Structure Database (LMSD)

OH H O OH HO
Systematic Name
5α,6α-epoxy-ergosta-8,22-diene-3β,7β,14-triol
Synonyms
LM ID
LMST01031336
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)
PEFVSALFOVYKAA-HXPFJBHASA-N
InChi (Click to copy)
InChI=1S/C28H44O4/c1-16(2)17(3)7-8-18(4)20-11-14-27(31)22-21(10-13-25(20,27)5)26(6)12-9-19(29)15-28(26)24(32-28)23(22)30/h7-8,16-20,23-24,29-31H,9-15H2,1-6H3/b8-7+/t17-,18+,19-,20+,23+,24-,25+,26+,27+,28-/m0/s1
SMILES (Click to copy)
C12[C@@H](O)[C@@H]3O[C@]43C[C@@H](O)CC[C@]4(C)C=1CC[C@@]1(C)[C@@]2(O)CC[C@@]1([C@H](C)/C=C/[C@H](C)C(C)C)[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Lentinula edodes (#5353)
Agaricomycetes (#155619)
Sterol constituents from five edible mushrooms,
Chem Pharm Bull, 1998

Other Databases

PubChem CID
10599434

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 6.20
Molar Refractivity 128.48

Admin

Created at
5th Oct 2023
Updated at
5th Oct 2023