CHEBI:66430 - schiprolactone A

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ChEBI Name schiprolactone A
ChEBI ID CHEBI:66430
Definition A tetracyclic triterpenoid isolated from Schisandra propinqua and Schisandra henryi. It has been shown to exhibit cytotoxic activity against Leukemia cells.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C32H42O6
Net Charge 0
Average Mass 522.67230
Monoisotopic Mass 522.29814
InChI InChI=1S/C32H42O6/c1-18(33)37-32(6,27-21-16-22(17-21)28(35)36-27)25-12-14-30(4)24-9-8-23-19(7-10-26(34)38-29(23,2)3)15-20(24)11-13-31(25,30)5/h7,10,15,21-23,25,27H,8-9,11-14,16-17H2,1-6H3/t21?,22?,23-,25+,27-,30+,31-,32+/m1/s1
InChIKey XVPNHPJRBZKAFN-ABHCLWBLSA-N
SMILES [H][C@]1(OC(=O)C2CC1C2)[C@@](C)(OC(C)=O)[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
Schisandra henryi (NCBI:txid124789) Found in stem (BTO:0001300). See: PubMed
Schisandra propinqua (NCBI:txid124790) Found in stem (BTO:0001300). See: DOI
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing schiprolactone A (CHEBI:66430) has role antineoplastic agent (CHEBI:35610)
schiprolactone A (CHEBI:66430) has role metabolite (CHEBI:25212)
schiprolactone A (CHEBI:66430) is a acetate ester (CHEBI:47622)
schiprolactone A (CHEBI:66430) is a lactone (CHEBI:25000)
schiprolactone A (CHEBI:66430) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name
(1S)-1-[(2R)-4-oxo-3-oxabicyclo[3.1.1]hept-2-yl]-1-[(3S,3aR,11aR,13bR)-3a,11,11,13b-tetramethyl-9-oxo-1,2,3,3a,4,5,9,11,11a,12,13,13b-dodecahydroindeno[5',4':4,5]cyclohepta[1,2-c]oxepin-3-yl]ethyl acetate
Registry Number Type Source
9743998 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
14661856 PubMed citation Europe PMC
Last Modified
26 April 2013