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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:cucurbitacin B
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Accession:CHEBI:3941 term browser browse the term
Definition:A cucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at positions 5 and 23; a hydroxy function at C-25 is acetylated.
Synonyms:exact_synonym: (2S,4R,23E)-2,16beta,20-trihydroxy-9beta,10,14-trimethyl-1,11,22-trioxo-4,9-cyclo-9,10-secocholesta-5,23-dien-25-yl acetate
 related_synonym: 1,2-dihydro-alpha-elaterin;   2beta,16alpha,20,25-tetrahydroxy-9-methyl-19-nor-9beta,10alpha-lanosta-5,23-diene-3,11,22-trione, 25-acetate;   2beta,16alpha,20,25-tetrahydroxy-9-methyl-3,11,22-trioxo-19-nor-9beta,10alpha-lanosta-5,23-dien-25-yl acetate;   Formula=C32H46O8;   InChI=1S/C32H46O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-13,19-22,25,34-35,39H,11,14-16H2,1-9H3/b13-12+/t19-,20+,21-,22+,25+,29+,30-,31+,32+/m1/s1;   InChIKey=IXQKXEUSCPEQRD-DKRGWESNSA-N;   SMILES=[H][C@@]12C[C@H](O)C(=O)C(C)(C)C1=CC[C@@]1([H])[C@]3(C)C[C@@H](O)[C@]([H])([C@@](C)(O)C(=O)\\C=C\\C(C)(C)OC(C)=O)[C@@]3(C)CC(=O)[C@@]21C
 xref: CAS:6199-67-3;   KEGG:C08794;   KNApSAcK:C00003683;   LIPID_MAPS_instance:LMST01010104
 xref_mesh: MESH:C041246
 xref: PMID:18309509;   PMID:18442812;   PMID:18561312;   PMID:19700240;   PMID:20153103;   PMID:20483353;   PMID:21344491;   PMID:4384331;   PMID:5640163;   Reaxys:2068869



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cucurbitacin B term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Acta2 actin alpha 2, smooth muscle multiple interactions ISO cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in increased expression of ACTA2 mRNA] CTD PMID:29250925 NCBI chr 1:231,746,527...231,759,307
Ensembl chr 1:231,746,548...231,759,554
JBrowse link
G Adipoq adiponectin, C1Q and collagen domain containing decreases expression ISO cucurbitacin B results in decreased expression of ADIPOQ mRNA CTD PMID:24316209 NCBI chr11:77,721,912...77,735,644
Ensembl chr11:77,721,912...77,735,564
JBrowse link
G Bax BCL2 associated X, apoptosis regulator multiple interactions ISO cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in decreased expression of BAX mRNA] CTD PMID:29250925 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 cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in increased expression of BCL2 mRNA] CTD PMID:29250925 NCBI chr13:22,689,783...22,853,920 JBrowse link
G Cat catalase multiple interactions ISO cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in decreased activity of CAT protein] CTD PMID:29250925 NCBI chr 3:89,842,393...89,874,577
Ensembl chr 3:89,842,399...89,874,478
JBrowse link
G Ccl2 C-C motif chemokine ligand 2 multiple interactions ISO cucurbitacin B inhibits the reaction [Gefitinib results in increased expression of CCL2 mRNA] CTD PMID:33248157 NCBI chr10:67,005,424...67,007,222
Ensembl chr10:67,005,424...67,007,226
JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO cucurbitacin B results in decreased expression of CCND1 CTD PMID:24316209 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602
JBrowse link
G Cd36 CD36 molecule decreases expression ISO cucurbitacin B results in decreased expression of CD36 mRNA CTD PMID:24316209 NCBI chr 4:17,317,343...17,410,084 JBrowse link
G Cebpa CCAAT/enhancer binding protein alpha decreases expression
multiple interactions
ISO cucurbitacin B results in decreased expression of CEBPA mRNA
STAT3 protein affects the reaction [cucurbitacin B results in decreased expression of CEBPA mRNA]
CTD PMID:24316209 NCBI chr 1:87,759,631...87,762,303
Ensembl chr 1:87,759,433...87,762,412
JBrowse link
G Cebpd CCAAT/enhancer binding protein delta decreases expression ISO cucurbitacin B results in decreased expression of CEBPD CTD PMID:24316209 NCBI chr11:84,764,670...84,765,808
Ensembl chr11:84,764,565...84,765,829
JBrowse link
G Col1a1 collagen type I alpha 1 chain multiple interactions ISO cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in increased expression of COL1A1 mRNA] CTD PMID:29250925 NCBI chr10:79,883,622...79,900,625
