protodioscin (CHEBI:8588)

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CHEBI:8588 - protodioscin

ChEBI ID	CHEBI:8588
ChEBI Name	protodioscin
Stars
Definition	A furostanol 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.
Last Modified	23 June 2025
Downloads	Molfile

Formula	C51H84O22
Net Charge	0
Average Mass	1049.211
Monoisotopic Mass	1048.54542
SMILES	[H][C@@]12CC=C3C[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@H](O)[C@H]4O[C@@H]4O[C@@H](C)[C@H](O)[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@](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]
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

Wikipedia

Roles Classification

Biological Roles:

plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.

metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

Applications:

anti-inflammatory agent Any compound that has anti-inflammatory effects.

antilipemic drug A substance used to treat hyperlipidemia (an excess of lipids in the blood).

antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders.

ChEBI Ontology

Outgoing Relation(s)
	protodioscin (CHEBI:8588) has parent hydride furostan (CHEBI:24130)
	protodioscin (CHEBI:8588) has role anti-inflammatory agent (CHEBI:67079)
	protodioscin (CHEBI:8588) has role antilipemic drug (CHEBI:35679)
	protodioscin (CHEBI:8588) has role antineoplastic agent (CHEBI:35610)
	protodioscin (CHEBI:8588) has role apoptosis inducer (CHEBI:68495)
	protodioscin (CHEBI:8588) has role neuroprotective agent (CHEBI:63726)
	protodioscin (CHEBI:8588) has role plant metabolite (CHEBI:76924)
	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)
	protodioscin (CHEBI:8588) is a β-D-glucoside (CHEBI:22798)

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

Synonym	Source
Protodioscin	KEGG COMPOUND

UniProt Name	Source
protodioscin	UniProt

Manual Xrefs	Databases
C08907	KEGG COMPOUND
Protodioscin	Wikipedia
HMDB0034062	HMDB
C00003585	KNApSAcK
FDB012730	FooDB
CPD-15469	MetaCyc

Registry Numbers	Sources
Reaxys:7683115	Reaxys
CAS:55056-80-9	KEGG COMPOUND

Citations