Structure Database (LMSD)

OH H O H OH
Common Name
25,26-dihydroxyergone
Systematic Name
25,26-dihydroxyergosta-4,6,8(14),22-tetraen-3-one
Synonyms
LM ID
LMST01031361
Formula
C28H40O3
Exact Mass
Calculate m/z
424.297745
Sum Composition
ST 28:5;O3
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)
ICYAQZZHQYHYLC-UESOHWMESA-N
InChi (Click to copy)
InChI=1S/C28H40O3/c1-18(6-7-19(2)28(5,31)17-29)23-10-11-24-22-9-8-20-16-21(30)12-14-26(20,3)25(22)13-15-27(23,24)4/h6-9,16,18-19,23,25,29,31H,10-15,17H2,1-5H3/b7-6+/t18-,19+,23-,25+,26+,27-,28?/m1/s1
SMILES (Click to copy)
C1CC(=O)C=C2C=CC3=C4CC[C@]([H])([C@H](C)/C=C/[C@H](C)C(O)(CO)C)[C@@]4(C)CC[C@]3([H])[C@@]12C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Aspergillus terreus (#33178)
Eurotiomycetes (#147545)
Ergone Derivatives from the Deep-Sea-Derived Fungus Aspergillus terreus YPGA10 and 25,28-Dihydroxyergone-Induced Apoptosis in Human Colon Cancer SW620 Cells.,
J Nat Prod, 2024
Pubmed ID: 38856635

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 456.69
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.12
Molar Refractivity 126.33

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Created at
25th Jun 2024
Updated at
25th Jun 2024