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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lipopeptide that is N-palmitoyl-Cys-Ser-Lys-Lys-Lys-Lys in which the side-chain thiol hydrogen on the Cys residue has been replaced by a 2,3-bis(palmitoyloxy)propyl group.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 20056
    role 20008
      biological role 20007
        antimicrobial agent 17793
          peptide antibiotic 1721
            lipopeptide antibiotic 16
              N-palmitoyl-S-[2,3-bis(palmitoyloxy)propyl]-Cys-Ser-Lys-Lys-Lys-Lys 1
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  CHEBI ontology 20056
    subatomic particle 20054
      composite particle 20054
        hadron 20054
          baryon 20054
            nucleon 20054
              atomic nucleus 20054
                atom 20054
                  main group element atom 19956
                    p-block element atom 19956
                      carbon group element atom 19882
                        carbon atom 19875
                          organic molecular entity 19875
                            organic group 18961
                              organic divalent group 18947
                                organodiyl group 18947
                                  carbonyl group 18900
                                    carbonyl compound 18900
                                      carboxylic acid 18594
                                        carboacyl group 17706
                                          univalent carboacyl group 17706
                                            carbamoyl group 17546
                                              carboxamide 17546
                                                peptide 9504
                                                  peptide antibiotic 1721
                                                    lipopeptide antibiotic 16
                                                      N-palmitoyl-S-[2,3-bis(palmitoyloxy)propyl]-Cys-Ser-Lys-Lys-Lys-Lys 1
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