Structure Database (LMSD)

Common Name
Bendigole B
Systematic Name
24-nor-12α-hydroxy-cholest-1,4-dien-3,22-dione
Synonyms
LM ID
LMST04060031
Formula
C23H32O3
Exact Mass
Calculate m/z
356.235145
Sum Composition
ST 23:4;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C23 bile acids, alcohols, and derivatives [ST0406]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Gordonia australis (#339863)
Actinomycetes (#1760)
Bendigoles D-F, bioactive sterols from the marine sponge-derived Actinomadura sp. SBMs009.,
Bioorg Med Chem, 2011
Pubmed ID: 21684166

String Representations

InChiKey (Click to copy)
ADAGZDQSLWVWDS-OZNMWJIMSA-N
InChi (Click to copy)
InChI=1S/C23H32O3/c1-13(14(2)24)18-7-8-19-17-6-5-15-11-16(25)9-10-22(15,3)20(17)12-21(26)23(18,19)4/h9-11,13,17-21,26H,5-8,12H2,1-4H3/t13-,17+,18-,19+,20+,21+,22+,23-/m1/s1
SMILES (Click to copy)
C1=CC(=O)C=C2CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)C(=O)C)[C@@]4(C)[C@@H](O)C[C@]3([H])[C@@]12C

Other Databases

PubChem CID
24938793

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 4
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 372.83
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 4.39
Molar Refractivity 101.85

Admin

Created at
14th Dec 2020
Updated at
14th Dec 2020