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CHEBI:66662 - 6α-malonyloxymanoyl oxide

ChEBI IDCHEBI:66662
ChEBI Name6α-malonyloxymanoyl oxide
Stars
ASCII Name6alpha-malonyloxymanoyl oxide
DefinitionThe malonate ester of a labdane diterpenoid. Isolated from the aerial parts of Stemodia foliosa, it exhibits antibacterial activity.
Last Modified3 April 2013
DownloadsMolfile
FormulaC23H36O5
Net Charge0
Average Mass392.536
Monoisotopic Mass392.25627
SMILES[H][C@]12CC[C@](C)(C=C)O[C@]1(C)C[C@H](OC(=O)CC(=O)O)[C@@]1([H])C(C)(C)CCC[C@]21C
InChIInChI=1S/C23H36O5/c1-7-21(4)12-9-16-22(5)11-8-10-20(2,3)19(22)15(14-23(16,6)28-21)27-18(26)13-17(24)25/h7,15-16,19H,1,8-14H2,2-6H3,(H,24,25)/t15-,16+,19-,21-,22+,23+/m0/s1
InChIKeyJZRGFUZJIZSKTF-ALFLKXBZSA-N
Species of MetaboliteComponentSourceComments
Stemodia foliosa (IPNI:244396-2) aerial part (BTO:0001658) PubMed (18582112)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
ChEBI Ontology
Outgoing Relation(s)
6α-malonyloxymanoyl oxide (CHEBI:66662) has role antibacterial agent (CHEBI:33282)
6α-malonyloxymanoyl oxide (CHEBI:66662) has role metabolite (CHEBI:25212)
6α-malonyloxymanoyl oxide (CHEBI:66662) is a cyclic ether (CHEBI:37407)
6α-malonyloxymanoyl oxide (CHEBI:66662) is a labdane diterpenoid (CHEBI:36770)
6α-malonyloxymanoyl oxide (CHEBI:66662) is a malonate ester (CHEBI:38083)
IUPAC Name 
3-{[(3R,4aR,6S,6aS,10aS,10bR)-3-ethenyl-3,4a,7,7,10a-pentamethyldodecahydro-1H-benzo[f]chromen-6-yl]oxy}-3-oxopropanoic acid
Registry NumbersSources
Reaxys:19154464Reaxys
Citations