Structure Database (LMSD)

H H O HO H
Systematic Name
3β-hydroxy-5α-cholest-8(9),14(15)-dien-23-one
Synonyms
  • 23-oxo-5alpha-cholest-8(9),14(15)-dien-3beta-ol
LM ID
LMST01010324
Formula
C27H42O2
Exact Mass
Calculate m/z
398.31848
Sum Composition
ST 27:3;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

String Representations

InChiKey (Click to copy)
KKBJXLLYTVWPBT-MZUBLSHPSA-N
InChi (Click to copy)
InChI=1S/C27H42O2/c1-17(2)14-21(29)15-18(3)23-8-9-24-22-7-6-19-16-20(28)10-12-26(19,4)25(22)11-13-27(23,24)5/h9,17-20,23,28H,6-8,10-16H2,1-5H3/t18-,19+,20+,23-,26+,27-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)C3CC[C@]4(C)[C@@]([H])([C@]([H])(C)CC(=O)CC(C)C)CC=C4C=3CC[C@@]2([H])C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Echinaster sepositus (#72721)
Asteroidea (#7588)
Marine Sterols,
Nat Prod Rep, 1991

Other Databases

PubChem CID
52931336

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 435.88
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 6.92
Molar Refractivity 120.00

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Created at
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Updated at
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