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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:bufalin
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Accession:CHEBI:517248 term browser browse the term
Definition:A 14beta-hydroxy steroid that is bufan-20,22-dienolide having hydroxy substituents at the 5beta- and 14beta-positions. It has been isolated from the skin of the toad Bufo bufo.
Synonyms:exact_synonym: (3beta,5beta)-3,14-dihydroxybufa-20,22-dienolide
 related_synonym: 3,14-Dihydroxy-bufa-20,22-dienolide;   3-beta,14-Dihydroxy-5-beta-bufa-20,22-dienolide;   3beta,14beta-dihydroxy-5beta-bufa-20,22-dienolide;   Formula=C24H34O4;   InChI=1S/C24H34O4/c1-22-10-7-17(25)13-16(22)4-5-20-19(22)8-11-23(2)18(9-12-24(20,23)27)15-3-6-21(26)28-14-15/h3,6,14,16-20,25,27H,4-5,7-13H2,1-2H3/t16-,17+,18-,19+,20-,22+,23-,24+/m1/s1;   InChIKey=QEEBRPGZBVVINN-BMPKRDENSA-N;   SMILES=[H][C@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)[C@]([H])(CC[C@]34O)c3ccc(=O)oc3)[C@@]1(C)CC[C@H](O)C2
 xref: Beilstein:96550;   CAS:465-21-4;   KEGG:C16922;   LIPID_MAPS_instance:LMST01130001
 xref_mesh: MESH:C022777
 xref: PMID:10438974;   PMID:21185919;   PMID:23949904;   PMID:24484199;   PMID:24515724;   PMID:24719521;   PMID:26111756;   PMID:26133118;   PMID:26381511;   PMID:26446205;   PMID:8282340;   Reaxys:96550


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bufalin 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 bufalin inhibits the reaction [ABCB1 protein results in increased transport of quinidinium] CTD PMID:23104431 NCBI chr 4:22,339,829...22,517,642
Ensembl chr 4:22,133,521...22,425,515
JBrowse link
G Actb actin, beta increases expression ISO bufalin results in increased expression of ACTB protein CTD PMID:23091618 NCBI chr12:13,715,843...13,718,813
Ensembl chr12:13,715,843...13,718,841
JBrowse link
G Actg1 actin, gamma 1 increases expression ISO bufalin results in increased expression of ACTG1 protein CTD PMID:23091618 NCBI chr10:109,518,429...109,521,288
Ensembl chr 3:75,643,054...75,644,954
Ensembl chr10:75,643,054...75,644,954
JBrowse link
G Akt1 AKT serine/threonine kinase 1 multiple interactions ISO bufalin results in increased phosphorylation of and results in decreased expression of AKT1 protein CTD PMID:23949904 NCBI chr 6:137,218,398...137,239,970
Ensembl chr 6:137,218,376...137,236,258
JBrowse link
G Apaf1 apoptotic peptidase activating factor 1 increases expression ISO bufalin results in increased expression of APAF1 protein CTD PMID:27444971 NCBI chr 7:31,699,309...31,784,192
Ensembl chr 7:31,699,885...31,784,192
JBrowse link
G Bcl2 BCL2, apoptosis regulator decreases expression ISO bufalin results in decreased expression of BCL2 mRNA; bufalin results in decreased expression of BCL2 protein CTD PMID:7658701, PMID:27444971 NCBI chr13:26,605,426...26,769,374
Ensembl chr13:26,605,426...26,769,374
JBrowse link
G Casp3 caspase 3 increases expression ISO bufalin results in increased expression of CASP3 mRNA; bufalin results in increased expression of CASP3 protein modified form CTD PMID:27444971 NCBI chr16:48,845,011...48,863,249
Ensembl chr16:48,845,012...48,863,204
JBrowse link
G Casp9 caspase 9 increases activity ISO bufalin results in increased activity of CASP9 protein CTD PMID:27444971 NCBI chr 5:160,356,211...160,373,774
Ensembl chr 5:160,355,833...160,373,778
JBrowse link
G Cope COPI coat complex subunit epsilon decreases expression ISO bufalin results in decreased expression of COPE protein CTD PMID:23091618 NCBI chr16:20,863,141...20,873,516
Ensembl chr16:20,863,141...20,873,521
JBrowse link
G Cycs cytochrome c, somatic multiple interactions
