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CHEBI:66159 - samaderine B

ChEBI IDCHEBI:66159
ChEBI Namesamaderine B
Stars
DefinitionA quassinoid isolated from Quassia indica and Samadera madagascariensis. It exhibits antimalarial and cytotoxic activities.
Last Modified6 February 2018
DownloadsMolfile
FormulaC19H22O7
Net Charge0
Average Mass362.378
Monoisotopic Mass362.13655
SMILES[H][C@@]12C(=O)O[C@@]3([H])[C@H](O)[C@@]4([H])[C@@]1(CO[C@@]23C)C(=O)C[C@@]1([H])C(C)=CC(=O)[C@@H](O)[C@]41C
InChIInChI=1S/C19H22O7/c1-7-4-9(20)14(23)17(2)8(7)5-10(21)19-6-25-18(3)13(19)16(24)26-15(18)11(22)12(17)19/h4,8,11-15,22-23H,5-6H2,1-3H3/t8-,11+,12+,13-,14+,15-,17-,18-,19+/m0/s1
InChIKeyCVLVYBSPYHCGGU-VQXUUFQGSA-N
Species of MetaboliteComponentSourceComments
Samadera indica (ncbitaxon:459147) stem (BTO:0001300) PubMed (8945767)
Samadera madagascariensis (IPNI:814072-1) leaf (BTO:0000713) PubMed (16253298)
Roles Classification
Biological Roles:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
antimalarial  A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
samaderine B (CHEBI:66159) has role antimalarial (CHEBI:38068)
samaderine B (CHEBI:66159) has role antineoplastic agent (CHEBI:35610)
samaderine B (CHEBI:66159) has role metabolite (CHEBI:25212)
samaderine B (CHEBI:66159) is a bridged compound (CHEBI:35990)
samaderine B (CHEBI:66159) is a cyclic ether (CHEBI:37407)
samaderine B (CHEBI:66159) is a enone (CHEBI:51689)
samaderine B (CHEBI:66159) is a lactone (CHEBI:25000)
samaderine B (CHEBI:66159) is a organic heteropentacyclic compound (CHEBI:38164)
samaderine B (CHEBI:66159) is a quassinoid (CHEBI:72485)
samaderine B (CHEBI:66159) is a secondary alcohol (CHEBI:35681)
samaderine B (CHEBI:66159) is a secondary α-hydroxy ketone (CHEBI:2468)
IUPAC Name 
(1R,2S,5R,5aR,7aS,11S,11aS,11bR,14S)-1,11-dihydroxy-8,11a,14-trimethyl-1,7,7a,11,11a,11b-hexahydro-2H-2,5,5a-(methanetriyloxymethano)naphtho[1,2-d]oxepine-4,6,10(5H)-trione
Registry NumbersSources
Reaxys:6667806Reaxys
Citations