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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:digitonin
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Accession:CHEBI:27729 term browser browse the term
Definition:A spirostanyl glycoside that is digitogenin in which the 3-hydroxy group is substituted by a beta-D-glucopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->2)-[beta-D-xylopyranosyl-(1->3)]-beta-D-glucopyranosyl-(1->4)-beta-D-galactopyranosyl group. It is a steroidal saponin isolated from the foxglove plant, Digitalis purpurea. It is used extensively as a mild non-ionic detergent for extracting proteins from membranes for structure and function studies.
Synonyms:exact_synonym: (25R)-2alpha,15beta-dihydroxy-5alpha-spirostan-3beta-yl beta-D-glucopyranosyl-(1->3)-beta-D-galactopyranosyl-(1->2)-[beta-D-xylopyranosyl-(1->3)]-beta-D-glucopyranosyl-(1->4)-beta-D-galactopyranoside
 related_synonym: Digitin;   Formula=C56H92O29;   InChI=1S/C56H92O29/c1-19-7-10-56(75-17-19)20(2)31-45(85-56)37(67)32-22-6-5-21-11-26(24(61)12-55(21,4)23(22)8-9-54(31,32)3)76-50-42(72)39(69)44(30(16-60)80-50)81-53-48(47(36(66)29(15-59)79-53)83-49-40(70)33(63)25(62)18-74-49)84-52-43(73)46(35(65)28(14-58)78-52)82-51-41(71)38(68)34(64)27(13-57)77-51/h19-53,57-73H,5-18H2,1-4H3/t19-,20+,21+,22-,23+,24-,25-,26-,27-,28-,29-,30-,31+,32-,33+,34-,35-,36-,37+,38+,39-,40-,41-,42-,43-,44+,45-,46+,47+,48-,49+,50-,51+,52+,53+,54-,55+,56-/m1/s1;   InChIKey=UVYVLBIGDKGWPX-KUAJCENISA-N;   SMILES=[H][C@@]12O[C@]3(CC[C@@H](C)CO3)[C@@H](C)[C@]1([H])[C@@]1(C)CC[C@@]3([H])[C@@]([H])(CC[C@@]4([H])C[C@@H](O[C@@H]5O[C@H](CO)[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O[C@@H]7OC[C@@H](O)[C@H](O)[C@H]7O)[C@H]6O[C@@H]6O[C@H](CO)[C@H](O)[C@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H]6O)[C@H](O)[C@H]5O)[C@H](O)C[C@]34C)[C@]1([H])[C@@H]2O
 alt_id: CHEBI:23727;   CHEBI:4548
 xref: Beilstein:78654;   CAS:11024-24-1;   Chemspider:4976216;   KEGG:C00765;   KNApSAcK:C00003574;   LIPID_MAPS_instance:LMST01080003
 xref_mesh: MESH:D004072
 xref: MetaCyc:CPD0-1629;   PMID:11603432;   PMID:19049416;   PMID:20072627;   PMID:21752631;   PMID:21951169;   PMID:22480420;   PMID:23062361;   PMID:23146422;   PMID:25412206;   PMID:25555589;   PMID:26349826;   PMID:26569199;   PMID:27147060;   PMID:27518122;   PMID:28333465;   PMID:28551523;   PMID:30240438;   PMID:32280324;   PMID:33333059;   PMID:33428933;   PMID:34330992;   PMID:34351328;   Patent:CN101829228;   Wikipedia:Digitonin


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digitonin term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Ccnb1 cyclin B1 increases expression ISO Digitonin results in increased expression of CCNB1 protein CTD PMID:36030841 NCBI chr 2:31,912,190...31,921,163
Ensembl chr 2:31,912,193...31,921,172 		JBrowse link
G Ccnd1 cyclin D1 increases expression ISO Digitonin results in increased expression of CCND1 protein CTD PMID:36030841 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602 		JBrowse link
G Cdh5 cadherin 5 multiple interactions ISO Digitonin inhibits the reaction [[ETV2 protein co-treated with GATA2 protein] results in decreased expression of CDH5 protein] CTD PMID:31404653 NCBI chr19:815,415...854,478
Ensembl chr19:815,411...854,368 		JBrowse link
G Cdkn1a cyclin-dependent kinase inhibitor 1A decreases expression ISO Digitonin results in decreased expression of CDKN1A protein CTD PMID:36030841 NCBI chr20:7,149,177...7,159,727
Ensembl chr20:7,149,217...7,159,585 		JBrowse link
G Cdkn1b cyclin-dependent kinase inhibitor 1B decreases expression ISO Digitonin results in decreased expression of CDKN1B protein CTD PMID:36030841 NCBI chr 4:167,760,067...167,765,177
Ensembl chr 4:167,760,181...167,764,982 		JBrowse link
G Cyp2b3 cytochrome P450, family 2, subfamily b, polypeptide 3 increases expression ISO Digitonin results in increased expression of CYP2B10 protein CTD PMID:36030841 NCBI chr 1:81,652,762...81,732,153
Ensembl chr 1:81,652,787...81,732,143 		JBrowse link
G Cyp3a2 cytochrome P450, family 3, subfamily a, polypeptide 2 increases expression ISO Digitonin results in increased expression of CYP3A11 protein CTD PMID:36030841 NCBI chr12:9,207,978...9,230,064
