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CHEBI:66721 - palau'amide

Default Structure
ChEBI IDCHEBI:66721
ChEBI Namepalau'amide
Stars
DefinitionA 24-membered cyclodepsipeptide isolated from the cyanobacterium, Lyngbya sp. It exhibits strong cytotoxicity against KB human nasopharyngeal carcinoma cells.
Last Modified26 October 2012
DownloadsMolfile
FormulaC46H69N5O10
Net Charge0
Average Mass852.083
Monoisotopic Mass851.50444
SMILESC#CCCC[C@@H](O)[C@@H](C)[C@@H]1C/C=C(\C)C(=O)O[C@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N(C)[C@H](Cc2ccccc2)C(=O)N(C)CC(=O)N[C@@H]([C@H](C)CC)C(=O)N(C)[C@@H](C)C(=O)O1
InChIInChI=1S/C46H69N5O10/c1-13-15-17-22-36(52)31(7)37-24-23-30(6)45(58)61-38(25-28(3)4)41(54)47-32(8)42(55)51(12)35(26-34-20-18-16-19-21-34)43(56)49(10)27-39(53)48-40(29(5)14-2)44(57)50(11)33(9)46(59)60-37/h1,16,18-21,23,28-29,31-33,35-38,40,52H,14-15,17,22,24-27H2,2-12H3,(H,47,54)(H,48,53)/b30-23+/t29-,31-,32+,33+,35-,36-,37+,38-,40+/m1/s1
InChIKeyRPWUMVNDBWYDLU-DRBNVQAHSA-N
Species of MetaboliteComponentSourceComments
Lyngbya (ncbitaxon:28073) - PubMed (14695793)
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)
palau'amide (CHEBI:66721) has role antineoplastic agent (CHEBI:35610)
palau'amide (CHEBI:66721) has role metabolite (CHEBI:25212)
palau'amide (CHEBI:66721) is a cyclodepsipeptide (CHEBI:35213)
palau'amide (CHEBI:66721) is a macrocycle (CHEBI:51026)
IUPAC Name 
(3S,6S,12R,15S,18R,21E,24S)-12-benzyl-6-sec-butyl-24-[(2R,3R)-3-hydroxyoct-7-yn-2-yl]-18-isobutyl-3,4,10,13,15,21-hexamethyl-1,19-dioxa-4,7,10,13,16-pentaazacyclotetracos-21-ene-2,5,8,11,14,17,20-heptone
Registry NumbersSources
Reaxys:9834403Reaxys
Citations