increases expression
ISO bufalin inhibits the reaction [HSPB1 protein binds to CYCS protein]; HSPB1 protein inhibits the reaction [bufalin inhibits the reaction [HSPB1 protein binds to CYCS protein]]
bufalin results in increased expression of CYCS protein
CTD PMID:23091618, PMID:27444971 NCBI chr 4:80,331,226...80,333,326
Ensembl chr 4:80,331,227...80,333,326
JBrowse link
G Ddit3 DNA-damage inducible transcript 3 increases expression ISO bufalin results in increased expression of DDIT3 mRNA CTD PMID:27444971 NCBI chr 7:70,578,564...70,585,074
Ensembl chr 7:70,580,198...70,585,084
JBrowse link
G Dnajb11 DnaJ heat shock protein family (Hsp40) member B11 increases expression ISO bufalin results in increased expression of DNAJB11 protein CTD PMID:23091618 NCBI chr11:81,741,342...81,757,806
Ensembl chr11:81,741,297...81,757,813
JBrowse link
G Dut deoxyuridine triphosphatase decreases expression ISO bufalin results in decreased expression of DUT protein CTD PMID:23091618 NCBI chr 3:117,514,399...117,525,450
Ensembl chr 3:117,514,444...117,525,446
JBrowse link
G Eif2ak3 eukaryotic translation initiation factor 2 alpha kinase 3 decreases phosphorylation ISO bufalin results in decreased phosphorylation of EIF2AK3 protein CTD PMID:23949904 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 bufalin results in increased expression of ENDOG mRNA; bufalin results in increased expression of ENDOG protein CTD PMID:27444971 NCBI chr 3:8,741,833...8,744,414
Ensembl chr 3:8,741,766...8,744,592
JBrowse link
G Eno1 enolase 1 decreases expression ISO bufalin results in decreased expression of ENO1 protein CTD PMID:23091618 NCBI chr 5:167,288,223...167,299,610
Ensembl chr 5:167,288,223...167,299,609
JBrowse link
G Fas Fas cell surface death receptor increases expression ISO bufalin results in increased expression of FAS protein CTD PMID:27444971 NCBI chr 1:252,589,785...252,624,790
Ensembl chr 1:252,589,785...252,624,790
JBrowse link
G Faslg Fas ligand increases expression ISO bufalin results in increased expression of FASLG protein CTD PMID:27444971 NCBI chr13:79,696,811...79,717,581
Ensembl chr13:79,698,445...79,705,705
JBrowse link
G Fos Fos proto-oncogene, AP-1 transcription factor subunit multiple interactions
increases expression
ISO 2-(2-(4-(4-nitrobenzyloxy)phenyl)ethyl)isothiourea methanesulfonate inhibits the reaction [bufalin results in increased expression of FOS mRNA]; 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [bufalin results in increased expression of FOS mRNA] CTD PMID:10712238 NCBI chr 6:109,300,433...109,303,299
Ensembl chr 6:109,300,433...109,303,299
JBrowse link
G Grb2 growth factor receptor bound protein 2 decreases expression ISO bufalin results in decreased expression of GRB2 protein CTD PMID:23949904 NCBI chr10:104,193,953...104,263,071
Ensembl chr10:104,193,955...104,263,071
JBrowse link
G Gstp1 glutathione S-transferase pi 1 decreases expression ISO bufalin results in decreased expression of GSTP1 protein CTD PMID:23091618 NCBI chr 1:219,291,679...219,294,147
Ensembl chr 1:219,291,679...219,294,147
JBrowse link
G Hnrnph1 heterogeneous nuclear ribonucleoprotein H1 decreases expression ISO bufalin results in decreased expression of HNRNPH1 protein CTD PMID:23091618 NCBI chr10:35,872,619...35,879,911
Ensembl chr10:35,870,232...35,879,910
JBrowse link
G Hnrnpk heterogeneous nuclear ribonucleoprotein K decreases expression ISO bufalin results in decreased expression of HNRNPK protein CTD PMID:23091618 NCBI chr17:6,664,730...6,676,753
Ensembl chr17:6,665,659...6,676,654
JBrowse link
