Structure Database (LMSD)

H O HO HO OH HO OH OH OH
Common Name
24-hydroxy-kaladasterone
Systematic Name
2β,3β,5β,14α,20R,22R-24-hepta-hydroxy-cholest-7,9(11)-dien-6-one
Synonyms
LM ID
LMST01010621
Formula
C27H42O8
Exact Mass
Calculate m/z
494.28797
Sum Composition
ST 27:3;O8
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)
JZWSJQWOSOCCNG-UXABPGJFSA-N
InChi (Click to copy)
InChI=1S/C27H42O8/c1-14(2)17(28)11-21(31)25(5,33)20-7-9-26(34)16-10-22(32)27(35)13-19(30)18(29)12-24(27,4)15(16)6-8-23(20,26)3/h6,10,14,17-21,28-31,33-35H,7-9,11-13H2,1-5H3/t17?,18-,19+,20-,21+,23+,24+,25+,26+,27+/m0/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O)C[C@@]2(O)C(=O)C=C3C(=CC[C@]4([C@@]3(O)CC[C@]4([H])[C@](O)(C)[C@H](O)CC(O)C(C)C)C)[C@]21C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Dioscorea dumetorum (#167584)
Magnoliopsida (#3398)
Phytoecdysteroids from Dioscorea dumetorum (Kunth) Pax. and their antioxidant and antidiabetic activities.,
Fitoterapia, 2024
Pubmed ID: 38945493

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 488.62
Topological Polar Surface Area 158.68
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 8
logP 2.75
Molar Refractivity 131.55

Admin

Created at
10th Jul 2024
Updated at
10th Jul 2024