Structure Database (LMSD)

H OH O H O OH OH O
Common Name
28-acetoxy-12beta,15alpha,25-trihydroxyergone
Systematic Name
28-acetoxy-12β,15α,25-trihydroxyergosta-4,6,8(14),22-tetraen-3-one
Synonyms
LM ID
LMST01031364
Formula
C30H42O6
Exact Mass
Calculate m/z
498.29814
Sum Composition
ST 30:6;O6
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)
ZQWAPIPOQSYCJS-GKPPARAWSA-N
InChi (Click to copy)
InChI=1S/C30H42O6/c1-17(7-8-20(28(3,4)35)16-36-18(2)31)23-14-25(33)27-22-10-9-19-13-21(32)11-12-29(19,5)24(22)15-26(34)30(23,27)6/h7-10,13,17,20,23-26,33-35H,11-12,14-16H2,1-6H3/b8-7+/t17-,20-,23-,24+,25+,26-,29+,30+/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](COC(=O)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 36
Rings 4
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 515.02
Topological Polar Surface Area 104.06
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 5.20
Molar Refractivity 139.68

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