CHEBI:65422 - apratoxin E

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ChEBI Name apratoxin E
ChEBI ID CHEBI:65422
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C43H65N5O7S
Net Charge 0
Average Mass 796.07100
Monoisotopic Mass 795.46047
InChI InChI=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
InChIKey RDPZVJUUVDDQSB-SXNBFALNSA-N
SMILES CC[C@H](C)[C@@H]1N(C)C(=O)[C@H](C)N(C)C(=O)[C@H](Cc2ccc(OC)cc2)NC(=O)CC[C@H]2CSC(\C=C/C[C@H](C)C[C@H](OC(=O)[C@@H]3CCCN3C1=O)C(C)(C)C)=N2
Metabolite of Species Details
Lyngbya bouillonii (NCBI:txid207920) of strain PS372 See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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 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
Last Modified
07 November 2012