CHEBI:77145 - ginsenoside F2

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ChEBI Name ginsenoside F2
ChEBI ID CHEBI:77145
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 groups at positions 3 and 20 have been converted to the corresponding β-D-glucopyranosides, 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 C42H72O13
Net Charge 0
Average Mass 785.01330
Monoisotopic Mass 784.49729
InChI InChI=1S/C42H72O13/c1-21(2)10-9-14-42(8,55-37-35(51)33(49)31(47)25(20-44)53-37)22-11-16-41(7)29(22)23(45)18-27-39(5)15-13-28(38(3,4)26(39)12-17-40(27,41)6)54-36-34(50)32(48)30(46)24(19-43)52-36/h10,22-37,43-51H,9,11-20H2,1-8H3/t22-,23+,24+,25+,26-,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37-,39-,40+,41+,42-/m0/s1
InChIKey SWIROVJVGRGSPO-JBVRGBGGSA-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@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@@H]3CC[C@@]21C
Roles Classification
Biological Role(s): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ginsenoside F2 (CHEBI:77145) has parent hydride dammarane (CHEBI:36488)
ginsenoside F2 (CHEBI:77145) has role antineoplastic agent (CHEBI:35610)
ginsenoside F2 (CHEBI:77145) has role apoptosis inducer (CHEBI:68495)
ginsenoside F2 (CHEBI:77145) has role plant metabolite (CHEBI:76924)
ginsenoside F2 (CHEBI:77145) is a β-D-glucoside (CHEBI:22798)
ginsenoside F2 (CHEBI:77145) is a 12β-hydroxy steroid (CHEBI:36847)
ginsenoside F2 (CHEBI:77145) is a ginsenoside (CHEBI:74978)
ginsenoside F2 (CHEBI:77145) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name
(3β,12β)-20-(β-D-glucopyranosyloxy)-12-hydroxydammar-24-en-3-yl β-D-glucopyranoside
Synonyms Sources
(20S)-ginsenoside F2 UniProt
3β,20-bis(β-D-glucopyranosyloxy)dammar-24-en-12β-ol SUBMITTER
Manual Xrefs Databases
CPD-12100 MetaCyc
HMDB0039545 HMDB
KR20090061107 Patent
View more database links
Registry Numbers Types Sources
5720814 Reaxys Registry Number Reaxys
62025-49-4 CAS Registry Number HMDB
Citations Waiting for Citations Types Sources
16788737 PubMed citation Europe PMC
18167439 PubMed citation Europe PMC
20382795 PubMed citation Europe PMC
22326284 PubMed citation Europe PMC
22521132 PubMed citation Europe PMC
23271644 PubMed citation Europe PMC
23600156 PubMed citation Europe PMC
23717079 PubMed citation Europe PMC
23717108 PubMed citation Europe PMC
24252332 PubMed citation Europe PMC
24267405 PubMed citation Europe PMC
24281186 PubMed citation Europe PMC
24475050 PubMed citation Europe PMC
Last Modified
21 January 2019