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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 7:27,381,392...27,466,772
Ensembl chr 7:25,494,609...25,579,540 		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 1:105,076,472...105,081,906
Ensembl chr 1:95,938,808...95,945,368 		JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression ISO Safrole results in decreased expression of BCL2 protein CTD PMID:21591240 NCBI chr13:23,204,464...23,366,900
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		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 4:155,785,366...155,808,775
Ensembl chr 4:154,113,198...154,134,720 		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 chr16:52,395,539...52,413,794
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp8 caspase 8 increases expression ISO Safrole results in increased expression of CASP8 mRNA CTD PMID:21591240 NCBI chr 9:67,747,109...67,806,699
Ensembl chr 9:60,264,075...60,312,542 		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 Ensembl chr 5:154,109,046...154,126,626 JBrowse link
G Cycs cytochrome c, somatic affects localization ISO Safrole affects the localization of CYCS protein CTD PMID:21591240 NCBI chr 4:80,982,667...80,984,767
Ensembl chr 4:79,651,378...79,654,054
Ensembl chr18:79,651,378...79,654,054 		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 8:66,971,261...66,978,149
Ensembl chr 8:58,075,367...58,082,312 		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 7:115,762,662...115,771,832
Ensembl chr 7:113,881,618...113,891,759 		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 1:205,269,967...205,280,365
Ensembl chr 1:195,840,058...195,864,023 		JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 decreases activity ISO Safrole results in decreased activity of CYP3A4 protein CTD PMID:15778010 NCBI chr12:14,321,771...14,343,886
Ensembl chr12:9,015,383...9,285,008 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19909
    role 19880
      application 19720
        pesticide 18102
          insecticide 16923
            safrole 12
Path 2
Term Annotations click to browse term
  CHEBI ontology 19909
    subatomic particle 19907
      composite particle 19907
        hadron 19907
          baryon 19907
            nucleon 19907
              atomic nucleus 19907
                atom 19907
                  main group element atom 19846
                    p-block element atom 19846
                      carbon group element atom 19784
                        carbon atom 19781
                          organic molecular entity 19781
                            organic molecule 19735
                              organic cyclic compound 19528
                                organic heterocyclic compound 18895
                                  organic heteropolycyclic compound 18318
                                    organic heterobicyclic compound 17258
                                      benzodioxoles 8476
                                        safrole 12
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