Structure Database (LMSD)

H O O HO OH H H
Common Name
Isonarthogenin
Systematic Name
(25R)-spirost-5-en-3β,27-diol
Synonyms
LM ID
LMST01080063
Formula
C27H42O4
Exact Mass
Calculate m/z
430.30831
Sum Composition
ST 28:2;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
NZQMLFKQRZBSPM-CAKNJAFZSA-N
InChi (Click to copy)
InChI=1S/C27H42O4/c1-16-24-23(31-27(16)11-6-17(14-28)15-30-27)13-22-20-5-4-18-12-19(29)7-9-25(18,2)21(20)8-10-26(22,24)3/h4,16-17,19-24,28-29H,5-15H2,1-3H3/t16-,17-,19-,20+,21-,22-,23-,24-,25-,26-,27+/m0/s1
SMILES (Click to copy)
[C@]12(CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H]3[C@@H]([C@]4(OC[C@H](CO)CC4)O[C@H]3C[C@@]21[H])C)[H]

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

Other Databases

PubChem CID
52931459

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 6
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 434.02
Topological Polar Surface Area 63.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 6.12
Molar Refractivity 121.63

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Created at
-
Updated at
3rd Sep 2021