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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:cantharidin
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Accession:CHEBI:64213 term browser browse the term
Definition:A monoterpenoid with an epoxy-bridged cyclic dicarboxylic anhydride structure secreted by many species of blister beetle, and most notably by the Spanish fly, Lytta vesicatoria. Natural toxin inhibitor of protein phosphatases 1 and 2A.
Synonyms:exact_synonym: (3aR,4S,7R,7aS)-3a,7a-dimethylhexahydro-4,7-epoxy-2-benzofuran-1,3-dione
 related_synonym: 1,2-Dimethyl-3,6-epoxyperhydrophthalic anhydride;   Cantharidine;   Cantharone;   Formula=C10H12O4;   InChI=1S/C10H12O4/c1-9-5-3-4-6(13-5)10(9,2)8(12)14-7(9)11/h5-6H,3-4H2,1-2H3/t5-,6+,9+,10-;   InChIKey=DHZBEENLJMYSHQ-XCVPVQRUSA-N;   Kantharidin;   SMILES=C[C@]12[C@@H]3CC[C@@H](O3)[C@@]1(C)C(=O)OC2=O;   exo-1,2-cis-Dimethyl-3,6-epoxyhexahydrophthalic anhydride
 xref: Beilstein:85302;   CAS:56-25-7;   KEGG:C16778;   KNApSAcK:C00010979;   LINCS:LSM-42705
 xref_mesh: MESH:D002193
 xref: PMID:20594813;   PMID:21595743;   PMID:21668865;   PMID:21907641;   PMID:21930197;   PMID:22001622;   PMID:22233030;   PMID:22351815;   PMID:22380659;   PMID:22402807;   Reaxys:85302;   Wikipedia:Cantharidin


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cantharidin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ahr aryl hydrocarbon receptor increases expression
multiple interactions
ISO Cantharidin results in increased expression of AHR protein
Cantharidin binds to and results in increased activity of AHR protein
CTD PMID:14644660 NCBI chr 6:54,963,990...55,001,806
Ensembl chr 6:54,963,990...55,001,464
JBrowse link
G Aifm1 apoptosis inducing factor, mitochondria associated 1 multiple interactions ISO Cantharidin results in increased expression of and affects the localization of AIFM1 protein CTD PMID:27113412 NCBI chr  X:135,304,063...135,343,062
Ensembl chr  X:135,304,066...135,343,087
JBrowse link
G Akt1 AKT serine/threonine kinase 1 increases phosphorylation ISO Cantharidin results in increased phosphorylation of AKT1 protein CTD PMID:27113412 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
JBrowse link
G Atf6 activating transcription factor 6 increases cleavage ISO Cantharidin results in increased cleavage of ATF6 protein CTD PMID:27113412 NCBI chr13:89,053,457...89,242,531
Ensembl chr13:89,055,983...89,242,443
JBrowse link
G Bax BCL2 associated X, apoptosis regulator increases expression ISO Cantharidin results in increased expression of BAX protein CTD PMID:16117893, PMID:27113412 NCBI chr 1:101,451,801...101,457,207
Ensembl chr 1:101,451,802...101,457,207
JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression ISO Cantharidin results in decreased expression of BCL2 protein CTD PMID:16117893, PMID:27113412 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Birc5 baculoviral IAP repeat-containing 5 decreases expression ISO Cantharidin results in decreased expression of BIRC5 protein CTD PMID:16117893 NCBI chr10:106,856,097...106,864,419
Ensembl chr10:106,856,097...106,864,413
JBrowse link
G Capn1 calpain 1 increases expression ISO Cantharidin results in increased expression of CAPN1 protein CTD PMID:27113412 NCBI chr 1:221,346,081...221,370,965
Ensembl chr 1:221,346,066...221,370,322
JBrowse link
G Capn2 calpain 2 increases expression ISO Cantharidin results in increased expression of CAPN2 protein CTD PMID:27113412 NCBI chr13:100,878,649...100,928,811
Ensembl chr13:100,878,650...100,928,811
JBrowse link
G Casp3 caspase 3 multiple interactions ISO Cantharidin results in increased cleavage of and results in increased activity of CASP3 protein CTD PMID:27113412 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp4 caspase 4 increases expression ISO Cantharidin results in increased expression of CASP4 protein CTD PMID:27113412 NCBI chr 8:2,616,391...2,651,682
Ensembl chr 8:2,635,851...2,651,652
JBrowse link
G Casp8 caspase 8 multiple interactions ISO Cantharidin results in increased cleavage of and results in increased activity of CASP8 protein CTD PMID:27113412 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 expression
multiple interactions
ISO Cantharidin results in increased expression of CASP9 mRNA; Cantharidin results in increased expression of CASP9 protein
Cantharidin results in increased cleavage of and results in increased activity of CASP9 protein
CTD PMID:27113412 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Cdh1 cadherin 1 increases expression ISO Cantharidin results in increased expression of CDH1 protein CTD PMID:31945315 NCBI chr19:38,768,467...38,838,395
Ensembl chr19:38,768,467...38,838,395
JBrowse link
