CHEBI:77148 - ginsenoside Re

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ChEBI Name ginsenoside Re
Definition A ginsenoside found in Panax ginseng that is dammarane which is substituted by hydroxy groups at the 3β, 6α, 12β and 20 pro-S positions, in which the hydroxy groups at positions 6 and 20 have been converted to the corresponding α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside and β-D-glucopyranoside respectively, and in which a double bond has been introduced at the 24-25 position.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter KAX
Secondary ChEBI IDs CHEBI:5359
Supplier Information
Download Molfile XML SDF
Formula C48H82O18
Net Charge 0
Average Mass 947.15390
Monoisotopic Mass 946.55012
InChI InChI=1S/C48H82O18/c1-21(2)11-10-14-48(9,66-42-38(60)35(57)32(54)26(19-49)63-42)23-12-16-46(7)30(23)24(51)17-28-45(6)15-13-29(52)44(4,5)40(45)25(18-47(28,46)8)62-43-39(36(58)33(55)27(20-50)64-43)65-41-37(59)34(56)31(53)22(3)61-41/h11,22-43,49-60H,10,12-20H2,1-9H3/t22-,23-,24+,25-,26+,27+,28+,29-,30-,31-,32+,33+,34+,35-,36-,37+,38+,39+,40-,41-,42-,43+,45+,46+,47+,48-/m0/s1
SMILES C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2O[C@H]2C[C@]3(C)[C@H](C[C@@H](O)[C@@H]4[C@H](CC[C@@]34C)[C@](C)(CCC=C(C)C)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@]3(C)CC[C@H](O)C(C)(C)[C@H]23)[C@H](O)[C@H](O)[C@H]1O
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
Application(s): nephroprotective agent
Any protective agent that is able to prevent damage to the kidney.
neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ginsenoside Re (CHEBI:77148) has parent hydride dammarane (CHEBI:36488)
ginsenoside Re (CHEBI:77148) has role anti-inflammatory agent (CHEBI:67079)
ginsenoside Re (CHEBI:77148) has role antineoplastic agent (CHEBI:35610)
ginsenoside Re (CHEBI:77148) has role antioxidant (CHEBI:22586)
ginsenoside Re (CHEBI:77148) has role nephroprotective agent (CHEBI:76595)
ginsenoside Re (CHEBI:77148) has role neuroprotective agent (CHEBI:63726)
ginsenoside Re (CHEBI:77148) has role plant metabolite (CHEBI:76924)
ginsenoside Re (CHEBI:77148) is a β-D-glucoside (CHEBI:22798)
ginsenoside Re (CHEBI:77148) is a 12β-hydroxy steroid (CHEBI:36847)
ginsenoside Re (CHEBI:77148) is a 3β-hydroxy steroid (CHEBI:36836)
ginsenoside Re (CHEBI:77148) is a 3β-hydroxy-4,4-dimethylsteroid (CHEBI:143563)
ginsenoside Re (CHEBI:77148) is a disaccharide derivative (CHEBI:63353)
ginsenoside Re (CHEBI:77148) is a ginsenoside (CHEBI:74978)
ginsenoside Re (CHEBI:77148) is a tetracyclic triterpenoid (CHEBI:26893)
(3β,6α,12β)-20-(β-D-glucopyranosyloxy)-3,12-dihydroxydammar-24-en-6-yl 2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside
(3β,6α,12β)-20-(β-D-glucopyranosyloxy)-3,12-dihydroxydammar-24-en-6-yl 2-O-(α-L-rhamnopyranosyl)-β-D-glucopyranoside
Synonyms Sources
(20S)-ginsenoside Re UniProt
Chikusetsusaponin IVc ChemIDplus
Ginsenoside B2 ChemIDplus
NSC 308877 ChemIDplus
Panaxoside RE ChemIDplus
Manual Xrefs Databases
C00003518 KNApSAcK
CPD-15442 MetaCyc
WO2006001654 Patent
View more database links
Registry Numbers Types Sources
52286-59-6 CAS Registry Number KEGG COMPOUND
52286-59-6 CAS Registry Number ChemIDplus
5723316 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22031031 PubMed citation SUBMITTER
22849695 PubMed citation Europe PMC
22850209 PubMed citation Europe PMC
23063957 PubMed citation Europe PMC
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23896123 PubMed citation Europe PMC
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24198653 PubMed citation Europe PMC
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24430743 PubMed citation Europe PMC
Last Modified
05 November 2019