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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 subfamily B member 1A multiple interactions ISO cucurbitacin I inhibits the reaction [ABCB1 protein results in increased uptake of Digoxin] CTD PMID:16904803 NCBI chr 4:22,339,829...22,517,642
Ensembl chr 4:22,133,521...22,425,515
JBrowse link
G Adipoq adiponectin, C1Q and collagen domain containing multiple interactions EXP cucurbitacin I inhibits the reaction [ADIPOQ protein results in increased expression of HMOX1 mRNA] CTD PMID:20052772 NCBI chr11:81,330,845...81,344,488
Ensembl chr11:81,330,293...81,344,488
JBrowse link
G Casp3 caspase 3 increases cleavage ISO cucurbitacin I results in increased cleavage of CASP3 protein CTD PMID:24858077 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp7 caspase 7 increases cleavage ISO cucurbitacin I results in increased cleavage of CASP7 protein CTD PMID:24858077 NCBI chr 1:277,190,557...277,242,779
Ensembl chr 1:277,190,964...277,242,774
JBrowse link
G Casp8 caspase 8 increases cleavage ISO cucurbitacin I results in increased cleavage of CASP8 protein CTD PMID:24858077 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 cleavage ISO cucurbitacin I results in increased cleavage of CASP9 protein CTD PMID:24858077 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Ccna2 cyclin A2 decreases expression ISO cucurbitacin I results in decreased expression of CCNA2 protein CTD PMID:24858077 NCBI chr 2:123,274,727...123,282,266
Ensembl chr 2:123,275,881...123,282,214
JBrowse link
G Ccnb1 cyclin B1 decreases expression ISO cucurbitacin I results in decreased expression of CCNB1 protein CTD PMID:24858077 NCBI chr 2:30,782,133...30,791,106
Ensembl chr 2:30,783,915...30,791,221
JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO cucurbitacin I 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 I 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 Cdc25c cell division cycle 25C decreases expression ISO cucurbitacin I results in decreased expression of CDC25C protein CTD PMID:24858077 NCBI chr18:27,528,768...27,550,316
Ensembl chr18:27,528,354...27,550,224
JBrowse link
G Cdk1 cyclin-dependent kinase 1 decreases expression ISO cucurbitacin I results in decreased expression of CDK1 protein CTD PMID:24858077 NCBI chr20:20,576,341...20,591,510
Ensembl chr20:20,576,377...20,591,549
JBrowse link
G Cebpa CCAAT/enhancer binding protein alpha decreases expression ISO cucurbitacin I 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 Fabp4 fatty acid binding protein 4 decreases expression ISO cucurbitacin I 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 Hmox1 heme oxygenase 1 multiple interactions EXP cucurbitacin I inhibits the reaction [ADIPOQ protein results in increased expression of HMOX1 mRNA] CTD PMID:20052772 NCBI chr19:14,508,634...14,515,455
Ensembl chr19:14,508,616...14,515,456
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 chr 1:247,398,667...247,457,521
Ensembl chr 1:247,398,598...247,458,509
JBrowse link
G Klf5 Kruppel-like factor 5 increases expression ISO cucurbitacin I 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 Nppa natriuretic peptide A increases expression EXP cucurbitacin I results in increased expression of NPPA mRNA CTD PMID:27836799 NCBI chr 5:164,808,407...164,809,716
Ensembl chr 5:164,808,323...164,809,705
JBrowse link
G Nppb natriuretic peptide B increases expression EXP cucurbitacin I results in increased expression of NPPB mRNA CTD PMID:27836799 NCBI chr 5:164,796,176...164,797,538
Ensembl chr 5:164,796,185...164,797,531
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO cucurbitacin I results in increased cleavage of PARP1 protein CTD PMID:24858077 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link
G Pparg peroxisome proliferator-activated receptor gamma decreases expression ISO cucurbitacin I 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
decreases activity
ISO cucurbitacin I inhibits the reaction [glycine-extended gastrin 17 results in increased phosphorylation of and results in increased activity of STAT3 protein]
[WP1066 results in decreased activity of STAT3 protein] which results in decreased susceptibility to cucurbitacin I
STAT3 protein affects the susceptibility to cucurbitacin I
cucurbitacin I results in decreased activity of STAT3 protein
CTD PMID:19153190, PMID:24316209 NCBI chr10:88,790,401...88,842,263
Ensembl chr10:88,790,408...88,842,233
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 chr 9:17,340,341...17,355,681
Ensembl chr 9:17,340,341...17,355,681
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19785
    role 19732
      application 19391
        pharmaceutical 19272
          drug 19272
            antineoplastic agent 16982
              cucurbitacin I 23
                cucurbitacin I 2-O-beta-D-glucopyranoside 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
                    p-block element atom 19670
                      carbon group element atom 19572
                        carbon atom 19561
                          organic molecular entity 19561
                            organic group 18493
                              organic divalent group 18486
                                organodiyl group 18486
                                  carbonyl group 18389
                                    carbonyl compound 18389
                                      ketone 16140
                                        oxyketone 8629
                                          alpha-oxyketone 8629
                                            alpha-hydroxy ketone 8629
                                              tertiary alpha-hydroxy ketone 8355
                                                cucurbitacin I 23
                                                  cucurbitacin I 2-O-beta-D-glucopyranoside 0
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