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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 4:25,357,467...25,529,941
Ensembl chr 4:25,158,362...25,442,709
JBrowse link
G Actb actin, beta increases expression ISO bufalin results in increased expression of ACTB protein CTD PMID:23091618 NCBI chr12:11,663,112...11,666,697
Ensembl chr12:11,663,109...11,672,877
JBrowse link
G Actg1 actin, gamma 1 increases expression ISO bufalin results in increased expression of ACTG1 protein CTD PMID:23091618 NCBI chr10:105,619,738...105,622,587
Ensembl chr10:105,619,737...105,624,232
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 6:131,713,716...131,735,319
Ensembl chr 6:131,713,720...131,733,921
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 7:25,494,143...25,579,540
Ensembl chr 7:25,494,609...25,579,540
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 chr13:22,689,783...22,853,920 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 chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp9 caspase 9 increases activity ISO bufalin results in increased activity of CASP9 protein CTD PMID:27444971 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Cope COPI coat complex subunit epsilon decreases expression ISO bufalin results in decreased expression of COPE protein CTD PMID:23091618 NCBI chr16:19,114,871...19,125,527
Ensembl chr16:19,114,871...19,128,907
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 4:79,651,894...79,653,994
Ensembl chr 4:79,651,378...79,654,054
JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 increases metabolic processing
multiple interactions
increases expression
ISO CYP3A4 protein results in increased metabolism of bufalin
bufalin promotes the reaction [CYP3A4 protein results in increased metabolism of Midazolam]; bufalin results in increased expression of and results in increased activity of CYP3A4 protein; Ketoconazole inhibits the reaction [CYP3A4 protein results in increased metabolism of bufalin]
bufalin results in increased expression of CYP3A4 mRNA
CTD PMID:22178124 NCBI chr12:9,207,986...9,230,038
Ensembl chr12:9,015,383...9,285,008
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 7:63,115,645...63,121,203
Ensembl chr 7:63,116,380...63,121,201
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 chr11:78,151,750...78,168,259
Ensembl chr11:78,150,429...78,180,407
JBrowse link
G Dut deoxyuridine triphosphatase decreases expression ISO bufalin results in decreased expression of DUT protein CTD PMID:23091618 NCBI chr 3:112,498,864...112,509,994
Ensembl chr 3:112,498,982...112,510,771
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 4:102,805,495...102,866,914
Ensembl chr 4:102,805,510...102,866,911
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 3:13,449,113...13,451,715
Ensembl chr 3:13,449,086...13,451,932
JBrowse link
G Eno1 enolase 1 decreases expression ISO bufalin results in decreased expression of ENO1 protein CTD PMID:23091618 NCBI chr 5:160,719,951...160,731,337
Ensembl chr 5:160,719,951...160,731,336
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 1:231,798,963...231,832,591
Ensembl chr 1:231,798,960...231,832,591
JBrowse link
G Faslg Fas ligand increases expression ISO bufalin results in increased expression of FASLG protein CTD PMID:27444971 NCBI chr13:74,151,519...74,172,760
Ensembl chr13:74,154,954...74,162,215
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 6:105,121,170...105,124,036
Ensembl chr 6:105,121,170...105,124,036
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 chr10:100,881,404...100,949,193
Ensembl chr10:100,869,718...100,949,309
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 1:201,337,762...201,340,230
Ensembl chr 1:201,321,672...201,340,226
JBrowse link
G Hnrnph1 heterogeneous nuclear ribonucleoprotein H1 decreases expression ISO bufalin results in decreased expression of HNRNPH1 protein CTD PMID:23091618 NCBI chr10:34,692,868...34,702,849
Ensembl chr10:34,693,555...34,702,846
JBrowse link
G Hnrnpk heterogeneous nuclear ribonucleoprotein K decreases expression ISO bufalin results in decreased expression of HNRNPK protein CTD PMID:23091618 NCBI chr17:6,262,936...6,275,001
Ensembl chr17:6,262,998...6,274,997
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 3:18,055,507...18,059,969
Ensembl chr 3:18,055,405...18,059,891
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 chr12:20,794,014...20,795,675
Ensembl chr12:20,794,028...20,795,743
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 3:116,577,005...116,583,386
Ensembl chr 3:116,577,010...116,583,415
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 5:109,894,175...109,897,268
Ensembl chr 5:109,893,145...109,897,656
JBrowse link
G Krt18 keratin 18 increases expression ISO bufalin results in increased expression of KRT18 protein CTD PMID:23091618 NCBI chr 7:133,157,486...133,161,162
Ensembl chr 7:133,157,475...133,161,166
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 chr12:2,591,312...2,604,211
Ensembl chr12:2,591,219...2,604,222
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 chr10:91,020,174...91,088,852
Ensembl chr10:91,020,174...91,088,848
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 chr11:83,957,813...84,023,629
Ensembl chr11:83,957,813...84,023,616
