Structure Database (LMSD)

Common Name
Bendigole B
Systematic Name
24-nor-12α-hydroxy-cholest-1,4-dien-3,22-dione
Synonyms
LM ID
LMST04060031
Status
Active
Exact Mass
Calculate m/z
356.235145
Formula
Abbrev


Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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

References

Reference
Bendigoles A-C, new steroids from Gordonia australis Acta 2299.
J Antibiot (Tokyo), 2008
DOI: 10.1038/ja.2008.50
PMID: 18667783

Taxonomy Information

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

Other Databases

PubChem CID

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

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