Structure Database (LMSD)
Common Name
Gypenoside S4
Systematic Name
19-oxo-3β,20S,21,25-tetrahydroxy-23-ene-3-O-{[α-l-rhamnopyranosyl(1-2)]-[β-d-xylopyranosyl(1-3)]-α-l-arabinopyranosyl}-21-O-β-d-glucopyranoside
Synonyms
3D model of Gypenoside S4
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
Level 4 Class
String Representations
InChiKey (Click to copy)
LLSSHCNHLOBXSV-SGYFHSMVSA-N
InChi (Click to copy)
InChI=1S/C52H86O22/c1-24-33(57)36(60)40(64)45(70-24)74-42-41(73-43-38(62)34(58)27(55)20-67-43)28(56)21-68-46(42)72-32-13-18-51(22-54)30(48(32,4)5)12-17-50(7)31(51)10-9-25-26(11-16-49(25,50)6)52(66,15-8-14-47(2,3)65)23-69-44-39(63)37(61)35(59)29(19-53)71-44/h8,14,22,24-46,53,55-66H,9-13,15-21,23H2,1-7H3/b14-8+/t24-,25+,26-,27+,28-,29+,30-,31-,32-,33-,34-,35+,36+,37-,38+,39+,40+,41-,42+,43-,44+,45-,46-,49+,50+,51+,52+/m0/s1
SMILES (Click to copy)
C1C[C@]2(C=O)[C@@]3([H])CC[C@]4([H])[C@@]([H])([C@@](CO[C@H]5[C@H](O)[C@@H](O)[C@@H]([C@@H](CO)O5)O)(O)C/C=C/C(O)(C)C)CC[C@@]4(C)[C@]3(C)CC[C@@]2([H])C(C)(C)[C@H]1O[C@@H]1OC[C@H](O)[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)CO2)[C@H]1O[C@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O1
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Gynostemma pentaphyllum
(#182084)
Magnoliopsida
(#3398)
Protective effects of four new saponins from Gynostemma pentaphyllum against hydrogen peroxide-induced neurotoxicity in SH-SY5Y cells.,
Bioorg Chem, 2020
Bioorg Chem, 2020
Pubmed ID:
33213892
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
74
Rings
8
Aromatic Rings
0
Rotatable Bonds
15
Van der Waals Molecular Volume
997.38
Topological Polar Surface Area
362.18
Hydrogen Bond Donors
13
Hydrogen Bond Acceptors
22
logP
5.41
Molar Refractivity
267.31
Admin
Created at
15th Dec 2020
Updated at
15th Dec 2020