G Hspa5 heat shock protein family A (Hsp70) member 5 decreases expression ISO bufalin results in decreased expression of HSPA5 mRNA CTD PMID:27444971 NCBI chr 3:13,838,304...13,842,763
Ensembl chr 3:13,838,304...13,842,762
JBrowse link
G Hspb1 heat shock protein family B (small) member 1 multiple interactions
decreases response to substance
decreases expression
ISO benzyloxycarbonylleucyl-leucyl-leucine aldehyde inhibits the reaction [bufalin results in decreased expression of HSPB1 protein]; bufalin inhibits the reaction [HSPB1 protein binds to CYCS protein]; HSPB1 protein inhibits the reaction [bufalin affects the localization of RELA protein]; HSPB1 protein inhibits the reaction [bufalin inhibits the reaction [HSPB1 protein binds to CYCS protein]]; HSPB1 protein inhibits the reaction [bufalin results in increased cleavage of PARP1 protein]
HSPB1 protein results in decreased susceptibility to bufalin
CTD PMID:23091618 NCBI chr12:23,839,390...23,841,051
Ensembl chr12:23,839,399...23,841,049
JBrowse link
G Il1b interleukin 1 beta multiple interactions
increases expression
ISO 2-(2-(4-(4-nitrobenzyloxy)phenyl)ethyl)isothiourea methanesulfonate inhibits the reaction [bufalin results in increased expression of IL1B mRNA]; 2-(2-amino-3-methoxyphenyl)-4H-1-benzopyran-4-one inhibits the reaction [bufalin results in increased expression of IL1B mRNA]; Ro 31-8220 inhibits the reaction [bufalin results in increased expression of IL1B mRNA]; SB 203580 promotes the reaction [bufalin results in increased expression of IL1B mRNA] CTD PMID:10712238 NCBI chr 3:121,876,256...121,882,637
Ensembl chr 3:121,876,263...121,882,726
JBrowse link
G Jun Jun proto-oncogene, AP-1 transcription factor subunit decreases phosphorylation ISO bufalin results in decreased phosphorylation of JUN protein CTD PMID:23949904 NCBI chr 5:114,011,184...114,014,277
Ensembl chr 5:114,011,189...114,014,277
JBrowse link
G Krt18 keratin 18 increases expression ISO bufalin results in increased expression of KRT18 protein CTD PMID:23091618 NCBI chr 7:143,629,455...143,633,131
Ensembl chr 7:143,629,455...143,633,131
JBrowse link
G Map2k7 mitogen activated protein kinase kinase 7 decreases expression ISO bufalin results in decreased expression of MAP2K7 protein CTD PMID:23949904 NCBI chr12:2,546,278...2,555,310
Ensembl chr12:2,548,218...2,555,164
JBrowse link
G Map3k3 mitogen activated protein kinase kinase kinase 3 decreases expression ISO bufalin results in decreased expression of MAP3K3 protein CTD PMID:23949904 NCBI chr10:94,280,703...94,349,372
Ensembl chr10:94,280,703...94,349,368
JBrowse link
G Mapk1 mitogen activated protein kinase 1 multiple interactions
increases phosphorylation
decreases activity
ISO 2-(2-(4-(4-nitrobenzyloxy)phenyl)ethyl)isothiourea methanesulfonate inhibits the reaction [bufalin results in increased phosphorylation of MAPK1 protein]; Ro 31-8220 inhibits the reaction [bufalin results in increased phosphorylation of MAPK1 protein]; SB 203580 promotes the reaction [bufalin results in increased phosphorylation of MAPK1 protein]
bufalin results in decreased activity of MAPK1 protein
CTD PMID:10712238, PMID:21922632 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 activity
increases phosphorylation
ISO 2-(2-(4-(4-nitrobenzyloxy)phenyl)ethyl)isothiourea methanesulfonate inhibits the reaction [bufalin results in increased phosphorylation of MAPK3 protein]; Ro 31-8220 inhibits the reaction [bufalin results in increased phosphorylation of MAPK3 protein]; SB 203580 promotes the reaction [bufalin results in increased phosphorylation of MAPK3 protein]
bufalin results in decreased activity of MAPK3 protein
