Structure Database (LMSD)

Common Name
Gypenoside S2
Systematic Name
3β,20S,21-trihydroxy-25-methoxydammar-23-ene-12-one-3-O-{[α-l-rhamnopyranosyl(1-2)]-[β-d-xylopyranosyl(1-3)]-α-l-arabinopyranosyl}-21-O-β-d-glucopyranoside
Synonyms
LM ID
LMPR0106080007
Status
Active
Exact Mass
Calculate m/z
1076.57673
Formula
C53H88O22
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)
LZVHXQPFPKIRNH-RBQSPAAFSA-N
InChi (Click to copy)
InChI=1S/C53H88O22/c1-24-34(58)37(61)41(65)46(71-24)75-43-42(74-44-39(63)35(59)27(56)21-68-44)28(57)22-69-47(43)73-32-13-16-50(6)30(49(32,4)5)12-18-51(7)31(50)19-26(55)33-25(11-17-52(33,51)8)53(66,15-10-14-48(2,3)67-9)23-70-45-40(64)38(62)36(60)29(20-54)72-45/h10,14,24-25,27-47,54,56-66H,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-,50-,51+,52+,53+/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)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 75
Rings 8
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 1014.68
Topological Polar Surface Area 351.18
Hydrogen Bond Donors 12
Hydrogen Bond Acceptors 22
logP 6.06
Molar Refractivity 272.10

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