Ensembl chr10:79,883,622...79,900,624
JBrowse link
G Fabp4 fatty acid binding protein 4 decreases expression ISO cucurbitacin B results in decreased expression of FABP4 mRNA CTD PMID:24316209 NCBI chr 2:91,580,858...91,585,578
Ensembl chr 2:91,580,885...91,585,578
JBrowse link
G Il1b interleukin 1 beta multiple interactions ISO cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in increased expression of IL1B protein] CTD PMID:29250925 NCBI chr 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
JBrowse link
G Klf5 Kruppel-like factor 5 increases expression ISO cucurbitacin B results in increased expression of KLF5 CTD PMID:24316209 NCBI chr15:76,060,320...76,079,445
Ensembl chr15:76,064,258...76,079,445
JBrowse link
G Mmp2 matrix metallopeptidase 2 multiple interactions ISO cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in decreased expression of MMP2 mRNA] CTD PMID:29250925 NCBI chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma multiple interactions
decreases expression
ISO STAT3 protein affects the reaction [cucurbitacin B results in decreased expression of PPARG mRNA] CTD PMID:24316209 NCBI chr 4:148,423,102...148,548,471
Ensembl chr 4:148,423,194...148,548,468
JBrowse link
G Stat3 signal transducer and activator of transcription 3 multiple interactions
affects response to substance
ISO [WP1066 results in decreased activity of STAT3 protein] which results in decreased susceptibility to cucurbitacin B; cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in increased phosphorylation of STAT3 protein]; cucurbitacin B results in decreased phosphorylation of and results in decreased activity of STAT3 protein; STAT3 protein affects the reaction [cucurbitacin B results in decreased expression of CEBPA mRNA]; STAT3 protein affects the reaction [cucurbitacin B results in decreased expression of PPARG mRNA]
STAT3 protein affects the susceptibility to cucurbitacin B
CTD PMID:24316209 PMID:29250925 NCBI chr10:85,811,206...85,863,057
Ensembl chr10:85,811,218...85,863,057
JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions ISO cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in increased expression of TGFB1 mRNA] CTD PMID:29250925 NCBI chr 1:81,196,532...81,212,848
Ensembl chr 1:81,196,532...81,212,847
JBrowse link
G Tnf tumor necrosis factor multiple interactions ISO cucurbitacin B inhibits the reaction [Carbon Tetrachloride results in increased expression of TNF protein] CTD PMID:29250925 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 19800
    role 19751
      biological role 19751
        biochemical role 19368
          metabolite 19344
            allelochemical 1385
              cucurbitacin 45
                cucurbitacin B 19
                  23,24-dihydrocucurbitacin B 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19800
    subatomic particle 19799
      composite particle 19799
        hadron 19799
          baryon 19799
            nucleon 19799
              atomic nucleus 19799
                atom 19799
                  main group element atom 19698
                    p-block element atom 19698
                      carbon group element atom 19619
                        carbon atom 19609
                          organic molecular entity 19609
                            organic group 18718
                              organic divalent group 18702
                                organodiyl group 18702
                                  carbonyl group 18651
                                    carbonyl compound 18651
                                      ketone 16957
                                        oxyketone 8674
                                          alpha-oxyketone 8674
                                            alpha-hydroxy ketone 8674
                                              tertiary alpha-hydroxy ketone 8378
                                                cucurbitacin B 19
                                                  23,24-dihydrocucurbitacin B 0
paths to the root