[5,9-Dimethyl-13-(3-methylbutanoyloxy)-14-methylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.02,6.010,12]tetradecan-5-yl] 2-methylbut-2-enoate

Details

• Internal ID: 4c6f8055-257e-4f60-8a02-5d4375941d3b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: [5,9-dimethyl-13-(3-methylbutanoyloxy)-14-methylidene-4-oxo-3,11-dioxatetracyclo[7.5.0.02,6.010,12]tetradecan-5-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1(C2CCC3(C(C2OC1=O)C(=C)C(C4C3O4)OC(=O)CC(C)C)C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1(C2CCC3(C(C2OC1=O)C(=C)C(C4C3O4)OC(=O)CC(C)C)C)C
• InChI: InChI=1S/C25H34O7/c1-8-13(4)22(27)32-25(7)15-9-10-24(6)17(19(15)31-23(25)28)14(5)18(20-21(24)30-20)29-16(26)11-12(2)3/h8,12,15,17-21H,5,9-11H2,1-4,6-7H3
• InChI Key: BWLYFEZVBIPJBT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₇
• Molecular Weight: 446.50 g/mol
• Exact Mass: 446.23045342 g/mol
• Topological Polar Surface Area (TPSA): 91.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.51
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9861	98.61%
Caco-2	-	0.6999	69.99%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6487	64.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8273	82.73%
OATP1B3 inhibitior	+	0.8953	89.53%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7929	79.29%
P-glycoprotein inhibitior	+	0.7585	75.85%
P-glycoprotein substrate	-	0.5875	58.75%
CYP3A4 substrate	+	0.7210	72.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9014	90.14%
CYP3A4 inhibition	+	0.5391	53.91%
CYP2C9 inhibition	-	0.7516	75.16%
CYP2C19 inhibition	-	0.7677	76.77%
CYP2D6 inhibition	-	0.9201	92.01%
CYP1A2 inhibition	-	0.6707	67.07%
CYP2C8 inhibition	-	0.6818	68.18%
CYP inhibitory promiscuity	-	0.7170	71.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5085	50.85%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.8773	87.73%
Skin irritation	-	0.5910	59.10%
Skin corrosion	-	0.8515	85.15%
Ames mutagenesis	-	0.5251	52.51%
Human Ether-a-go-go-Related Gene inhibition	-	0.7143	71.43%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6037	60.37%
skin sensitisation	-	0.6694	66.94%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4926	49.26%
Acute Oral Toxicity (c)	III	0.5333	53.33%
Estrogen receptor binding	+	0.7626	76.26%
Androgen receptor binding	+	0.6699	66.99%
Thyroid receptor binding	+	0.6075	60.75%
Glucocorticoid receptor binding	+	0.7202	72.02%
Aromatase binding	+	0.5969	59.69%
PPAR gamma	+	0.6505	65.05%
Honey bee toxicity	-	0.6815	68.15%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9915	99.15%

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	96.79%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.26%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.17%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.06%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.65%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	92.25%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.79%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.11%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.61%	98.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.86%	95.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.54%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.53%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.48%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	83.39%	98.03%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	83.32%	92.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.64%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.47%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.31%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.91%	93.04%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.93%	83.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.53%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.47%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.07%	97.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.01%	96.38%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.01%	85.00%

Plants that contains it

• Thapsia nitida

Cross-Links

• PubChem: 73172910
• LOTUS: LTS0226899
• wikiData: Q104947375