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CHEBI:66662 - 6α-malonyloxymanoyl oxide

Default Structure
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:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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