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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 7:121,480,723...121,482,781
Ensembl chr 7:121,480,723...121,482,772
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 chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
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 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
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 chr10:70,739,764...70,744,303
Ensembl chr10:70,739,800...70,744,315
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 3:161,519,789...161,534,943
Ensembl chr 3:161,519,743...161,534,704
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 chr11:64,815,201...64,855,293
Ensembl chr11:64,827,635...64,855,353
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 chr17:24,416,651...24,435,790
Ensembl chr17:24,416,651...24,435,790
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 chr11:67,060,305...67,117,990
Ensembl chr11:67,082,193...67,118,795
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 7:70,578,564...70,585,074
Ensembl chr 7:70,580,198...70,585,084
JBrowse link
G Ddit4 DNA-damage-inducible transcript 4 increases expression ISO helenalin results in increased expression of DDIT4 protein CTD PMID:23123298 NCBI chr20:29,509,283...29,511,382
Ensembl chr20:29,509,289...29,511,382
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 8:22,035,287...22,047,049
Ensembl chr 8:22,035,256...22,047,059
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 chr13:47,738,933...47,743,392
Ensembl chr13:47,739,526...47,743,392
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 2:165,076,945...165,083,996
Ensembl chr 2:165,076,607...165,084,318
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 chr10:30,034,447...30,048,774
Ensembl chr10:30,038,709...30,048,085
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 chr10:38,963,979...38,969,531
Ensembl chr10:38,963,979...38,969,531
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 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
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:156,716,469...156,726,367
Ensembl chr  X:156,716,604...156,725,977
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 6:76,267,227...76,270,457
Ensembl chr 6:76,267,228...76,270,457
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 chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
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 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
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 1:47,914,757...47,921,587
Ensembl chr 1:47,914,759...47,921,587
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 5:82,587,424...82,601,056
Ensembl chr 5:82,587,420...82,601,052
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 chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
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 chr15:51,433,853...51,464,215 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 chr18:25,613,601...25,618,066
Ensembl chr18:25,613,831...25,617,361
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 2:219,071,193...219,090,931
Ensembl chr 2:219,071,193...219,097,619
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19816
    role 19764
      application 19426
        anti-inflammatory agent 14965
          helenalin 26
Path 2
Term Annotations click to browse term
  CHEBI ontology 19816
    subatomic particle 19814
      composite particle 19814
        hadron 19814
          baryon 19814
            nucleon 19814
              atomic nucleus 19814
                atom 19814
                  main group element atom 19702
                    p-block element atom 19702
                      carbon group element atom 19608
                        carbon atom 19597
                          organic molecular entity 19597
                            organic group 18537
                              organic divalent group 18530
                                organodiyl group 18530
                                  carbonyl group 18436
                                    carbonyl compound 18436
                                      carboxylic ester 14365
                                        lactone 5982
                                          terpene lactone 1770
                                            sesquiterpene lactone 1619
                                              helenalin 26
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.