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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:perillyl alcohol
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Accession:CHEBI:15420 term browser browse the term
Definition:A limonene monoterpenoid consists of a cyclohexene ring substituted by a hydroxymethyl and a prop-1-en-2-yl group at positions 1 and 4 respectively. It is a constituent of a variety of essential oils including lavender.
Synonyms:exact_synonym: [4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol
 related_synonym: 1-Hydroxymethyl-4-isopropenyl-1-cyclohexene;   1-perillalcohol;   4-(1-Methylethenyl)-1-cyclohexene-1-methanol;   4-Isopropenyl-1-cyclohexene carbinol;   4-Isopropenylcyclohex-1-en-1-ylmethanol;   Formula=C10H16O;   InChI=1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3;   InChIKey=NDTYTMIUWGWIMO-UHFFFAOYSA-N;   Isocarveol;   Perilla alcohol;   Perillol;   SMILES=CC(=C)C1CCC(CO)=CC1;   dihydrocuminyl alcoholn;   p-Mentha-1,8-dien-7-ol
 alt_id: CHEBI:14772;   CHEBI:18496;   CHEBI:8022
 xref: CAS:536-59-4;   HMDB:HMDB0003634
 xref_mesh: MESH:C032208
 xref: MetaCyc:Perillyl-Alcohols;   PMID:10379660;   PMID:11840288;   PMID:15210838;   PMID:23727191;   Reaxys:2044612


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perillyl alcohol 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 perillyl alcohol results in increased expression of BAK1 protein CTD PMID:12530055 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 multiple interactions ISO perillyl alcohol inhibits the reaction [Tetradecanoylphorbol Acetate results in decreased expression of BAX protein] CTD PMID:19161993 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 multiple interactions ISO perillyl alcohol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of BCL2 protein] CTD PMID:19161993 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Cat catalase multiple interactions ISO
EXP
perillyl alcohol inhibits the reaction [Tetradecanoylphorbol Acetate results in decreased activity of CAT protein]
perillyl alcohol inhibits the reaction [Ethanol results in decreased activity of CAT protein]
CTD PMID:19161993, PMID:20923693 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Ccna2 cyclin A2 decreases expression ISO perillyl alcohol results in decreased expression of CCNA2 protein CTD PMID:17138864 NCBI chr 2:123,274,727...123,282,266
Ensembl chr 2:123,275,881...123,282,214
JBrowse link
G Ccnb1 cyclin B1 decreases expression ISO perillyl alcohol results in decreased expression of CCNB1 protein CTD PMID:17138864 NCBI chr 2:30,782,133...30,791,106
Ensembl chr 2:30,783,915...30,791,221
JBrowse link
G Cdk2 cyclin dependent kinase 2 decreases expression
multiple interactions
ISO perillyl alcohol results in decreased expression of CDK2 protein
perillyl alcohol promotes the reaction [CDKN1A protein binds to and results in decreased activity of CDK2 protein]; perillyl alcohol promotes the reaction [CDKN1B protein binds to and results in decreased activity of CDK2 protein]
CTD PMID:17138864 NCBI chr 7:3,124,953...3,132,533
Ensembl chr 7:3,124,954...3,132,457
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A increases response to substance
multiple interactions
increases expression
ISO CDKN1A protein results in increased susceptibility to perillyl alcohol
perillyl alcohol promotes the reaction [CDKN1A protein binds to and results in decreased activity of CDK2 protein]
perillyl alcohol results in increased expression of CDKN1A protein
CTD PMID:17138864 NCBI chr20:6,348,422...6,358,864
Ensembl chr20:6,351,458...6,358,864
JBrowse link
G Cdkn1b cyclin-dependent kinase inhibitor 1B increases response to substance
increases expression
multiple interactions
ISO CDKN1B protein results in increased susceptibility to perillyl alcohol
perillyl alcohol results in increased expression of CDKN1B protein
perillyl alcohol promotes the reaction [CDKN1B protein binds to and results in decreased activity of CDK2 protein]
CTD PMID:17138864 NCBI chr 4:168,689,043...168,694,159
Ensembl chr 4:168,689,163...168,693,964
JBrowse link
G Fbxo32 F-box protein 32 increases expression ISO perillyl alcohol results in increased expression of FBXO32 mRNA; perillyl alcohol results in increased expression of FBXO32 protein CTD PMID:19406843 NCBI chr 7:98,065,664...98,098,071
