Structure Database (LMSD)

Common Name
Ganoweberianone A
Systematic Name
26-(3'-oxo-lanosta-7',9'(11')-dien-24'S,25'R,26'-triol)-25S-15β-hydroxy-3,7,11,23-tetraoxolanosta-8-en-ate
Synonyms
LM ID
LMST01010420
Formula
C60H88O10
Exact Mass
Calculate m/z
968.63775
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ganoderma weberianum (#34468)
Agaricomycetes (#155619)
Ganoweberianones A and B, Antimalarial Lanostane Dimers from Cultivated Fruiting Bodies of the Basidiomycete Ganoderma weberianum.,
J Nat Prod, 2020
Pubmed ID: 33107297

String Representations

InChiKey (Click to copy)
KOHPJQAINZLZJM-ADOIXGOQSA-N
InChi (Click to copy)
InChI=1S/C60H88O10/c1-33(37-19-25-57(11)39-16-17-43-52(4,5)45(65)21-23-54(43,8)38(39)20-26-56(37,57)10)15-18-48(59(13,69)32-61)70-51(68)35(3)28-36(62)27-34(2)40-29-47(67)60(14)50-41(63)30-44-53(6,7)46(66)22-24-55(44,9)49(50)42(64)31-58(40,60)12/h16,20,33-35,37,40,43-44,47-48,61,67,69H,15,17-19,21-32H2,1-14H3/t33-,34-,35+,37-,40-,43+,44+,47-,48+,54-,55+,56-,57+,58-,59-,60+/m1/s1
SMILES (Click to copy)
C1CC(=O)C(C)(C)[C@]2([H])CC(=O)C3=C([C@]21C)C(=O)C[C@]1(C)[C@@]([H])([C@H](C)CC(=O)C[C@@H](C(=O)O[C@H]([C@@](O)(C)CO)CC[C@@H](C)[C@@]2([H])CC[C@@]4(C)C5=CC[C@@]6([H])C(C)(C)C(=O)CC[C@]6(C)C5=CC[C@@]42C)C)C[C@@H](O)[C@]13C

Other Databases

CHEBI ID
194571
PubChem CID
162665557

Calculated Physicochemical Properties

Heavy Atoms 70
Rings 8
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 1011.82
Topological Polar Surface Area 172.34
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 10
logP 11.56
Molar Refractivity 270.76

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Created at
28th Oct 2020
Updated at
28th Oct 2020