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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, sub-family B member 1A multiple interactions ISO bufalin inhibits the reaction [ABCB1 protein results in increased transport of quinidinium] CTD PMID:23104431 NCBI chr 5:8,617,091...8,798,575
Ensembl chr 5:8,710,077...8,798,575 		JBrowse link
G Actb actin, beta increases expression ISO bufalin results in increased expression of ACTB protein CTD PMID:23091618 NCBI chr 5:142,888,870...142,892,509
Ensembl chr 5:142,888,870...142,892,509 		JBrowse link
G Actg1 actin, gamma, cytoplasmic 1 increases expression ISO bufalin results in increased expression of ACTG1 protein CTD PMID:23091618 NCBI chr11:120,236,513...120,239,321
Ensembl chr11:120,236,516...120,239,368 		JBrowse link
G Akt1 thymoma viral proto-oncogene 1 multiple interactions ISO bufalin results in increased phosphorylation of and results in decreased expression of AKT1 protein CTD PMID:23949904 NCBI chr12:112,620,260...112,641,266
Ensembl chr12:112,620,255...112,641,318 		JBrowse link
G Apaf1 apoptotic peptidase activating factor 1 increases expression ISO bufalin results in increased expression of APAF1 protein CTD PMID:27444971 NCBI chr10:90,825,173...90,918,688
Ensembl chr10:90,825,173...90,918,632 		JBrowse link
G Bcl2 B cell leukemia/lymphoma 2 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 chr 1:106,465,906...106,642,020
Ensembl chr 1:106,465,908...106,642,004 		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 chr 8:47,070,326...47,092,733
Ensembl chr 8:47,070,326...47,092,724 		JBrowse link
G Casp9 caspase 9 increases activity ISO bufalin results in increased activity of CASP9 protein CTD PMID:27444971 NCBI chr 4:141,520,923...141,543,289
Ensembl chr 4:141,520,923...141,543,287 		JBrowse link
G Cope coatomer protein complex, subunit epsilon decreases expression ISO bufalin results in decreased expression of COPE protein CTD PMID:23091618 NCBI chr 8:70,755,417...70,765,652
Ensembl chr 8:70,755,168...70,765,643 		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 6:50,539,543...50,543,549
Ensembl chr 6:50,539,543...50,543,518 		JBrowse link
G Ddit3 DNA-damage inducible transcript 3 increases expression ISO bufalin results in increased expression of DDIT3 mRNA CTD PMID:27444971 NCBI chr10:127,126,662...127,132,160
Ensembl chr10:127,126,643...127,132,157
Ensembl chr10:127,126,643...127,132,157 		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 chr16:22,676,595...22,698,384
Ensembl chr16:22,676,595...22,698,384 		JBrowse link
G Dut deoxyuridine triphosphatase decreases expression ISO bufalin results in decreased expression of DUT protein CTD PMID:23091618 NCBI chr 2:125,089,168...125,100,969
Ensembl chr 2:125,089,110...125,100,528 		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 6:70,821,468...70,882,225
Ensembl chr 6:70,821,499...70,882,229 		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 2:30,061,525...30,064,057
Ensembl chr 2:30,061,505...30,064,081 		JBrowse link
G Eno1 enolase 1, alpha non-neuron decreases expression ISO bufalin results in decreased expression of ENO1 protein CTD PMID:23091618 NCBI chr 4:150,321,165...150,333,336
Ensembl chr 4:150,321,178...150,333,336 		JBrowse link
G Fas Fas cell surface death receptor increases expression ISO bufalin results in increased expression of FAS protein CTD PMID:27444971 NCBI chr19:34,267,926...34,305,175
Ensembl chr19:34,268,066...34,305,172 		JBrowse link
G Fasl Fas ligand increases expression ISO bufalin results in increased expression of FASLG protein CTD PMID:27444971 NCBI chr 1:161,608,260...161,616,064
Ensembl chr 1:161,608,258...161,616,064 		JBrowse link
G Fos FBJ osteosarcoma oncogene 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 chr12:85,520,664...85,524,048
Ensembl chr12:85,520,664...85,524,047 		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 chr11:115,534,871...115,599,423
Ensembl chr11:115,534,871...115,599,423 		JBrowse link
G Gstp1 glutathione S-transferase, pi 1 decreases expression ISO bufalin results in decreased expression of GSTP1 protein CTD PMID:23091618 NCBI chr19:4,085,411...4,087,912
Ensembl chr19:4,085,407...4,087,985 		JBrowse link
G Hnrnph1 heterogeneous nuclear ribonucleoprotein H1 decreases expression ISO bufalin results in decreased expression of HNRNPH1 protein CTD PMID:23091618 NCBI chr11:50,266,084...50,277,355
Ensembl chr11:50,267,817...50,277,355 		JBrowse link
G Hnrnpk heterogeneous nuclear ribonucleoprotein K decreases expression ISO bufalin results in decreased expression of HNRNPK protein CTD PMID:23091618 NCBI chr13:58,538,946...58,551,157
Ensembl chr13:58,538,956...58,551,157 		JBrowse link
