Structure Database (LMSD)

Common Name
22S,23S-methylenecholesterol
Systematic Name
22S,23S-methylenecholest-5-en-3β-ol
Synonyms
LM ID
LMST01060009
Status
Active
Exact Mass
Calculate m/z
398.354865
Formula
Abbrev


Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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]

References

Reference
Marine Sterols
R. G. Kerr and B. J. Baker
Marine sterols. Nat. Prod. Rep. 8, 465-497

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

Other Databases

PubChem CID

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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Updated at
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