(1-Methyl-2-oxo-4-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptan-3-yl) 2-methyl-4-(2-methylbut-2-enoyloxy)but-2-enoate

Details

• Internal ID: 3c1cb40e-1a07-405c-a8b1-6617924a28ca
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1-methyl-2-oxo-4-prop-1-en-2-yl-7-oxabicyclo[4.1.0]heptan-3-yl) 2-methyl-4-(2-methylbut-2-enoyloxy)but-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC=C(C)C(=O)OC1C(CC2C(C1=O)(O2)C)C(=C)C
• SMILES (Isomeric): CC=C(C)C(=O)OCC=C(C)C(=O)OC1C(CC2C(C1=O)(O2)C)C(=C)C
• InChI: InChI=1S/C20H26O6/c1-7-12(4)18(22)24-9-8-13(5)19(23)25-16-14(11(2)3)10-15-20(6,26-15)17(16)21/h7-8,14-16H,2,9-10H2,1,3-6H3
• InChI Key: NZIUWKYGSGOSKL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 82.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 6
• 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	+	0.9715	97.15%
Caco-2	-	0.6454	64.54%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6432	64.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8882	88.82%
OATP1B3 inhibitior	+	0.9326	93.26%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5609	56.09%
P-glycoprotein inhibitior	-	0.5326	53.26%
P-glycoprotein substrate	-	0.7096	70.96%
CYP3A4 substrate	+	0.6285	62.85%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8988	89.88%
CYP3A4 inhibition	-	0.7177	71.77%
CYP2C9 inhibition	-	0.8920	89.20%
CYP2C19 inhibition	-	0.7651	76.51%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.7765	77.65%
CYP2C8 inhibition	-	0.6978	69.78%
CYP inhibitory promiscuity	-	0.8735	87.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6407	64.07%
Eye corrosion	-	0.9680	96.80%
Eye irritation	-	0.9501	95.01%
Skin irritation	-	0.6308	63.08%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5250	52.50%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.7110	71.10%
skin sensitisation	+	0.5301	53.01%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5851	58.51%
Acute Oral Toxicity (c)	III	0.4210	42.10%
Estrogen receptor binding	+	0.8166	81.66%
Androgen receptor binding	-	0.5871	58.71%
Thyroid receptor binding	+	0.6189	61.89%
Glucocorticoid receptor binding	+	0.6906	69.06%
Aromatase binding	+	0.6764	67.64%
PPAR gamma	+	0.5307	53.07%
Honey bee toxicity	-	0.7034	70.34%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9626	96.26%

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	97.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.99%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.77%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.85%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.77%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.27%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	86.95%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.66%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.79%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.65%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.39%	99.23%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.25%	91.24%

Plants that contains it

• Sphaeranthus suaveolens

Cross-Links

• PubChem: 162979203
• LOTUS: LTS0019781
• wikiData: Q105188085