Structure Database (LMSD)

Systematic Name
5α,9α-epidioxy-3β-hydroxy-ergosta-7,22-diene-6-one
Synonyms
  • 6-Oxo-5,9-epidioxy-5alpha-ergosta-7,22-diene-3beta-ol
LM ID
LMST01031334
Formula
C28H42O4
Exact Mass
Calculate m/z
442.30831
Sum Composition
ST 28:4;O4
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
Hypsizygus marmoreus (#39966)
Agaricomycetes (#155619)
Sterol constituents from five edible mushrooms,
Chem Pharm Bull, 1998

String Representations

InChiKey (Click to copy)
VXKGRYVCJKAYFC-IHEPTZRRSA-N
InChi (Click to copy)
InChI=1S/C28H42O4/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(23,31-32-28)14-13-25(21,22)5/h7-8,15,17-22,29H,9-14,16H2,1-6H3/b8-7+/t18-,19+,20-,21+,22-,25+,26+,27+,28-/m0/s1
SMILES (Click to copy)
C12=CC(=O)[C@]34OO[C@@]1(CC[C@@]1(C)[C@@]2([H])CC[C@@]1([C@H](C)/C=C/[C@H](C)C(C)C)[H])[C@@]3(C)CC[C@H](O)C4

Other Databases

PubChem CID
10670883

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 5
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 458.40
Topological Polar Surface Area 59.90
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 6.66
Molar Refractivity 126.08

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