Structure Database (LMSD)

Common Name
Gypenoside S3
Systematic Name
19-oxo-3β,20S,21-trihydroxy-25-methoxydammar-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
LMPR0106080008
Status
Active
Exact Mass
Calculate m/z
1076.57673
Formula


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MDLMOL SDF CSV TSV
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Main

Classification

String Representations

InChiKey (Click to copy)
QDCZTNRBSDJOKK-LYFHKLHMSA-N
InChi (Click to copy)
InChI=1S/C53H88O22/c1-25-34(58)37(61)41(65)46(71-25)75-43-42(74-44-39(63)35(59)28(56)21-68-44)29(57)22-69-47(43)73-33-14-19-52(23-55)31(49(33,4)5)13-18-51(7)32(52)11-10-26-27(12-17-50(26,51)6)53(66,16-9-15-48(2,3)67-8)24-70-45-40(64)38(62)36(60)30(20-54)72-45/h9,15,23,25-47,54,56-66H,10-14,16-22,24H2,1-8H3/b15-9+/t25-,26+,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=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(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 16
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