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CHEBI:66591 - longipedumin A

ChEBI IDCHEBI:66591
ChEBI Namelongipedumin A
Stars
DefinitionA lignan isolated from the roots and stems of Kadsura longipedunculata and has been shown to exhibit inhibitory activity against HIV-1 protease.
Last Modified25 March 2013
DownloadsMolfile
FormulaC31H32O8
Net Charge0
Average Mass532.589
Monoisotopic Mass532.20972
SMILESCOc1cc2c(c(O)c1OC)-c1c(cc3c(c1OC)OCO3)[C@H](OC(=O)/C=C/c1ccccc1)[C@H](C)[C@H](C)C2
InChIInChI=1S/C31H32O8/c1-17-13-20-14-22(34-3)29(35-4)27(33)25(20)26-21(15-23-30(31(26)36-5)38-16-37-23)28(18(17)2)39-24(32)12-11-19-9-7-6-8-10-19/h6-12,14-15,17-18,28,33H,13,16H2,1-5H3/b12-11+/t17-,18-,28-/m1/s1
InChIKeyMWCNCFCBBXKOCI-CMTGZUNTSA-N
Species of MetaboliteComponentSourceComments
Kadsura longipedunculata (ncbitaxon:124782)
stem (BTO:0001300) PubMed (16394567)
root (BTO:0001188) PubMed (16394567)
Roles Classification
Biological Roles:
HIV protease inhibitor  An inhibitor of HIV protease, an enzyme required for production of proteins needed for viral assembly.
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)
longipedumin A (CHEBI:66591) has role HIV protease inhibitor (CHEBI:35660)
longipedumin A (CHEBI:66591) has role metabolite (CHEBI:25212)
longipedumin A (CHEBI:66591) is a aromatic ether (CHEBI:35618)
longipedumin A (CHEBI:66591) is a cinnamate ester (CHEBI:36087)
longipedumin A (CHEBI:66591) is a lignan (CHEBI:25036)
longipedumin A (CHEBI:66591) is a organic heterotetracyclic compound (CHEBI:38163)
IUPAC Name 
(6R,7R,8R)-1-hydroxy-2,3,13-trimethoxy-6,7-dimethyl-5,6,7,8-tetrahydrobenzo[3',4']cycloocta[1',2':4,5]benzo[1,2-d][1,3]dioxol-8-yl (2E)-3-phenylprop-2-enoate
Citations