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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:alantolactone
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Accession:CHEBI:2540 term browser browse the term
Definition:A sesquiterpene lactone that is 3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2-one bearing two methyl substituents at positions 5 and 8a as well as a methylidene substituent at position 3.
Synonyms:exact_synonym: (3aR,5S,8aR,9aR)-5,8a-dimethyl-3-methylidene-3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2(3H)-one
 related_synonym: Alant camphor;   Elecampane camphor;   Eupatal;   Formula=C15H20O2;   Helenine;   InChI=1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h7,9,11,13H,2,4-6,8H2,1,3H3/t9-,11+,13+,15+/m0/s1;   InChIKey=PXOYOCNNSUAQNS-AGNJHWRGSA-N;   Inula camphor;   SMILES=[H][C@@]12C[C@@]3(C)CCC[C@H](C)C3=C[C@]1([H])C(=C)C(=O)O2
 xref: CAS:546-43-0;   HMDB:HMDB0035906;   KEGG:C09289;   KNApSAcK:C00012893;   LIPID_MAPS_instance:LMPR0103190013
 xref_mesh: MESH:C004363
 xref: PMID:22721982;   PMID:22837216;   PMID:23441067;   PMID:23533997;   PMID:23613107;   PMID:23970102;   PMID:24252419;   PMID:24288468;   PMID:24520052;   PMID:24985175;   PMID:24996657;   PMID:25068579;   PMID:25434800;   PMID:25533522;   PMID:25597476;   Reaxys:5266481


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alantolactone term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Bak1 BCL2-antagonist/killer 1 increases expression ISO alantolactone results in increased expression of BAK1 protein CTD PMID:22721982 NCBI chr20:5,609,620...5,618,899
Ensembl chr20:5,609,625...5,618,260
JBrowse link
G Bax BCL2 associated X, apoptosis regulator decreases expression
increases expression
ISO alantolactone results in decreased expression of BAX protein
alantolactone results in increased expression of BAX protein
CTD PMID:22721982, PMID:24252419 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bcl2 BCL2, apoptosis regulator increases expression
decreases expression
ISO alantolactone results in increased expression of BCL2 protein
alantolactone results in decreased expression of BCL2 protein
CTD PMID:22721982, PMID:24252419 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Bid BH3 interacting domain death agonist increases cleavage ISO alantolactone results in increased cleavage of BID protein CTD PMID:22721982 NCBI chr 4:153,439,812...153,465,247
Ensembl chr 4:153,442,218...153,465,203
JBrowse link
G Casp3 caspase 3 increases cleavage ISO alantolactone results in increased cleavage of CASP3 protein CTD PMID:22721982, PMID:24252419 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp8 caspase 8 increases cleavage ISO alantolactone results in increased cleavage of CASP8 protein CTD PMID:22721982 NCBI chr 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
JBrowse link
G Casp9 caspase 9 increases cleavage
increases activity
ISO alantolactone results in increased cleavage of CASP9 protein
alantolactone results in increased activity of CASP9 protein
CTD PMID:22721982, PMID:24252419 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO alantolactone results in increased cleavage of PARP1 protein CTD PMID:22721982 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link
G Prss50 serine protease 50 decreases expression ISO alantolactone results in decreased expression of PRSS50 mRNA; alantolactone results in decreased expression of PRSS50 protein CTD PMID:24252419 NCBI chr 8:119,134,966...119,141,255
Ensembl chr 8:119,135,013...119,141,150
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit decreases expression ISO alantolactone results in decreased expression of RELA protein CTD PMID:22721982 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Tp53 tumor protein p53 increases expression ISO alantolactone results in increased expression of TP53 protein CTD PMID:22721982 NCBI chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19810
    role 19758
      biological role 19758
        biochemical role 19304
          apoptosis inducer 10981
            alantolactone 11
              5alpha-epoxyalantolactone 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19810
    subatomic particle 19808
      composite particle 19808
        hadron 19808
          baryon 19808
            nucleon 19808
              atomic nucleus 19808
                atom 19808
                  main group element atom 19696
                    p-block element atom 19696
                      carbon group element atom 19599
                        carbon atom 19588
                          organic molecular entity 19588
                            organic group 18527
                              organic divalent group 18520
                                organodiyl group 18520
                                  carbonyl group 18427
                                    carbonyl compound 18427
                                      carboxylic ester 14367
                                        lactone 5988
                                          terpene lactone 1771
                                            sesquiterpene lactone 1620
                                              alantolactone 11
                                                5alpha-epoxyalantolactone 0
paths to the root

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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.