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CHEBI:197378 - areptin A

ChEBI IDCHEBI:197378
ChEBI Nameareptin A
Stars
DefinitionA diterpenoid isolated from the aerial parts of Ajuga reptans.
Last Modified28 September 2023
Submitterntejera
DownloadsMolfile
FormulaC31H46O12
Net Charge0
Average Mass610.697
Monoisotopic Mass610.29893
SMILES[H][C@]12CCO[C@@]1([H])O[C@]([H])([C@@]1(C)[C@H](C)C[C@H](OC(C)=O)[C@]3(COC(C)=O)[C@]1([H])[C@H](O)[C@@H](OC(C)=O)[C@H](OC(=O)C(C)CC)[C@]31CO1)C2
InChIInChI=1S/C31H46O12/c1-8-15(2)27(36)43-26-24(41-19(6)34)23(35)25-29(7,21-12-20-9-10-37-28(20)42-21)16(3)11-22(40-18(5)33)30(25,13-38-17(4)32)31(26)14-39-31/h15-16,20-26,28,35H,8-14H2,1-7H3/t15?,16-,20-,21+,22+,23-,24-,25-,26+,28+,29-,30-,31-/m1/s1
InChIKeyMMLPTCVXPCYZCP-HHERFIPJSA-N
Species of MetaboliteComponentSourceComments
Ajuga reptans (ncbitaxon:38596) aerial part (BTO:0001658) DOI (10.1016/S0031-9422(98)00445-2)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
areptin A (CHEBI:197378) has role plant metabolite (CHEBI:76924)
areptin A (CHEBI:197378) is a acetate ester (CHEBI:47622)
areptin A (CHEBI:197378) is a carboxylic ester (CHEBI:33308)
areptin A (CHEBI:197378) is a cyclic acetal (CHEBI:59770)
areptin A (CHEBI:197378) is a diterpenoid (CHEBI:23849)
areptin A (CHEBI:197378) is a furofuran (CHEBI:47790)
areptin A (CHEBI:197378) is a secondary alcohol (CHEBI:35681)
areptin A (CHEBI:197378) is a spiro-epoxide (CHEBI:133131)
IUPAC Name 
(1R,2S,3R,4S,4aR,5S,6R,8S,8aR)-3,8-bis(acetyloxy)-8a-[(acetyloxy)methyl]-5-[(2S,3aR,6aS)-hexahydrofuro[2,3-b]furan-2-yl]-4-hydroxy-5,6-dimethyloctahydro-2H-spiro[naphthalene-1,2'-oxiran]-2-yl 2-methylbutanoate
Synonym  Source
(11S,13R,16S)-2α,6α,19-triacetoxy-3β-(2-methylbutyryloxy)-4α, 18:11, 16:15, 16-triepoxy-neo-clerodan-1β-olChEBI
Manual XrefsDatabases
C00040876KNApSAcK
Registry NumbersSources
CAS:220997-80-8KNApSAcK
Citations