Annuolide C

Details

• Internal ID: ce44ed9f-c5f5-43ea-bfc1-3538df1f2b1f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 5-hydroxy-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
• SMILES (Canonical): C=C1CCC2C1C3C(CC(C2=C)O)C(=C)C(=O)O3
• SMILES (Isomeric): C=C1CCC2C1C3C(CC(C2=C)O)C(=C)C(=O)O3
• InChI: InChI=1S/C15H18O3/c1-7-4-5-10-8(2)12(16)6-11-9(3)15(17)18-14(11)13(7)10/h10-14,16H,1-6H2
• InChI Key: XYWIETPXXWYOFO-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.50

Synonyms

• 9-Hydroxycyclocostunolide
• CHEBI:177971
• 5-hydroxy-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]uran-2-one

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.23%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.02%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.86%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.33%	99.23%
CHEMBL1871	P10275	Androgen Receptor	85.70%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.24%	100.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.42%	96.00%
CHEMBL308	P06493	Cyclin-dependent kinase 1	81.08%	91.73%

Plants that contains it

• Helianthus annuus
• Picris hieracioides

Cross-Links

• PubChem: 73814575
• LOTUS: LTS0218602
• wikiData: Q105344711