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CHEBI:66259 - torvoside H

ChEBI IDCHEBI:66259
ChEBI Nametorvoside H
Stars
DefinitionA steroid saponin that is (5α,6α,22R,25S)-6,22,26-trihydroxyfurostan-3-one in which the hydroxy group at position 6 has been converted into the β-D-glucopyranosyl-(1→3)-α-L-rhamnoside derivative, while that at position 26 has been converted to its β-D-glucoside. Torvoside H is a natural product found in the fruit of Solanum torvum which shows antiviral activity against herpes simplex virus type 1.
Last Modified28 April 2020
DownloadsMolfile
FormulaC45H74O18
Net Charge0
Average Mass903.069
Monoisotopic Mass902.48752
SMILES[H][C@@]12C[C@H](O[C@@H]3O[C@H](C)[C@@H](O)[C@H](O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@H]3O)[C@@]3([H])CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])C[C@]2([H])O[C@](O)(CC[C@H](C)CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](C)[C@]12[H]
InChIInChI=1S/C45H74O18/c1-18(17-57-40-36(53)35(52)33(50)29(16-46)61-40)7-12-45(56)19(2)30-28(63-45)15-25-23-14-27(26-13-22(47)8-10-43(26,5)24(23)9-11-44(25,30)6)60-42-38(55)39(32(49)21(4)59-42)62-41-37(54)34(51)31(48)20(3)58-41/h18-21,23-42,46,48-56H,7-17H2,1-6H3/t18-,19-,20-,21+,23+,24-,25-,26+,27-,28-,29+,30-,31-,32+,33+,34+,35-,36+,37+,38+,39-,40+,41-,42-,43+,44-,45+/m0/s1
InChIKeyDPXGNIHBGKCXMA-GXBWQGRMSA-N
Species of MetaboliteComponentSourceComments
Solanum torvum (ncbitaxon:119830) fruit (BTO:0000486) PubMed (11830167)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antiviral agent  A substance that destroys or inhibits replication of viruses.
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)
torvoside H (CHEBI:66259) has role antiviral agent (CHEBI:22587)
torvoside H (CHEBI:66259) has role metabolite (CHEBI:25212)
torvoside H (CHEBI:66259) is a 3-oxo-5α-steroid (CHEBI:13601)
torvoside H (CHEBI:66259) is a cyclic hemiketal (CHEBI:59780)
torvoside H (CHEBI:66259) is a disaccharide derivative (CHEBI:63353)
torvoside H (CHEBI:66259) is a pentacyclic triterpenoid (CHEBI:25872)
torvoside H (CHEBI:66259) is a steroid saponin (CHEBI:61655)
IUPAC Name 
(5α,6α,22R,25S)-6-{[6-deoxy-3-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy}-22-hydroxy-3-oxofurostan-26-yl β-D-glucopyranoside
Synonym  Source
(25S)-26-O-(β-D-glucopyranosyl)-6α,26-dihydroxy-5α-spirostan-3-one 6-O-[α-L-rhamnopyranosyl-(1→3)-β-D-quinovopyranoside]ChEBI
Citations