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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

Term:N-palmitoyl-S-[2,3-bis(palmitoyloxy)propyl]-Cys-Ser-Lys-Lys-Lys-Lys
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Accession:CHEBI:134411 term browser browse the term
Definition:A triacyl lipopeptide that is N-palmitoyl-Cys-Ser-Lys-Lys-Lys-Lys in which the side-chain thiol hydrogen on the Cys residue has been replaced by a 2,3-bis(palmitoyloxy)propyl group.
Synonyms:exact_synonym: S-[2,3-bis(hexadecanoyloxy)propyl]-N-tetradecanoyl-L-cysteinyl-L-seryl-L-lysyl-L-lysyl-L-lysyl-L-lysine
 related_synonym: Formula=C79H152N10O13S;   InChI=1S/C79H152N10O13S/c1-4-7-10-13-16-19-22-24-27-30-33-36-39-54-72(92)101-61-64(102-73(93)55-40-37-34-31-28-25-23-20-17-14-11-8-5-2)62-103-63-70(84-71(91)53-38-35-32-29-26-21-18-15-12-9-6-3)78(98)89-69(60-90)77(97)87-66(50-42-46-57-81)75(95)85-65(49-41-45-56-80)74(94)86-67(51-43-47-58-82)76(96)88-68(79(99)100)52-44-48-59-83/h64-70,90H,4-63,80-83H2,1-3H3,(H,84,91)(H,85,95)(H,86,94)(H,87,97)(H,88,96)(H,89,98)(H,99,100)/t64?,65-,66-,67-,68-,69-,70-/m0/s1;   InChIKey=ACYXXCRNFRQHBB-RXUNMRDHSA-N;   N-Palmitoyl-S-(2,3-bis(palmitoyloxy)propyl)cysteinyl-seryl-lysyl-lysyl-lysyl-lysine;   N-hexadecanoyl-S-[2,3-bis(hexadecanoyloxy)propyl]-Cys-Ser-Lys-Lys-Lys-Lys;   Pam(3)-cys-ser-(lys)(4);   Pam3CSK4;   SMILES=C(CCCCCCCC)CCCCC(N[C@H](C(=O)N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(=O)N[C@H](C(=O)O)CCCCN)CCCCN)=O)CCCCN)=O)CCCCN)=O)CO)CSCC(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC)=O;   Tripalmitoyl-cysteinyl-seryl-lysine(4)
 xref: CAS:112208-00-1;   PMID:17578764;   PMID:18644025;   PMID:19617307;   PMID:20081527;   PMID:20808895;   PMID:22351935;   PMID:23073139;   PMID:23298864;   PMID:23826757;   PMID:24375077;   PMID:24489933;   PMID:24799523;   PMID:25378593;   PMID:25398056;   PMID:25738770;   PMID:25912722;   PMID:26026246;   PMID:26190752;   PMID:26927383;   PMID:26974438;   PMID:27563808;   PMID:27620721;   PMID:27794068;   PMID:28078083;   PMID:28288677;   PMID:28374588;   PMID:28407632;   PMID:28419983;   PMID:28445714



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N-palmitoyl-S-[2,3-bis(palmitoyloxy)propyl]-Cys-Ser-Lys-Lys-Lys-Lys term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Irak3 interleukin-1 receptor-associated kinase 3 increases expression ISO N-palmitoyl-S-[2,3-bis(palmitoyloxy)propyl]-Cys-Ser-Lys-Lys-Lys-Lys increases expression of Irak3 mRNA and protein in splenocyte
Pam3CSK4 increases expression of Irak3 mRNA and protein in peritoneal macrophages
RGD PMID:28954388 PMID:21998452 RGD:34888230, RGD:36049794 NCBI chr 7:55,653,949...55,714,371
Ensembl chr 7:55,653,962...55,713,121
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  CHEBI ontology 19808
    role 19757
      biological role 19757
        antimicrobial agent 17401
          peptide antibiotic 1686
            lipopeptide antibiotic 16
              N-palmitoyl-S-[2,3-bis(palmitoyloxy)propyl]-Cys-Ser-Lys-Lys-Lys-Lys 1
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  CHEBI ontology 19808
    subatomic particle 19807
      composite particle 19807
        hadron 19807
          baryon 19807
            nucleon 19807
              atomic nucleus 19807
                atom 19807
                  main group element atom 19704
                    p-block element atom 19704
                      carbon group element atom 19626
                        carbon atom 19616
                          organic molecular entity 19616
                            organic group 18725
                              organic divalent group 18716
                                organodiyl group 18716
                                  carbonyl group 18664
                                    carbonyl compound 18664
                                      carboxylic acid 18361
                                        carboacyl group 17481
                                          univalent carboacyl group 17481
                                            carbamoyl group 17297
                                              carboxamide 17297
                                                peptide 9444
                                                  peptide antibiotic 1686
                                                    lipopeptide antibiotic 16
                                                      N-palmitoyl-S-[2,3-bis(palmitoyloxy)propyl]-Cys-Ser-Lys-Lys-Lys-Lys 1
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