CHEBI:66259 - torvoside H

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ChEBI Name torvoside H
ChEBI ID CHEBI:66259
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C45H74O18
Net Charge 0
Average Mass 903.05830
Monoisotopic Mass 902.48752
InChI InChI=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
InChIKey DPXGNIHBGKCXMA-GXBWQGRMSA-N
SMILES [H][C@]12C[C@@]3([H])[C@]4([H])C[C@H](O[C@@H]5O[C@H](C)[C@@H](O)[C@H](O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)[C@H]5O)[C@@]5([H])CC(=O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@@](O)(CC[C@H](C)CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)O2
Metabolite of Species Details
Solanum torvum (NCBI:txid119830) Found in fruit (BTO:0000486). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
antiviral agent
A substance that destroys or inhibits replication of viruses.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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
Citation Waiting for Citations Type Source
16289258 PubMed citation Europe PMC
Last Modified
28 April 2020