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CHEBI:65422 - apratoxin E

ChEBI IDCHEBI:65422
ChEBI Nameapratoxin E
Stars
DefinitionAn aprotoxin having the common aprotoxin cyclodepsipeptide skeleton with a double bond in the polyketide unit. It is isolated from Lyngbya bouillonii and exhibits cytotoxic activity against several cancer cell lines derived from colon, cervix, and bone.
Last Modified7 November 2012
DownloadsMolfile
FormulaC43H65N5O7S
Net Charge0
Average Mass796.088
Monoisotopic Mass795.46047
SMILESCC[C@H](C)[C@H]1C(=O)N2CCC[C@H]2C(=O)O[C@H](C(C)(C)C)C[C@@H](C)C/C=C\C2=N[C@@H](CCC(=O)N[C@@H](Cc3ccc(OC)cc3)C(=O)N(C)[C@@H](C)C(=O)N1C)CS2
InChIInChI=1S/C43H65N5O7S/c1-11-28(3)38-41(52)48-23-13-15-34(48)42(53)55-35(43(5,6)7)24-27(2)14-12-16-37-44-31(26-56-37)19-22-36(49)45-33(25-30-17-20-32(54-10)21-18-30)40(51)46(8)29(4)39(50)47(38)9/h12,16-18,20-21,27-29,31,33-35,38H,11,13-15,19,22-26H2,1-10H3,(H,45,49)/b16-12-/t27-,28-,29-,31-,33-,34-,35-,38-/m0/s1
InChIKeyRDPZVJUUVDDQSB-SXNBFALNSA-N
Species of MetaboliteComponentSourceComments
Lyngbya bouillonii (ncbitaxon:207920) - PubMed (18461997) Strain: PS372
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
apratoxin E (CHEBI:65422) has role antineoplastic agent (CHEBI:35610)
apratoxin E (CHEBI:65422) has role metabolite (CHEBI:25212)
apratoxin E (CHEBI:65422) is a apratoxin (CHEBI:35214)
IUPAC Name 
(3S,5S,7Z,12S,17S,20S,23S,28aS)-23-[(2S)-butan-2-yl]-3-tert-butyl-17-(4-methoxybenzyl)-5,19,20,22-tetramethyl-3,4,5,6,11,12,13,14,16,17,19,20,22,23,26,27,28,28a-octadecahydro-1H-12,9-(azeno)pyrrolo[2,1-c][1,19,4,7,10,13]oxathiatetraazacyclohexacosine-1,15,18,21,24-pentone