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


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MDLMOL SDF CSV TSV
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Main

Classification

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

Admin

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