CHEBI:131494 - 5,6-dehydrotomatine

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ChEBI Name 5,6-dehydrotomatine
ChEBI ID CHEBI:131494
Definition A steroid alkaloid that consists of tomatine which has undergone formal dehydrogenation across positions 5 and 6. Found in tomatoes.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C50H81NO21
Net Charge 0
Average Mass 1032.174
Monoisotopic Mass 1031.53011
InChI InChI=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
InChIKey BYMOGFTUZUEFHY-SIUCFGLGSA-N
SMILES O([C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O[C@H]3[C@@H]([C@H]([C@@H](CO3)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)[C@@H]5CC6=CC[C@@]7([C@](CC[C@]8([C@]7(C[C@]9([C@@]8([C@@H]([C@@]%10(NC[C@H](CC%10)C)O9)C)[H])[H])[H])C)([C@]6(CC5)C)[H])[H]
Metabolite of Species Details
Solanum lycopersicum (NCBI:txid4081) See: MetaboLights Study
Solanum habrochaites (NCBI:txid62890) See: MetaboLights Study
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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.
(via alkaloid antibiotic )
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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
dehydrotomatin ChEBI
Manual Xref Database
HMDB0032002 HMDB
View more database links
Registry Numbers Types Sources
157604-98-3 CAS Registry Number HMDB
7902175 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12358437 PubMed citation Europe PMC
15053555 PubMed citation Europe PMC
15553139 PubMed citation Europe PMC
16200652 PubMed citation Europe PMC
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19514731 PubMed citation Europe PMC
20560602 PubMed citation Europe PMC
21698680 PubMed citation Europe PMC
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25156359 PubMed citation Europe PMC
27593526 PubMed citation Europe PMC
IND21634863 Agricola citation Europe PMC
IND21636610 Agricola citation Europe PMC
IND21976276 Agricola citation Europe PMC
IND44169759 Agricola citation Europe PMC
Last Modified
14 November 2016