CTD PMID:10712238, PMID:21922632 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 decreases activity ISO bufalin results in decreased activity of MAPK8 protein CTD PMID:21922632 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 decreases activity ISO bufalin results in decreased activity of MAPK9 protein CTD PMID:21922632 NCBI chr10:35,333,859...35,374,364
Ensembl chr10:35,333,859...35,374,355
JBrowse link
G Mmp1 matrix metallopeptidase 1 decreases expression ISO bufalin results in decreased expression of MMP1 protein CTD PMID:23949904 NCBI chr 8:5,703,206...5,723,593
Ensembl chr 8:5,703,206...5,723,591
JBrowse link
G Mmp2 matrix metallopeptidase 2 multiple interactions
decreases secretion
decreases expression
ISO bufalin results in decreased expression of and results in decreased activity of MMP2 protein
bufalin results in decreased secretion of MMP2 protein
bufalin results in decreased expression of MMP2 mRNA
CTD PMID:21922632, PMID:23949904 NCBI chr19:15,542,771...15,570,589
Ensembl chr19:15,542,765...15,570,611
JBrowse link
G Mmp9 matrix metallopeptidase 9 decreases activity
decreases secretion
multiple interactions
decreases expression
ISO bufalin results in decreased activity of MMP9 protein
bufalin results in decreased secretion of MMP9 protein
bufalin results in decreased expression of and results in decreased activity of MMP9 protein
bufalin results in decreased expression of MMP9 mRNA
CTD PMID:21922632, PMID:23949904 NCBI chr 3:161,413,410...161,421,473
Ensembl chr 3:161,413,298...161,421,520
JBrowse link
G Myc MYC proto-oncogene, bHLH transcription factor decreases expression ISO bufalin results in decreased expression of MYC mRNA CTD PMID:7658701 NCBI chr 7:102,586,313...102,591,240
Ensembl chr 7:102,586,313...102,591,240
JBrowse link
G Nos2 nitric oxide synthase 2 decreases expression ISO bufalin results in decreased expression of NOS2 protein CTD PMID:23949904 NCBI chr10:66,188,290...66,221,621
Ensembl chr10:66,189,786...66,313,190
JBrowse link
G Parp1 poly (ADP-ribose) polymerase 1 increases cleavage
multiple interactions
ISO bufalin results in increased cleavage of PARP1 protein
HSPB1 protein inhibits the reaction [bufalin results in increased cleavage of PARP1 protein]
CTD PMID:23091618 NCBI chr13:98,857,255...98,889,444
Ensembl chr13:98,857,177...98,889,716
JBrowse link
G Ppa1 inorganic pyrophosphatase 1 decreases expression ISO bufalin results in decreased expression of PPA1 protein CTD PMID:23091618 NCBI chr20:31,265,519...31,292,451
Ensembl chr20:31,265,483...31,310,674
JBrowse link
G Ppp2cb protein phosphatase 2 catalytic subunit beta decreases expression ISO bufalin results in decreased expression of PPP2CB protein CTD PMID:23091618 NCBI chr16:62,273,276...62,294,767
Ensembl chr16:62,273,276...62,294,769
JBrowse link
G Psma3 proteasome 20S subunit alpha 3 decreases expression ISO bufalin results in decreased expression of PSMA3 protein CTD PMID:23091618 NCBI chr 6:93,423,029...93,444,223
Ensembl chr 6:93,423,002...93,444,240
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases expression ISO bufalin results in decreased expression of PTGS2 protein CTD PMID:23949904 NCBI chr13:67,351,230...67,356,920
Ensembl chr13:67,351,087...67,359,335
JBrowse link
G Ptk2 protein tyrosine kinase 2 decreases expression ISO bufalin results in decreased expression of PTK2 protein CTD PMID:23949904 NCBI chr 7:114,436,419...114,611,317
Ensembl chr 7:114,437,361...114,590,119
JBrowse link
G Rela RELA proto-oncogene, NF-kB subunit decreases expression
multiple interactions
affects localization
ISO bufalin results in decreased expression of RELA protein