Ensembl chr 7:98,063,735...98,098,268
JBrowse link
G Fnta farnesyltransferase, CAAX box, alpha multiple interactions EXP [Vitamin A co-treated with perillyl alcohol] results in decreased expression of FNTA protein CTD PMID:15959631 NCBI chr16:70,834,957...70,854,724
Ensembl chr16:70,834,957...70,854,724
JBrowse link
G Fntb farnesyltransferase, CAAX box, beta multiple interactions
increases expression
decreases expression
EXP [perillyl alcohol co-treated with Vitamin A] results in decreased expression of FNTB mRNA
perillyl alcohol results in increased expression of FNTB protein
perillyl alcohol results in decreased expression of FNTB mRNA
CTD PMID:15959631 NCBI chr 6:99,883,959...99,966,988
Ensembl chr 6:99,883,959...99,966,988
JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions ISO
EXP
perillyl alcohol inhibits the reaction [Tetradecanoylphorbol Acetate results in decreased expression of GSR protein]
perillyl alcohol inhibits the reaction [Ethanol results in decreased activity of GSR protein]
CTD PMID:19161993, PMID:20923693 NCBI chr16:62,197,617...62,239,987
Ensembl chr16:62,197,617...62,241,361
JBrowse link
G H6pd hexose-6-phosphate dehydrogenase (glucose 1-dehydrogenase) multiple interactions EXP perillyl alcohol inhibits the reaction [Ethanol results in decreased activity of H6PD protein] CTD PMID:20923693 NCBI chr 5:166,994,683...167,030,441
Ensembl chr 5:166,998,881...167,030,441
JBrowse link
G Ivl involucrin decreases expression ISO perillyl alcohol results in decreased expression of IVL protein CTD PMID:10769631 NCBI chr 2:192,761,171...192,773,346
Ensembl chr 2:192,761,538...192,763,577
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO perillyl alcohol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased phosphorylation of MAPK1 protein] CTD PMID:19161993 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO perillyl alcohol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased phosphorylation of MAPK3 protein] CTD PMID:19161993 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Odc1 ornithine decarboxylase 1 multiple interactions ISO perillyl alcohol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased activity of ODC1 protein] CTD PMID:19161993 NCBI chr 6:42,852,529...42,859,142
Ensembl chr 6:42,852,683...42,859,927
JBrowse link
G Raf1 Raf-1 proto-oncogene, serine/threonine kinase multiple interactions ISO perillyl alcohol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of RAF1 protein] CTD PMID:19161993 NCBI chr 4:147,532,040...147,592,769
Ensembl chr 4:147,532,042...147,592,699
JBrowse link
G Rap1a RAP1A, member of RAS oncogene family multiple interactions
increases expression
ISO Mevalonic Acid affects the reaction [perillyl alcohol results in increased expression of RAP1A protein] CTD PMID:12671036 NCBI chr 2:208,193,950...208,215,186
Ensembl chr 2:208,193,954...208,215,187
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions EXP perillyl alcohol inhibits the reaction [Ethanol results in increased activity of RELA protein] CTD PMID:20923693 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Rhoa ras homolog family member A multiple interactions
increases expression
ISO
EXP
Mevalonic Acid affects the reaction [perillyl alcohol results in increased expression of RHOA protein]
[perillyl alcohol co-treated with Vitamin A] results in increased expression of RHOA mRNA
CTD PMID:12671036, PMID:15959631 NCBI chr 8:117,082,440...117,116,244
Ensembl chr 8:117,106,576...117,116,167
JBrowse link
G Rhob ras homolog family member B multiple interactions
increases expression
ISO
EXP
Mevalonic Acid affects the reaction [perillyl alcohol results in increased expression of RHOB protein]
perillyl alcohol results in increased expression of RHOB mRNA; perillyl alcohol results in increased expression of RHOB protein
[perillyl alcohol co-treated with Vitamin A] affects the expression of RHOB mRNA; [perillyl alcohol co-treated with Vitamin A] affects the expression of RHOB protein
CTD PMID:12671036, PMID:15959631 NCBI chr 6:33,689,127...33,691,301
Ensembl chr 6:33,689,127...33,691,301
JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP perillyl alcohol inhibits the reaction [Ethanol results in increased expression of TNF protein] CTD PMID:20923693 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
