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
LM ID
LMPR0106080009
Status
Active
Exact Mass
Calculate m/z
1062.56108
Formula
C52H86O22
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C30 isoprenoids (triterpenes) [PR0106]
Dammarane triterpenoids [PR010608]

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

Reference
Protective effects of four new saponins from Gynostemma pentaphyllum against hydrogen peroxide-induced neurotoxicity in SH-SY5Y cells.
Bioorg Chem, 2020
DOI: 10.1016/j.bioorg.2020.104470
PMID: 33213892

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
Pubmed ID: 33213892

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

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Created at
15th Dec 2020
Updated at
15th Dec 2020