CHEBI:67472 - 15-epi-lupulin B

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 15-epi-lupulin B
ChEBI ASCII Name 15-epi-lupulin B
Definition A diterpenoid isolated from the aerial parts of Ajuga bracteosa and has been shown to exhibit antifeedant activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C30H46O11
Net Charge 0
Average Mass 582.67960
Monoisotopic Mass 582.30401
InChI InChI=1S/C30H46O11/c1-8-15(2)26(34)41-25-20(33)12-21-28(6,22-10-19-11-24(35-7)40-27(19)39-22)16(3)9-23(38-18(5)32)29(21,13-36-17(4)31)30(25)14-37-30/h15-16,19-25,27,33H,8-14H2,1-7H3/t15?,16-,19+,20-,21-,22+,23+,24+,25+,27-,28+,29+,30-/m1/s1
SMILES CCC(C)C(=O)O[C@H]1[C@H](O)C[C@@H]2[C@@](C)([C@@H]3C[C@H]4C[C@@H](OC)O[C@H]4O3)[C@H](C)C[C@H](OC(C)=O)[C@@]2(COC(C)=O)[C@@]11CO1
Metabolite of Species Details
Ajuga bracteosa (IPNI:444535-1) Found in aerial part (BTO:0001658). Crude dichloromethane extract of dried and powdered aerial parts See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): antifeedant
A substance that prevents pests from feeding.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 15-epi-lupulin B (CHEBI:67472) has role antifeedant (CHEBI:22583)
15-epi-lupulin B (CHEBI:67472) has role plant metabolite (CHEBI:76924)
15-epi-lupulin B (CHEBI:67472) is a acetate ester (CHEBI:47622)
15-epi-lupulin B (CHEBI:67472) is a cyclic acetal (CHEBI:59770)
15-epi-lupulin B (CHEBI:67472) is a diterpenoid (CHEBI:23849)
15-epi-lupulin B (CHEBI:67472) is a furofuran (CHEBI:47790)
15-epi-lupulin B (CHEBI:67472) is a spiro-epoxide (CHEBI:133131)
(1R,2S,3R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-3-hydroxy-5-[(2S,3aS,5S,6aR)-5-methoxyhexahydrofuro[2,3-b]furan-2-yl]-5,6-dimethyloctahydro-2H-spiro[naphthalene-1,2'-oxiran]-2-yl 2-methylbutanoate
Registry Number Type Source
10136512 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21539300 PubMed citation Europe PMC
Last Modified
24 August 2016