Structure Database (LMSD)

Common Name
Lesterone
Systematic Name
2α,3α,11β,14α,20R,22R,25-heptahydroxy-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01010438
Formula
C27H44O8
Exact Mass
Calculate m/z
496.30362
Sum Composition
ST 27:2;O8
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Leuzea carthamoides (#362630)
Magnoliopsida (#3398)
Lesterone, a new phytoecdysteroid from the seeds of Leuzea carthamoides,
Chem. Nat. Comp., 1995

String Representations

InChiKey (Click to copy)
WSBAGDDNVWTLOM-VVSHHXAUSA-N
InChi (Click to copy)
InChI=1S/C27H44O8/c1-23(2,33)8-7-21(32)26(5,34)20-6-9-27(35)15-11-16(28)14-10-17(29)18(30)12-24(14,3)22(15)19(31)13-25(20,27)4/h11,14,17-22,29-35H,6-10,12-13H2,1-5H3/t14-,17-,18+,19-,20-,21+,22+,24-,25+,26+,27+/m0/s1
SMILES (Click to copy)
C1[C@@H](O)[C@@H](O)C[C@@]2([H])C(=O)C=C3[C@@]([C@@H](O)C[C@]4([C@@]3(O)CC[C@]4([H])[C@](O)(C)[C@H](O)CCC(O)(C)C)C)([H])[C@]21C

Other Databases

PubChem CID
14376671

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 491.26
Topological Polar Surface Area 158.68
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 8
logP 2.83
Molar Refractivity 131.58

Admin

Created at
1st Dec 2020
Updated at
1st Dec 2020