ginsenoside Rd (CHEBI:67988)

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CHEBI:67988 - ginsenoside Rd

ChEBI ID	CHEBI:67988
ChEBI Name	ginsenoside Rd
Stars
Definition	A ginsenoside found in Panax ginseng and Panax japonicus var. major that is (20S)-ginsenoside Rg3 in which the hydroxy group at position 20 has been converted to its β-D-glucopyranoside.
Last Modified	22 January 2019
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)CC[C@@]1([H])C(C)(C)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)CC[C@]21C
InChI	InChI=1S/C48H82O18/c1-22(2)10-9-14-48(8,66-42-39(60)36(57)33(54)26(20-50)62-42)23-11-16-47(7)31(23)24(52)18-29-45(5)15-13-30(44(3,4)28(45)12-17-46(29,47)6)64-43-40(37(58)34(55)27(21-51)63-43)65-41-38(59)35(56)32(53)25(19-49)61-41/h10,23-43,49-60H,9,11-21H2,1-8H3/t23-,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	RLDVZILFNVRJTL-IWFVLDDISA-N

Species of Metabolite	Component	Source	Comments
Panax japonicus var. major (ncbitaxon:45211)	root (BTO:0001188)	PubMed (21417387)	Ethanolic extract of dried and pulverized roots

Roles Classification

Biological Roles:

immunosuppressive agent An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.

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.

metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.

Applications:

neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders.

vulnerary A drug used in treating and healing of wounds.

anti-inflammatory drug A substance that reduces or suppresses inflammation.

ChEBI Ontology

Outgoing Relation(s)
	ginsenoside Rd (CHEBI:67988) has functional parent (20S)-ginsenoside Rg3 (CHEBI:67991)
	ginsenoside Rd (CHEBI:67988) has role anti-inflammatory drug (CHEBI:35472)
	ginsenoside Rd (CHEBI:67988) has role apoptosis inducer (CHEBI:68495)
	ginsenoside Rd (CHEBI:67988) has role immunosuppressive agent (CHEBI:35705)
	ginsenoside Rd (CHEBI:67988) has role neuroprotective agent (CHEBI:63726)
	ginsenoside Rd (CHEBI:67988) has role plant metabolite (CHEBI:76924)
	ginsenoside Rd (CHEBI:67988) has role vulnerary (CHEBI:73336)
	ginsenoside Rd (CHEBI:67988) is a ginsenoside (CHEBI:74978)
	ginsenoside Rd (CHEBI:67988) is a tetracyclic triterpenoid (CHEBI:26893)
	ginsenoside Rd (CHEBI:67988) is a β-D-glucoside (CHEBI:22798)
Incoming Relation(s)
Incoming Relation(s)	ginsenoside Rb1 (CHEBI:67989) has functional parent ginsenoside Rd (CHEBI:67988)

IUPAC Name
(3β,12β)-20-(β-D-glucopyranosyloxy)-12-hydroxydammar-24-en-3-yl 2-O-β-D-glucopyranosyl-β-D-glucopyranoside

Synonyms	Source
2-O-β-D-glucopyranosyl-(3β,12β)-20-(β-D-glucopyranosyloxy)-12-hydroxydammara-24-en-3-yl-β-D-glucopyranoside	ChemIDplus
Gypenoside VIII	ChemIDplus
G-Rd	ChEBI
GS-Rd	ChEBI
(GS)-Rd	ChEBI
3-O-(β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl)-20-O-β-D-glucopyranosyl-20(S)-protopanaxadiol	ChEBI

UniProt Name	Source
(20S)-ginsenoside Rd	UniProt

Manual Xrefs	Databases
CPD-9249	MetaCyc

Registry Numbers	Sources
Reaxys:5723313	Reaxys
CAS:52705-93-8	ChemIDplus

Citations