Structure Database (LMSD)

Common Name
Anatoluin A
Systematic Name
5α,9α-epoxy-ergosta-7,22E-dien-3β,6α-diol
Synonyms
LM ID
LMST01031304
Formula
C28H44O3
Exact Mass
Calculate m/z
428.329045
Sum Composition
ST 28:3;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
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)
SGSRWXXPRXGSLA-VGYMNWRNSA-N
InChi (Click to copy)
InChI=1S/C28H44O3/c1-17(2)18(3)7-8-19(4)21-9-10-22-23-15-24(30)28-16-20(29)11-12-26(28,6)27(23,31-28)14-13-25(21,22)5/h7-8,15,17-22,24,29-30H,9-14,16H2,1-6H3/b8-7+/t18-,19+,20-,21+,22-,24-,25+,26+,27+,28-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@]34O[C@]2([C@@H](O)C=C3[C@]2([H])CC[C@@]([H])([C@@]2(C)CC4)[C@]([H])(C)/C=C/[C@H](C)C(C)C)C[C@@H](O)C1

Other Databases

PubChem CID
171116450

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 6
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 448.45
Topological Polar Surface Area 51.76
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.80
Molar Refractivity 126.51

Admin

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