Structure Database (LMSD)

H O H OH
Common Name
25-hydroxyergone
Systematic Name
25-hydroxyergosta-4,6,8(14),22-tetraen-3-one
Synonyms
LM ID
LMST01031366
Formula
C28H40O2
Exact Mass
Calculate m/z
408.30283
Sum Composition
ST 28:5;O2
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)
UDQKCPDBYOLCPB-MSAMIHCOSA-N
InChi (Click to copy)
InChI=1S/C28H40O2/c1-18(7-8-19(2)26(3,4)30)23-11-12-24-22-10-9-20-17-21(29)13-15-27(20,5)25(22)14-16-28(23,24)6/h7-10,17-19,23,25,30H,11-16H2,1-6H3/b8-7+/t18-,19+,23-,25+,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)(C)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 30
Rings 4
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 447.90
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 6.86
Molar Refractivity 124.43

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