[6-(1-Acetyloxy-3-methyl-4-oxobut-2-enyl)-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl acetate

Details

• Internal ID: a1e33321-f9da-41bb-8d40-5bbee525bef7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: [6-(1-acetyloxy-3-methyl-4-oxobut-2-enyl)-2,5-dioxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methyl acetate
• SMILES (Canonical): CC(=CC(C12C(O1)C(=O)C(=CC2=O)COC(=O)C)OC(=O)C)C=O
• SMILES (Isomeric): CC(=CC(C12C(O1)C(=O)C(=CC2=O)COC(=O)C)OC(=O)C)C=O
• InChI: InChI=1S/C16H16O8/c1-8(6-17)4-13(23-10(3)19)16-12(20)5-11(7-22-9(2)18)14(21)15(16)24-16/h4-6,13,15H,7H2,1-3H3
• InChI Key: HSTGWHJVZDXYFE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₈
• Molecular Weight: 336.29 g/mol
• Exact Mass: 336.08451746 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.16
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	-	0.6464	64.64%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6606	66.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8619	86.19%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5174	51.74%
P-glycoprotein inhibitior	-	0.6394	63.94%
P-glycoprotein substrate	-	0.8237	82.37%
CYP3A4 substrate	+	0.6304	63.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8953	89.53%
CYP3A4 inhibition	-	0.9093	90.93%
CYP2C9 inhibition	-	0.9131	91.31%
CYP2C19 inhibition	-	0.7731	77.31%
CYP2D6 inhibition	-	0.9273	92.73%
CYP1A2 inhibition	-	0.7470	74.70%
CYP2C8 inhibition	-	0.7954	79.54%
CYP inhibitory promiscuity	-	0.8142	81.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6366	63.66%
Eye corrosion	-	0.9612	96.12%
Eye irritation	-	0.7571	75.71%
Skin irritation	-	0.6161	61.61%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8027	80.27%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6101	61.01%
skin sensitisation	-	0.5372	53.72%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.6635	66.35%
Acute Oral Toxicity (c)	III	0.4322	43.22%
Estrogen receptor binding	+	0.8205	82.05%
Androgen receptor binding	+	0.5962	59.62%
Thyroid receptor binding	-	0.7004	70.04%
Glucocorticoid receptor binding	+	0.7236	72.36%
Aromatase binding	-	0.5718	57.18%
PPAR gamma	-	0.5148	51.48%
Honey bee toxicity	-	0.7679	76.79%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9600	96.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.60%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.42%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.79%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.14%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.03%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.34%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.60%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.12%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.73%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.82%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.42%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.06%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85224427
• LOTUS: LTS0181427
• wikiData: Q104168359