CHEBI:67986 - ginsenoside Rf

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name ginsenoside Rf
ChEBI ID CHEBI:67986
Definition A ginsenoside found in Panax ginseng and Panax japonicus var. major that is dammarane which is substituted by hydroxy groups at the 3β, 6α, 12β and 20 pro-S positions, in which the hydroxy group at position 6 has been converted to the corresponding β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside, 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.
Secondary ChEBI IDs CHEBI:5360
Supplier Information
Download Molfile XML SDF
Formula C42H72O14
Net Charge 0
Average Mass 801.01270
Monoisotopic Mass 800.49221
InChI InChI=1S/C42H72O14/c1-20(2)10-9-13-42(8,52)21-11-15-40(6)28(21)22(45)16-26-39(5)14-12-27(46)38(3,4)35(39)23(17-41(26,40)7)53-37-34(32(50)30(48)25(19-44)55-37)56-36-33(51)31(49)29(47)24(18-43)54-36/h10,21-37,43-52H,9,11-19H2,1-8H3/t21-,22+,23-,24+,25+,26+,27-,28-,29+,30+,31-,32-,33+,34+,35-,36-,37+,39+,40+,41+,42-/m0/s1
InChIKey UZIOUZHBUYLDHW-XUBRWZAZSA-N
SMILES CC(C)=CCC[C@](C)(O)[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]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Metabolite of Species Details
Panax japonicus var. major (NCBI:txid45211) Found in root (BTO:0001188). Ethanolic extract of dried and pulverized roots See: PubMed
Roles Classification
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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ginsenoside Rf (CHEBI:67986) has parent hydride dammarane (CHEBI:36488)
ginsenoside Rf (CHEBI:67986) has role antineoplastic agent (CHEBI:35610)
ginsenoside Rf (CHEBI:67986) has role apoptosis inducer (CHEBI:68495)
ginsenoside Rf (CHEBI:67986) has role plant metabolite (CHEBI:76924)
ginsenoside Rf (CHEBI:67986) is a β-D-glucoside (CHEBI:22798)
ginsenoside Rf (CHEBI:67986) is a 12β-hydroxy steroid (CHEBI:36847)
ginsenoside Rf (CHEBI:67986) is a 20-hydroxy steroid (CHEBI:36854)
ginsenoside Rf (CHEBI:67986) is a 3β-hydroxy steroid (CHEBI:36836)
ginsenoside Rf (CHEBI:67986) is a 3β-hydroxy-4,4-dimethylsteroid (CHEBI:143563)
ginsenoside Rf (CHEBI:67986) is a disaccharide derivative (CHEBI:63353)
ginsenoside Rf (CHEBI:67986) is a ginsenoside (CHEBI:74978)
ginsenoside Rf (CHEBI:67986) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name
(β,6α,12β)-3,12,20-trihydroxydammar-24-en-6-yl 2-O-β-D-glucopyranosyl-β-D-glucopyranoside
Synonym Source
Panaxoside RF ChemIDplus
Manual Xrefs Databases
C00003519 KNApSAcK
C08945 KEGG COMPOUND
CPD-15441 MetaCyc
HMDB0034745 HMDB
US2007224297 Patent
View more database links
Registry Numbers Types Sources
52286-58-5 CAS Registry Number KEGG COMPOUND
52286-58-5 CAS Registry Number ChemIDplus
5721199 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10823656 PubMed citation Europe PMC
11901233 PubMed citation Europe PMC
12479975 PubMed citation Europe PMC
16297877 PubMed citation Europe PMC
19513004 PubMed citation Europe PMC
20057152 PubMed citation Europe PMC
20580705 PubMed citation Europe PMC
21417387 PubMed citation Europe PMC
22031031 PubMed citation Europe PMC
24173574 PubMed citation Europe PMC
9593902 PubMed citation Europe PMC
9692222 PubMed citation Europe PMC
Last Modified
05 November 2019