Structure Database (LMSD)

OH H O H OH OH
Common Name
Asperergoster A
Systematic Name
12β,15α,25-trihydroxyergosta-4,6,8(14),22-tetraen-3-one
Synonyms
  • 12beta,15alpha,25-trihydroxyergone
LM ID
LMST01031365
Formula
C28H40O4
Exact Mass
Calculate m/z
440.29266
Sum Composition
ST 28:5;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)
RDZXYBLXIRJYJG-LSJGDYQFSA-N
InChi (Click to copy)
InChI=1S/C28H40O4/c1-16(7-8-17(2)26(3,4)32)21-14-23(30)25-20-10-9-18-13-19(29)11-12-27(18,5)22(20)15-24(31)28(21,25)6/h7-10,13,16-17,21-24,30-32H,11-12,14-15H2,1-6H3/b8-7+/t16-,17+,21-,22+,23+,24-,27+,28+/m1/s1
SMILES (Click to copy)
C1CC(=O)C=C2C=CC3=C4[C@@H](O)C[C@]([H])([C@H](C)/C=C/[C@H](C)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 32
Rings 4
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 465.48
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.37
Molar Refractivity 128.23

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