HSPB1 protein inhibits the reaction [bufalin affects the localization of RELA protein]
CTD PMID:23091618, PMID:23949904 NCBI chr 1:220,992,770...221,003,249
Ensembl chr 1:220,992,770...221,003,249
JBrowse link
G Rhoa ras homolog family member A decreases expression ISO bufalin results in decreased expression of RHOA protein CTD PMID:23949904 NCBI chr 8:117,082,440...117,116,244
Ensembl chr 8:117,106,576...117,116,167
JBrowse link
G Rock1 Rho-associated coiled-coil containing protein kinase 1 decreases expression ISO bufalin results in decreased expression of ROCK1 protein CTD PMID:23949904 NCBI chr18:1,273,490...1,390,790
Ensembl chr18:1,273,453...1,390,190
JBrowse link
G Rplp0 ribosomal protein lateral stalk subunit P0 decreases expression ISO bufalin results in decreased expression of RPLP0 protein CTD PMID:23091618 NCBI chr12:46,791,528...46,794,797
Ensembl chr12:46,791,528...46,794,797
JBrowse link
G Rpsa ribosomal protein SA increases expression ISO bufalin results in increased expression of RPSA protein CTD PMID:23091618 NCBI chr 8:128,806,053...128,809,987
Ensembl chr 8:128,806,129...128,809,986
JBrowse link
G Sarnp SAP domain containing ribonucleoprotein increases expression ISO bufalin results in increased expression of SARNP protein CTD PMID:23091618 NCBI chr 7:3,246,220...3,300,467
Ensembl chr 7:3,246,220...3,300,455
JBrowse link
G Sos1 SOS Ras/Rac guanine nucleotide exchange factor 1 decreases expression ISO bufalin results in decreased expression of SOS1 protein CTD PMID:23949904 NCBI chr 6:3,105,443...3,182,977
Ensembl chr 6:3,104,861...3,182,996
JBrowse link
G Tardbp TAR DNA binding protein decreases expression ISO bufalin results in decreased expression of TARDBP protein CTD PMID:23091618 NCBI chr 5:165,432,089...165,442,232
Ensembl chr 5:165,432,095...165,442,048
JBrowse link
G Tcp1 t-complex 1 decreases expression ISO bufalin results in decreased expression of TCP1 protein CTD PMID:23091618 NCBI chr 1:48,025,664...48,033,343
Ensembl chr 1:48,025,663...48,033,396
JBrowse link
G Tmod3 tropomodulin 3 decreases expression ISO bufalin results in decreased expression of TMOD3 protein CTD PMID:23091618 NCBI chr 8:82,432,165...82,492,243
Ensembl chr 8:82,432,169...82,492,243
JBrowse link
G Tnf tumor necrosis factor increases expression
multiple interactions
ISO bufalin results in increased expression of TNF mRNA
SB 203580 promotes the reaction [bufalin results in increased expression of TNF mRNA]
CTD PMID:10712238 NCBI chr20:5,189,382...5,192,000
Ensembl chr20:5,189,390...5,192,000
JBrowse link
G Tpi1 triosephosphate isomerase 1 decreases expression ISO bufalin results in decreased expression of TPI1 protein CTD PMID:23091618 NCBI chr 4:157,328,375...157,331,905
Ensembl chr 4:157,328,379...157,331,905
JBrowse link
G Tpt1 tumor protein, translationally-controlled 1 decreases expression ISO bufalin results in decreased expression of TPT1 protein CTD PMID:23091618 NCBI chr15:57,891,680...57,894,504
Ensembl chr15:57,891,680...57,894,504
JBrowse link
G Vegfa vascular endothelial growth factor A decreases expression ISO bufalin results in decreased expression of VEGFA protein CTD PMID:23949904 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
        anti-inflammatory agent 14948
          bufalin 59
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
                                      carboxylic ester 14073
                                        lactone 5978
                                          steroid lactone 404
                                            bufanolide 76
                                              bufalin 59
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