CHEBI:77146 - ginsenoside C-K

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ChEBI Name ginsenoside C-K
ChEBI ID CHEBI:77146
Definition A ginsenoside found in Panax species that is dammarane which is substituted by hydroxy groups at the 3β, 12β and 20 pro-S positions, in which the hydroxy group at position 20 has been converted to the corresponding 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.
Submitter KAX
Supplier Information
Download Molfile XML SDF
Formula C36H62O8
Net Charge 0
Average Mass 622.87270
Monoisotopic Mass 622.44447
InChI InChI=1S/C36H62O8/c1-20(2)10-9-14-36(8,44-31-30(42)29(41)28(40)23(19-37)43-31)21-11-16-35(7)27(21)22(38)18-25-33(5)15-13-26(39)32(3,4)24(33)12-17-34(25,35)6/h10,21-31,37-42H,9,11-19H2,1-8H3/t21-,22+,23+,24-,25+,26-,27-,28+,29-,30+,31-,33-,34+,35+,36-/m0/s1
InChIKey FVIZARNDLVOMSU-IRFFNABBSA-N
SMILES CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[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]3CC[C@@]21C
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.
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.
hepatoprotective agent
Any compound that is able to prevent damage to the liver.
anti-allergic agent
A drug used to treat allergic reactions.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ginsenoside C-K (CHEBI:77146) has parent hydride dammarane (CHEBI:36488)
ginsenoside C-K (CHEBI:77146) has role anti-allergic agent (CHEBI:50857)
ginsenoside C-K (CHEBI:77146) has role anti-inflammatory agent (CHEBI:67079)
ginsenoside C-K (CHEBI:77146) has role antineoplastic agent (CHEBI:35610)
ginsenoside C-K (CHEBI:77146) has role hepatoprotective agent (CHEBI:62868)
ginsenoside C-K (CHEBI:77146) has role plant metabolite (CHEBI:76924)
ginsenoside C-K (CHEBI:77146) is a β-D-glucoside (CHEBI:22798)
ginsenoside C-K (CHEBI:77146) is a 12β-hydroxy steroid (CHEBI:36847)
ginsenoside C-K (CHEBI:77146) is a 3β-hydroxy steroid (CHEBI:36836)
ginsenoside C-K (CHEBI:77146) is a 3β-hydroxy-4,4-dimethylsteroid (CHEBI:143563)
ginsenoside C-K (CHEBI:77146) is a ginsenoside (CHEBI:74978)
ginsenoside C-K (CHEBI:77146) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name
(3β,12β)-3,12-dihydroxydammar-24-en-20-yl β-D-glucopyranoside
Synonyms Sources
(20S)-ginsenoside C-K UniProt
20β-(β-D-glucopyranosyloxy)dammar-24-ene-3β,12β-diol SUBMITTER
ginsenoside compound K ChEBI
Manual Xrefs Databases
CPD-15450 MetaCyc
KR20110057895 Patent
KR20110073699 Patent
KR20110087900 Patent
KR20110113228 Patent
US2011212909 Patent
WO2008034328 Patent
WO2010045787 Patent
View more database links
Registry Number Type Source
5785005 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16931427 PubMed citation Europe PMC
17268094 PubMed citation SUBMITTER
18050731 PubMed citation Europe PMC
18179546 PubMed citation Europe PMC
19202288 PubMed citation Europe PMC
20969919 PubMed citation Europe PMC
20979019 PubMed citation Europe PMC
21586309 PubMed citation Europe PMC
22007540 PubMed citation Europe PMC
22426808 PubMed citation Europe PMC
23013417 PubMed citation Europe PMC
23254888 PubMed citation Europe PMC
23370854 PubMed citation Europe PMC
23497352 PubMed citation Europe PMC
23774035 PubMed citation Europe PMC
24117771 PubMed citation Europe PMC
Last Modified
05 November 2019