Structure Database (LMSD)

H H HO O O O OH O OH O
Common Name
Ganoweberianic acid B
Systematic Name
25S-3α,15β-dihydroxy-7,11,23-trioxolanosta-8-en-26-oic acid.
Synonyms
LM ID
LMST01010414
Formula
C30H42O8
Exact Mass
Calculate m/z
530.28797
Sum Composition
ST 30:6;O8
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
KZIHALVKGNMABR-WQVXXEFPSA-N
InChi (Click to copy)
InChI=1S/C30H42O8/c1-14(10-16(31)11-15(2)26(37)38)17-12-21(34)30(7)22-18(32)13-19-27(3,4)20(33)8-9-28(19,5)23(22)24(35)25(36)29(17,30)6/h14-15,17,19-21,33-34H,8-13H2,1-7H3,(H,37,38)/t14-,15+,17-,19+,20-,21-,28+,29+,30+/m1/s1
SMILES (Click to copy)
C1C[C@@H](O)C(C)(C)[C@]2([H])CC(=O)C3=C([C@]21C)C(=O)C(=O)[C@]1(C)[C@@]([H])([C@H](C)CC(=O)C[C@@H](C(=O)O)C)C[C@@H](O)[C@]13C

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

Other Databases

PubChem CID
171120246

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 532.60
Topological Polar Surface Area 146.04
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 3.88
Molar Refractivity 138.84

Admin

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