Structure Database (LMSD)

Common Name
Michosterol C
Systematic Name
20S-hydroperoxy-6α-acetoxy-23R-methyl-ergosta-3β,5β,25-triol
Synonyms
LM ID
LMST01031256
Formula
C31H54O5
Exact Mass
Calculate m/z
506.397125
Sum Composition
ST 31:1;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
Lobophytum (#205095)
Anthozoa (#6101)
Structural diversity of bioactive steroid compounds isolated from soft corals in the period 2015-2020.,
J Steroid Biochem Mol Biol, 2022
Pubmed ID: 35031429

String Representations

InChiKey (Click to copy)
YMTYSQPOJCHCOH-QMVSKRTFSA-N
InChi (Click to copy)
InChI=1S/C31H54O5/c1-18(20(3)28(5,6)34)15-19(2)24-9-10-25-23-16-27(36-21(4)32)31(35)17-22(33)11-14-30(31,8)26(23)12-13-29(24,25)7/h18-20,22-27,33-35H,9-17H2,1-8H3/t18-,19-,20+,22+,23+,24-,25+,26+,27+,29-,30-,31-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@H](C)C[C@@H](C)[C@H](C)C(O)(C)C)CC[C@@]4([H])[C@]3([H])C[C@H](OC(C)=O)[C@]2(O)C[C@@H](O)C1

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 536.73
Topological Polar Surface Area 86.99
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 6.88
Molar Refractivity 144.08

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Created at
7th Feb 2022
Updated at
7th Feb 2022