Structure Database (LMSD)

Common Name
Talarosterone
Systematic Name
Ergosta-7β,8β-epoxy-4,22E-dien-3,6-dione
Synonyms
  • 7beta,8beta-epoxy-(22E,24R)-24-methylcholesta-4,22-diene-3,6-dione
  • 7beta,8beta-Epoxy-ergosta-4,22E-diene-3,6-dione
LM ID
LMST01031155
Formula
C28H40O3
Exact Mass
Calculate m/z
424.297745
Sum Composition
ST 28:5;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
Talaromyces stipitatus (#28564)
Eurotiomycetes (#147545)
A New Ergosterol Analog, a New Bis-Anthraquinone and Anti-Obesity Activity of Anthraquinones from the Marine Sponge-Associated Fungus Talaromyces stipitatus KUFA 0207.,
Mar Drugs, 2017
Pubmed ID: 28509846

String Representations

InChiKey (Click to copy)
APUOKZOJSMYJCH-RKVYFYKZSA-N
InChi (Click to copy)
InChI=1S/C28H40O3/c1-16(2)17(3)7-8-18(4)20-9-10-22-26(20,5)14-12-23-27(6)13-11-19(29)15-21(27)24(30)25-28(22,23)31-25/h7-8,15-18,20,22-23,25H,9-14H2,1-6H3/b8-7+/t17-,18+,20+,22+,23+,25-,26+,27-,28+/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)/C=C/[C@H](C)C(C)C)CC[C@@]4([H])[C@]43O[C@H]4C(=O)C2=CC(=O)C1

Other Databases

PubChem CID
139590474

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 5
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 446.97
Topological Polar Surface Area 46.67
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 3
logP 6.50
Molar Refractivity 123.42

Admin

Created at
13th Jul 2020
Updated at
23rd Nov 2020