safrole - Ontology Report - Rat Genome Database

Submit Data | Help | Video Tutorials | News | Publications | Download | REST API | Citing RGD | Contact

Advanced Search (OLGA)

CHEBI ONTOLOGY - ANNOTATIONS

{{ watchLinkText }}

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	go back to main search page
Accession:	CHEBI:8994	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

show annotations for term's descendants Sort by:
Rat (12) Mouse (12) Human (13) Chinchilla (0) Bonobo (0) Dog (0) Squirrel (0) Pig (0) Green Monkey (0) Naked Mole-rat (0) All
Genes (12)

safrole

term browser

Symbol

Object Name

Qualifiers

Evidence

Notes

Source

PubMed Reference(s)

RGD Reference(s)

Position

G

apoptotic peptidase activating factor 1

increases expression

Safrole results in increased expression of APAF1 protein

NCBI chr 7:25,494,143...25,579,540
Ensembl chr 7:25,494,609...25,579,540

G

BCL2 associated X, apoptosis regulator

increases expression

Safrole results in increased expression of BAX protein

NCBI chr 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368

G

BCL2, apoptosis regulator

decreases expression

Safrole results in decreased expression of BCL2 protein

NCBI chr13:22,689,783...22,853,920
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743

G

BH3 interacting domain death agonist

increases expression

Safrole results in increased expression of BID protein

NCBI chr 4:154,113,198...154,136,353
Ensembl chr 4:154,113,198...154,134,720

G

caspase 3

increases activity
increases expression

Safrole results in increased activity of CASP3 protein
Safrole results in increased expression of CASP3 mRNA

NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648

G

caspase 8

increases expression

Safrole results in increased expression of CASP8 mRNA

NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542

G

caspase 9

increases expression
increases activity

Safrole results in increased expression of CASP9 mRNA
Safrole results in increased activity of CASP9 protein

NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626

G

cytochrome c, somatic

affects localization

Safrole affects the localization of CYCS protein

NCBI chr 4:79,651,894...79,653,994
Ensembl chr 4:79,651,378...79,654,054
Ensembl chr18:79,651,378...79,654,054

G

cytochrome P450, family 1, subfamily a, polypeptide 2

decreases activity
increases expression

Safrole results in decreased activity of CYP1A2 protein
Safrole results in increased expression of CYP1A2 mRNA

PMID:8722114 PMID:15778010

NCBI chr 8:58,075,367...58,082,255
Ensembl chr 8:58,075,367...58,082,312

G

cytochrome P450, family 2, subfamily d, polypeptide 4

multiple interactions
increases metabolic processing
decreases activity

[CYP2D6 protein results in increased metabolism of Safrole] which results in increased abundance of 1'-hydroxysafrole
Safrole results in decreased activity of CYP2D6 protein

PMID:15778010 PMID:20507880

NCBI chr 7:113,882,584...113,891,754
Ensembl chr 7:113,881,618...113,891,759

G

cytochrome P450, family 2, subfamily e, polypeptide 1

decreases activity

Safrole results in decreased activity of CYP2E1 protein

NCBI chr 1:195,840,330...195,850,728
Ensembl chr 1:195,840,058...195,864,023

G

cytochrome P450, family 3, subfamily a, polypeptide 2

decreases activity

Safrole results in decreased activity of CYP3A4 protein

NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008

Term paths to the root

Path 1
Term	Annotations
CHEBI ontology	19922
role	19894
application	19735
pesticide	18095
insecticide	16852
safrole	12
Path 2
Term	Annotations
CHEBI ontology	19922
subatomic particle	19892
composite particle	19892
hadron	19920
baryon	19892
nucleon	19920
atomic nucleus	19892
atom	19892
main group element atom	19866
p-block element atom	19866
carbon group element atom	19805
carbon atom	19802
organic molecular entity	19775
organic molecule	19755
organic cyclic compound	19545
organic heterocyclic compound	18906
organic heteropolycyclic compound	18314
organic heterobicyclic compound	17251
benzodioxoles	8476
safrole	12

paths to the root