Structure Database (LMSD)

Common Name
Dinosterol
Systematic Name
4 α,23,24R-trimethyl-5 α-cholest-22-en-3β-ol
Synonyms
  • 4 alpha,23,24-trimethyl-5 alpha-cholest-22-en-3beta-ol
  • 4alpha,23-dimethyl-5alpha-ergost-22E-en-3beta-ol
LM ID
LMST01031021
Formula
C30H52O
Exact Mass
Calculate m/z
428.401815
Sum Composition
ST 30:1;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Ergosterols and C24-methyl derivatives [ST0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Alexandrium tamarense (#2926)
Dinophyceae (#2864)
Letter: Dinosterol, the major sterol with a unique side chain ion the toxic dinoflagellate, Gonyaulax tamarensis.,
J Am Chem Soc, 1976
Pubmed ID: 942735
Crypthecodinium cohnii (#2866)
Dinophyceae (#2864)
Dinosterol in model membranes: fluorescence polarization studies.,
Lipids, 1980
Pubmed ID: 7191465

String Representations

InChiKey (Click to copy)
LPFIPZJIWTZLEY-DAABMGJCSA-N
InChi (Click to copy)
InChI=1S/C30H52O/c1-18(2)21(5)19(3)17-20(4)24-11-12-26-23-9-10-25-22(6)28(31)14-16-30(25,8)27(23)13-15-29(24,26)7/h17-18,20-28,31H,9-16H2,1-8H3/b19-17+/t20-,21-,22+,23+,24-,25+,26+,27+,28+,29-,30+/m1/s1
SMILES (Click to copy)
C1C[C@@]2([C@@]3([H])CC[C@@]4([C@]([H])(CC[C@@]4([H])[C@]3([H])CC[C@@]2([H])[C@H](C)[C@H]1O)[C@H](C)/C=C(\C)/[C@H](C)C(C)C)C)C

Other Databases

PubChem CID
6441076

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 484.27
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 8.41
Molar Refractivity 133.21

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Created at
-
Updated at
2nd Mar 2021