notoginsenoside R1 (CHEBI:77149)

EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:77149 - notoginsenoside R1

Default Structure

Take structure to advanced search

ChEBI ID	CHEBI:77149
ChEBI Name	notoginsenoside R1
Stars
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.
Secondary ChEBI ID	CHEBI:7643
Last Modified	5 November 2019
Submitter	KAX
Downloads	Molfile

Formula	C47H80O18
Net Charge	0
Average Mass	933.139
Monoisotopic Mass	932.53447
SMILES	[H][C@]12C[C@@H](O)[C@]3([H])[C@@]([H])([C@](C)(CCC=C(C)C)O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)CC[C@@]3(C)[C@]1(C)C[C@H](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)[C@@]1([H])C(C)(C)[C@@H](O)CC[C@]21C
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
InChIKey	LLPWNQMSUYAGQI-OOSPGMBYSA-N

Roles Classification

Chemical Role:	antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:	phytoestrogen Any compound produced by a plant that happens to have estrogenic activity. 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.
Application:	neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders.

ChEBI Ontology

Outgoing Relation(s)
	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 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)
	notoginsenoside R1 (CHEBI:77149) is a β-D-glucoside (CHEBI:22798)

IUPAC Name
(3β,6α,12β)-20-(β-D-glucopyranosyloxy)-3,12-dihydroxydammar-24-en-6-yl 2-O-β-D-xylopyranosyl-β-D-glucopyranoside

UniProt Name	Source
(20S)-ginsenoside R1	UniProt

Manual Xrefs	Databases
C00003535	KNApSAcK
C08961	KEGG COMPOUND
CPD-15443	MetaCyc
HMDB0035363	HMDB

Registry Numbers	Sources
Reaxys:5723252	Reaxys
CAS:80418-24-2	KEGG COMPOUND
CAS:80418-24-2	ChemIDplus

Citations