Structure Database (LMSD)

H H H HO H H H H
Common Name
(22R,23R)-methylenecholesterol
Systematic Name
(22R,23R)-methylene-cholest-5-en-3β-ol
Synonyms
LM ID
LMST01060010
Formula
C28H46O
Exact Mass
Calculate m/z
398.354865
Sum Composition
ST 28:2;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Gorgosterols and derivatives [ST0106]

String Representations

InChiKey (Click to copy)
MEMPEKZNYBWOLL-QEEIINJBSA-N
InChi (Click to copy)
InChI=1S/C28H46O/c1-17(2)14-19-15-23(19)18(3)24-8-9-25-22-7-6-20-16-21(29)10-12-27(20,4)26(22)11-13-28(24,25)5/h6,17-19,21-26,29H,7-16H2,1-5H3/t18-,19-,21+,22+,23+,24-,25+,26+,27+,28-/m1/s1
SMILES (Click to copy)

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Xestospongia (#178550)
Demospongiae (#6042)
Additions and Corrections - Isolation and Structure Elucidation of 22(S),23(S)-Methylene-Cholesterol. Evidence for Direct Bioalkylation of 22-Dehydrocholesterol,
J Am Chem Soc, 1981

Other Databases

CHEBI ID
173043
PubChem CID
52931417

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 5
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 437.31
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 7.53
Molar Refractivity 121.93

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Created at
-
Updated at
13th Mar 2024