CHEBI:66721 - palau'amide

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ChEBI Name palau'amide
ChEBI ID CHEBI:66721
Definition A 24-membered cyclodepsipeptide isolated from the cyanobacterium, Lyngbya sp. It exhibits strong cytotoxicity against KB human nasopharyngeal carcinoma cells.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C46H69N5O10
Net Charge 0
Average Mass 852.06760
Monoisotopic Mass 851.504
InChI InChI=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
InChIKey RPWUMVNDBWYDLU-DRBNVQAHSA-N
SMILES CC[C@@H](C)[C@@H]1NC(=O)CN(C)C(=O)[C@@H](Cc2ccccc2)N(C)C(=O)[C@H](C)NC(=O)[C@@H](CC(C)C)OC(=O)\C(C)=C\C[C@H](OC(=O)[C@H](C)N(C)C1=O)[C@H](C)[C@H](O)CCCC#C
Metabolite of Species Details
Lyngbya (NCBI:txid28073) 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 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 Number Type Source
9834403 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
14695793 PubMed citation Europe PMC
16146396 PubMed citation Europe PMC
Last Modified
26 October 2012