Structure Database (LMSD)

HO H H OH HO H O
Systematic Name
(22E,24R)-9α,11α-epoxyergosta-7,22-diene-3β,5α,6β-triol
Synonyms
LM ID
LMST01031187
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)
SDAUBJULDMHGMU-YVCOFDBOSA-N
InChi (Click to copy)
InChI=1S/C28H44O4/c1-16(2)17(3)7-8-18(4)20-9-10-21-22-13-23(30)27(31)14-19(29)11-12-26(27,6)28(22)24(32-28)15-25(20,21)5/h7-8,13,16-21,23-24,29-31H,9-12,14-15H2,1-6H3/b8-7+/t17-,18+,19-,20+,21-,23+,24+,25+,26-,27-,28-/m0/s1
SMILES (Click to copy)
C1C[C@H](O)C[C@]2(O)[C@H](O)C=C3[C@]4([H])CC[C@]([H])([C@]([H])(C)/C=C/[C@H](C)C(C)C)[C@@]4(C)C[C@H]4O[C@@]34[C@@]12C

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

Other Databases

PubChem CID
171118702

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 5
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 461.04
Topological Polar Surface Area 73.22
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 6.06
Molar Refractivity 128.41

Admin

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