C3CC2(CCC1=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C20H20O6/c1-10-14(23)7-8-20(4)9-13-15(25-11(2)21)5-6-16(26-12(3)22)17(13)19(24)18(10)20/h5-6H,7-9H2,1-4H3
• InChI Key: ROMNSZXJDGCIMH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.12598835 g/mol
• Topological Polar Surface Area (TPSA): 86.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CHEMBL255869

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7608	76.08%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8358	83.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9462	94.62%
OATP1B3 inhibitior	+	0.8981	89.81%
MATE1 inhibitior	-	0.5400	54.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8442	84.42%
P-glycoprotein inhibitior	-	0.5943	59.43%
P-glycoprotein substrate	-	0.8125	81.25%
CYP3A4 substrate	+	0.6014	60.14%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.8909	89.09%
CYP3A4 inhibition	-	0.6612	66.12%
CYP2C9 inhibition	-	0.6082	60.82%
CYP2C19 inhibition	-	0.6000	60.00%
CYP2D6 inhibition	-	0.9259	92.59%
CYP1A2 inhibition	+	0.7108	71.08%
CYP2C8 inhibition	-	0.7514	75.14%
CYP inhibitory promiscuity	-	0.6990	69.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8855	88.55%
Carcinogenicity (trinary)	Non-required	0.5498	54.98%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8369	83.69%
Skin irritation	-	0.6015	60.15%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4480	44.80%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5361	53.61%
skin sensitisation	-	0.7665	76.65%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6933	69.33%
Acute Oral Toxicity (c)	III	0.5966	59.66%
Estrogen receptor binding	+	0.7152	71.52%
Androgen receptor binding	+	0.7615	76.15%
Thyroid receptor binding	-	0.6548	65.48%
Glucocorticoid receptor binding	+	0.6645	66.45%
Aromatase binding	-	0.5584	55.84%
PPAR gamma	+	0.6629	66.29%
Honey bee toxicity	-	0.8299	82.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.84%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.65%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.23%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.59%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.56%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.25%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.96%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.30%	94.00%

Plants that contains it

• Cordia fragrantissima

Cross-Links

• PubChem: 24770031
• LOTUS: LTS0243889
• wikiData: Q105242320