CHEBI:66431 - schisanlactone A

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ChEBI Name schisanlactone A
ChEBI ID CHEBI:66431
Definition A tetracyclic triterpenoid isolated from Schisandra and Kadsura longipedunculata. It has been shown to exhibit inhibitory activity against HIV protease.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H40O4
Net Charge 0
Average Mass 464.63620
Monoisotopic Mass 464.29266
InChI InChI=1S/C30H40O4/c1-18-7-11-25(33-27(18)32)19(2)22-14-16-30(6)24-10-9-23-20(8-12-26(31)34-28(23,3)4)17-21(24)13-15-29(22,30)5/h7-8,12,17,19,22-23,25H,9-11,13-16H2,1-6H3/t19-,22+,23+,25+,29+,30-/m0/s1
InChIKey VJNOAOVMGNCSPJ-ZCTPSQTASA-N
SMILES [H][C@@]1(CC=C(C)C(=O)O1)[C@@H](C)[C@@]1([H])CC[C@@]2(C)C3=C(CC[C@]12C)C=C1C=CC(=O)OC(C)(C)[C@]1([H])CC3
Metabolite of Species Details
Kadsura longipedunculata (NCBI:txid124782) Found in stem (BTO:0001300). See: PubMed
Kadsura longipedunculata (NCBI:txid124782) Found in root (BTO:0001188). See: PubMed
Schisandra (NCBI:txid13673) See: DOI
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing schisanlactone A (CHEBI:66431) has role HIV protease inhibitor (CHEBI:35660)
schisanlactone A (CHEBI:66431) has role metabolite (CHEBI:25212)
schisanlactone A (CHEBI:66431) is a δ-lactone (CHEBI:18946)
schisanlactone A (CHEBI:66431) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name
(3R,3aR,11aR,13bR)-3a,11,11,13b-tetramethyl-3-{(1S)-1-[(2R)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-2,3,3a,4,5,11,11a,12,13,13b-decahydroindeno[5',4':4,5]cyclohepta[1,2-c]oxepin-9(1H)-one
Registry Number Type Source
10310316 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16394567 PubMed citation Europe PMC
18547117 PubMed citation Europe PMC
19813754 PubMed citation Europe PMC
Last Modified
26 April 2013