G Cdk6 cyclin-dependent kinase 6 decreases expression ISO Cantharidin results in decreased expression of CDK6 protein CTD PMID:27113412 NCBI chr 4:27,781,728...27,969,653
Ensembl chr 4:27,785,647...27,966,398
JBrowse link
G Cdkn2b cyclin-dependent kinase inhibitor 2B affects expression ISO Cantharidin affects the expression of CDKN2B mRNA CTD PMID:31945315 NCBI chr 5:107,834,353...107,857,428
Ensembl chr 5:107,845,951...107,858,104
JBrowse link
G Cldn2 claudin 2 multiple interactions ISO Cantharidin inhibits the reaction [caffeic acid phenethyl ester results in decreased expression of CLDN2 protein] CTD PMID:29597147 NCBI chr  X:111,122,552...111,133,188
Ensembl chr  X:111,122,552...111,137,769
JBrowse link
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 increases expression ISO Cantharidin results in increased expression of CYP1A1 protein CTD PMID:14644660 NCBI chr 8:62,472,087...62,478,122
Ensembl chr 8:62,472,095...62,478,147
JBrowse link
G Ddit3 DNA-damage inducible transcript 3 increases expression ISO Cantharidin results in increased expression of DDIT3 mRNA; Cantharidin results in increased expression of DDIT3 protein CTD PMID:27113412 NCBI chr 7:70,578,564...70,585,074
Ensembl chr 7:70,580,198...70,585,084
JBrowse link
G Eif2ak3 eukaryotic translation initiation factor 2 alpha kinase 3 increases expression ISO Cantharidin results in increased expression of EIF2AK3 protein CTD PMID:27113412 NCBI chr 4:98,648,513...98,709,695
Ensembl chr 4:98,648,545...98,709,694
JBrowse link
G Endog endonuclease G increases expression ISO Cantharidin results in increased expression of ENDOG protein CTD PMID:27113412 NCBI chr 3:8,741,833...8,744,414
Ensembl chr 3:8,741,766...8,744,592
JBrowse link
G Ern1 endoplasmic reticulum to nucleus signaling 1 increases expression ISO Cantharidin results in increased expression of ERN1 protein CTD PMID:27113412 NCBI chr10:94,588,555...94,682,072
Ensembl chr10:94,588,555...94,681,914
JBrowse link
G Hamp hepcidin antimicrobial peptide decreases expression ISO Cantharidin analog results in decreased expression of HAMP mRNA; Cantharidin results in decreased expression of HAMP mRNA CTD PMID:25633564 NCBI chr 1:89,368,021...89,369,960
Ensembl chr 1:89,368,021...89,369,960
JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 increases expression ISO Cantharidin results in increased expression of HSPA5 protein CTD PMID:27113412 NCBI chr 3:13,838,304...13,842,763
Ensembl chr 3:13,838,304...13,842,762
JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit increases phosphorylation ISO Cantharidin results in increased phosphorylation of JUN protein CTD PMID:27113412 NCBI chr 5:114,011,184...114,014,277
Ensembl chr 5:114,011,189...114,014,277
JBrowse link
G Mapk1 mitogen activated protein kinase 1 increases phosphorylation ISO Cantharidin results in increased phosphorylation of MAPK1 protein CTD PMID:27113412 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 increases phosphorylation ISO Cantharidin results in increased phosphorylation of MAPK3 protein CTD PMID:27113412 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mdm2 MDM2 proto-oncogene decreases expression ISO Cantharidin results in decreased expression of MDM2 mRNA CTD PMID:31945315 NCBI chr 7:60,719,060...60,743,618
Ensembl chr 7:60,719,066...60,743,328
JBrowse link
G Mmp2 matrix metallopeptidase 2 decreases expression ISO Cantharidin results in decreased expression of MMP2 protein CTD PMID:31945315 NCBI chr19:15,542,771...15,570,589
Ensembl chr19:15,542,765...15,570,611
JBrowse link
G Mmp9 matrix metallopeptidase 9 decreases expression ISO Cantharidin results in decreased expression of MMP9 protein CTD PMID:31945315 NCBI chr 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO Cantharidin results in increased cleavage of PARP1 protein CTD PMID:27113412 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link
G Pik3ca phosphatidylinositol-4,5-bisphosphate 3-kinase, catalytic subunit alpha decreases expression ISO Cantharidin results in decreased expression of PIK3CA protein CTD PMID:31945315 NCBI chr 2:118,831,350...118,861,456
Ensembl chr 2:118,831,350...118,861,454
JBrowse link
G Pik3r1 phosphoinositide-3-kinase regulatory subunit 1 decreases expression ISO Cantharidin results in decreased expression of PIK3R1 protein modified form CTD PMID:31945315 NCBI chr 2:31,742,326...31,826,882
Ensembl chr 2:31,745,088...31,826,867
JBrowse link
G Pten phosphatase and tensin homolog increases expression ISO Cantharidin results in increased expression of PTEN mRNA; Cantharidin results in increased expression of PTEN protein CTD PMID:31945315 NCBI chr 1:251,421,814...251,487,634
Ensembl chr 1:251,421,596...251,487,832
JBrowse link
