loading...| Preferred Name |
digitonin |
| Synonyms |
Digitonin (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 Digitin |
| Definitions |
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. |
| ID |
http://purl.obolibrary.org/obo/CHEBI_27729 |
| charge |
0 |
| database_cross_reference |
PMID:20072627 MetaCyc:CPD0-1629 PMID:27147060 PMID:23062361 PMID:33333059 KNApSAcK:C00003574 PMID:21951169 PMID:33428933 PMID:34351328 PMID:30240438 PMID:26349826 Beilstein:78654 PMID:25412206 PMID:11603432 PMID:28333465 PMID:22480420 PMID:34330992 Chemspider:4976216 PMID:19049416 LIPID_MAPS_instance:LMST01080003 PMID:25555589 PMID:32280324 Wikipedia:Digitonin CAS:11024-24-1 KEGG:C00765 PMID:21752631 PMID:26569199 PMID:28551523 PMID:23146422 PMID:27518122 Patent:CN101829228 |
| 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. |
| formula |
C56H92O29 |
| has functional parent | |
| has role | |
| has_alternative_id |
CHEBI:4548 CHEBI:23727 |
| has_exact_synonym |
Digitonin (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 |
| has_obo_namespace |
chebi_ontology |
| has_related_synonym |
Digitin |
| id |
CHEBI:27729 |
| in_subset | |
| inchi |
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 |
| label |
digitonin |
| mass |
1229.323 |
| monoisotopicmass |
1228.57243 |
| notation |
CHEBI:27729 |
| prefLabel |
digitonin |
| 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 |
| treeView | |
| subClassOf |
| Delete | Mapping To | Ontology | Source |
|---|---|---|---|
| http://purl.bioontology.org/ontology/MESH/D004072 | Medical Subject Headings / 医学主题词表 | LOOM |