Structure Database (LMSD)

Common Name
Yalongsterol A
Systematic Name
5α,8α-epidioxy-24-methyl-cholesta-6,22E,24(28)-trien-3β-ol
Synonyms
LM ID
LMST01031272
Formula
C28H42O3
Exact Mass
Calculate m/z
426.313395
Sum Composition
ST 28:4;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)
PNIWIWBWOHFXPA-RKZXQCSRSA-N
InChi (Click to copy)
InChI=1S/C28H42O3/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/h7-8,15-16,18,20-24,29H,3,9-14,17H2,1-2,4-6H3/b8-7+/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)/C=C/C(=C)C(C)C)CC[C@@]4([H])[C@@]43OO[C@]2(C=C4)C[C@@H](O)C1

Other Databases

PubChem CID
171121381

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 6
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 445.81
Topological Polar Surface Area 42.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 7.25
Molar Refractivity 125.60

Admin

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