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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 1:255,437,195...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 2:91,580,858...91,585,578
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 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 Kruppel-like 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
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 chr10:85,811,206...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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  CHEBI ontology 20089
    role 20042
      application 19781
        pharmaceutical 19624
          drug 19655
            antineoplastic agent 17669
              cucurbitacin I 23
                cucurbitacin I 2-O-beta-D-glucopyranoside 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 20089
    subatomic particle 20058
      composite particle 20058
        hadron 20088
          baryon 20088
            nucleon 20088
              atomic nucleus 20088
                atom 20058
                  main group element atom 19960
                    p-block element atom 19990
                      carbon group element atom 19916
                        carbon atom 19909
                          organic molecular entity 19909
                            organic group 18988
                              organic divalent group 18950
                                organodiyl group 18974
                                  carbonyl group 18903
                                    carbonyl compound 18925
                                      ketone 17115
                                        oxyketone 8775
                                          alpha-oxyketone 8775
                                            alpha-hydroxy ketone 8783
                                              tertiary alpha-hydroxy ketone 8479
                                                cucurbitacin I 23
                                                  cucurbitacin I 2-O-beta-D-glucopyranoside 0
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