CHEBI:69111 - withalongolide F

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name withalongolide F
ChEBI ID CHEBI:69111
Definition A steroid lactone that is a 4-norwithanolide with a 2,5-dien-1-one system isolated from the aerial parts of Physalis longifolia.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C27H36O4
Net Charge 0
Average Mass 424.57230
Monoisotopic Mass 424.26136
InChI InChI=1S/C27H36O4/c1-15-13-23(31-25(30)19(15)14-28)16(2)20-8-9-21-18-7-5-17-6-10-24(29)27(17,4)22(18)11-12-26(20,21)3/h5-6,10,16,18,20-23,28H,7-9,11-14H2,1-4H3/t16-,18-,20+,21-,22-,23+,26+,27-/m0/s1
InChIKey IBYXDWNHLOGYIN-OSVRZWSTSA-N
SMILES C[C@@H]([C@H]1CC[C@H]2[C@@H]3CC=C4C=CC(=O)[C@]4(C)[C@H]3CC[C@]12C)[C@H]1CC(C)=C(CO)C(=O)O1
Metabolite of Species Details
Physalis longifolia (NCBI:txid161495) Found in aerial part (BTO:0001658). CH2Cl2-MeOH(1:1) extract of the air-dried aerial parts See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing withalongolide F (CHEBI:69111) has role metabolite (CHEBI:25212)
withalongolide F (CHEBI:69111) has role plant metabolite (CHEBI:76924)
withalongolide F (CHEBI:69111) is a δ-lactone (CHEBI:18946)
withalongolide F (CHEBI:69111) is a steroid lactone (CHEBI:26766)
IUPAC Name
(6R)-6-{(1S)-1-[(1R,3aS,3bS,8aR,8bS,10aS)-8a,10a-dimethyl-8-oxo-1,2,3,3a,3b,4,8,8a,8b,9,10,10a-dodecahydrodicyclopenta[a,f]naphthalen-1-yl]ethyl}-3-(hydroxymethyl)-4-methyl-5,6-dihydro-2H-pyran-2-one
Synonym Source
nor-27-hydroxy-1-oxowitha-2,5,24-trienolide ChEBI
Registry Number Type Source
22217706 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
22098611 PubMed citation Europe PMC
Last Modified
20 November 2013