Ensembl chr12:9,015,383...9,285,008 		JBrowse link
G Etv2 ETS variant transcription factor 2 multiple interactions ISO Digitonin inhibits the reaction [[ETV2 protein co-treated with GATA2 protein] results in decreased expression of CDH5 protein]; Digitonin inhibits the reaction [[ETV2 protein co-treated with GATA2 protein] results in increased expression of SPN protein] CTD PMID:31404653 NCBI chr 1:85,890,562...85,894,025
Ensembl chr 1:85,890,559...85,893,431 		JBrowse link
G Gata2 GATA binding protein 2 multiple interactions ISO Digitonin inhibits the reaction [[ETV2 protein co-treated with GATA2 protein] results in decreased expression of CDH5 protein]; Digitonin inhibits the reaction [[ETV2 protein co-treated with GATA2 protein] results in increased expression of SPN protein] CTD PMID:31404653 NCBI chr 4:120,654,205...120,667,763
Ensembl chr 4:120,658,986...120,667,761 		JBrowse link
G Hexb hexosaminidase subunit beta multiple interactions
increases activity		 ISO 1,2-dioleoyl-sn-glycero-3-phosphoglycerol inhibits the reaction [Digitonin results in increased activity of HEXB protein] CTD PMID:36860548 NCBI chr 2:28,483,997...28,504,165
Ensembl chr 2:28,484,012...28,504,223 		JBrowse link
G Hif1a hypoxia inducible factor 1 subunit alpha decreases expression ISO Digitonin results in decreased expression of HIF1A protein CTD PMID:34717917 NCBI chr 6:92,624,059...92,669,262
Ensembl chr 6:92,624,390...92,669,261 		JBrowse link
G Nek2 NIMA-related kinase 2 increases expression ISO Digitonin results in increased expression of NEK2 protein CTD PMID:36030841 NCBI chr13:103,405,818...103,419,063
Ensembl chr13:103,405,819...103,419,051 		JBrowse link
G Rbl2 RB transcriptional corepressor like 2 decreases expression ISO Digitonin results in decreased expression of RBL2 protein CTD PMID:36030841 NCBI chr19:15,876,852...15,923,632
Ensembl chr19:15,876,853...15,923,572 		JBrowse link
G Slc22a2 solute carrier family 22 member 2 multiple interactions ISO Digitonin inhibits the reaction [SLC22A2 protein results in increased uptake of 4-(4-dimethylaminostyryl)-1-methylpyridinium] CTD PMID:21599003 NCBI chr 1:48,121,061...48,163,268
Ensembl chr 1:48,121,061...48,163,268 		JBrowse link
G Slco1a4 solute carrier organic anion transporter family, member 1a4 increases expression ISO Digitonin results in increased expression of SLCO1A4 protein CTD PMID:36030841 NCBI chr 4:174,710,004...174,764,810
Ensembl chr 4:174,710,004...175,254,573 		JBrowse link
G Spn sialophorin multiple interactions ISO Digitonin inhibits the reaction [[ETV2 protein co-treated with GATA2 protein] results in increased expression of SPN protein] CTD PMID:31404653 NCBI chr 1:181,746,937...181,759,564
Ensembl chr 1:181,746,429...181,759,628 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19898
    role 19868
      application 19714
        detergent 3659
          digitonin 16
Path 2
Term Annotations click to browse term
  CHEBI ontology 19898
    subatomic particle 19896
      composite particle 19896
        hadron 19896
          baryon 19896
            nucleon 19896
              atomic nucleus 19896
                atom 19896
                  main group element atom 19835
                    p-block element atom 19835
                      carbon group element atom 19774
                        carbon atom 19771
                          organic molecular entity 19771
                            heteroorganic entity 19528
                              organochalcogen compound 19290
                                organooxygen compound 19206
                                  carbohydrates and carbohydrate derivatives 15297
                                    carbohydrate 15297
                                      carbohydrate derivative 14310
                                        glycosyl compound 13075
                                          glycoside 11844
                                            saponin 497
                                              steroid saponin 368
                                                spirostanyl glycoside 118
                                                  digitonin 16
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