Structure Database (LMSD)

Common Name
22S,23S-methylenecholesterol
Systematic Name
22S,23S-methylenecholest-5-en-3β-ol
Synonyms
LM ID
LMST01060009
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

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Dysidea (#190526)
Demospongiae (#6042)
Isolation and structure elucidation of 22(S),23(S)-methylenecholesterol. Evidence for direct bioalkylation of 22-dehydrocholesterol,
J. Am. Chem. Soc., 1980
Siphonogorgia (#86536)
Anthozoa (#6101)
Isolation and structure elucidation of 22(S),23(S)-methylenecholesterol. Evidence for direct bioalkylation of 22-dehydrocholesterol,
J. Am. Chem. Soc., 1980

String Representations

InChiKey (Click to copy)
MEMPEKZNYBWOLL-PGGYDQFISA-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)
[C@]12(CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)([H])[C@@]3([H])C[C@]3([H])CC(C)C)CC[C@@]21[H])[H]

Other Databases

CHEBI ID
173042
PubChem CID
52931416

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
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Updated at
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