Structure Database (LMSD)

Systematic Name
(23S,25R)-12α,17α,23-trihydroxyspirost-5-en-3β-yl O-α-L-rhamnopyranosyl-(1-2)-β-D-glucopyranoside
Synonyms
LM ID
LMST01080060
Formula
C39H62O15
Exact Mass
Calculate m/z
770.408875
Status
Active
Show lipids differing only in stereochemistry/bond geometry

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 (#4672)
Magnoliopsida (#3398)
The Dioscorea genus: a review of bioactive steroid saponins,
J Nat Med, 2007

String Representations

InChiKey (Click to copy)
KEWAHQWVFSGTLJ-ZWLDLXBBSA-N
InChi (Click to copy)
InChI=1S/C39H62O15/c1-16-10-26(42)39(49-15-16)18(3)38(48)27(54-39)13-23-21-7-6-19-11-20(8-9-36(19,4)22(21)12-25(41)37(23,38)5)51-35-33(31(46)29(44)24(14-40)52-35)53-34-32(47)30(45)28(43)17(2)50-34/h6,16-18,20-35,40-48H,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([C@H](C)[C@]4(OC[C@H](C)C[C@H]4O)O[C@H]3C[C@@]21[H])O)[H]

Other Databases

PubChem CID
52931456

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 8
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 713.59
Topological Polar Surface Area 245.73
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 15
logP 4.60
Molar Refractivity 194.97

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Created at
-
Updated at
2nd Sep 2021