Structure Database (LMSD)

Common Name
5,6-Epoxyergosterol
Systematic Name
5α,9α-epoxy-ergosta-7,22E-dien-3β-ol
Synonyms
LM ID
LMST01031306
Formula
C28H44O2
Exact Mass
Calculate m/z
412.33413
Sum Composition
ST 28:3;O2
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
Tricholoma anatolicum (#504458)
Agaricomycetes (#155619)
Anatoluin A and B isolated from medicinal Tricholoma anatolicum are new cytotoxic ergostanoids against the most common cancers.,
Nat Prod Res, 2022
Pubmed ID: 36480815

String Representations

InChiKey (Click to copy)
KVMYKLHJBYIOKD-QYYFJRRUSA-N
InChi (Click to copy)
InChI=1S/C28H44O2/c1-17(2)18(3)7-8-19(4)22-9-10-23-21-15-25-28(30-25)16-20(29)11-14-27(28,6)24(21)12-13-26(22,23)5/h7-8,15,17-20,22-25,29H,9-14,16H2,1-6H3/b8-7+/t18-,19+,20-,22+,23-,24-,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])C3=C[C@@H]3O[C@@]32C[C@@H](O)C1

Other Databases

PubChem CID
100938000

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 5
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 443.46
Topological Polar Surface Area 32.76
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 7.40
Molar Refractivity 124.54

Admin

Created at
12th Dec 2022
Updated at
12th Dec 2022