Structure Database (LMSD)

Common Name
Dioscin
Systematic Name
3-O-(Rhaa1-4(Rhaa1-2)Glcb)-(25R)-spirost-5-en-3β-ol
Synonyms
LM ID
LMST01080053
Formula
C45H72O16
Exact Mass
Calculate m/z
868.48204
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Dioscorea cayenensis (#29710)
Magnoliopsida (#3398)
The Dioscorea genus: a review of bioactive steroid saponins,
J Nat Med, 2007

String Representations

InChiKey (Click to copy)
VNONINPVFQTJOC-ZGXDEBHDSA-N
InChi (Click to copy)
InChI=1S/C45H72O16/c1-19-9-14-45(54-18-19)20(2)30-28(61-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)57-42-39(60-41-36(52)34(50)32(48)22(4)56-41)37(53)38(29(17-46)58-42)59-40-35(51)33(49)31(47)21(3)55-40/h7,19-22,24-42,46-53H,8-18H2,1-6H3/t19-,20+,21+,22+,24+,25-,26+,27+,28+,29-,30+,31+,32+,33-,34-,35-,36-,37+,38-,39-,40+,41+,42-,43+,44+,45-/m1/s1
SMILES (Click to copy)
[C@]12(CC=C3C[C@@H](O[C@H]4[C@H](O[C@H]5[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O5)[C@@H](O)[C@H](O[C@H]5[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O5)[C@@H](CO)O4)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H]3[C@@H]([C@]4(OC[C@H](C)CC4)O[C@H]3C[C@@]21[H])C)[H]

Other Databases

KEGG ID
C08897
CHEBI ID
74023
PubChem CID
52931449
GuidePharm ID
840

Calculated Physicochemical Properties

Heavy Atoms 61
Rings 9
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 813.82
Topological Polar Surface Area 246.03
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 16
logP 6.97
Molar Refractivity 222.97

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Created at
-
Updated at
3rd Sep 2021