[4-[4-(3,3-Dimethyloxiran-2-yl)-3-(2-methylbut-2-enoyloxy)but-1-en-2-yl]-3-hydroxy-1-methyl-7-oxabicyclo[4.1.0]heptan-2-yl] 2-methylbut-2-enoate

Details

• Internal ID: 1790c25f-a5fd-4540-a11d-20bc13d2ebe4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [4-[4-(3,3-dimethyloxiran-2-yl)-3-(2-methylbut-2-enoyloxy)but-1-en-2-yl]-3-hydroxy-1-methyl-7-oxabicyclo[4.1.0]heptan-2-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(CC2C1(O2)C)C(=C)C(CC3C(O3)(C)C)OC(=O)C(=CC)C)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(CC2C1(O2)C)C(=C)C(CC3C(O3)(C)C)OC(=O)C(=CC)C)O
• InChI: InChI=1S/C25H36O7/c1-9-13(3)22(27)29-17(12-18-24(6,7)31-18)15(5)16-11-19-25(8,32-19)21(20(16)26)30-23(28)14(4)10-2/h9-10,16-21,26H,5,11-12H2,1-4,6-8H3
• InChI Key: SOLKVQDUFSZHNA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₆O₇
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.24610348 g/mol
• Topological Polar Surface Area (TPSA): 97.90 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9605	96.05%
Caco-2	-	0.6917	69.17%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7112	71.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8938	89.38%
OATP1B3 inhibitior	+	0.8453	84.53%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7287	72.87%
P-glycoprotein inhibitior	+	0.6473	64.73%
P-glycoprotein substrate	-	0.5608	56.08%
CYP3A4 substrate	+	0.6342	63.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8677	86.77%
CYP3A4 inhibition	-	0.7230	72.30%
CYP2C9 inhibition	-	0.8185	81.85%
CYP2C19 inhibition	-	0.7809	78.09%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.8864	88.64%
CYP2C8 inhibition	-	0.6056	60.56%
CYP inhibitory promiscuity	-	0.9597	95.97%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8459	84.59%
Carcinogenicity (trinary)	Non-required	0.6597	65.97%
Eye corrosion	-	0.9789	97.89%
Eye irritation	-	0.8889	88.89%
Skin irritation	-	0.6359	63.59%
Skin corrosion	-	0.9278	92.78%
Ames mutagenesis	-	0.5278	52.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4648	46.48%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5792	57.92%
skin sensitisation	-	0.5669	56.69%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5208	52.08%
Acute Oral Toxicity (c)	III	0.5006	50.06%
Estrogen receptor binding	+	0.7383	73.83%
Androgen receptor binding	+	0.5818	58.18%
Thyroid receptor binding	+	0.6286	62.86%
Glucocorticoid receptor binding	+	0.7871	78.71%
Aromatase binding	+	0.6852	68.52%
PPAR gamma	+	0.6456	64.56%
Honey bee toxicity	-	0.5000	50.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.9797	97.97%

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	98.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.51%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.25%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	90.68%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.05%	91.24%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.57%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.39%	91.07%
CHEMBL4040	P28482	MAP kinase ERK2	87.28%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.21%	96.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.16%	82.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.64%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.58%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.34%	97.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.86%	96.00%
CHEMBL2581	P07339	Cathepsin D	82.61%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.96%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.32%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.18%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.05%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.95%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.92%	90.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.85%	95.17%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.75%	80.00%

Plants that contains it

• Ligularia cymbulifera
• Ligularia lankongensis

Cross-Links

• PubChem: 73031611
• LOTUS: LTS0143838
• wikiData: Q105257034