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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 I
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Accession:CHEBI:3947 term browser browse the term
Definition:A cucurbitacin that is 9,10,14-trimethyl-4,9-cyclo-9,10-secocholesta-2,5,23-triene substituted by hydroxy groups at positions 2, 16, 20 and 25 and oxo groups at positions 1, 11 and 22.
Synonyms:exact_synonym: (4R,9beta,16alpha,23E)-2,16,20,25-tetrahydroxy-9,10,14-trimethyl-4,9-cyclo-9,10-secocholesta-2,5,23-triene-1,11,22-trione
 related_synonym: Formula=C30H42O7;   InChI=1S/C30H42O7/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6/h9,11-13,17,19-20,23,31-32,36-37H,10,14-15H2,1-8H3/b12-11+/t17-,19-,20+,23+,27+,28-,29+,30+/m1/s1;   InChIKey=NISPVUDLMHQFRQ-MKIKIEMVSA-N;   SMILES=CC(C)(O)\\C=C\\C(=O)[C@](C)(O)[C@H]1[C@H](O)C[C@@]2(C)[C@@H]3CC=C4[C@@H](C=C(O)C(=O)C4(C)C)[C@]3(C)C(=O)C[C@]12C
 xref: CAS:2222-07-3;   KEGG:C08800;   KNApSAcK:C00003689
 xref_mesh: MESH:C038106
 xref: PMID:19843642;   PMID:21062915;   PMID:22328572;   PMID:23478800;   Reaxys:3229948


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cucurbitacin I term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Abcb1a ATP-binding cassette, sub-family B member 1A multiple interactions ISO cucurbitacin I inhibits the reaction [ABCB1 protein results in increased uptake of Digoxin] CTD PMID:16904803 NCBI chr 5:8,617,091...8,798,575
Ensembl chr 5:8,710,077...8,798,575 		JBrowse link
G Adipoq adiponectin, C1Q and collagen domain containing multiple interactions ISO cucurbitacin I inhibits the reaction [ADIPOQ protein results in increased expression of HMOX1 mRNA] CTD PMID:20052772 NCBI chr16:22,965,286...22,976,718
Ensembl chr16:22,965,286...22,976,778 		JBrowse link
G Casp3 caspase 3 increases cleavage ISO cucurbitacin I results in increased cleavage of CASP3 protein CTD PMID:24858077 NCBI chr 8:47,070,326...47,092,733
Ensembl chr 8:47,070,326...47,092,724 		JBrowse link
G Casp7 caspase 7 increases cleavage ISO cucurbitacin I results in increased cleavage of CASP7 protein CTD PMID:24858077 NCBI chr19:56,382,640...56,430,780
Ensembl chr19:56,385,561...56,430,776 		JBrowse link
G Casp8 caspase 8 increases cleavage ISO cucurbitacin I results in increased cleavage of CASP8 protein CTD PMID:24858077 NCBI chr 1:58,834,553...58,886,663
Ensembl chr 1:58,834,533...58,886,662 		JBrowse link
G Casp9 caspase 9 increases cleavage ISO cucurbitacin I results in increased cleavage of CASP9 protein CTD PMID:24858077 NCBI chr 4:141,520,923...141,543,289
Ensembl chr 4:141,520,923...141,543,287 		JBrowse link
G Ccna2 cyclin A2 decreases expression ISO cucurbitacin I results in decreased expression of CCNA2 protein CTD PMID:24858077 NCBI chr 3:36,619,014...36,627,187
Ensembl chr 3:36,619,014...36,626,299 		JBrowse link
G Ccnb1 cyclin B1 decreases expression ISO cucurbitacin I results in decreased expression of CCNB1 protein CTD PMID:24858077 NCBI chr13:100,915,247...100,922,994
Ensembl chr13:100,915,158...100,923,078 		JBrowse link
G Ccnd1 cyclin D1 decreases expression EXP cucurbitacin I results in decreased expression of CCND1 CTD PMID:24316209 NCBI chr 7:144,483,668...144,493,568
Ensembl chr 7:144,483,668...144,493,662 		JBrowse link
G Cd36 CD36 molecule decreases expression EXP cucurbitacin I results in decreased expression of CD36 mRNA CTD PMID:24316209 NCBI chr 5:17,986,680...18,093,828
Ensembl chr 5:17,986,688...18,093,799 		JBrowse link
G Cdc25c cell division cycle 25C decreases expression ISO cucurbitacin I results in decreased expression of CDC25C protein CTD PMID:24858077 NCBI chr18:34,866,046...34,884,644
Ensembl chr18:34,866,046...34,884,586 		JBrowse link
G Cdk1 cyclin dependent kinase 1 decreases expression ISO cucurbitacin I results in decreased expression of CDK1 protein CTD PMID:24858077 NCBI chr10:69,170,976...69,188,742
Ensembl chr10:69,170,976...69,188,768 		JBrowse link
G Cebpa CCAAT/enhancer binding protein alpha decreases expression EXP cucurbitacin I results in decreased expression of CEBPA mRNA CTD PMID:24316209 NCBI chr 7:34,818,718...34,821,353
Ensembl chr 7:34,818,718...34,821,353 		JBrowse link
G Fabp4 fatty acid binding protein 4, adipocyte decreases expression EXP cucurbitacin I results in decreased expression of FABP4 mRNA CTD PMID:24316209 NCBI chr 3:10,269,406...10,273,653
