Structure Database (LMSD)

Common Name
Gypenoside S1
Systematic Name
3β,20S,21-trihydroxy-25-methoxydammar-23-ene-12-one-3-O-{[α-l-rhamnopyranosyl(1-2)]-[β-d-glucopyranosyl-(1-3)]-α-l-arabinopyranosyl}-21-O-β-d-glucopyranoside
Synonyms
LM ID
LMPR0106080006
Status
Active
Exact Mass
Calculate m/z
1106.587295
Formula
C54H90O23
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)
UPLYNZHDTIAKBL-BHRUDVGTSA-N
InChi (Click to copy)
InChI=1S/C54H90O23/c1-24-34(59)37(62)41(66)46(72-24)77-44-43(76-47-42(67)39(64)36(61)29(21-56)74-47)27(58)22-70-48(44)75-32-13-16-51(6)30(50(32,4)5)12-18-52(7)31(51)19-26(57)33-25(11-17-53(33,52)8)54(68,15-10-14-49(2,3)69-9)23-71-45-40(65)38(63)35(60)28(20-55)73-45/h10,14,24-25,27-48,55-56,58-68H,11-13,15-23H2,1-9H3/b14-10+/t24-,25-,27-,28+,29+,30-,31+,32-,33-,34-,35+,36+,37+,38-,39-,40+,41+,42+,43-,44+,45+,46-,47-,48-,51-,52+,53+,54+/m0/s1
SMILES (Click to copy)
C1C[C@]2(C)[C@@]3([H])CC(=O)[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(OC)(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)[C@@H](CO)O2)[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 77
Rings 8
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 1040.77
Topological Polar Surface Area 371.41
Hydrogen Bond Donors 13
Hydrogen Bond Acceptors 23
logP 5.71
Molar Refractivity 278.61

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Created at
14th Dec 2020
Updated at
15th Dec 2020