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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:helenalin
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Accession:CHEBI:5635 term browser browse the term
Definition:A sesquiterpene lactone that is 3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione substituted by a hydroxy group at position 4, methyl groups at positions 4a and 8 and a methylidene group at position 3 (the 3aS,4S,4aR,7aR,8R,9aR stereoisomer).
Synonyms:exact_synonym: (3aS,4S,4aR,7aR,8R,9aR)-4-hydroxy-4a,8-dimethyl-3-methylidene-3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione
 related_synonym: (3aS)-3,3aalpha,4alpha,4a,7aalpha,8,9,9aalpha-octahydro-4-hydroxy-4abeta,8alpha-dimethyl-3-methyleneazuleno(6,5-b)-furan-2,5-dione;   6alpha,8beta-dihydroxy-4-oxoambrosa-2,11(13)-dien-12-oic acid 12,8-lactone;   Formula=C15H18O4;   Helenalin A;   InChI=1S/C15H18O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7,9-10,12-13,17H,2,6H2,1,3H3/t7-,9+,10-,12-,13+,15+/m1/s1;   InChIKey=ZVLOPMNVFLSSAA-XEPQRQSNSA-N;   SMILES=C[C@@H]1C[C@H]2OC(=O)C(=C)[C@H]2[C@H](O)[C@@]2(C)[C@H]1C=CC2=O
 xref: CAS:6754-13-8;   KEGG:C09473;   KNApSAcK:C00003298
 xref_mesh: MESH:C001329
 xref: PMID:20175984;   PMID:21669190;   PMID:22784363;   PMID:23123298;   PMID:23727063;   PMID:24044884;   Reaxys:28081


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helenalin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Atf4 activating transcription factor 4 increases expression ISO helenalin results in increased expression of ATF4 protein CTD PMID:23123298 NCBI chr 7:111,804,135...111,806,457 JBrowse link
G Casp3 caspase 3 multiple interactions ISO helenalin inhibits the reaction [CD 437 results in increased activity of CASP3 protein] CTD PMID:16024638 NCBI chr16:45,662,910...45,681,171 JBrowse link
G Casp8 caspase 8 multiple interactions ISO helenalin inhibits the reaction [CD 437 results in increased activity of CASP8 protein] CTD PMID:16024638 NCBI chr 9:60,263,863...60,312,542 JBrowse link
G Ccl5 C-C motif chemokine ligand 5 multiple interactions ISO helenalin inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of CCL5 mRNA] CTD PMID:23688403 NCBI chr10:68,322,826...68,327,365 JBrowse link
G Cd40 CD40 molecule multiple interactions ISO helenalin inhibits the reaction [Drugs, Chinese Herbal results in increased expression of CD40 protein]; helenalin inhibits the reaction [Polysaccharides results in increased expression of CD40 protein] CTD PMID:15894585 NCBI chr 3:153,790,372...153,805,279 JBrowse link
G Cd80 Cd80 molecule multiple interactions ISO helenalin inhibits the reaction [Drugs, Chinese Herbal results in increased expression of CD80 protein]; helenalin inhibits the reaction [Polysaccharides results in increased expression of CD80 protein] CTD PMID:15894585 NCBI chr11:62,254,543...62,293,414 JBrowse link
G Cd83 CD83 molecule multiple interactions ISO helenalin inhibits the reaction [Drugs, Chinese Herbal results in increased expression of CD83 protein]; helenalin inhibits the reaction [Polysaccharides results in increased expression of CD83 protein] CTD PMID:15894585 NCBI chr17:20,887,309...20,907,009 JBrowse link
G Cd86 CD86 molecule multiple interactions ISO helenalin inhibits the reaction [Drugs, Chinese Herbal results in increased expression of CD86 protein]; helenalin inhibits the reaction [Polysaccharides results in increased expression of CD86 protein] CTD PMID:15894585 NCBI chr11:64,142,193...64,200,816 JBrowse link
G Ddit3 DNA-damage inducible transcript 3 increases expression ISO helenalin results in increased expression of DDIT3 protein CTD PMID:23123298 NCBI chr 7:63,115,645...63,121,203 JBrowse link
G Ddit4 DNA-damage-inducible transcript 4 increases expression ISO helenalin results in increased expression of DDIT4 protein CTD PMID:23123298 NCBI chr20:27,891,989...27,894,088 JBrowse link
G Icam1 intercellular adhesion molecule 1 multiple interactions ISO helenalin inhibits the reaction [Drugs, Chinese Herbal results in increased expression of ICAM1 protein]; helenalin inhibits the reaction [Polysaccharides results in increased expression of ICAM1 protein]
helenalin inhibits the reaction [TNF protein results in increased expression of ICAM1 mRNA]; helenalin inhibits the reaction [TNF protein results in increased expression of ICAM1 protein]
CTD PMID:15894585 PMID:19608869 NCBI chr 8:19,553,063...19,565,438 JBrowse link
G Il10 interleukin 10 multiple interactions ISO helenalin inhibits the reaction [Drugs, Chinese Herbal results in increased secretion of IL10 protein]; helenalin inhibits the reaction [Polysaccharides results in increased secretion of IL10 protein] CTD PMID:15894585 NCBI chr13:42,472,625...42,477,308 JBrowse link
G Il12a interleukin 12A multiple interactions ISO helenalin inhibits the reaction [Drugs, Chinese Herbal results in increased secretion of [IL12A protein binds to IL12B protein]]; helenalin inhibits the reaction [Polysaccharides results in increased secretion of [IL12A protein binds to IL12B protein]] CTD PMID:15894585 NCBI chr 2:152,965,769...152,973,035 JBrowse link
G Il12b interleukin 12B multiple interactions ISO helenalin inhibits the reaction [Drugs, Chinese Herbal results in increased secretion of [IL12A protein binds to IL12B protein]]; helenalin inhibits the reaction [Drugs, Chinese Herbal results in increased secretion of IL12B protein]; helenalin inhibits the reaction [Polysaccharides results in increased secretion of [IL12A protein binds to IL12B protein]]; helenalin inhibits the reaction [Polysaccharides results in increased secretion of IL12B protein] CTD PMID:15894585 NCBI chr10:28,888,832...28,903,796 JBrowse link
