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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 1:252,537,614...252,550,394
Ensembl chr 1:252,537,615...252,550,394
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 chr11:81,330,845...81,344,488
Ensembl chr11:81,330,293...81,344,488
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 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
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 chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
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 3:93,379,872...93,412,058
Ensembl chr 3:93,379,874...93,412,058
JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO cucurbitacin B results in decreased expression of CCND1 CTD PMID:24316209 NCBI chr 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325
JBrowse link
G Cd36 CD36 molecule decreases expression ISO cucurbitacin B results in decreased expression of CD36 mRNA CTD PMID:24316209 NCBI chr 4:14,150,309...14,191,498
Ensembl chr 4:14,001,761...14,249,749
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 1:91,363,492...91,366,164
Ensembl chr 1:91,363,492...91,366,164
JBrowse link
G Cebpd CCAAT/enhancer binding protein delta decreases expression ISO cucurbitacin B results in decreased expression of CEBPD CTD PMID:24316209 NCBI chr11:89,008,008...89,009,146
Ensembl chr11:89,008,008...89,009,146
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 chr10:82,745,801...82,762,790
Ensembl chr10:82,745,801...82,762,789
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 2:93,792,666...93,797,267
Ensembl chr 2:93,792,601...93,797,305
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 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Klf5 Kruppel-like factor 5 increases expression ISO cucurbitacin B results in increased expression of KLF5 CTD PMID:24316209 NCBI chr15:83,703,796...83,722,921
Ensembl chr15:83,703,791...83,722,921
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 chr19:15,542,771...15,570,589
Ensembl chr19:15,542,765...15,570,611
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 4:147,274,055...147,399,383
Ensembl chr 4:147,274,107...147,399,380
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 chr10:88,790,401...88,842,263
Ensembl chr10:88,790,408...88,842,233
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 1:82,480,875...82,497,196
Ensembl chr 1:82,480,195...82,497,199
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 chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19773
    role 19723
      biological role 19723
        biochemical role 19311
          metabolite 19293
            allelochemical 1384
              cucurbitacin 44
                cucurbitacin B 18
                  23,24-dihydrocucurbitacin B 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19773
    subatomic particle 19771
      composite particle 19771
        hadron 19771
          baryon 19771
            nucleon 19771
              atomic nucleus 19771
                atom 19771
                  main group element atom 19665
                    p-block element atom 19665
                      carbon group element atom 19583
                        carbon atom 19573
                          organic molecular entity 19573
                            organic group 18603
                              organic divalent group 18594
                                organodiyl group 18594
                                  carbonyl group 18507
                                    carbonyl compound 18507
                                      ketone 16828
                                        oxyketone 8660
                                          alpha-oxyketone 8660
                                            alpha-hydroxy ketone 8660
                                              tertiary alpha-hydroxy ketone 8382
                                                cucurbitacin B 18
                                                  23,24-dihydrocucurbitacin B 0
paths to the root