Structure Database (LMSD)

Common Name
15alpha-acetoxy-12beta,25,26,trihydroxyergone
Systematic Name
15α-acetoxy-12β,25,26-trihydroxyergosta-4,6,8(14),22-tetraen-3-one
Synonyms
LM ID
LMST01031360
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

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)
WIJSONMGGRMVEO-OZDJCPRISA-N
InChi (Click to copy)
InChI=1S/C30H42O6/c1-17(7-8-18(2)29(5,35)16-31)23-14-25(36-19(3)32)27-22-10-9-20-13-21(33)11-12-28(20,4)24(22)15-26(34)30(23,27)6/h7-10,13,17-18,23-26,31,34-35H,11-12,14-16H2,1-6H3/b8-7+/t17-,18+,23-,24+,25+,26-,28+,29?,30+/m1/s1
SMILES (Click to copy)
C1CC(=O)C=C2C=CC3=C4[C@@H](OC(C)=O)C[C@]([H])([C@H](C)/C=C/[C@H](C)C(O)(CO)C)[C@@]4(C)[C@H](O)C[C@]3([H])[C@@]12C

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

Admin

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