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CHEBI:65364 - 15-acetoxyorbiculin G

ChEBI IDCHEBI:65364
ChEBI Name15-acetoxyorbiculin G
Stars
DefinitionA dihydroagarofuran sesquiterpenoid that is the 15-acetoxy derivative of orbiculin G. It is isolated from Microtropis japonica and exhibits antitubercular activity.
Last Modified19 April 2013
DownloadsMolfile
FormulaC40H42O11
Net Charge0
Average Mass698.765
Monoisotopic Mass698.27271
SMILES[H][C@]12C[C@H](OC(=O)c3ccccc3)[C@]3(COC(C)=O)[C@@H](OC(C)=O)[C@@H](OC(=O)c4ccccc4)C[C@@H](C)[C@@]3(OC1(C)C)[C@@H]2OC(=O)c1ccccc1
InChIInChI=1S/C40H42O11/c1-24-21-31(48-35(43)27-15-9-6-10-16-27)34(47-26(3)42)39(23-46-25(2)41)32(49-36(44)28-17-11-7-12-18-28)22-30-33(40(24,39)51-38(30,4)5)50-37(45)29-19-13-8-14-20-29/h6-20,24,30-34H,21-23H2,1-5H3/t24-,30-,31+,32+,33-,34+,39-,40-/m1/s1
InChIKeyYOWBCRNBOMRTPW-NPIRVHPYSA-N
Species of MetaboliteComponentSourceComments
Microtropis japonica (ncbitaxon:1089418) stem (BTO:0001300) PubMed (18471021)
Roles Classification
Biological Roles:
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
ChEBI Ontology
Outgoing Relation(s)
15-acetoxyorbiculin G (CHEBI:65364) has functional parent orbiculin G (CHEBI:66828)
15-acetoxyorbiculin G (CHEBI:65364) has role antitubercular agent (CHEBI:33231)
15-acetoxyorbiculin G (CHEBI:65364) has role metabolite (CHEBI:25212)
15-acetoxyorbiculin G (CHEBI:65364) is a benzoate ester (CHEBI:36054)
15-acetoxyorbiculin G (CHEBI:65364) is a bridged compound (CHEBI:35990)
15-acetoxyorbiculin G (CHEBI:65364) is a cyclic ether (CHEBI:37407)
15-acetoxyorbiculin G (CHEBI:65364) is a dihydroagarofuran sesquiterpenoid (CHEBI:71548)
15-acetoxyorbiculin G (CHEBI:65364) is a organic heterotricyclic compound (CHEBI:26979)
IUPAC Name 
(3R,5S,5aR,6R,7S,9R,9aS,10R)-6-(acetyloxy)-5a-[(acetyloxy)methyl]-2,2,9-trimethyloctahydro-2H-3,9a-methano-1-benzoxepine-5,7,10-triyl tribenzoate
Registry NumbersSources
Reaxys:18842487Reaxys
Citations