G Hspa5 heat shock protein 5 decreases expression ISO bufalin results in decreased expression of HSPA5 mRNA CTD PMID:27444971 NCBI chr 2:34,662,102...34,666,541
Ensembl chr 2:34,661,982...34,667,559 		JBrowse link
G Hspb1 heat shock protein 1 multiple interactions
decreases expression
decreases response to substance		 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 chr 5:135,916,773...135,918,417
Ensembl chr 5:135,916,773...135,918,417 		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 2:129,206,490...129,213,059
Ensembl chr 2:129,206,490...129,213,059 		JBrowse link
G Jun jun proto-oncogene decreases phosphorylation ISO bufalin results in decreased phosphorylation of JUN protein CTD PMID:23949904 NCBI chr 4:94,937,273...94,940,459
Ensembl chr 4:94,937,271...94,940,459 		JBrowse link
G Krt18 keratin 18 increases expression ISO bufalin results in increased expression of KRT18 protein CTD PMID:23091618 NCBI chr15:101,936,651...101,940,461
Ensembl chr15:101,936,615...101,940,462 		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 chr 8:4,288,740...4,297,897
Ensembl chr 8:4,288,740...4,297,897
Ensembl chr 8:4,288,740...4,297,897 		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 chr11:105,975,358...106,047,482
Ensembl chr11:105,975,439...106,046,272 		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 chr16:16,801,246...16,865,317
Ensembl chr16:16,801,246...16,865,317 		JBrowse link
G Mapk3 mitogen-activated protein kinase 3 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 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 7:126,358,798...126,364,988
Ensembl chr 7:126,358,773...126,364,991 		JBrowse link
G Mapk8 mitogen-activated protein kinase 8 decreases activity ISO bufalin results in decreased activity of MAPK8 protein CTD PMID:21922632 NCBI chr14:33,099,855...33,169,213
Ensembl chr14:33,099,855...33,169,115 		JBrowse link
G Mapk9 mitogen-activated protein kinase 9 decreases activity ISO bufalin results in decreased activity of MAPK9 protein CTD PMID:21922632 NCBI chr11:49,737,558...49,777,248
Ensembl chr11:49,737,578...49,777,248 		JBrowse link
G Mcl1 myeloid cell leukemia sequence 1 decreases expression ISO bufalin co-treated with osimertinib decreases expression of MCL1 protein in lung
Bufalin decreases expression of MCL1 protein in lung		 RGD PMID:31301315 PMID:28419994 RGD:151356917, RGD:151356918 NCBI chr 3:95,564,017...95,583,553
Ensembl chr 3:95,566,099...95,570,487 		JBrowse link
G Mmp1b matrix metallopeptidase 1b (interstitial collagenase) decreases expression ISO bufalin results in decreased expression of MMP1 protein CTD PMID:23949904 NCBI chr 9:7,367,670...7,388,026
Ensembl chr 9:7,368,239...7,388,047 		JBrowse link
G Mmp2 matrix metallopeptidase 2 multiple interactions
decreases expression
decreases secretion		 ISO bufalin results in decreased expression of and results in decreased activity of MMP2 protein
bufalin results in decreased expression of MMP2 mRNA
bufalin results in decreased secretion of MMP2 protein		 CTD PMID:21922632 PMID:23949904 NCBI chr 8:93,553,920...93,580,049
Ensembl chr 8:93,553,919...93,580,048 		JBrowse link
G Mmp9 matrix metallopeptidase 9 decreases activity
decreases expression
multiple interactions
decreases secretion		 ISO bufalin results in decreased activity of MMP9 protein
bufalin results in decreased expression of MMP9 mRNA
bufalin results in decreased expression of and results in decreased activity of MMP9 protein
bufalin results in decreased secretion of MMP9 protein		 CTD PMID:21922632 PMID:23949904 NCBI chr 2:164,782,246...164,797,770
Ensembl chr 2:164,782,700...164,797,770 		JBrowse link
G Myc myelocytomatosis oncogene decreases expression ISO bufalin results in decreased expression of MYC mRNA CTD PMID:7658701 NCBI chr15:61,857,190...61,862,210
Ensembl chr15:61,857,240...61,862,223 		JBrowse link
G Nos2 nitric oxide synthase 2, inducible decreases expression ISO bufalin results in decreased expression of NOS2 protein CTD PMID:23949904 NCBI chr11:78,811,613...78,851,052
Ensembl chr11:78,811,613...78,851,080 		JBrowse link
G Parp1 poly (ADP-ribose) polymerase family, member 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 chr 1:180,396,456...180,428,564
Ensembl chr 1:180,396,489...180,428,819 		JBrowse link
G Ppa1 pyrophosphatase (inorganic) 1 decreases expression ISO bufalin results in decreased expression of PPA1 protein CTD PMID:23091618 NCBI chr10:61,484,400...61,509,944
Ensembl chr10:61,484,331...61,509,947 		JBrowse link
G Ppp2cb protein phosphatase 2 (formerly 2A), catalytic subunit, beta isoform decreases expression ISO bufalin results in decreased expression of PPP2CB protein CTD PMID:23091618 NCBI chr 8:34,089,672...34,109,831
Ensembl chr 8:34,089,653...34,109,469 		JBrowse link
