annuolide A

Details

• Internal ID: 427c90d5-4dd2-45b4-aafa-e482815a33f3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3aS,6aR,9aR,9bS)-9-(hydroxymethyl)-3,6-dimethylidene-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one
• SMILES (Canonical): C=C1CCC2C(C3C1CC=C3CO)OC(=O)C2=C
• SMILES (Isomeric): C=C1CC[C@@H]2[C@@H]([C@@H]3[C@H]1CC=C3CO)OC(=O)C2=C
• InChI: InChI=1S/C15H18O3/c1-8-3-5-12-9(2)15(17)18-14(12)13-10(7-16)4-6-11(8)13/h4,11-14,16H,1-3,5-7H2/t11-,12-,13-,14-/m0/s1
• InChI Key: XIKLPPAERLRBPO-XUXIUFHCSA-N
• Popularity: 1 reference 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: 1.10

Synonyms

• CHEMBL496443
• CHEBI:197146
• DTXSID601105611
• (3aS,6aR,9aR,9bS)-9-(hydroxymethyl)-3,6-dimethylidene-4,5,6a,7,9a,9b-hexahydro-3aH-azuleno[4,5-b]uran-2-one
• 152442-48-3
• Azuleno[4,5-b]furan-2(3H)-one, 3a,4,5,6,6a,7,9a,9b-octahydro-9-(hydroxymethyl)-3,6-bis(methylene)-, (3aS,6aR,9aR,9bS)-

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	96.22%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.07%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.26%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.18%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	82.56%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.55%	100.00%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 44583825
• LOTUS: LTS0154196
• wikiData: Q105328549