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

Details

• Internal ID: c4a2ede9-8ca4-43cc-9e34-6dc4149c5713
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (7-acetyloxy-5,9,14-trimethyl-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)C)C
• SMILES (Isomeric): CCC(C)C(=O)OC1C2C(O2)(C3C1=C(CC(C4C3OC(=O)C4C)OC(=O)C)C)C
• InChI: InChI=1S/C22H30O7/c1-7-9(2)20(24)28-18-14-10(3)8-13(26-12(5)23)15-11(4)21(25)27-17(15)16(14)22(6)19(18)29-22/h9,11,13,15-19H,7-8H2,1-6H3
• InChI Key: HVVPCICPOPHUEF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₇
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.19915329 g/mol
• Topological Polar Surface Area (TPSA): 91.40 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 4

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	-	0.5162	51.62%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6249	62.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8635	86.35%
OATP1B3 inhibitior	+	0.9152	91.52%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7567	75.67%
P-glycoprotein inhibitior	+	0.6841	68.41%
P-glycoprotein substrate	+	0.5575	55.75%
CYP3A4 substrate	+	0.6498	64.98%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8647	86.47%
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	-	0.6936	69.36%
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	-	0.7909	79.09%
Skin irritation	-	0.6448	64.48%
Skin corrosion	-	0.8978	89.78%
Ames mutagenesis	-	0.5291	52.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.5899	58.99%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6591	65.91%
skin sensitisation	-	0.6935	69.35%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6683	66.83%
Acute Oral Toxicity (c)	III	0.5307	53.07%
Estrogen receptor binding	+	0.8422	84.22%
Androgen receptor binding	+	0.6430	64.30%
Thyroid receptor binding	+	0.6013	60.13%
Glucocorticoid receptor binding	+	0.7742	77.42%
Aromatase binding	+	0.5671	56.71%
PPAR gamma	+	0.6112	61.12%
Honey bee toxicity	-	0.6449	64.49%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5150	51.50%
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	97.54%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.50%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.20%	94.80%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.89%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.88%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.19%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.03%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.39%	91.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.37%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	87.72%	90.17%
CHEMBL299	P17252	Protein kinase C alpha	87.47%	98.03%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.68%	97.47%
CHEMBL2996	Q05655	Protein kinase C delta	85.75%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	85.26%	91.19%
CHEMBL261	P00915	Carbonic anhydrase I	85.04%	96.76%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	84.62%	92.26%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.43%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.18%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.02%	95.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.54%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.85%	96.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.69%	96.61%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.30%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.15%	95.89%

Plants that contains it

• Stevia serrata

Cross-Links

• PubChem: 14563842
• LOTUS: LTS0182931
• wikiData: Q105034461