G Psma3 proteasome subunit alpha 3 decreases expression ISO bufalin results in decreased expression of PSMA3 protein CTD PMID:23091618 NCBI chr12:71,016,082...71,042,651
Ensembl chr12:71,021,395...71,043,121 		JBrowse link
G Ptgs2 prostaglandin-endoperoxide synthase 2 decreases expression ISO bufalin results in decreased expression of PTGS2 protein CTD PMID:23949904 NCBI chr 1:149,975,851...149,983,978
Ensembl chr 1:149,975,782...149,983,978 		JBrowse link
G Ptk2 PTK2 protein tyrosine kinase 2 decreases expression ISO bufalin results in decreased expression of PTK2 protein CTD PMID:23949904 NCBI chr15:73,076,951...73,297,192
Ensembl chr15:73,076,951...73,295,129 		JBrowse link
G Rela v-rel reticuloendotheliosis viral oncogene homolog A (avian) decreases expression
affects localization
multiple interactions		 ISO bufalin results in decreased expression of RELA protein
bufalin affects the localization of RELA protein
HSPB1 protein inhibits the reaction [bufalin affects the localization of RELA protein]		 CTD PMID:23091618 PMID:23949904 NCBI chr19:5,686,993...5,698,162
Ensembl chr19:5,687,511...5,698,158 		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 9:108,183,359...108,215,142
Ensembl chr 9:108,183,328...108,215,133 		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 chr18:10,064,401...10,182,225
Ensembl chr18:10,064,401...10,182,045 		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 chr 5:115,697,526...115,701,788
Ensembl chr 5:115,697,526...115,701,786 		JBrowse link
G Rpsa ribosomal protein SA increases expression ISO bufalin results in increased expression of RPSA protein CTD PMID:23091618 NCBI chr 9:119,956,832...119,961,435
Ensembl chr 9:119,956,755...119,961,435 		JBrowse link
G Sarnp SAP domain containing ribonucleoprotein increases expression ISO bufalin results in increased expression of SARNP protein CTD PMID:23091618 NCBI chr10:128,657,633...128,713,507
Ensembl chr10:128,653,202...128,713,498 		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 chr17:80,701,181...80,787,882
Ensembl chr17:80,701,180...80,787,882 		JBrowse link
G Tardbp TAR DNA binding protein decreases expression ISO bufalin results in decreased expression of TARDBP protein CTD PMID:23091618 NCBI chr 4:148,696,839...148,711,672
Ensembl chr 4:148,696,839...148,711,476 		JBrowse link
G Tcp1 t-complex protein 1 decreases expression ISO bufalin results in decreased expression of TCP1 protein CTD PMID:23091618 NCBI chr17:13,135,216...13,143,954
Ensembl chr17:13,134,588...13,143,954 		JBrowse link
G Tmod3 tropomodulin 3 decreases expression ISO bufalin results in decreased expression of TMOD3 protein CTD PMID:23091618 NCBI chr 9:75,405,066...75,466,939
Ensembl chr 9:75,404,989...75,466,939 		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 chr17:35,418,343...35,420,983
Ensembl chr17:35,418,357...35,420,983 		JBrowse link
G Tpi1 triosephosphate isomerase 1 decreases expression ISO bufalin results in decreased expression of TPI1 protein CTD PMID:23091618 NCBI chr 6:124,787,549...124,791,121
Ensembl chr 6:124,787,549...124,791,259 		JBrowse link
G Tpt1 tumor protein, translationally-controlled 1 decreases expression ISO bufalin results in decreased expression of TPT1 protein CTD PMID:23091618 NCBI chr14:76,082,771...76,085,743
Ensembl chr14:76,082,533...76,085,965 		JBrowse link
G Vegfa vascular endothelial growth factor A decreases expression ISO bufalin results in decreased expression of VEGFA protein CTD PMID:23949904 NCBI chr17:46,327,919...46,343,303
Ensembl chr17:46,327,919...46,343,295 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 22178
    role 22194
      application 21744
        anti-inflammatory agent 17331
          bufalin 60
Path 2
Term Annotations click to browse term
  CHEBI ontology 22178
    subatomic particle 22170
      composite particle 22170
        hadron 22201
          baryon 22170
            nucleon 22170
              atomic nucleus 22170
                atom 22170
                  main group element atom 22104
                    p-block element atom 22104
                      carbon group element atom 21904
                        carbon atom 21859
                          organic molecular entity 21830
                            heteroorganic entity 21482
                              organochalcogen compound 20966
                                organooxygen compound 20806
                                  ester 18216
                                    carboxylic ester 17229
                                      lactone 13001
                                        steroid lactone 469
                                          bufanolide 99
                                            bufalin 60
paths to the root