[(3aR,4R,5S,5aS,6S,8R,8aS,9R,9aS)-4,8,9-trihydroxy-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: e36d3c3f-95ca-4566-8b7e-ef7732221dac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones
• IUPAC Name: [(3aR,4R,5S,5aS,6S,8R,8aS,9R,9aS)-4,8,9-trihydroxy-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(C2O)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]2O)C(=C)C(=O)O3)O)C)C)O
• InChI: InChI=1S/C20H30O7/c1-6-8(2)18(24)26-11-7-12(21)20(5)14(11)10(4)15(22)16-13(17(20)23)9(3)19(25)27-16/h8,10-17,21-23H,3,6-7H2,1-2,4-5H3/t8-,10+,11+,12-,13-,14-,15-,16-,17-,20-/m1/s1
• InChI Key: ZJFAILWSPOXDEU-WJHWLKMESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₇
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.19915329 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 1.70

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
CHEMBL221	P23219	Cyclooxygenase-1	98.15%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.36%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.59%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.17%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	94.84%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.64%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.50%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.37%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.23%	97.09%
CHEMBL299	P17252	Protein kinase C alpha	86.63%	98.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.07%	86.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.46%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.31%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.50%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.80%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.49%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.37%	96.77%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.09%	98.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.18%	95.71%

Plants that contains it

• Gaillardia pulchella

Cross-Links

• PubChem: 162971848
• LOTUS: LTS0195464
• wikiData: Q105377855