Structure Database (LMSD)

O O O HO H H H OH OH O HO HO
Common Name
Niuxixinsterone C
Systematic Name
(20R,22R,25R)-20-O,22-O-(5'-hydroxymethyl)-furfurylidene-2β,3β,5β,14α,26-pentahydroxy-cholest-7-en-6-one
Synonyms
LM ID
LMST01010609
Formula
C33H48O9
Exact Mass
Calculate m/z
588.329835
Sum Composition
ST 33:6;O9
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

String Representations

InChiKey (Click to copy)
OMCKEPCVIFFIFM-DVYRRINYSA-N
InChi (Click to copy)
InChI=1S/C33H48O9/c1-18(16-34)5-8-28-32(4,42-29(41-28)26-7-6-19(17-35)40-26)27-10-12-33(39)21-13-23(36)22-14-24(37)25(38)15-30(22,2)20(21)9-11-31(27,33)3/h6-7,13,18,20,22,24-25,27-29,34-35,37-39H,5,8-12,14-17H2,1-4H3/t18-,20+,22+,24-,25+,27+,28-,29-,30-,31-,32-,33-/m1/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O)C[C@@]2([H])C(=O)C=C3[C@]4(O)CC[C@]([H])([C@]5(O[C@H](C6OC(CO)=CC=6)O[C@@H]5CC[C@@H](C)CO)C)[C@@]4(C)CC[C@]3([H])[C@@]12C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Achyranthes bidentata (#384659)
Magnoliopsida (#3398)
Three new phytoecdysteroids containing a furan ring from the roots of Achyranthes bidentata Bl.,
Molecules, 2011
Pubmed ID: 21769064

Other Databases

PubChem CID
171117809

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 6
Aromatic Rings 1
Rotatable Bonds 7
Van der Waals Molecular Volume 562.95
Topological Polar Surface Area 153.96
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 9
logP 5.27
Molar Refractivity 154.71

Admin

Created at
15th Dec 2023
Updated at
15th Dec 2023