CHEBI:132152 - triptofordin C 2

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ChEBI Name triptofordin C 2
ChEBI ID CHEBI:132152
Definition A dihydroagarofuran sesquiterpenoid that is isolated from Tripterygium wilfordii.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter qingping liu
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Formula C33H38O11
Net Charge 0
Average Mass 610.649
Monoisotopic Mass 610.24141
InChI InChI=1S/C33H38O11/c1-18(34)40-25-22(36)17-31(5,39)33-26(41-19(2)35)23(30(3,4)44-33)24(42-28(37)20-13-9-7-10-14-20)27(32(25,33)6)43-29(38)21-15-11-8-12-16-21/h7-16,22-27,36,39H,17H2,1-6H3/t22-,23+,24-,25-,26+,27-,31+,32-,33-/m0/s1
InChIKey FOIOSVGAFMLLDU-UDIRGPGZSA-N
SMILES [C@]123[C@]([C@H]([C@H]([C@]([C@H]1OC(C)=O)(C(O2)(C)C)[H])OC(C=4C=CC=CC4)=O)OC(C5=CC=CC=C5)=O)([C@H]([C@H](C[C@]3(O)C)O)OC(=O)C)C
Metabolite of Species Details
Tripterygium wilfordii (NCBI:txid458696) See: PubMed
Roles Classification
Biological Role(s): antiviral agent
A substance that destroys or inhibits replication of viruses.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing triptofordin C 2 (CHEBI:132152) has role antiviral agent (CHEBI:22587)
triptofordin C 2 (CHEBI:132152) has role plant metabolite (CHEBI:76924)
triptofordin C 2 (CHEBI:132152) is a acetate ester (CHEBI:47622)
triptofordin C 2 (CHEBI:132152) is a benzoate ester (CHEBI:36054)
triptofordin C 2 (CHEBI:132152) is a bridged compound (CHEBI:35990)
triptofordin C 2 (CHEBI:132152) is a dihydroagarofuran sesquiterpenoid (CHEBI:71548)
triptofordin C 2 (CHEBI:132152) is a organic heterotricyclic compound (CHEBI:26979)
triptofordin C 2 (CHEBI:132152) is a oxacycle (CHEBI:38104)
triptofordin C 2 (CHEBI:132152) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
(3R,4S,5R,5aS,6R,7S,9R,9aS,10R)-6,10-bis(acetyloxy)-7,9-dihydroxy-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methano-1-benzoxepine-4,5-diyl dibenzoate
Synonyms Sources
(-)-Triptofordin C 2 KNApSAcK
C-2 Triptofordin ChemIDplus
triptofordin C-2 ChEBI
Manual Xrefs Databases
C00013134 KNApSAcK
Triptofordin_C-2 Wikipedia
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Registry Numbers Types Sources
111514-63-7 CAS Registry Number ChemIDplus
111514-63-7 CAS Registry Number KNApSAcK
6553794 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
8722541 PubMed citation Europe PMC
Last Modified
01 August 2016
General Comment
2016-08-01 The structure depicted corresponds to that shown in: Yoshihisa Takaishi, Y., Ujita, K., Nakano, K., Murakami K. and Tomimatsu T. Phytochemistry, 1987, 28, 2325-2329 (doi:10.1016/S0031-9422(00)84712-3)