Structure Database (LMSD)

H O O H OH H HO
Common Name
Strophasterol B
Systematic Name
(22S)-5α,6α-epoxy-3β,7β-dihydroxy-15(14-22)-abeo-ergost-8-en-14-one
Synonyms
LM ID
LMST01031198
Formula
C28H44O4
Exact Mass
Calculate m/z
444.32396
Sum Composition
ST 28:3;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
ULYVEOOCGBYFBH-SGDLWGQQSA-N
InChi (Click to copy)
InChI=1S/C28H44O4/c1-15(2)16(3)13-18-7-8-20(17(18)4)26(5)11-10-21-22(24(26)31)23(30)25-28(32-25)14-19(29)9-12-27(21,28)6/h15-20,23,25,29-30H,7-14H2,1-6H3/t16-,17+,18-,19-,20+,23+,25-,26+,27+,28-/m0/s1
SMILES (Click to copy)
C1C[C@H](O)C[C@]23O[C@H]2[C@H](O)C2C(=O)[C@@](C)([C@@]4(CC[C@](C[C@@H](C(C)C)C)([H])[C@@]4([H])C)[H])CCC=2[C@@]13C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Stropharia rugosoannulata (#68746)
Agaricomycetes (#155619)
Five undescribed steroids from Talaromyces stipitatus and their cytotoxic activities against hepatoma cell lines.,
Phytochemistry, 2021
Pubmed ID: 34087503

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 5
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 461.04
Topological Polar Surface Area 70.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 6.21
Molar Refractivity 126.99

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Created at
18th Jun 2021
Updated at
20th Oct 2021