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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 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709 		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 chr11:77,721,912...77,735,644
Ensembl chr11:77,721,912...77,735,564 		JBrowse link
G Casp3 caspase 3 increases cleavage ISO cucurbitacin I results in increased cleavage of CASP3 protein CTD PMID:24858077 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648 		JBrowse link
G Casp7 caspase 7 increases cleavage ISO cucurbitacin I results in increased cleavage of CASP7 protein CTD PMID:24858077 NCBI chr 1:255,437,438...255,476,737
Ensembl chr 1:255,437,172...255,476,729 		JBrowse link
G Casp8 caspase 8 increases cleavage ISO cucurbitacin I results in increased cleavage of CASP8 protein CTD PMID:24858077 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542 		JBrowse link
G Casp9 caspase 9 increases cleavage ISO cucurbitacin I results in increased cleavage of CASP9 protein CTD PMID:24858077 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626 		JBrowse link
G Ccna2 cyclin A2 decreases expression ISO cucurbitacin I results in decreased expression of CCNA2 protein CTD PMID:24858077 NCBI chr 2:119,427,239...119,433,645
Ensembl chr 2:119,426,089...119,433,577 		JBrowse link
G Ccnb1 cyclin B1 decreases expression ISO cucurbitacin I results in decreased expression of CCNB1 protein CTD PMID:24858077 NCBI chr 2:31,912,190...31,921,163
Ensembl chr 2:31,912,193...31,921,172 		JBrowse link
G Ccnd1 cyclin D1 decreases expression ISO cucurbitacin I 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 I results in decreased expression of CD36 mRNA CTD PMID:24316209 NCBI chr 4:17,317,343...17,410,084
Ensembl chr 4:17,354,466...17,513,903 		JBrowse link
G Cdc25c cell division cycle 25C decreases expression ISO cucurbitacin I results in decreased expression of CDC25C protein CTD PMID:24858077 NCBI chr18:26,335,156...26,356,199
Ensembl chr18:26,335,834...26,356,185 		JBrowse link
G Cdk1 cyclin-dependent kinase 1 decreases expression ISO cucurbitacin I results in decreased expression of CDK1 protein CTD PMID:24858077 NCBI chr20:19,266,226...19,281,417
Ensembl chr20:19,266,248...19,281,408 		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 1:87,759,631...87,762,303
Ensembl chr 1:87,759,433...87,762,412 		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 2:91,580,879...91,585,567
Ensembl chr 2:91,580,885...91,585,578 		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 chr19:13,466,287...13,474,082
Ensembl chr19:13,467,244...13,474,079 		JBrowse link
G Il21 interleukin 21 multiple interactions ISO cucurbitacin I inhibits the reaction [IL21 protein promotes the reaction [Tetrachlorodibenzodioxin results in increased expression of IL22 mRNA]] CTD PMID:35295139 NCBI chr 2:120,117,105...120,127,012
Ensembl chr 2:120,119,444...120,126,996 		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 1:226,995,334...227,054,381
Ensembl chr 1:226,995,334...227,054,189 		JBrowse link
G Klf5 KLF transcription factor 5 increases expression ISO cucurbitacin I 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 Nppa natriuretic peptide A increases expression EXP cucurbitacin I results in increased expression of NPPA mRNA CTD PMID:27836799 NCBI chr 5:158,429,042...158,430,351
Ensembl chr 5:158,429,042...158,430,351 		JBrowse link
G Nppb natriuretic peptide B increases expression EXP cucurbitacin I results in increased expression of NPPB mRNA CTD PMID:27836799 NCBI chr 5:158,416,813...158,418,175
Ensembl chr 5:158,416,866...158,418,168 		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 chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404 		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 4:148,423,102...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
decreases activity
affects response to substance		 ISO 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 chr10:85,811,206...85,863,057
Ensembl chr10:85,811,218...85,863,057 		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 9:14,955,300...14,970,641
Ensembl chr 9:14,955,300...14,970,641 		JBrowse link
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Term Annotations click to browse term
  CHEBI ontology 19880
    role 19850
      application 19695
        pharmaceutical 19532
          drug 19532
            antineoplastic agent 17823
              cucurbitacin I 24
                cucurbitacin I 2-O-beta-D-glucopyranoside 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19880
    subatomic particle 19878
      composite particle 19878
        hadron 19878
          baryon 19878
            nucleon 19878
              atomic nucleus 19878
                atom 19878
                  main group element atom 19817
                    main group molecular entity 19817
                      s-block molecular entity 19653
                        hydrogen molecular entity 19634
                          hydrides 19144
                            organic hydride 18691
                              organic fundamental parent 18691
                                hydrocarbon 18442
                                  terpene 14066
                                    triterpene 1229
                                      triterpenoid 1225
                                        tetracyclic triterpenoid 307
                                          cucurbitacin 55
                                            cucurbitacin I 24
                                              cucurbitacin I 2-O-beta-D-glucopyranoside 0
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