Structure Database (LMSD)

Common Name
Polyporusterone C
Systematic Name
22,23-epoxy-2β,3β,14α,20R-tetrahydroxy-5β-ergosta-7-en-6-one
Synonyms
LM ID
LMST01031299
Formula
C28H44O6
Exact Mass
Calculate m/z
476.31379
Sum Composition
ST 28:3;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
Polyporus umbellatus (#158314)
Agaricomycetes (#155619)
Studies on constituents of fruit body of Polyporus umbellatus and their cytotoxic activity.,
Chem Pharm Bull (Tokyo), 1992
Pubmed ID: 1576664

String Representations

InChiKey (Click to copy)
XOSHHFGXQBEREG-UEKJSBDYSA-N
InChi (Click to copy)
InChI=1S/C28H44O6/c1-14(2)15(3)23-24(34-23)27(6,32)22-8-10-28(33)17-11-19(29)18-12-20(30)21(31)13-25(18,4)16(17)7-9-26(22,28)5/h11,14-16,18,20-24,30-33H,7-10,12-13H2,1-6H3/t15-,16+,18+,20-,21+,22+,23?,24-,25-,26-,27-,28-/m1/s1
SMILES (Click to copy)
C12=CC(=O)[C@]3([H])C[C@@H](O)[C@@H](O)C[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)(O)[C@@H]3OC3[C@H](C)C(C)C)CC[C@@]21O

Other Databases

CHEBI ID
189900
PubChem CID
44449966

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 5
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 478.62
Topological Polar Surface Area 110.52
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 4.72
Molar Refractivity 130.80

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Created at
21st Nov 2022
Updated at
21st Nov 2022