Ensembl chr 3:10,269,148...10,273,636 		JBrowse link
G Hmox1 heme oxygenase 1 multiple interactions ISO cucurbitacin I inhibits the reaction [ADIPOQ protein results in increased expression of HMOX1 mRNA] CTD PMID:20052772 NCBI chr 8:75,820,246...75,827,221
Ensembl chr 8:75,820,249...75,827,217 		JBrowse link
G Jak2 Janus kinase 2 multiple interactions ISO cucurbitacin I inhibits the reaction [glycine-extended gastrin 17 results in increased phosphorylation of and results in increased activity of JAK2 protein] CTD PMID:19153190 NCBI chr19:29,229,006...29,290,495
Ensembl chr19:29,229,228...29,290,480 		JBrowse link
G Klf5 Kruppel-like transcription factor 5 increases expression EXP cucurbitacin I results in increased expression of KLF5 CTD PMID:24316209 NCBI chr14:99,536,127...99,550,848
Ensembl chr14:99,536,127...99,552,472 		JBrowse link
G Nppa natriuretic peptide type A increases expression ISO cucurbitacin I results in increased expression of NPPA mRNA CTD PMID:27836799 NCBI chr 4:148,085,179...148,086,531
Ensembl chr 4:148,085,179...148,086,536 		JBrowse link
G Nppb natriuretic peptide type B increases expression ISO cucurbitacin I results in increased expression of NPPB mRNA CTD PMID:27836799 NCBI chr 4:148,070,264...148,071,662
Ensembl chr 4:148,070,245...148,071,662 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase family, member 1 increases cleavage ISO cucurbitacin I results in increased cleavage of PARP1 protein CTD PMID:24858077 NCBI chr 1:180,396,456...180,428,564
Ensembl chr 1:180,396,489...180,428,819 		JBrowse link
G Pparg peroxisome proliferator activated receptor gamma decreases expression EXP cucurbitacin I results in decreased expression of PPARG mRNA CTD PMID:24316209 NCBI chr 6:115,337,828...115,467,365
Ensembl chr 6:115,337,912...115,467,360 		JBrowse link
G Stat3 signal transducer and activator of transcription 3 multiple interactions
decreases activity
affects response to substance		 ISO
EXP		 cucurbitacin I inhibits the reaction [glycine-extended gastrin 17 results in increased phosphorylation of and results in increased activity of STAT3 protein]
cucurbitacin I results in decreased activity of STAT3 protein
STAT3 protein affects the susceptibility to cucurbitacin I
[WP1066 results in decreased activity of STAT3 protein] which results in decreased susceptibility to cucurbitacin I		 CTD PMID:19153190 PMID:24316209 NCBI chr11:100,777,632...100,830,447
Ensembl chr11:100,775,924...100,830,366 		JBrowse link
G Vegfa vascular endothelial growth factor A multiple interactions ISO cucurbitacin I inhibits the reaction [Arsenic results in increased expression of VEGFA protein] CTD PMID:25559853 NCBI chr17:46,327,919...46,343,303
Ensembl chr17:46,327,919...46,343,295 		JBrowse link
Term paths to the root
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Term Annotations click to browse term
  CHEBI ontology 22182
    role 22167
      application 21752
        pharmaceutical 21167
          drug 21167
            antineoplastic agent 18880
              cucurbitacin I 23
                cucurbitacin I 2-O-beta-D-glucopyranoside 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 22182
    subatomic particle 22174
      composite particle 22174
        hadron 22174
          baryon 22174
            nucleon 22174
              atomic nucleus 22174
                atom 22174
                  main group element atom 22108
                    p-block element atom 22108
                      carbon group element atom 21909
                        carbon atom 21835
                          organic molecular entity 21835
                            heteroorganic entity 21490
                              organochalcogen compound 20980
                                organooxygen compound 20821
                                  carbonyl compound 20190
                                    ketone 17957
                                      oxyketone 9039
                                        alpha-oxyketone 9039
                                          alpha-hydroxy ketone 9039
                                            tertiary alpha-hydroxy ketone 8742
                                              cucurbitacin I 23
                                                cucurbitacin I 2-O-beta-D-glucopyranoside 0
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