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 1:181,366,646...181,372,863
Ensembl chr 1:181,366,637...181,372,863
JBrowse link
G Mapk8 mitogen-activated protein kinase 8 decreases activity ISO bufalin results in decreased activity of MAPK8 protein CTD PMID:21922632 NCBI chr16:8,638,897...8,721,960
Ensembl chr16:8,638,924...8,721,981
JBrowse link
G Mapk9 mitogen-activated protein kinase 9 decreases activity ISO bufalin results in decreased activity of MAPK9 protein CTD PMID:21922632 NCBI chr10:34,169,661...34,211,138
Ensembl chr10:34,169,675...34,210,178
JBrowse link
G Mmp1 matrix metallopeptidase 1 decreases expression ISO bufalin results in decreased expression of MMP1 protein CTD PMID:23949904 NCBI chr 8:4,658,588...4,679,099
Ensembl chr 8:4,658,588...4,679,097
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 chr19:14,154,657...14,182,870
Ensembl chr19:14,154,657...14,182,870
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 3:153,684,158...153,692,118
Ensembl chr 3:153,683,858...153,692,120
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 7:93,593,705...93,598,633
Ensembl chr 7:93,593,705...93,598,630
JBrowse link
G Nos2 nitric oxide synthase 2 decreases expression ISO bufalin results in decreased expression of NOS2 protein CTD PMID:23949904 NCBI chr10:63,815,308...63,851,208
Ensembl chr10:63,815,308...63,851,210
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 chr13:92,307,593...92,339,406
Ensembl chr13:92,307,586...92,339,404
JBrowse link
G Ppa1 inorganic pyrophosphatase 1 decreases expression ISO bufalin results in decreased expression of PPA1 protein CTD PMID:23091618 NCBI chr20:29,590,733...29,617,711
Ensembl chr20:29,590,707...29,619,215
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 chr16:58,558,119...58,579,325
Ensembl chr16:58,558,122...58,579,576
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 6:89,483,741...89,503,775
Ensembl chr 6:89,483,727...89,504,965
JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases expression ISO bufalin results in decreased expression of PTGS2 protein CTD PMID:23949904 NCBI chr13:62,164,080...62,169,770
Ensembl chr13:62,163,932...62,172,188
JBrowse link
G Ptk2 protein tyrosine kinase 2 decreases expression ISO bufalin results in decreased expression of PTK2 protein CTD PMID:23949904 NCBI chr 7:105,126,725...105,331,848
Ensembl chr 7:105,126,728...105,331,783
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 1:202,925,001...202,935,484
Ensembl chr 1:202,924,945...202,935,484
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 8:108,991,926...109,025,746
Ensembl chr 8:108,991,954...109,025,746
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 chr18:1,114,532...1,236,345
Ensembl chr18:1,115,905...1,235,571
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 chr12:41,054,363...41,057,632
Ensembl chr12:41,054,179...41,057,632
JBrowse link
G Rpsa ribosomal protein SA increases expression ISO bufalin results in increased expression of RPSA protein CTD PMID:23091618 NCBI chr 8:119,851,225...119,855,103
Ensembl chr 8:119,851,225...119,855,247
JBrowse link
G Sarnp SAP domain containing ribonucleoprotein increases expression ISO bufalin results in increased expression of SARNP protein CTD PMID:23091618 NCBI chr 7:1,251,096...1,305,335
Ensembl chr 7:1,251,098...1,305,332
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 6:14,533,870...14,613,348
Ensembl chr 6:14,533,360...14,611,107
JBrowse link
G Tardbp TAR DNA binding protein decreases expression ISO bufalin results in decreased expression of TARDBP protein CTD PMID:23091618 NCBI chr 5:159,050,518...159,062,218
Ensembl chr 5:159,051,799...159,062,055
JBrowse link
G Tcp1 t-complex 1 decreases expression ISO bufalin results in decreased expression of TCP1 protein CTD PMID:23091618 NCBI chr 1:47,829,061...47,836,809
Ensembl chr 1:47,828,652...47,836,839
JBrowse link
G Tmod3 tropomodulin 3 decreases expression ISO bufalin results in decreased expression of TMOD3 protein CTD PMID:23091618 NCBI chr 8:76,248,978...76,310,855
Ensembl chr 8:76,248,979...76,310,977
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 chr20:3,622,011...3,624,629
Ensembl chr20:3,622,011...3,624,629
JBrowse link
G Tpi1 triosephosphate isomerase 1 decreases expression ISO bufalin results in decreased expression of TPI1 protein CTD PMID:23091618 NCBI chr 4:157,615,283...157,618,813
Ensembl chr 4:157,615,386...157,619,541
JBrowse link
G Tpt1 tumor protein, translationally-controlled 1 decreases expression ISO bufalin results in decreased expression of TPT1 protein CTD PMID:23091618 NCBI chr15:51,156,728...51,159,629
Ensembl chr15:51,146,154...51,159,625
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 9:14,955,300...14,970,641
Ensembl chr 9:14,955,300...14,970,641
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19821
    role 19769
      application 19481
        anti-inflammatory agent 15831
          bufalin 60
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic ester 15884
                                        lactone 11242
                                          steroid lactone 417
                                            bufanolide 77
                                              bufalin 60
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