G Il4 interleukin 4 multiple interactions ISO helenalin inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of CCL5 mRNA]; helenalin inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of CXCL8 mRNA]; helenalin inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of TSLP mRNA]; helenalin inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of TSLP protein] CTD PMID:23688403 NCBI chr10:37,771,203...37,776,750 JBrowse link
G Il6 interleukin 6 multiple interactions ISO helenalin inhibits the reaction [Lipopolysaccharides results in increased secretion of IL6 protein] CTD PMID:17532054 NCBI chr 4:5,214,602...5,219,178 JBrowse link
G Irak1 interleukin-1 receptor-associated kinase 1 multiple interactions ISO helenalin inhibits the reaction [Lipopolysaccharides results in increased degradation of IRAK1 protein] CTD PMID:16678799 NCBI chr  X:151,768,621...151,778,521 JBrowse link
G Nfkbia NFKB inhibitor alpha multiple interactions ISO helenalin inhibits the reaction [CD 437 results in decreased expression of NFKBIA protein] CTD PMID:16024638 NCBI chr 6:72,858,713...72,861,941 JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 multiple interactions ISO helenalin inhibits the reaction [Particulate Matter results in increased expression of PTGS2 mRNA]; helenalin inhibits the reaction [Particulate Matter results in increased expression of PTGS2 protein] CTD PMID:28495310 NCBI chr13:62,164,080...62,169,770 JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions
decreases activity
ISO helenalin inhibits the reaction [Acetylmuramyl-Alanyl-Isoglutamine results in increased activity of RELA protein]; helenalin inhibits the reaction [CD 437 results in increased localization of RELA protein]; helenalin inhibits the reaction [Particulate Matter results in increased phosphorylation of RELA protein]
helenalin inhibits the reaction [TNF protein results in increased phosphorylation of RELA protein]
helenalin results in decreased activity of RELA protein
CTD PMID:15930313 PMID:16024638 PMID:18413660 PMID:19608869 PMID:28495310 NCBI chr 1:202,925,001...202,935,484 JBrowse link
G Sod2 superoxide dismutase 2 multiple interactions ISO helenalin inhibits the reaction [WR 1065 results in increased expression of SOD2 protein] CTD PMID:16540396 NCBI chr 1:47,638,318...47,645,163 JBrowse link
G Tlr4 toll-like receptor 4 multiple interactions ISO helenalin inhibits the reaction [Lipopolysaccharides promotes the reaction [TLR4 protein binds to TLR4 protein]] CTD PMID:16678799 NCBI chr 5:80,145,867...80,159,501 JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO helenalin inhibits the reaction [TNF protein results in increased expression of ICAM1 mRNA]; helenalin inhibits the reaction [TNF protein results in increased expression of ICAM1 protein]; helenalin inhibits the reaction [TNF protein results in increased expression of VCAM1 mRNA]; helenalin inhibits the reaction [TNF protein results in increased expression of VCAM1 protein]; helenalin inhibits the reaction [TNF protein results in increased phosphorylation of RELA protein] CTD PMID:19608869 NCBI chr20:3,622,011...3,624,629 JBrowse link
G Tnfrsf10b TNF receptor superfamily member 10b multiple interactions ISO helenalin inhibits the reaction [CD 437 results in increased expression of TNFRSF10A protein] CTD PMID:16024638 NCBI chr15:44,839,818...44,867,582 JBrowse link
G Tslp thymic stromal lymphopoietin multiple interactions ISO helenalin inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of TSLP mRNA]; helenalin inhibits the reaction [[Poly I-C co-treated with IL4 protein] results in increased expression of TSLP protein] CTD PMID:23688403 NCBI chr18:24,447,409...24,454,244 JBrowse link
G Vcam1 vascular cell adhesion molecule 1 multiple interactions ISO helenalin inhibits the reaction [TNF protein results in increased expression of VCAM1 mRNA]; helenalin inhibits the reaction [TNF protein results in increased expression of VCAM1 protein] CTD PMID:19608869 NCBI chr 2:204,038,120...204,057,852 JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19762
    role 19708
      application 19396
        anti-inflammatory agent 15821
          helenalin 26
Path 2
Term Annotations click to browse term
  CHEBI ontology 19762
    subatomic particle 19760
      composite particle 19760
        hadron 19760
          baryon 19760
            nucleon 19760
              atomic nucleus 19760
                atom 19760
                  main group element atom 19651
                    p-block element atom 19651
                      carbon group element atom 19570
                        carbon atom 19560
                          organic molecular entity 19560
                            organic group 18611
                              organic divalent group 18602
                                organodiyl group 18602
                                  carbonyl group 18519
                                    carbonyl compound 18519
                                      carboxylic ester 15526
                                        lactone 9735
                                          terpene lactone 1785
                                            sesquiterpene lactone 1631
                                              helenalin 26
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