[(E)-2-[(3aR,4R,6R,6aS,7R,9aR,9bR)-7-hydroxy-9-methyl-3-methylidene-2-oxospiro[4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-6,2'-oxirane]-4-yl]oxycarbonylbut-2-enyl] (E)-2-(hydroxymethyl)but-2-enoate

Details

• Internal ID: 1c894e0c-d313-4ab7-9773-9f18d984e61b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [(E)-2-[(3aR,4R,6R,6aS,7R,9aR,9bR)-7-hydroxy-9-methyl-3-methylidene-2-oxospiro[4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-6,2'-oxirane]-4-yl]oxycarbonylbut-2-enyl] (E)-2-(hydroxymethyl)but-2-enoate
• SMILES (Canonical): CC=C(CO)C(=O)OCC(=CC)C(=O)OC1CC2(CO2)C3C(C=C(C3C4C1C(=C)C(=O)O4)C)O
• SMILES (Isomeric): C/C=C(\CO)/C(=O)OC/C(=C\C)/C(=O)O[C@@H]1C[C@]2(CO2)[C@@H]3[C@@H](C=C([C@@H]3[C@@H]4[C@@H]1C(=C)C(=O)O4)C)O
• InChI: InChI=1S/C25H30O9/c1-5-14(9-26)23(29)31-10-15(6-2)24(30)33-17-8-25(11-32-25)20-16(27)7-12(3)18(20)21-19(17)13(4)22(28)34-21/h5-7,16-21,26-27H,4,8-11H2,1-3H3/b14-5+,15-6+/t16-,17-,18+,19-,20-,21-,25+/m1/s1
• InChI Key: OJGCMHDRPRMYPP-XUURKMTHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₉
• Molecular Weight: 474.50 g/mol
• Exact Mass: 474.18898253 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 0.70

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

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	97.55%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.49%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	93.27%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.06%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.45%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.97%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.91%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.62%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	88.77%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	87.74%	83.82%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.74%	89.34%
CHEMBL2581	P07339	Cathepsin D	85.45%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.77%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.72%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.50%	100.00%
CHEMBL5028	O14672	ADAM10	81.79%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.00%	99.23%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.97%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	80.87%	90.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.69%	91.07%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.12%	93.03%

Plants that contains it

• Liatris squarrosa

Cross-Links

• PubChem: 162907318
• LOTUS: LTS0244401
• wikiData: Q105193066