Structure Database (LMSD)

Common Name
Bendigole E
Systematic Name
24-nor-7α,12α-dihydroxy-cholest-1,4-dien-3,22-dione
Synonyms
LM ID
LMST04060030
Status
Active
Exact Mass
Calculate m/z
372.23006
Formula
C23H32O4
Abbrev
ST 23:4;O4
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

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

String Representations

InChiKey (Click to copy)
QZZDIOJZZDJVKI-RWMSCIDHSA-N
InChi (Click to copy)
InChI=1S/C23H32O4/c1-12(13(2)24)16-5-6-17-21-18(11-20(27)23(16,17)4)22(3)8-7-15(25)9-14(22)10-19(21)26/h7-9,12,16-21,26-27H,5-6,10-11H2,1-4H3/t12-,16-,17+,18+,19-,20+,21+,22+,23-/m1/s1
SMILES (Click to copy)
C1=CC(=O)C=C2C[C@@H](O)[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 D-F, bioactive sterols from the marine sponge-derived Actinomadura sp. SBMs009.
Bioorg Med Chem, 2011
DOI: 10.1016/j.bmc.2011.05.044
PMID: 21684166

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Actinomadura sp. SBMs009 (#985740)
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
57399081

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 4
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 381.62
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 3.65
Molar Refractivity 103.75

Admin

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