CHEBI:77149 - notoginsenoside R1

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ChEBI Name notoginsenoside R1
Definition A ginsenoside found in Panax notoginseng 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 β-D-xylopyranosyl-(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:7643
Supplier Information
Download Molfile XML SDF
Formula C47H80O18
Net Charge 0
Average Mass 933.12730
Monoisotopic Mass 932.53447
InChI InChI=1S/C47H80O18/c1-21(2)10-9-13-47(8,65-41-37(59)34(56)32(54)26(18-48)62-41)22-11-15-45(6)30(22)23(50)16-28-44(5)14-12-29(52)43(3,4)39(44)25(17-46(28,45)7)61-42-38(35(57)33(55)27(19-49)63-42)64-40-36(58)31(53)24(51)20-60-40/h10,22-42,48-59H,9,11-20H2,1-8H3/t22-,23+,24+,25-,26+,27+,28+,29-,30-,31-,32+,33+,34-,35-,36+,37+,38+,39-,40-,41-,42+,44+,45+,46+,47-/m0/s1
SMILES CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3[C@H](C[C@@]21C)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[C@@H]1OC[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.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Any compound produced by a plant that happens to have estrogenic activity.
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
Application(s): neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing notoginsenoside R1 (CHEBI:77149) has parent hydride dammarane (CHEBI:36488)
notoginsenoside R1 (CHEBI:77149) has role antioxidant (CHEBI:22586)
notoginsenoside R1 (CHEBI:77149) has role apoptosis inducer (CHEBI:68495)
notoginsenoside R1 (CHEBI:77149) has role neuroprotective agent (CHEBI:63726)
notoginsenoside R1 (CHEBI:77149) has role phytoestrogen (CHEBI:76989)
notoginsenoside R1 (CHEBI:77149) has role plant metabolite (CHEBI:76924)
notoginsenoside R1 (CHEBI:77149) is a β-D-glucoside (CHEBI:22798)
notoginsenoside R1 (CHEBI:77149) is a 12β-hydroxy steroid (CHEBI:36847)
notoginsenoside R1 (CHEBI:77149) is a 3β-hydroxy steroid (CHEBI:36836)
notoginsenoside R1 (CHEBI:77149) is a 3β-hydroxy-4,4-dimethylsteroid (CHEBI:143563)
notoginsenoside R1 (CHEBI:77149) is a disaccharide derivative (CHEBI:63353)
notoginsenoside R1 (CHEBI:77149) is a ginsenoside (CHEBI:74978)
notoginsenoside R1 (CHEBI:77149) is a tetracyclic triterpenoid (CHEBI:26893)
(3β,6α,12β)-20-(β-D-glucopyranosyloxy)-3,12-dihydroxydammar-24-en-6-yl 2-O-β-D-xylopyranosyl-β-D-glucopyranoside
Synonym Source
(20S)-ginsenoside R1 UniProt
Manual Xrefs Databases
C00003535 KNApSAcK
CPD-15443 MetaCyc
HMDB0035363 HMDB
View more database links
Registry Numbers Types Sources
5723252 Reaxys Registry Number Reaxys
80418-24-2 CAS Registry Number KEGG COMPOUND
80418-24-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22031031 PubMed citation SUBMITTER
23170834 PubMed citation Europe PMC
23900706 PubMed citation Europe PMC
24232000 PubMed citation Europe PMC
24380300 PubMed citation Europe PMC
24437944 PubMed citation Europe PMC
Last Modified
05 November 2019