Structure Database (LMSD)

Common Name
Lophenol
Systematic Name
4α-methyl-cholest-7-en-3β-ol
Synonyms
LM ID
LMST01010094
Formula
C28H48O
Exact Mass
Calculate m/z
400.370515
Sum Composition
ST 28:1;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)
LMYZQUNLYGJIHI-SPONXPENSA-N
InChi (Click to copy)
InChI=1S/C28H48O/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/h10,18-20,22-26,29H,7-9,11-17H2,1-6H3/t19-,20+,22-,23+,24+,25+,26+,27-,28+/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CCCC(C)C)CC[C@@]4([H])C3=CC[C@@]2([H])[C@H](C)[C@@H](O)C1

Other Databases

KEGG ID
C08825
HMDB ID
HMDB11605
CHEBI ID
18378
LIPIDBANK ID
SST9076
PubChem CID
160482
SwissLipids ID
SLM:000000195

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 449.67
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 7.92
Molar Refractivity 124.11

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Created at
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Updated at
25th Jan 2022