(1a-acetyl-7,7a-dimethyl-2-oxo-5,6,7,7b-tetrahydro-4H-naphtho[1,2-b]oxiren-6-yl) acetate

Details

• Internal ID: 609088b0-75d3-4dc9-9c57-ccfffed5e119
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1a-acetyl-7,7a-dimethyl-2-oxo-5,6,7,7b-tetrahydro-4H-naphtho[1,2-b]oxiren-6-yl) acetate
• SMILES (Canonical): CC1C(CCC2=CC(=O)C3(C(C12C)O3)C(=O)C)OC(=O)C
• SMILES (Isomeric): CC1C(CCC2=CC(=O)C3(C(C12C)O3)C(=O)C)OC(=O)C
• InChI: InChI=1S/C16H20O5/c1-8-12(20-10(3)18)6-5-11-7-13(19)16(9(2)17)14(21-16)15(8,11)4/h7-8,12,14H,5-6H2,1-4H3
• InChI Key: IIKXPKBPGMPATO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₅
• Molecular Weight: 292.33 g/mol
• Exact Mass: 292.13107373 g/mol
• Topological Polar Surface Area (TPSA): 73.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	+	0.7570	75.70%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6568	65.68%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8817	88.17%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	+	0.5200	52.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7875	78.75%
P-glycoprotein inhibitior	-	0.7321	73.21%
P-glycoprotein substrate	-	0.8443	84.43%
CYP3A4 substrate	+	0.6379	63.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9003	90.03%
CYP3A4 inhibition	-	0.7975	79.75%
CYP2C9 inhibition	-	0.8831	88.31%
CYP2C19 inhibition	-	0.8551	85.51%
CYP2D6 inhibition	-	0.9319	93.19%
CYP1A2 inhibition	-	0.6248	62.48%
CYP2C8 inhibition	-	0.7551	75.51%
CYP inhibitory promiscuity	-	0.8610	86.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.5404	54.04%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9580	95.80%
Skin irritation	-	0.5579	55.79%
Skin corrosion	-	0.8895	88.95%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4906	49.06%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5815	58.15%
skin sensitisation	-	0.6857	68.57%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5405	54.05%
Acute Oral Toxicity (c)	III	0.5754	57.54%
Estrogen receptor binding	+	0.8141	81.41%
Androgen receptor binding	+	0.6345	63.45%
Thyroid receptor binding	+	0.5279	52.79%
Glucocorticoid receptor binding	+	0.5856	58.56%
Aromatase binding	-	0.5475	54.75%
PPAR gamma	-	0.5519	55.19%
Honey bee toxicity	-	0.8617	86.17%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9541	95.41%

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	97.66%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.77%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.23%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	91.06%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.76%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.28%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.59%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.88%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.73%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.60%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.47%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.18%	86.33%

Plants that contains it

• Ligularia japonica

Cross-Links

• PubChem: 162983996
• LOTUS: LTS0272130
• wikiData: Q105113591