Structure Database (LMSD)

Common Name
Lophenone
Systematic Name
4α-methyl-5α-cholest-7-en-3-one
Synonyms
  • 4alpha-Methyl-5alpha-cholest-7-en-3-one
  • 4alpha-methyl-5alpha-cholest-7-en-3-one
LM ID
LMST01010208
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]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Lophocereus schottii (#153875)
Magnoliopsida (#3398)
The Neutral Constituents of the Cactus Lophocereus schottii. The Structure of Lophenol--4α-Methyl-Δ7-cholesten-3β-ol--A Link in Sterol Biogenesis,
J Am Chem Soc, 1958

String Representations

InChiKey (Click to copy)
OWKGVPXWOHLTSL-LIUJFMQASA-N
InChi (Click to copy)
InChI=1S/C28H46O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h10,18-20,22-25H,7-9,11-17H2,1-6H3/t19-,20+,22-,23+,24+,25+,27-,28+/m1/s1
SMILES (Click to copy)
C1CC(=O)[C@@H](C)[C@]2([H])CC=C3[C@@]([H])([C@]21C)CC[C@]1(C)[C@@]([H])([C@]([H])(C)CCCC(C)C)CC[C@]13[H]

Other Databases

KEGG ID
C04453
HMDB ID
HMDB0011606
CHEBI ID
16495
PubChem CID
440345
SwissLipids ID
SLM:000000913

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 447.03
Topological Polar Surface Area 17.07
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 1
logP 7.84
Molar Refractivity 122.60

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Created at
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Updated at
25th Jan 2022