Structure Database (LMSD)

Common Name
12beta,25,28-trihydroxyergone
Systematic Name
12β,25,28-trihydroxyergosta-4,6,8(14),22-tetraen-3-one
Synonyms
LM ID
LMST01031352
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

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Ergosterols and C24-methyl derivatives [ST0103]

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

String Representations

InChiKey (Click to copy)
ARJHNPHOEZEGOG-KITIVPRGSA-N
InChi (Click to copy)
InChI=1S/C28H40O4/c1-17(6-7-19(16-29)26(2,3)32)22-10-11-23-21-9-8-18-14-20(30)12-13-27(18,4)24(21)15-25(31)28(22,23)5/h6-9,14,17,19,22,24-25,29,31-32H,10-13,15-16H2,1-5H3/b7-6+/t17-,19-,22-,24+,25-,27+,28-/m1/s1
SMILES (Click to copy)
C1CC(=O)C=C2C=CC3=C4CC[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

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings
Rotatable Bonds 5
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