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:

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

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

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

Applications:

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.

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

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

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

Citations