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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:lupeol
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Accession:CHEBI:6570 term browser browse the term
Definition:A pentacyclic triterpenoid that is lupane in which the hydrogen at the 3beta position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex of fig trees and of rubber plants. It is also found in many edible fruits and vegetables.
Synonyms:exact_synonym: (3beta)-lup-20(29)-en-3-ol
 related_synonym: Formula=C30H50O;   InChI=1S/C30H50O/c1-19(2)20-11-14-27(5)17-18-29(7)21(25(20)27)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3/t20-,21+,22-,23+,24-,25+,27+,28-,29+,30+/m0/s1;   InChIKey=MQYXUWHLBZFQQO-QGTGJCAVSA-N;   SMILES=[H][C@]12CC[C@]3([H])[C@@]4(C)CC[C@H](O)C(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC[C@@]1(C)CC[C@@H](C(C)=C)[C@]21[H];   beta-viscol;   fagarasterol;   monogynol B
 alt_id: CHEBI:132397
 xref: CAS:545-47-1;   KEGG:C08628;   KNApSAcK:C00003749
 xref_mesh: MESH:C010480
 xref: MetaCyc:CPD-90;   PMID:10930257;   PMID:16445885;   PMID:17107079;   PMID:21118697;   PMID:21467639;   PMID:21712449;   PMID:9883589;   Pubchem:259846;   Reaxys:2063497


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lupeol term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcg2 ATP binding cassette subfamily G member 2 decreases expression ISO lupeol results in decreased expression of ABCG2 protein CTD PMID:20979057 NCBI chr 4:87,676,241...87,802,757
Ensembl chr 4:87,745,319...87,802,409
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions
increases expression
ISO lupeol inhibits the reaction [mancozeb results in increased expression of BAX mRNA]
lupeol results in increased expression of BAX mRNA; lupeol results in increased expression of BAX protein
CTD PMID:27235710 PMID:30506710 PMID:31112703 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
decreases expression
ISO lupeol inhibits the reaction [mancozeb results in decreased expression of BCL2 mRNA]
lupeol results in decreased expression of BCL2 mRNA; lupeol results in decreased expression of BCL2 protein
CTD PMID:27235710 PMID:30506710 PMID:31112703 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Casp3 caspase 3 increases expression ISO lupeol results in increased expression of CASP3 mRNA; lupeol results in increased expression of CASP3 protein CTD PMID:30506710 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp8 caspase 8 increases expression ISO lupeol results in increased expression of CASP8 mRNA; lupeol results in increased expression of CASP8 protein CTD PMID:30506710 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Casp9 caspase 9 increases expression ISO lupeol results in increased expression of CASP9 mRNA; lupeol results in increased expression of CASP9 protein CTD PMID:30506710 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Cat catalase multiple interactions EXP
ISO
lupeol inhibits the reaction [[Cholesterol co-treated with Cholic Acid] results in decreased activity of CAT protein]; lupeol inhibits the reaction [Sodium Selenite results in decreased activity of CAT protein]
lupeol inhibits the reaction [mancozeb results in decreased activity of CAT protein]
CTD PMID:16933029 PMID:26697995 PMID:27235710 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO lupeol results in decreased expression of CCND1 mRNA CTD PMID:20732907 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Cdh1 cadherin 1 increases expression ISO lupeol results in increased expression of CDH1 mRNA; lupeol results in increased expression of CDH1 protein CTD PMID:31112703 NCBI chr19:34,492,371...34,561,775
Ensembl chr19:34,492,371...34,561,775
JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A multiple interactions ISO lupeol inhibits the reaction [mancozeb results in increased expression of CDKN1A mRNA] CTD PMID:27235710 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585
JBrowse link
G Cryz crystallin zeta multiple interactions ISO lupeol inhibits the reaction [Benzoyl Peroxide affects the activity of CRYZ protein] CTD PMID:15248479 NCBI chr 2:243,552,037...243,580,369
Ensembl chr 2:243,552,119...243,579,758
JBrowse link
G Ctnnb1 catenin beta 1 decreases expression
multiple interactions
ISO lupeol results in decreased expression of CTNNB1 protein
lupeol results in decreased localization of and results in decreased activity of CTNNB1 protein
CTD PMID:20732907 PMID:20979057 NCBI chr 8:120,640,008...120,667,110
Ensembl chr 8:120,639,995...120,667,111
JBrowse link
G Gadd45a growth arrest and DNA-damage-inducible, alpha multiple interactions ISO lupeol inhibits the reaction [mancozeb results in increased expression of GADD45A mRNA] CTD PMID:27235710 NCBI chr 4:96,154,789...96,157,091
Ensembl chr 4:96,154,789...96,157,115
JBrowse link
G Gsk3b glycogen synthase kinase 3 beta affects binding EXP lupeol binds to GSK3B protein CTD PMID:18222664 NCBI chr11:62,498,997...62,648,665
Ensembl chr11:62,504,316...62,648,646
JBrowse link
G Gsr glutathione-disulfide reductase multiple interactions EXP lupeol inhibits the reaction [Sodium Selenite results in decreased activity of GSR protein] CTD PMID:26697995 NCBI chr16:58,482,209...58,525,256
Ensembl chr16:58,482,505...58,525,661
JBrowse link
G Il10 interleukin 10 decreases expression ISO lupeol results in decreased expression of IL10 mRNA CTD PMID:31112703 NCBI chr13:42,472,625...42,477,308
Ensembl chr13:42,472,839...42,477,313
JBrowse link
