Structure Database (LMSD)

Common Name
Ergosterol peroxide
Systematic Name
5α,8α-Epidioxy-22E-ergosta-6,22-dien-3β-ol
Synonyms
LM ID
LMST01031175
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
Sarcodon aspratus (#155012)
Agaricomycetes (#155619)
5alpha,8alpha-Epidioxy-22E-ergosta-6,9(11),22-trien-3beta-ol from an edible mushroom suppresses growth of HL60 leukemia and HT29 colon adenocarcinoma cells.,
Biol Pharm Bull, 2006
Pubmed ID: 16595913

String Representations

InChiKey (Click to copy)
VXOZCESVZIRHCJ-KGHQQZOUSA-N
InChi (Click to copy)
InChI=1S/C28H44O3/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)31-30-27/h7-8,15-16,18-24,29H,9-14,17H2,1-6H3/b8-7+/t19-,20+,21-,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])[C@@]43OO[C@]2(C=C4)C[C@@H](O)C1

Other Databases

CHEBI ID
65858
PubChem CID
5351516

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 6
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 448.45
Topological Polar Surface Area 42.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 7.33
Molar Refractivity 125.62

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Created at
19th Apr 2021
Updated at
19th Apr 2021