EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:131494 - 5,6-dehydrotomatine

ChEBI IDCHEBI:131494
ChEBI Name5,6-dehydrotomatine
Stars
DefinitionA steroid alkaloid that consists of tomatine which has undergone formal dehydrogenation across positions 5 and 6. Found in tomatoes.
Last Modified14 November 2016
Submittermwilliams
DownloadsMolfile
FormulaC50H81NO21
Net Charge0
Average Mass1032.184
Monoisotopic Mass1031.53011
SMILES[H][C@@]12CC=C3C[C@@H](O[C@@H]4O[C@H](CO)[C@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O[C@@H]6OC[C@@H](O)[C@H](O)[C@H]6O)[C@H]5O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@H](O)[C@H]4O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])C[C@]2([H])O[C@@]3(CC[C@H](C)CN3)[C@@H](C)[C@]12[H]
InChIInChI=1S/C50H81NO21/c1-20-7-12-50(51-15-20)21(2)32-28(72-50)14-26-24-6-5-22-13-23(8-10-48(22,3)25(24)9-11-49(26,32)4)65-45-40(63)37(60)41(31(18-54)68-45)69-47-43(71-46-39(62)36(59)34(57)29(16-52)66-46)42(35(58)30(17-53)67-47)70-44-38(61)33(56)27(55)19-64-44/h5,20-21,23-47,51-63H,6-19H2,1-4H3/t20-,21-,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-/m0/s1
InChIKeyBYMOGFTUZUEFHY-SIUCFGLGSA-N
Species of MetaboliteComponentSourceComments
Solanum habrochaites (ncbitaxon:62890) - MetaboLights (MTBLS297)
Solanum lycopersicum (ncbitaxon:4081) - MetaboLights (MTBLS297)
Roles Classification
Biological Roles:
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
phytotoxin  Any toxin produced by a plant.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
5,6-dehydrotomatine (CHEBI:131494) has functional parent tomatine (CHEBI:9630)
5,6-dehydrotomatine (CHEBI:131494) has role antifungal agent (CHEBI:35718)
5,6-dehydrotomatine (CHEBI:131494) has role phytotoxin (CHEBI:38231)
5,6-dehydrotomatine (CHEBI:131494) has role plant metabolite (CHEBI:76924)
5,6-dehydrotomatine (CHEBI:131494) is a alkaloid antibiotic (CHEBI:86322)
5,6-dehydrotomatine (CHEBI:131494) is a glycoside (CHEBI:24400)
5,6-dehydrotomatine (CHEBI:131494) is a steroid alkaloid (CHEBI:26767)
5,6-dehydrotomatine (CHEBI:131494) is a tetrasaccharide derivative (CHEBI:63567)
IUPAC Name 
(3β,25S)-spirosol-5-en-3-yl β-D-glucopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside
Synonym  Source
dehydrotomatinChEBI
Manual XrefsDatabases
HMDB0032002HMDB
Registry NumbersSources
Reaxys:7902175Reaxys
CAS:157604-98-3HMDB
Citations