G Il1b interleukin 1 beta decreases expression ISO lupeol results in decreased expression of IL1B mRNA CTD PMID:31112703 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Il6 interleukin 6 decreases expression ISO lupeol results in decreased expression of IL6 mRNA CTD PMID:31112703 NCBI chr 4:5,214,602...5,219,178
Ensembl chr 4:5,213,394...5,219,178
JBrowse link
G Mdm2 MDM2 proto-oncogene multiple interactions ISO lupeol inhibits the reaction [mancozeb results in increased expression of MDM2 mRNA] CTD PMID:27235710 NCBI chr 7:53,290,660...53,315,205
Ensembl chr 7:53,290,664...53,314,915
JBrowse link
G Mki67 marker of proliferation Ki-67 decreases expression ISO lupeol results in decreased expression of MKI67 mRNA CTD PMID:20732907 NCBI chr 1:190,496,319...190,522,983
Ensembl chr 1:190,496,319...190,522,762
JBrowse link
G Mpo myeloperoxidase multiple interactions ISO [lupeol binds to stearic acid] inhibits the reaction [[Ethanol co-treated with Hydrochloric Acid] results in increased expression of MPO protein] CTD PMID:32006539 NCBI chr10:72,594,458...72,608,862
Ensembl chr10:72,594,661...72,604,819
JBrowse link
G Myc MYC proto-oncogene, bHLH transcription factor decreases expression ISO lupeol results in decreased expression of MYC mRNA CTD PMID:20732907 NCBI chr 7:93,593,705...93,598,633
Ensembl chr 7:93,593,705...93,598,630
JBrowse link
G Nanog Nanog homeobox decreases expression ISO lupeol results in decreased expression of NANOG protein CTD PMID:20979057 NCBI chr 4:155,943,737...155,951,116
Ensembl chr 4:155,943,737...155,951,116
JBrowse link
G Nes nestin decreases expression ISO lupeol results in decreased expression of NES protein CTD PMID:20979057 NCBI chr 2:173,437,867...173,447,777
Ensembl chr 2:173,438,734...173,447,777
JBrowse link
G Ogg1 8-oxoguanine DNA glycosylase multiple interactions ISO lupeol inhibits the reaction [mancozeb results in decreased expression of OGG1 mRNA] CTD PMID:27235710 NCBI chr 4:146,474,701...146,481,959
Ensembl chr 4:146,474,750...146,484,766
JBrowse link
G Pcna proliferating cell nuclear antigen decreases expression ISO lupeol results in decreased expression of PCNA mRNA CTD PMID:20732907 NCBI chr 3:119,499,039...119,502,911
Ensembl chr 3:119,498,810...119,502,995
JBrowse link
G Pou5f1 POU class 5 homeobox 1 decreases expression ISO lupeol results in decreased expression of POU5F1 protein CTD PMID:20979057 NCBI chr20:3,223,128...3,227,891
Ensembl chr20:3,223,129...3,227,891
JBrowse link
G Prom1 prominin 1 decreases expression ISO lupeol results in decreased expression of PROM1 protein CTD PMID:20979057 NCBI chr14:66,989,545...67,094,534
Ensembl chr14:66,990,160...67,094,527
JBrowse link
G Pten phosphatase and tensin homolog increases expression
increases response to substance
ISO lupeol results in increased expression of PTEN protein
PTEN protein results in increased susceptibility to lupeol
CTD PMID:20979057 NCBI chr 1:230,631,303...230,696,754
Ensembl chr 1:230,630,338...230,696,838
JBrowse link
G Ptges prostaglandin E synthase multiple interactions ISO lupeol inhibits the reaction [mancozeb results in increased expression of PTGES mRNA] CTD PMID:27235710 NCBI chr 3:14,177,892...14,189,236 JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit multiple interactions ISO lupeol inhibits the reaction [mancozeb affects the localization of RELA protein] CTD PMID:27235710 NCBI chr 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
JBrowse link
G Sox2 SRY-box transcription factor 2 decreases expression ISO lupeol results in decreased expression of SOX2 protein CTD PMID:20979057 NCBI chr 2:117,536,929...117,539,338
Ensembl chr 2:117,536,929...117,539,338
JBrowse link
G Tnf tumor necrosis factor decreases expression ISO lupeol results in decreased expression of TNF mRNA CTD PMID:31112703 NCBI chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tp53 tumor protein p53 multiple interactions ISO lupeol inhibits the reaction [mancozeb results in increased expression of TP53 mRNA] CTD PMID:27235710 NCBI chr10:54,300,070...54,311,525
Ensembl chr10:54,300,048...54,311,524
JBrowse link
G Xdh xanthine dehydrogenase multiple interactions ISO lupeol inhibits the reaction [Benzoyl Peroxide affects the activity of XDH protein] CTD PMID:15248479 NCBI chr 6:21,530,463...21,592,172
Ensembl chr 6:21,530,113...21,592,268
JBrowse link
G Xrcc1 X-ray repair cross complementing 1 multiple interactions ISO lupeol inhibits the reaction [mancozeb results in decreased expression of XRCC1 mRNA] CTD PMID:27235710 NCBI chr 1:80,140,495...80,168,705
Ensembl chr 1:80,141,207...80,168,701
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      application 19481
        anti-inflammatory agent 15831
          anti-inflammatory drug 13623
            lupeol 36
              3-(Z)-caffeoyllupeol 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    main group molecular entity 19716
                      s-block molecular entity 19502
                        hydrogen molecular entity 19498
                          hydrides 18852
                            organic hydride 18353
                              organic fundamental parent 18353
                                hydrocarbon 18066
                                  terpene 12711
                                    triterpene 737
                                      triterpenoid 732
                                        pentacyclic triterpenoid 387
                                          lupeol 36
                                            3-(Z)-caffeoyllupeol 0
paths to the root