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CHEBI:35212 - apratoxin A

ChEBI IDCHEBI:35212
ChEBI Nameapratoxin A
Stars
DefinitionAn aprotoxin having the common aprotoxin cyclodepsipeptide skeleton where the isoleucyl residue carries an N-methyl substituent and the side-chain adjacent to the lactone is tert-butyl.
Last Modified13 March 2018
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC45H69N5O8S
Net Charge0
Average Mass840.141
Monoisotopic Mass839.48669
SMILES[H]N1C(=O)/C(C)=C/[C@H]2CSC(=N2)[C@@H](C)[C@@H](O)C[C@H](C)C[C@@H](C(C)(C)C)OC(=O)[C@@H]2CCCN2C(=O)[C@H]([C@@H](C)CC)N(C)C(=O)[C@H](C)N(C)C(=O)[C@@H]1Cc1ccc(OC)cc1
InChIInChI=1S/C45H69N5O8S/c1-13-27(3)38-43(55)50-20-14-15-35(50)44(56)58-37(45(7,8)9)22-26(2)21-36(51)29(5)40-46-32(25-59-40)23-28(4)39(52)47-34(24-31-16-18-33(57-12)19-17-31)42(54)48(10)30(6)41(53)49(38)11/h16-19,23,26-27,29-30,32,34-38,51H,13-15,20-22,24-25H2,1-12H3,(H,47,52)/b28-23+/t26-,27-,29-,30-,32-,34-,35-,36-,37-,38-/m0/s1
InChIKeyKXUJXPZXILTXDA-CKIYSKEDSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Lyngbya majuscula (ncbitaxon:158786) - PubMed (11389621)
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 A (CHEBI:35212) has role antineoplastic agent (CHEBI:35610)
apratoxin A (CHEBI:35212) has role metabolite (CHEBI:25212)
apratoxin A (CHEBI:35212) is a 1,3-thiazoles (CHEBI:38418)
apratoxin A (CHEBI:35212) is a apratoxin (CHEBI:35214)
IUPAC Name 
7'''.1,4-anhydro(N-{3-[2-(3,7-dihydroxy-5,8,8-trimethylnonan-2-yl)-4,5-dihydro-1,3-thiazol-4-yl]-2-methylpropenoyl}-O-methyl-L-tyrosyl-N-methyl-L-alanyl-N-methyl-L-isoleucyl-L-proline)
Synonyms  Source
apratoxin AChemIDplus
(2S,3S,5S,7S,10S,16S,19S,22S,25E,27S)-16-[(2S)-butan-2-yl]-7-tert-butyl-3-hydroxy-22-(4-methoxybenzyl)-2,5,17,19,20,25-hexamethyl-8-oxa-29-thia-14,17,20,23,30-pentaazatricyclo[25.2.1.010,14]triaconta-1(30),25-diene-9,15,18,21,24-pentoneIUPAC
N-((2E)-3-((4S)-4,5-dihydro-2-((1S,2S,4S,6S)-2,6-dihydroxy-1,4,7,7-tetramethyloctyl)-4-thiazolyl)-2-methyl-1-oxo-2-propenyl)-O-methyl-L-tyrosyl-N-methyl-L-alanyl-N-methyl-L-isoleucyl-L-proline-(4-1(6))-lactoneChemIDplus
Manual XrefsDatabases
Apratoxin_AWikipedia
US2011294720Patent
Registry NumbersSources
Reaxys:9181215Reaxys
CAS:350791-64-9ChemIDplus
Citations