Structure Database (LMSD)

OH OH H O OH H O
Common Name
12beta,25,28-trihydroxy-15-oxo-ergone
Systematic Name
12β,25,28-trihydroxyergosta-4,6,8(14),22-tetraen-3,15-dione
Synonyms
LM ID
LMST01031353
Formula
C28H38O5
Exact Mass
Calculate m/z
454.271925
Sum Composition
ST 28:6;O5
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)
XKTKUEKGBQVLAL-VWIKFUJUSA-N
InChi (Click to copy)
InChI=1S/C28H38O5/c1-16(6-7-18(15-29)26(2,3)33)21-13-23(31)25-20-9-8-17-12-19(30)10-11-27(17,4)22(20)14-24(32)28(21,25)5/h6-9,12,16,18,21-22,24,29,32-33H,10-11,13-15H2,1-5H3/b7-6+/t16-,18-,21-,22+,24-,27+,28+/m1/s1
SMILES (Click to copy)
C1CC(=O)C=C2C=CC3=C4C(=O)C[C@]([H])([C@H](C)/C=C/[C@H](CO)C(O)(C)C)[C@@]4(C)[C@H](O)C[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 33
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 471.63
Topological Polar Surface Area 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 4.55
Molar Refractivity 128.62

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