Structure Database (LMSD)

Common Name
Diospolysaponin A
Systematic Name
(23S,25R)-12α,14α,17α,23-tetrahydroxyspirost-5-en-3β-yl O-α-L-rhamnopyranosyl-(1-2)-β-D-glucopyranoside
Synonyms
LM ID
LMST01080062
Status
Active
Exact Mass
Calculate m/z
786.40379
Formula
C39H62O16
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Spirostanols and derivatives [ST0108]

String Representations

InChiKey (Click to copy)
VFFHIACKVGDJGJ-TVRUCXRFSA-N
InChi (Click to copy)
InChI=1S/C39H62O16/c1-16-10-25(42)39(50-15-16)18(3)38(49)26(55-39)13-37(48)21-7-6-19-11-20(8-9-35(19,4)22(21)12-24(41)36(37,38)5)52-34-32(30(46)28(44)23(14-40)53-34)54-33-31(47)29(45)27(43)17(2)51-33/h6,16-18,20-34,40-49H,7-15H2,1-5H3/t16-,17+,18+,20+,21-,22+,23-,24+,25-,26+,27+,28-,29-,30+,31-,32-,33+,34-,35+,36+,37-,38-,39+/m1/s1
SMILES (Click to copy)
[C@]12(CC=C3C[C@@H](O[C@H]4[C@H](O[C@@H]5O[C@H]([C@@H]([C@H]([C@H]5O)O)O)C)[C@@H](O)[C@H](O)[C@@H](CO)O4)CC[C@]3(C)[C@@]1([H])C[C@H](O)[C@]1(C)[C@@]3(O)[C@@H]([C@]4(OC[C@H](C)C[C@H]4O)O[C@H]3C[C@@]21O)C)[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Dioscorea polygonoides (#85194)
Magnoliopsida (#3398)
The Dioscorea genus: a review of bioactive steroid saponins,
J Nat Med, 2007

Other Databases

PubChem CID
52931458

Calculated Physicochemical Properties

Heavy Atoms 55
Rings 8
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 722.38
Topological Polar Surface Area 265.96
Hydrogen Bond Donors 10
Hydrogen Bond Acceptors 16
logP 4.00
Molar Refractivity 196.94

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Created at
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Updated at
2nd Sep 2021