ginsenoside Re (CHEBI:77148)

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CHEBI:77148 - ginsenoside Re

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ChEBI ID	CHEBI:77148
ChEBI Name	ginsenoside Re
Stars
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.
Secondary ChEBI ID	CHEBI:5359
Last Modified	5 November 2019
Submitter	KAX
Downloads	Molfile

Formula	C48H82O18
Net Charge	0
Average Mass	947.166
Monoisotopic Mass	946.55012
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]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O)[C@@]1([H])C(C)(C)[C@@H](O)CC[C@]21C
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
InChIKey	PWAOOJDMFUQOKB-WCZZMFLVSA-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. metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:	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. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. anti-inflammatory agent Any compound that has anti-inflammatory effects.

ChEBI Ontology

Outgoing Relation(s)
	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 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)
	ginsenoside Re (CHEBI:77148) is a β-D-glucoside (CHEBI:22798)

IUPAC Names
(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	Source
Ginsenoside B2	ChemIDplus
NSC 308877	ChemIDplus
Panaxoside RE	ChemIDplus
Chikusetsusaponin IVc	ChemIDplus

UniProt Name	Source
(20S)-ginsenoside Re	UniProt

Manual Xrefs	Databases
C08944	KEGG COMPOUND
CPD-15442	MetaCyc
WO2006001654	Patent
C00003518	KNApSAcK

Registry Numbers	Sources
Reaxys:5723316	Reaxys
CAS:52286-59-6	KEGG COMPOUND
CAS:52286-59-6	ChemIDplus

Citations