G Pvt1 Pvt1 oncogene decreases expression ISO Cantharidin results in decreased expression of PVT1 mRNA CTD PMID:31945315 NCBI chr 7:102,648,394...102,871,316 JBrowse link
G Rps6kb1 ribosomal protein S6 kinase B1 increases phosphorylation EXP Cantharidin results in increased phosphorylation of RPS6KB1 protein CTD PMID:15342961 NCBI chr10:73,824,200...73,865,503
Ensembl chr10:73,824,202...73,865,364
JBrowse link
G Smad3 SMAD family member 3 multiple interactions ISO Cantharidin inhibits the reaction [TGFB1 protein results in increased phosphorylation of SMAD3 protein] CTD PMID:31652400 NCBI chr 8:68,569,530...68,678,349
Ensembl chr 8:68,569,530...68,678,349
JBrowse link
G Tgfb1 transforming growth factor, beta 1 multiple interactions ISO Cantharidin inhibits the reaction [TGFB1 protein results in increased phosphorylation of SMAD3 protein] CTD PMID:31652400 NCBI chr 1:82,480,875...82,497,196
Ensembl chr 1:82,480,195...82,497,199
JBrowse link
G Tnfrsf10b TNF receptor superfamily member 10b increases expression ISO Cantharidin results in increased expression of TNFRSF10A protein CTD PMID:27113412 NCBI chr15:51,433,853...51,464,215 JBrowse link
G Tnfsf10 TNF superfamily member 10 increases expression ISO Cantharidin results in increased expression of TNFSF10 protein CTD PMID:27113412 NCBI chr 2:113,008,008...113,026,899
Ensembl chr 2:113,007,549...113,026,899
JBrowse link
G Xiap X-linked inhibitor of apoptosis decreases expression ISO Cantharidin results in decreased expression of XIAP protein CTD PMID:27113412 NCBI chr  X:128,409,425...128,455,786
Ensembl chr  X:128,409,472...128,453,000
JBrowse link
cantharidic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Casp3 caspase 3 multiple interactions
increases cleavage
ISO SB 203580 inhibits the reaction [cantharidic acid results in increased cleavage of CASP3 protein] CTD PMID:29159945, PMID:29345422, PMID:31916385 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp8 caspase 8 increases cleavage
multiple interactions
ISO cantharidic acid results in increased cleavage of CASP8 protein
SB 203580 inhibits the reaction [cantharidic acid results in increased cleavage of CASP8 protein]
CTD PMID:29159945, PMID:29345422, PMID:31916385 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
multiple interactions
ISO cantharidic acid results in increased cleavage of CASP9 protein
SB 203580 inhibits the reaction [cantharidic acid results in increased cleavage of CASP9 protein]
CTD PMID:29159945, PMID:29345422, PMID:31916385 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
decreases phosphorylation
increases phosphorylation
ISO U 0126 inhibits the reaction [cantharidic acid results in increased phosphorylation of MAPK1 protein]
cantharidic acid results in decreased phosphorylation of MAPK1 protein
CTD PMID:29159945, PMID:29345422, PMID:31916385 NCBI chr11:88,203,863...88,273,301
Ensembl chr11:88,211,599...88,273,254
JBrowse link
G Mapk3 mitogen activated protein kinase 3 multiple interactions
decreases phosphorylation
increases phosphorylation
ISO U 0126 inhibits the reaction [cantharidic acid results in increased phosphorylation of MAPK3 protein]
cantharidic acid results in decreased phosphorylation of MAPK3 protein
CTD PMID:29159945, PMID:29345422, PMID:31916385 NCBI chr 1:198,192,773...198,198,975
Ensembl chr 1:198,192,773...198,198,975
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 increases phosphorylation ISO cantharidic acid results in increased phosphorylation of MAPK8 protein CTD PMID:29345422, PMID:31916385 NCBI chr16:9,620,854...9,709,342
Ensembl chr16:9,625,177...9,709,347
JBrowse link
G Mapk9 mitogen-activated protein kinase 9 increases phosphorylation ISO cantharidic acid results in increased phosphorylation of MAPK9 protein CTD PMID:29345422 NCBI chr10:35,333,859...35,374,364
Ensembl chr10:35,333,859...35,374,355
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage ISO cantharidic acid results in increased cleavage of PARP1 protein CTD PMID:29159945, PMID:29345422, PMID:31916385 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      application 19393
        pesticide 16264
          herbicide 11202
            cantharidin 43
              cantharidic acid 8
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic group 18495
                              organic divalent group 18488
                                organodiyl group 18488
                                  carbonyl group 18391
                                    carbonyl compound 18391
                                      carboxylic anhydride 1950
                                        cyclic dicarboxylic anhydride 1946
                                          cantharidin 43
                                            cantharidic acid 8
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.