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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 chr20:5,100,480...5,109,669
Ensembl chr20:5,100,480...5,109,264
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 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
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 chr13:22,689,783...22,853,920 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 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Ccna2 cyclin A2 decreases expression ISO perillyl alcohol results in decreased expression of CCNA2 protein CTD PMID:17138864 NCBI chr 2:119,427,239...119,433,645
Ensembl chr 2:119,426,089...119,433,577
JBrowse link
G Ccnb1 cyclin B1 decreases expression ISO perillyl alcohol results in decreased expression of CCNB1 protein CTD PMID:17138864 NCBI chr 2:31,912,190...31,921,163
Ensembl chr 2:31,912,193...31,921,172
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 7:1,129,878...1,137,431
Ensembl chr 7:1,129,811...1,137,403
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 chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
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 4:167,760,067...167,765,177
Ensembl chr 4:167,760,181...167,764,982
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 7:89,731,626...89,764,761
Ensembl chr 7:89,730,232...89,765,436
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 chr16:66,065,131...66,083,460
Ensembl chr16:66,065,132...66,083,460
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 6:95,536,540...95,619,587
Ensembl chr 6:95,470,683...95,619,586
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 chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
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 5:160,434,499...160,470,203
Ensembl chr 5:160,438,697...160,470,171
JBrowse link
G Ivl involucrin decreases expression ISO perillyl alcohol results in decreased expression of IVL protein CTD PMID:10769631 NCBI chr 2:178,146,694...178,160,807
Ensembl chr 2:178,147,061...178,149,100
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 chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
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 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
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 6:40,329,831...40,336,444
Ensembl chr 6:40,329,964...40,336,440
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 4:148,679,534...148,740,265
Ensembl chr 4:148,679,530...148,740,317
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 2:193,208,631...193,286,513
Ensembl chr 2:193,208,635...193,286,501
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 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
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 8:108,991,926...109,025,746
Ensembl chr 8:108,991,954...109,025,746
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 6:31,363,752...31,365,926
Ensembl chr 6:31,363,548...31,366,108
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 chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
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 chr20:5,100,480...5,109,669
Ensembl chr20:5,100,480...5,109,264
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 1:95,940,001...95,945,407
Ensembl chr 1:95,938,808...95,945,368
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 chr13:22,689,783...22,853,920 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 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Ccna2 cyclin A2 decreases expression ISO perillyl alcohol results in decreased expression of CCNA2 protein CTD PMID:17138864 NCBI chr 2:119,427,239...119,433,645
Ensembl chr 2:119,426,089...119,433,577
JBrowse link
G Ccnb1 cyclin B1 decreases expression ISO perillyl alcohol results in decreased expression of CCNB1 protein CTD PMID:17138864 NCBI chr 2:31,912,190...31,921,163
Ensembl chr 2:31,912,193...31,921,172
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 7:1,129,878...1,137,431
Ensembl chr 7:1,129,811...1,137,403
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 chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
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 4:167,760,067...167,765,177
Ensembl chr 4:167,760,181...167,764,982
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 7:89,731,626...89,764,761
Ensembl chr 7:89,730,232...89,765,436
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 chr16:66,065,131...66,083,460
Ensembl chr16:66,065,132...66,083,460
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 6:95,536,540...95,619,587
Ensembl chr 6:95,470,683...95,619,586
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 chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
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 5:160,434,499...160,470,203
Ensembl chr 5:160,438,697...160,470,171
JBrowse link
G Ivl involucrin decreases expression ISO perillyl alcohol results in decreased expression of IVL protein CTD PMID:10769631 NCBI chr 2:178,146,694...178,160,807
Ensembl chr 2:178,147,061...178,149,100
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 chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
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 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
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 6:40,329,831...40,336,444
Ensembl chr 6:40,329,964...40,336,440
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 4:148,679,534...148,740,265
Ensembl chr 4:148,679,530...148,740,317
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 2:193,208,631...193,286,513
Ensembl chr 2:193,208,635...193,286,501
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 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
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 8:108,991,926...109,025,746
Ensembl chr 8:108,991,954...109,025,746
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 6:31,363,752...31,365,926
Ensembl chr 6:31,363,548...31,366,108
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 chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19795
    role 19746
      biological role 19746
        biochemical role 19361
          volatile oil component 6579
            perillyl alcohol 24
              (R)-(+)-perillyl alcohol 0
              (S)-(-)-perillyl alcohol 24
Path 2
Term Annotations click to browse term
  CHEBI ontology 19795
    subatomic particle 19794
      composite particle 19794
        hadron 19794
          baryon 19794
            nucleon 19794
              atomic nucleus 19794
                atom 19794
                  main group element atom 19693
                    main group molecular entity 19693
                      s-block molecular entity 19474
                        hydrogen molecular entity 19466
                          hydrides 18830
                            organic hydride 18346
                              organic fundamental parent 18346
                                hydrocarbon 18057
                                  olefin 5477
                                    cyclic olefin 108
                                      monocyclic olefin 105
                                        cycloalkene 96
                                          limonene 93
                                            limonene monoterpenoid 25
                                              perillyl alcohol 24
                                                (R)-(+)-perillyl alcohol 0
                                                (S)-(-)-perillyl alcohol 24
paths to the root