[5,9,14-trimethyl-7-[(E)-2-methylbut-2-enoyl]oxy-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-11-yl] 2-methylbutanoate

Details

• Internal ID: 2183eac7-9bc2-46d4-ac5a-3da87c6ddc81
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [5,9,14-trimethyl-7-[(E)-2-methylbut-2-enoyl]oxy-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradec-9-en-11-yl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2C(O2)(C3C1=C(CC(C4C3OC(=O)C4C)OC(=O)C(=CC)C)C)C
• SMILES (Isomeric): CCC(C)C(=O)OC1C2C(O2)(C3C1=C(CC(C4C3OC(=O)C4C)OC(=O)/C(=C/C)/C)C)C
• InChI: InChI=1S/C25H34O7/c1-8-11(3)22(26)29-15-10-13(5)16-18(19-17(15)14(6)24(28)30-19)25(7)21(32-25)20(16)31-23(27)12(4)9-2/h8,12,14-15,17-21H,9-10H2,1-7H3/b11-8+
• InChI Key: JMJALXVXPVBNPI-DHZHZOJOSA-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: 3.10
• 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	+	0.9856	98.56%
Caco-2	-	0.5675	56.75%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6249	62.49%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8412	84.12%
OATP1B3 inhibitior	+	0.9152	91.52%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8182	81.82%
P-glycoprotein inhibitior	+	0.7864	78.64%
P-glycoprotein substrate	+	0.6120	61.20%
CYP3A4 substrate	+	0.6617	66.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9019	90.19%
CYP3A4 inhibition	-	0.5075	50.75%
CYP2C9 inhibition	-	0.8303	83.03%
CYP2C19 inhibition	-	0.7550	75.50%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	-	0.7810	78.10%
CYP2C8 inhibition	-	0.6384	63.84%
CYP inhibitory promiscuity	-	0.6837	68.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4451	44.51%
Eye corrosion	-	0.9767	97.67%
Eye irritation	-	0.8650	86.50%
Skin irritation	-	0.6448	64.48%
Skin corrosion	-	0.8978	89.78%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4379	43.79%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.7501	75.01%
skin sensitisation	-	0.6935	69.35%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6108	61.08%
Acute Oral Toxicity (c)	III	0.5307	53.07%
Estrogen receptor binding	+	0.8203	82.03%
Androgen receptor binding	+	0.6565	65.65%
Thyroid receptor binding	+	0.6443	64.43%
Glucocorticoid receptor binding	+	0.7811	78.11%
Aromatase binding	+	0.5924	59.24%
PPAR gamma	+	0.6184	61.84%
Honey bee toxicity	-	0.5719	57.19%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9394	93.94%

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	96.73%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.22%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	94.64%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.05%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.37%	96.47%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.12%	97.25%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	91.72%	98.75%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.47%	94.80%
CHEMBL2581	P07339	Cathepsin D	90.10%	98.95%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	89.90%	97.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.40%	89.00%
CHEMBL299	P17252	Protein kinase C alpha	85.25%	98.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.95%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.60%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.69%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.10%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.81%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.78%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	82.42%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.35%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.96%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.14%	96.95%

Plants that contains it

• Stevia serrata

Cross-Links

• PubChem: 101603202
• LOTUS: LTS0235977
• wikiData: Q105131458