Guaianolide ziniolide

Details

• Internal ID: bcb96fff-e581-4c50-bd78-69558873a602
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (3aR,5aR,8aR,9aR)-8-methyl-1,5-dimethylidene-4,5a,6,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-2-one
• SMILES (Canonical): CC1=CCC2C1CC3C(CC2=C)OC(=O)C3=C
• SMILES (Isomeric): CC1=CC[C@@H]2[C@H]1C[C@H]3[C@@H](CC2=C)OC(=O)C3=C
• InChI: InChI=1S/C15H18O2/c1-8-4-5-11-9(2)6-14-13(7-12(8)11)10(3)15(16)17-14/h4,11-14H,2-3,5-7H2,1H3/t11-,12-,13+,14+/m0/s1
• InChI Key: KREYKRAJLBRHAZ-IGQOVBAYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.40

Synonyms

• 73696-08-9
• (3aR,4aR,7aR,9aR)-5-Methyl-3,8-dimethylene-3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2(7H)-one
• CHEMBL463637
• (3aR,5aR,8aR,9aR)-8-methyl-1,5-dimethylidene-4,5a,6,8a,9,9a-hexahydro-3aH-azuleno[6,5-b]furan-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
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.55%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.96%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.82%	97.25%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.15%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.13%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	82.61%	97.79%

Plants that contains it

• Xanthium spinosum subsp. spinosum
• Xanthium strumarium
• Zinnia elegans

Cross-Links

• PubChem: 13817971
• LOTUS: LTS0023629
• wikiData: Q105144956