CHEBI:8588 - protodioscin

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ChEBI Name protodioscin
ChEBI ID CHEBI:8588
Definition A spirostanyl glycoside that consists of the trisaccharide α-L-Rha-(1→4)-[α-L-Rha-(1→2)]-β-D-Glc attached to position 3 of 26-(β-D-glucopyranosyloxy)-3β,22-dihydroxyfurost-5-ene via a glycosidic linkage. Found in several plant species including yams, asparagus and funugreek.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C51H84O22
Net Charge 0
Average Mass 1049.19950
Monoisotopic Mass 1048.54542
InChI InChI=1S/C51H84O22/c1-20(19-65-45-39(60)38(59)35(56)30(17-52)69-45)9-14-51(64)21(2)32-29(73-51)16-28-26-8-7-24-15-25(10-12-49(24,5)27(26)11-13-50(28,32)6)68-48-44(72-47-41(62)37(58)34(55)23(4)67-47)42(63)43(31(18-53)70-48)71-46-40(61)36(57)33(54)22(3)66-46/h7,20-23,25-48,52-64H,8-19H2,1-6H3/t20-,21+,22+,23+,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-/m1/s1
InChIKey LVTJOONKWUXEFR-UEZXSUPNSA-N
SMILES [H][C@]12C[C@@]3([H])[C@]4([H])CC=C5C[C@H](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)O[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O
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 )
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ChEBI Ontology
Outgoing protodioscin (CHEBI:8588) has functional parent diosgenin (CHEBI:4629)
protodioscin (CHEBI:8588) has parent hydride spirostan (CHEBI:26745)
protodioscin (CHEBI:8588) has role metabolite (CHEBI:25212)
protodioscin (CHEBI:8588) is a β-D-glucoside (CHEBI:22798)
protodioscin (CHEBI:8588) is a cyclic hemiketal (CHEBI:59780)
protodioscin (CHEBI:8588) is a pentacyclic triterpenoid (CHEBI:25872)
protodioscin (CHEBI:8588) is a steroid saponin (CHEBI:61655)
protodioscin (CHEBI:8588) is a trisaccharide derivative (CHEBI:63571)
IUPAC Name
(3β,22R,25R)-26-(β-D-glucopyranosyloxy)-22-hydroxyfurost-5-en-3-yl α-L-rhamnopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→4)]-β-D-glucopyranoside
Synonyms Sources
Protodioscin KEGG COMPOUND
protodioscin UniProt
Manual Xrefs Databases
C00003585 KNApSAcK
C08907 KEGG COMPOUND
HMDB0034062 HMDB
Protodioscin Wikipedia
View more database links
Registry Numbers Types Sources
55056-80-9 CAS Registry Number KEGG COMPOUND
7683115 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20509104 PubMed citation Europe PMC
21535581 PubMed citation Europe PMC
22066185 PubMed citation Europe PMC
22642742 PubMed citation Europe PMC
22738987 PubMed citation Europe PMC
23303619 PubMed citation Europe PMC
23467827 PubMed citation Europe PMC
23594260 PubMed citation Europe PMC
23697538 PubMed citation Europe PMC
Last Modified
20 November 2014