Structure Database (LMSD)

H H HO OH O OH H
Systematic Name
(22E,24R)-3β,5α,9α-trihydroxyergosta-7,22-dien-6-one
Synonyms
LM ID
LMST01031233
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)
GUERPVMWCQXYEU-IHEPTZRRSA-N
InChi (Click to copy)
InChI=1S/C28H44O4/c1-17(2)18(3)7-8-19(4)21-9-10-22-23-15-24(30)28(32)16-20(29)11-12-26(28,6)27(23,31)14-13-25(21,22)5/h7-8,15,17-22,29,31-32H,9-14,16H2,1-6H3/b8-7+/t18-,19+,20-,21+,22-,25+,26+,27+,28-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3(O)CC[C@]4([C@@]([H])(CC[C@]4([H])[C@]([H])(C)/C=C/[C@H](C)C(C)C)C3=CC(=O)[C@@]2(O)C[C@@H](O)C1)C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Agaricus blazei (#79798)
Agaricomycetes (#155619)
Cytotoxic steroids from the mushroom Agaricus blazei,
Phytochemistry, 1988

Other Databases

CHEBI ID
70335
PubChem CID
21772319

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 470.76
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.68
Molar Refractivity 128.35

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Created at
18th Jan 2022
Updated at
18th Jan 2022