Structure Database (LMSD)

Common Name
15alpha-methoxy-12beta,25,28-trihydroxyergone
Systematic Name
15α-methoxy-12β,25,28-trihydroxyergosta-4,6,8(14),22-tetraen-3-one
Synonyms
LM ID
LMST01031355
Formula
C29H42O5
Exact Mass
Calculate m/z
470.303225
Sum Composition
ST 29:5;O5
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)
GVDSXMOKMZRMLU-AEESWVPQSA-N
InChi (Click to copy)
InChI=1S/C29H42O5/c1-17(7-8-19(16-30)27(2,3)33)22-14-24(34-6)26-21-10-9-18-13-20(31)11-12-28(18,4)23(21)15-25(32)29(22,26)5/h7-10,13,17,19,22-25,30,32-33H,11-12,14-16H2,1-6H3/b8-7+/t17-,19-,22-,23+,24+,25-,28+,29+/m1/s1
SMILES (Click to copy)
C1CC(=O)C=C2C=CC3=C4[C@@H](OC)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

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 4
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 491.57
Topological Polar Surface Area 86.99
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 5.29
Molar Refractivity 134.93

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