Coronopilin

Details

• Internal ID: 7dc62b21-0431-45e0-a5d3-a861b7a07a21
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Ambrosanolides and secoambrosanolides
• IUPAC Name: (3aS,6S,6aR,9aS,9bR)-6a-hydroxy-6,9a-dimethyl-3-methylidene-4,5,6,7,8,9b-hexahydro-3aH-azuleno[8,7-b]furan-2,9-dione
• SMILES (Canonical): CC1CCC2C(C3(C1(CCC3=O)O)C)OC(=O)C2=C
• SMILES (Isomeric): C[C@H]1CC[C@@H]2[C@H]([C@]3([C@]1(CCC3=O)O)C)OC(=O)C2=C
• InChI: InChI=1S/C15H20O4/c1-8-4-5-10-9(2)13(17)19-12(10)14(3)11(16)6-7-15(8,14)18/h8,10,12,18H,2,4-7H2,1,3H3/t8-,10-,12+,14-,15+/m0/s1
• InChI Key: GEUJJEYGSRWXPC-JISBIHODSA-N
• Popularity: 27 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.30

Synonyms

• 2571-81-5
• Coronopolin
• CHEBI:3888
• (3aS,6S,6aR,9aS,9bR)-6a-hydroxy-6,9a-dimethyl-3-methylidene-4,5,6,7,8,9b-hexahydro-3aH-azuleno[8,7-b]furan-2,9-dione
• NSC85242
• NSC 85242
• (-)-coronopilin
• MLS001164194
• CHEMBL248564
• SCHEMBL8422737
• 10-alpha-H-Ambros-11(13)-en-12-oic acid, 1,6-beta-dihydroxy-4-oxo-, gamma-lactone
• HMS2875K08
• Azuleno(4,5-b)furan-2,9-dione, decahydro-6a-hydroxy-6,9a-dimethyl-3-methylene-, (3aS-(3aalpha,6beta,6aalpha,9abeta,9balpha))-
• NSC-85242
• AKOS015969697
• NCGC00246200-01
• LS-16555
• NCI60_041874
• SMR000539537
• C09381
• Q27106230
• Azuleno[4,9-dione, decahydro-6a-hydroxy-6,9a-dimethyl-3-methylene-, [3aS-(3a.alpha.,6.beta.,6a.alpha.,9a.beta.,9b.alpha.)]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2362980	Q06710	Paired box protein Pax-8	5430 nM	AC50	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.44%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.46%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.17%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.86%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.80%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.33%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.98%	93.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.76%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.14%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.40%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.30%	86.33%

Plants that contains it

• Ambrosia arborescens
• Ambrosia psilostachya
• Ambrosia trifida
• Asteraceae
• Parthenium confertum
• Parthenium hysterophorus
• Parthenium lozanianum
• Parthenium schottii

Cross-Links

• PubChem: 257278
• NPASS: NPC201658
• ChEMBL: CHEMBL248564
• LOTUS: LTS0111750
• wikiData: Q27106230