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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


show annotations for term's descendants           Sort by:
perillyl alcohol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Akt1 AKT serine/threonine kinase 1 increases phosphorylation ISO Perillyl alcohol increases phosphorylation of AKT1 protein in DU145 prostate gland cancer cells RGD PMID:17601486 RGD:408364950 NCBI chr 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921 		JBrowse link
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
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		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
increases expression
multiple interactions		 ISO CDKN1A protein results in increased susceptibility to perillyl alcohol
perillyl alcohol results in increased expression of CDKN1A protein
perillyl alcohol promotes the reaction [CDKN1A protein binds to and results in decreased activity of CDK2 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
multiple interactions
increases expression		 ISO 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]
perillyl alcohol results in increased expression of CDKN1B 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 7:89,731,428...89,764,997
Ensembl chr 7:89,730,232...89,765,436 		JBrowse link
G Fnta farnesyltransferase, CAAX box, subunit 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, subunit beta multiple interactions
decreases expression
increases expression		 EXP [perillyl alcohol co-treated with Vitamin A] results in decreased expression of FNTB mRNA
perillyl alcohol results in decreased expression of FNTB mRNA
perillyl alcohol results in increased expression of FNTB protein		 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 co-treated with Vitamin A] affects the expression of RHOB mRNA; [perillyl alcohol co-treated with Vitamin A] affects the expression of RHOB protein
perillyl alcohol results in increased expression of RHOB mRNA; perillyl alcohol results in increased 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
Ensembl chr13:22,684,989...22,853,743
Ensembl chr13:22,684,989...22,853,743 		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 7:89,731,428...89,764,997
Ensembl chr 7:89,730,232...89,765,436 		JBrowse link
G Fnta farnesyltransferase, CAAX box, subunit 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, subunit 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 19880
    role 19850
      biological role 19848
        biochemical role 19556
          volatile oil component 7791
            perillyl alcohol 25
              (R)-(+)-perillyl alcohol 0
              (S)-(-)-perillyl alcohol 24
Path 2
Term Annotations click to browse term
  CHEBI ontology 19880
    subatomic particle 19878
      composite particle 19878
        hadron 19878
          baryon 19878
            nucleon 19878
              atomic nucleus 19878
                atom 19878
                  main group element atom 19817
                    main group molecular entity 19817
                      s-block molecular entity 19653
                        hydrogen molecular entity 19634
                          hydrides 19144
                            organic hydride 18691
                              organic fundamental parent 18691
                                hydrocarbon 18442
                                  olefin 8922
                                    cyclic olefin 422
                                      monocyclic olefin 420
                                        cycloalkene 407
                                          limonene 101
                                            limonene monoterpenoid 34
                                              perillyl alcohol 25
                                                (R)-(+)-perillyl alcohol 0
                                                (S)-(-)-perillyl alcohol 24
paths to the root