[(3aR,4R,5S,5aS,6S,8R,8aS,9R,9aS)-9-acetyloxy-4,8-dihydroxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,5-b]furan-6-yl] (2R)-2-methylbutanoate

Details

• Internal ID: 13bd1c78-3bde-40e7-99b4-d5e3d01bb38e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: [(3aR,4R,5S,5aS,6S,8R,8aS,9R,9aS)-9-acetyloxy-4,8-dihydroxy-5,8a-dimethyl-1-methylidene-2-oxo-4,5,5a,6,7,8,9,9a-octahydro-3aH-azuleno[6,5-b]furan-6-yl] (2R)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1CC(C2(C1C(C(C3C(C2OC(=O)C)C(=C)C(=O)O3)O)C)C)O
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@H]1C[C@H]([C@@]2([C@@H]1[C@@H]([C@H]([C@H]3[C@H]([C@H]2OC(=O)C)C(=C)C(=O)O3)O)C)C)O
• InChI: InChI=1S/C22H32O8/c1-7-9(2)20(26)29-13-8-14(24)22(6)16(13)11(4)17(25)18-15(10(3)21(27)30-18)19(22)28-12(5)23/h9,11,13-19,24-25H,3,7-8H2,1-2,4-6H3/t9-,11+,13+,14-,15-,16-,17-,18-,19-,22-/m1/s1
• InChI Key: MFFGHSQBNUURJR-ZGWYANJFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₈
• Molecular Weight: 424.50 g/mol
• Exact Mass: 424.20971797 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 2.30

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
CHEMBL221	P23219	Cyclooxygenase-1	97.96%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	97.96%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.52%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.51%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.16%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.73%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.38%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.89%	96.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.38%	85.14%
CHEMBL299	P17252	Protein kinase C alpha	88.03%	98.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.59%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.04%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.97%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.05%	99.23%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.91%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.02%	89.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.49%	95.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.01%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.97%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.45%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.29%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	80.66%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.58%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.15%	95.56%

Plants that contains it

• Gaillardia aristata
• Helenium donianum

Cross-Links

• PubChem: 162981130
• LOTUS: LTS0075579
• wikiData: Q105162626