Structure Database (LMSD)

Systematic Name
(22E,24R)-3β,5α-dihydroxy-14β,15β-epoxyergosta-7,22-diene-6-one
Synonyms
LM ID
LMST01031182
Formula
C28H42O4
Exact Mass
Calculate m/z
442.30831
Sum Composition
ST 28:4;O4
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
Talaromyces stipitatus (#28564)
Eurotiomycetes (#147545)
Five undescribed steroids from Talaromyces stipitatus and their cytotoxic activities against hepatoma cell lines.,
Phytochemistry, 2021
Pubmed ID: 34087503

String Representations

InChiKey (Click to copy)
YKRQDEFMKAXSSJ-ZGGDOZPFSA-N
InChi (Click to copy)
InChI=1S/C28H42O4/c1-16(2)17(3)7-8-18(4)21-14-24-28(32-24)22-13-23(30)27(31)15-19(29)9-11-25(27,5)20(22)10-12-26(21,28)6/h7-8,13,16-21,24,29,31H,9-12,14-15H2,1-6H3/b8-7+/t17-,18+,19-,20-,21+,24+,25+,26+,27-,28+/m0/s1
SMILES (Click to copy)
C1C[C@H](O)C[C@@]2(C(=O)C=C3[C@@]45O[C@@H]4C[C@]([H])([C@]([H])(C)/C=C/[C@H](C)C(C)C)[C@@]5(C)CC[C@]3([H])[C@@]12C)O

Other Databases

PubChem CID
171118696

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 5
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 458.40
Topological Polar Surface Area 70.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 5.98
Molar Refractivity 126.90

Admin

Created at
17th Jun 2021
Updated at
17th Jun 2021