notoginsenoside R1 (CHEBI:77149)

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CHEBI:77149 - notoginsenoside R1

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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:	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. phytoestrogen Any compound produced by a plant that happens to have estrogenic activity. 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
C08961	KEGG COMPOUND
CPD-15443	MetaCyc
HMDB0035363	HMDB
C00003535	KNApSAcK

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

Citations