Structure Database (LMSD)

Systematic Name
5α,8α-epidioxy-24-methyl-cholesta-6,24(28)-dien-3β-ol
Synonyms
  • 5alpha,8alpha-Epidioxyergosta-6,24(28)-diene-3beta-ol
LM ID
LMST01031273
Formula
C28H44O3
Exact Mass
Calculate m/z
428.329045
Sum Composition
ST 28:3;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Ergosterols and C24-methyl derivatives [ST0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
unclassified Sinularia (#2619369)
Anthozoa (#6101)
A new 5α,8α-epidioxysterol with immunosuppressive activity from the South China Sea soft coral Sinularia sp.,
Nat Prod Res, 2020
Pubmed ID: 30691285

String Representations

InChiKey (Click to copy)
XGUKSASAYIQRBB-WBIZBJRUSA-N
InChi (Click to copy)
InChI=1S/C28H44O3/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)31-30-27/h15-16,18,20-24,29H,3,7-14,17H2,1-2,4-6H3/t20-,21+,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)CCC(=C)C(C)C)CC[C@@]4([H])[C@@]43OO[C@]2(C=C4)C[C@@H](O)C1

Other Databases

PubChem CID
14394130

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 6
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 448.45
Topological Polar Surface Area 42.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 7.48
Molar Refractivity 125.69

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Created at
14th Feb 2022
Updated at
14th Feb 2022