alpha-Cyclocostunolide

Details

• Internal ID: db0e570c-1ec9-4cf2-92a0-9bff5d539461
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (3aS,5aR,9aR,9bS)-5a,9-dimethyl-3-methylidene-4,5,6,7,9a,9b-hexahydro-3aH-benzo[g][1]benzofuran-2-one
• SMILES (Canonical): CC1=CCCC2(C1C3C(CC2)C(=C)C(=O)O3)C
• SMILES (Isomeric): CC1=CCC[C@]2([C@H]1[C@@H]3[C@@H](CC2)C(=C)C(=O)O3)C
• InChI: InChI=1S/C15H20O2/c1-9-5-4-7-15(3)8-6-11-10(2)14(16)17-13(11)12(9)15/h5,11-13H,2,4,6-8H2,1,3H3/t11-,12+,13-,15+/m0/s1
• InChI Key: UHODXTMZSDNATP-SFDCQRBFSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.30

Synonyms

• Cyclocostunolide
• 2221-81-0
• (3aS,5aR,9aR,9bS)-5a,9-dimethyl-3-methylidene-4,5,6,7,9a,9b-hexahydro-3aH-benzo[g][1]benzofuran-2-one
• Naphtho(1,2-b)furan-2(3H)-one, 3a,4,5,5a,6,7,9a,9b-octahydro-5a,9-dimethyl-3-methylene-, (3aS-(3aalpha,5abeta,9aalpha,9bbeta))-
• C09383
• CHEMBL4795353
• SCHEMBL22235454
• CHEBI:10226
• DTXSID10176760
• (3aS,5aR,9aR,9bS)-5a,9-dimethyl-3-methylene-4,5,6,7,9a,9b-hexahydro-3aH-benzo[g]benzofuran-2-one
• Q27108607
• Naphtho[1,2-b]furan-2(3H)-one, 3a,4,5,5a,6,7,9a,9b-octahydro-5a,9-dimethyl-3-methylene-, (3aS,5aR,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
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.18%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.25%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.13%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.79%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.97%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.97%	97.09%
CHEMBL4530	P00488	Coagulation factor XIII	86.33%	96.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.73%	93.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.94%	100.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.81%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.43%	95.89%

Plants that contains it

• Aristolochia griffithii
• Critonia morifolia
• Critonia quadrangularis
• Eremanthus erythropappus
• Frullania convoluta
• Frullania tamarisci
• Loxothysanus sinuatus
• Magnolia kachirachirai
• Magnolia sinica
• Oxylobus adscendens
• Oxylobus oaxacanus
• Verbesina persicifolia

Cross-Links

• PubChem: 442191
• LOTUS: LTS0064450
• wikiData: Q27108607