(S)-(-)-perillyl alcohol 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 perillyl alcohol results in increased expression of BAK1 protein CTD PMID:12530055 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 multiple interactions ISO perillyl alcohol inhibits the reaction [Tetradecanoylphorbol Acetate results in decreased expression of BAX protein] CTD PMID:19161993 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 multiple interactions ISO perillyl alcohol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of BCL2 protein] CTD PMID:19161993 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Cat catalase multiple interactions ISO
EXP
perillyl alcohol inhibits the reaction [Tetradecanoylphorbol Acetate results in decreased activity of CAT protein]
perillyl alcohol inhibits the reaction [Ethanol results in decreased activity of CAT protein]
CTD PMID:19161993, PMID:20923693 NCBI chr 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Ccna2 cyclin A2 decreases expression ISO perillyl alcohol results in decreased expression of CCNA2 protein CTD PMID:17138864 NCBI chr 2:123,274,727...123,282,266
Ensembl chr 2:123,275,881...123,282,214
JBrowse link
G Ccnb1 cyclin B1 decreases expression ISO perillyl alcohol results in decreased expression of CCNB1 protein CTD PMID:17138864 NCBI chr 2:30,782,133...30,791,106
Ensembl chr 2:30,783,915...30,791,221
JBrowse link
G Cdk2 cyclin dependent kinase 2 decreases expression
multiple interactions
ISO perillyl alcohol results in decreased expression of CDK2 protein
perillyl alcohol promotes the reaction [CDKN1A protein binds to and results in decreased activity of CDK2 protein]; perillyl alcohol promotes the reaction [CDKN1B protein binds to and results in decreased activity of CDK2 protein]
CTD PMID:17138864 NCBI chr 7:3,124,953...3,132,533
Ensembl chr 7:3,124,954...3,132,457
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A increases response to substance
multiple interactions
increases expression
ISO CDKN1A protein results in increased susceptibility to perillyl alcohol
perillyl alcohol promotes the reaction [CDKN1A protein binds to and results in decreased activity of CDK2 protein]
perillyl alcohol results in increased expression of CDKN1A protein
CTD PMID:17138864 NCBI chr20:6,348,422...6,358,864
Ensembl chr20:6,351,458...6,358,864
JBrowse link
G Cdkn1b cyclin-dependent kinase inhibitor 1B increases expression
increases response to substance
multiple interactions
ISO perillyl alcohol results in increased expression of CDKN1B protein
CDKN1B protein results in increased susceptibility to perillyl alcohol
perillyl alcohol promotes the reaction [CDKN1B protein binds to and results in decreased activity of CDK2 protein]
CTD PMID:17138864 NCBI chr 4:168,689,043...168,694,159
Ensembl chr 4:168,689,163...168,693,964
JBrowse link
G Fbxo32 F-box protein 32 increases expression ISO perillyl alcohol results in increased expression of FBXO32 mRNA; perillyl alcohol results in increased expression of FBXO32 protein CTD PMID:19406843 NCBI chr 7:98,065,664...98,098,071
Ensembl chr 7:98,063,735...98,098,268
JBrowse link
G Fnta farnesyltransferase, CAAX box, alpha multiple interactions EXP [Vitamin A co-treated with perillyl alcohol] results in decreased expression of FNTA protein CTD PMID:15959631 NCBI chr16:70,834,957...70,854,724
Ensembl chr16:70,834,957...70,854,724
JBrowse link
G Fntb farnesyltransferase, CAAX box, beta multiple interactions
increases expression
decreases expression
EXP [perillyl alcohol co-treated with Vitamin A] results in decreased expression of FNTB mRNA
perillyl alcohol results in increased expression of FNTB protein
perillyl alcohol results in decreased expression of FNTB mRNA
CTD PMID:15959631 NCBI chr 6:99,883,959...99,966,988
Ensembl chr 6:99,883,959...99,966,988
JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions ISO
EXP
perillyl alcohol inhibits the reaction [Tetradecanoylphorbol Acetate results in decreased expression of GSR protein]
perillyl alcohol inhibits the reaction [Ethanol results in decreased activity of GSR protein]
CTD PMID:19161993, PMID:20923693 NCBI chr16:62,197,617...62,239,987
Ensembl chr16:62,197,617...62,241,361
JBrowse link
G H6pd hexose-6-phosphate dehydrogenase (glucose 1-dehydrogenase) multiple interactions EXP perillyl alcohol inhibits the reaction [Ethanol results in decreased activity of H6PD protein] CTD PMID:20923693 NCBI chr 5:166,994,683...167,030,441
