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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:safrole
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Accession:CHEBI:8994 term browser browse the term
Definition:A member of the class of benzodioxoles that is 1,3-benzodioxole which is substituted by an allyl group at position 5. It is found in several plants, including black pepper, cinnamon and nutmeg, and is present in several essential oils, notably that of sassafras. It has insecticidal properties and has been used as a topical antiseptic. Although not thought to pose a significant carcinogenic risk to humans, findings of weak carcinogenicity in rats have resulted in the banning of its (previously widespread) use in perfumes and soaps, and as a food additive.
Synonyms:exact_synonym: 5-allyl-1,3-benzodioxole
 related_synonym: 1,2-methylenedioxy-4-allylbenzene;   1-allyl-3,4-methylenedioxybenzene;   3,4-(methylenedioxy)allylbenzene;   3-(3,4-methylenedioxyphenyl)prop-1-ene;   4-allyl-1,2-methylenedioxybenzene;   4-allylpyrocatechol formaldehyde acetal;   5-(2-propenyl)-1,3-benzodioxole;   5-allyl-benzo[1,3]dioxole;   Formula=C10H10O2;   InChI=1S/C10H10O2/c1-2-3-8-4-5-9-10(6-8)12-7-11-9/h2,4-6H,1,3,7H2;   InChIKey=ZMQAAUBTXCXRIC-UHFFFAOYSA-N;   SMILES=C=CCc1ccc2OCOc2c1;   allylcatechol methylene ether;   m-allylpyrocatechin methylene ether;   safrol;   shikimol;   shikimole
 xref: CAS:94-59-7;   HMDB:HMDB0033591;   KEGG:C10490;   KNApSAcK:C00002771
 xref_mesh: MESH:D012451
 xref: PMID:14422;   PMID:15334724;   PMID:19656034;   PMID:21089955;   PMID:21173435;   PMID:21591240;   PMID:21863093;   PMID:23112005;   PMID:24150866;   PMID:6191767;   PMID:7030889;   PMID:7806308;   Reaxys:136380;   Wikipedia:Safrole


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safrole term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Apaf1 apoptotic peptidase activating factor 1 increases expression ISO Safrole results in increased expression of APAF1 protein CTD PMID:21591240 NCBI chr 7:31,699,309...31,784,192
Ensembl chr 7:31,699,885...31,784,192
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO Safrole results in increased expression of BAX protein CTD PMID:21591240 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 decreases expression ISO Safrole results in decreased expression of BCL2 protein CTD PMID:21591240 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 expression ISO Safrole results in increased expression of BID protein CTD PMID:21591240 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 activity
increases expression
ISO Safrole results in increased activity of CASP3 protein
Safrole results in increased expression of CASP3 mRNA
CTD PMID:21591240 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp8 caspase 8 increases expression ISO Safrole results in increased expression of CASP8 mRNA CTD PMID:21591240 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 expression
increases activity
ISO Safrole results in increased expression of CASP9 mRNA
Safrole results in increased activity of CASP9 protein
CTD PMID:21591240 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Cycs cytochrome c, somatic affects localization ISO Safrole affects the localization of CYCS protein CTD PMID:21591240 NCBI chr 4:80,331,226...80,333,326
Ensembl chr 4:80,331,227...80,333,326
JBrowse link
G Cyp1a2 cytochrome P450, family 1, subfamily a, polypeptide 2 decreases activity
increases expression
ISO Safrole results in decreased activity of CYP1A2 protein
Safrole results in increased expression of CYP1A2 mRNA
CTD PMID:8722114, PMID:15778010 NCBI chr 8:62,451,360...62,458,244
Ensembl chr 8:62,451,329...62,458,301
JBrowse link
G Cyp2d4 cytochrome P450, family 2, subfamily d, polypeptide 4 multiple interactions
decreases activity
increases metabolic processing
ISO [CYP2D6 protein results in increased metabolism of Safrole] which results in increased abundance of 1'-hydroxysafrole
Safrole results in decreased activity of CYP2D6 protein
CTD PMID:15778010, PMID:20507880 NCBI chr 7:123,599,264...123,608,436
Ensembl chr 7:123,599,266...123,608,436
JBrowse link
G Cyp2e1 cytochrome P450, family 2, subfamily e, polypeptide 1 decreases activity ISO Safrole results in decreased activity of CYP2E1 protein CTD PMID:15778010 NCBI chr 1:213,511,892...213,522,195
Ensembl chr 1:213,511,874...213,535,542
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      application 19393
        pesticide 16264
          insecticide 13437
            safrole 11
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic molecule 19488
                              organic cyclic compound 19285
                                organic heterocyclic compound 18410
                                  organic heteropolycyclic compound 17824
                                    organic heterobicyclic compound 16744
                                      benzodioxoles 7659
                                        safrole 11
paths to the root

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