Structure Database (LMSD)

H HO H H O
Systematic Name
22S,23S-epoxy-5α-stigmast-8(9),14(15)-dien-3β-ol
Synonyms
  • 22S,23S-epoxy-24S-ethyl-5alpha-cholest-8(9),14(15)-dien-3beta-ol
LM ID
LMST01040176
Formula
C29H46O2
Exact Mass
Calculate m/z
426.34978
Sum Composition
ST 29:3;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Stigmasterols and C24-ethyl derivatives [ST0104]

String Representations

InChiKey (Click to copy)
ULVZCMSGIXIBOI-UPYGVIMRSA-N
InChi (Click to copy)
InChI=1S/C29H46O2/c1-7-21(17(2)3)27-26(31-27)18(4)23-10-11-24-22-9-8-19-16-20(30)12-14-28(19,5)25(22)13-15-29(23,24)6/h11,17-21,23,26-27,30H,7-10,12-16H2,1-6H3/t18-,19-,20-,21-,23+,26-,27-,28-,29+/m0/s1
SMILES (Click to copy)
C1[C@]2(C)C3CC[C@]4(C)[C@@]([H])([C@]([H])(C)[C@@H]5O[C@H]5[C@@H](CC)C(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
52931392

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 5
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 460.76
Topological Polar Surface Area 32.76
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 7.94
Molar Refractivity 129.23

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Created at
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Updated at
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