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
Accession: CHEBI:3947
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
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 4:26,312,403...26,488,456
Ensembl chr 4:25,158,362...25,442,709
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 chr11:91,226,524...91,240,244
Ensembl chr11:77,721,912...77,735,564
G
Casp3
caspase 3
increases cleavage
ISO
cucurbitacin I results in increased cleavage of CASP3 protein
CTD
PMID:24858077
NCBI chr16:52,395,539...52,413,794
Ensembl chr16:45,662,910...45,684,648
G
Casp7
caspase 7
increases cleavage
ISO
cucurbitacin I results in increased cleavage of CASP7 protein
CTD
PMID:24858077
NCBI chr 1:265,442,647...265,481,938
Ensembl chr 1:255,437,172...255,476,729
G
Casp8
caspase 8
increases cleavage
ISO
cucurbitacin I results in increased cleavage of CASP8 protein
CTD
PMID:24858077
NCBI chr 9:67,747,109...67,806,699
Ensembl chr 9:60,264,075...60,312,542
G
Casp9
caspase 9
increases cleavage
ISO
cucurbitacin I results in increased cleavage of CASP9 protein
CTD
PMID:24858077
Ensembl chr 5:154,109,046...154,126,626
G
Ccna2
cyclin A2
decreases expression
ISO
cucurbitacin I results in decreased expression of CCNA2 protein
CTD
PMID:24858077
NCBI chr 2:121,355,363...121,361,762
Ensembl chr 2:119,426,089...119,433,577
G
Ccnb1
cyclin B1
decreases expression
ISO
cucurbitacin I results in decreased expression of CCNB1 protein
CTD
PMID:24858077
NCBI chr 2:33,646,252...33,655,225
Ensembl chr 2:31,912,193...31,921,172
G
Ccnd1
cyclin D1
decreases expression
ISO
cucurbitacin I results in decreased expression of CCND1
CTD
PMID:24316209
NCBI chr 1:209,518,288...209,527,986
Ensembl chr 1:200,089,002...200,098,602
G
Cd36
CD36 molecule
decreases expression
ISO
cucurbitacin I results in decreased expression of CD36 mRNA
CTD
PMID:24316209
NCBI chr 4:18,209,088...18,302,142
Ensembl chr 4:17,354,466...17,513,903
G
Cdc25c
cell division cycle 25C
decreases expression
ISO
cucurbitacin I results in decreased expression of CDC25C protein
CTD
PMID:24858077
NCBI chr18:26,608,483...26,630,292
Ensembl chr18:26,335,834...26,356,185
G
Cdk1
cyclin-dependent kinase 1
decreases expression
ISO
cucurbitacin I results in decreased expression of CDK1 protein
CTD
PMID:24858077
NCBI chr20:19,265,252...19,280,456
Ensembl chr20:19,266,248...19,281,408
G
Cebpa
CCAAT/enhancer binding protein alpha
decreases expression
ISO
cucurbitacin I results in decreased expression of CEBPA mRNA
CTD
PMID:24316209
NCBI chr 1:96,896,584...96,899,256
Ensembl chr 1:87,759,433...87,762,412
G
Fabp4
fatty acid binding protein 4
decreases expression
ISO
cucurbitacin I results in decreased expression of FABP4 mRNA
CTD
PMID:24316209
NCBI chr 2:93,488,251...93,492,961
Ensembl chr 2:91,580,885...91,585,578
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 chr19:13,452,365...13,479,823
Ensembl chr19:13,467,244...13,474,079
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 2:122,045,240...122,055,142
Ensembl chr 2:120,119,444...120,126,996
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 1:236,408,905...236,468,769
Ensembl chr 1:226,995,334...227,054,189
G
Klf5
KLF transcription factor 5
increases expression
ISO
cucurbitacin I results in increased expression of KLF5
CTD
PMID:24316209
NCBI chr15:82,472,081...82,487,267
Ensembl chr15:76,064,258...76,079,445
G
Nppa
natriuretic peptide A
increases expression
EXP
cucurbitacin I results in increased expression of NPPA mRNA
CTD
PMID:27836799
NCBI chr 5:163,712,184...163,713,493
Ensembl chr 5:158,429,042...158,430,351
G
Nppb
natriuretic peptide B
increases expression
EXP
cucurbitacin I results in increased expression of NPPB mRNA
CTD
PMID:27836799
NCBI chr 5:163,699,955...163,701,314
Ensembl chr 5:158,416,866...158,418,168
G
Parp1
poly (ADP-ribose) polymerase 1
increases cleavage
ISO
cucurbitacin I results in increased cleavage of PARP1 protein
CTD
PMID:24858077
NCBI chr13:94,839,484...94,871,295
Ensembl chr13:92,307,586...92,339,404
G
Pparg
peroxisome proliferator-activated receptor gamma
decreases expression
ISO
cucurbitacin I results in decreased expression of PPARG mRNA
CTD
PMID:24316209
NCBI chr 4:150,095,743...150,221,104
Ensembl chr 4:148,423,194...148,548,468
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 chr10:86,311,528...86,363,513
Ensembl chr10:85,811,218...85,863,057
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 9:22,452,854...22,468,194
Ensembl chr 9:14,955,300...14,970,641
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