Ensembl chr 5:166,998,881...167,030,441
JBrowse link
G Ivl involucrin decreases expression ISO perillyl alcohol results in decreased expression of IVL protein CTD PMID:10769631 NCBI chr 2:192,761,171...192,773,346
Ensembl chr 2:192,761,538...192,763,577
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions ISO perillyl alcohol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased phosphorylation of MAPK1 protein] CTD PMID:19161993 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions ISO perillyl alcohol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased phosphorylation of MAPK3 protein] CTD PMID:19161993 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Odc1 ornithine decarboxylase 1 multiple interactions ISO perillyl alcohol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased activity of ODC1 protein] CTD PMID:19161993 NCBI chr 6:42,852,529...42,859,142
Ensembl chr 6:42,852,683...42,859,927
JBrowse link
G Raf1 Raf-1 proto-oncogene, serine/threonine kinase multiple interactions ISO perillyl alcohol inhibits the reaction [Tetradecanoylphorbol Acetate results in increased expression of RAF1 protein] CTD PMID:19161993 NCBI chr 4:147,532,040...147,592,769
Ensembl chr 4:147,532,042...147,592,699
JBrowse link
G Rap1a RAP1A, member of RAS oncogene family multiple interactions
increases expression
ISO Mevalonic Acid affects the reaction [perillyl alcohol results in increased expression of RAP1A protein] CTD PMID:12671036 NCBI chr 2:208,193,950...208,215,186
Ensembl chr 2:208,193,954...208,215,187
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions EXP perillyl alcohol inhibits the reaction [Ethanol results in increased activity of RELA protein] CTD PMID:20923693 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Rhoa ras homolog family member A multiple interactions
increases expression
ISO
EXP
Mevalonic Acid affects the reaction [perillyl alcohol results in increased expression of RHOA protein]
[perillyl alcohol co-treated with Vitamin A] results in increased expression of RHOA mRNA
CTD PMID:12671036, PMID:15959631 NCBI chr 8:117,082,440...117,116,244
Ensembl chr 8:117,106,576...117,116,167
JBrowse link
G Rhob ras homolog family member B multiple interactions
increases expression
ISO
EXP
Mevalonic Acid affects the reaction [perillyl alcohol results in increased expression of RHOB protein]
perillyl alcohol results in increased expression of RHOB mRNA; perillyl alcohol results in increased expression of RHOB protein
[perillyl alcohol co-treated with Vitamin A] affects the expression of RHOB mRNA; [perillyl alcohol co-treated with Vitamin A] affects the expression of RHOB protein
CTD PMID:12671036, PMID:15959631 NCBI chr 6:33,689,127...33,691,301
Ensembl chr 6:33,689,127...33,691,301
JBrowse link
G Tnf tumor necrosis factor multiple interactions EXP perillyl alcohol inhibits the reaction [Ethanol results in increased expression of TNF protein] CTD PMID:20923693 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      biological role 19734
        biochemical role 19282
          volatile oil component 5977
            perillyl alcohol 24
              (R)-(+)-perillyl alcohol 0
              (S)-(-)-perillyl alcohol 24
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
                    main group molecular entity 19672
                      s-block molecular entity 19430
                        hydrogen molecular entity 19420
                          hydrides 18686
                            organic hydride 18249
                              organic fundamental parent 18249
                                hydrocarbon 17969
                                  olefin 7183
                                    cyclic olefin 105
                                      monocyclic olefin 102
                                        cycloalkene 93
                                          limonene 90
                                            limonene monoterpenoid 24
                                              perillyl alcohol 24
                                                (R)-(+)-perillyl alcohol 0
                                                (S)-(-)-perillyl alcohol 24
paths to the root

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