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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 4:88,765,441...88,890,268
Ensembl chr 4:88,832,178...88,890,621
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 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
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 chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
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 chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
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 9:65,614,142...65,662,624
Ensembl chr 9:65,614,142...65,662,106
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 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
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 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO lupeol results in decreased expression of CCND1 mRNA CTD PMID:20732907 NCBI chr 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325
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 chr19:38,768,467...38,838,395
Ensembl chr19:38,768,467...38,838,395
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 chr20:6,348,422...6,358,864
Ensembl chr20:6,351,458...6,358,864
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 2:260,884,315...260,911,827
Ensembl chr 2:260,884,337...260,911,792
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 8:129,601,511...129,628,378
Ensembl chr 8:129,617,812...129,627,372
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 4:97,782,512...97,784,814
Ensembl chr 4:97,782,512...97,784,842
JBrowse link
G Gsk3b glycogen synthase kinase 3 beta affects binding EXP lupeol binds to GSK3B protein CTD PMID:18222664 NCBI chr11:65,060,884...65,208,842
Ensembl chr11:65,066,235...65,209,268
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 chr16:62,197,617...62,239,987
Ensembl chr16:62,197,617...62,241,361
JBrowse link
G Il10 interleukin 10 decreases expression ISO lupeol results in decreased expression of IL10 mRNA CTD PMID:31112703 NCBI chr13:47,738,933...47,743,392
Ensembl chr13:47,739,526...47,743,392
JBrowse link
G Il1b interleukin 1 beta decreases expression ISO lupeol results in decreased expression of IL1B mRNA CTD PMID:31112703 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Il6 interleukin 6 decreases expression ISO lupeol results in decreased expression of IL6 mRNA CTD PMID:31112703 NCBI chr 4:3,043,231...3,047,807
Ensembl chr 4:3,043,231...3,047,807
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 7:60,719,060...60,743,618
Ensembl chr 7:60,719,066...60,743,328
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 1:207,993,895...208,020,454
Ensembl chr 1:207,993,895...208,020,454
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 chr10:75,087,892...75,098,260
Ensembl chr10:75,087,892...75,098,260
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 7:102,586,313...102,591,240
Ensembl chr 7:102,586,313...102,591,240
JBrowse link
G Nanog Nanog homeobox decreases expression ISO lupeol results in decreased expression of NANOG protein CTD PMID:20979057 NCBI chr 4:155,531,906...155,539,268
Ensembl chr 4:155,531,906...155,539,268
JBrowse link
G Nes nestin decreases expression ISO lupeol results in decreased expression of NES protein CTD PMID:20979057 NCBI chr 2:187,343,109...187,352,972
Ensembl chr 2:187,344,056...187,352,969
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 4:145,282,828...145,289,367
Ensembl chr 4:145,282,797...145,289,326
JBrowse link
G Pcna proliferating cell nuclear antigen decreases expression ISO lupeol results in decreased expression of PCNA mRNA CTD PMID:20732907 NCBI chr 3:124,880,698...124,884,570
Ensembl chr 3:124,880,698...124,884,570
JBrowse link
G Pou5f1 POU class 5 homeobox 1 decreases expression ISO lupeol results in decreased expression of POU5F1 protein CTD PMID:20979057 NCBI chr20:3,747,231...3,751,994
Ensembl chr20:3,747,221...3,751,994
JBrowse link
G Prom1 prominin 1 decreases expression ISO lupeol results in decreased expression of PROM1 protein CTD PMID:20979057 NCBI chr14:71,532,321...71,637,400
Ensembl chr14:71,533,063...71,637,417
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 1:251,421,814...251,487,634
Ensembl chr 1:251,421,596...251,487,832
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 3:9,727,408...9,738,752
Ensembl chr 3:9,727,408...9,738,752
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 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
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 2:121,165,137...121,167,545
Ensembl chr 2:121,165,137...121,167,545
JBrowse link
G Tnf tumor necrosis factor decreases expression ISO lupeol results in decreased expression of TNF mRNA CTD PMID:31112703 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
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 chr10:56,186,299...56,198,449
Ensembl chr10:56,187,020...56,198,449
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 6:25,149,570...25,211,273
Ensembl chr 6:25,149,235...25,211,494
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 1:81,412,635...81,441,680
Ensembl chr 1:81,413,353...81,441,678
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      application 19391
        anti-inflammatory agent 14948
          anti-inflammatory drug 13611
            lupeol 36
              3-(Z)-caffeoyllupeol 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19785
    subatomic particle 19782
      composite particle 19782
        hadron 19782
          baryon 19782
            nucleon 19782
              atomic nucleus 19782
                atom 19782
                  main group element atom 19670
                    main group molecular entity 19670
                      s-block molecular entity 19428
                        hydrogen molecular entity 19418
                          hydrides 18685
                            organic hydride 18248
                              organic fundamental parent 18248
                                hydrocarbon 17968
                                  terpene 9593
                                    triterpene 665
                                      triterpenoid 661
                                        pentacyclic triterpenoid 350
                                          lupeol 36
                                            3-(Z)-caffeoyllupeol 0
paths to the root

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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.