Structure Database (LMSD)

H O OH H H OH H OH O
Common Name
Bendigole D
Systematic Name
24-dinor-3-oxo,7α,12α-dihydroxy-chola-1,4-dien-22-oic acid
Synonyms
LM ID
LMST04050017
Formula
C22H30O5
Exact Mass
Calculate m/z
374.209325
Sum Composition
ST 22:4;O5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C22 bile acids, alcohols, and derivatives [ST0405]

String Representations

InChiKey (Click to copy)
RIPUUOOMDLZCBV-QYVBNZPWSA-N
InChi (Click to copy)
InChI=1S/C22H30O5/c1-11(20(26)27)14-4-5-15-19-16(10-18(25)22(14,15)3)21(2)7-6-13(23)8-12(21)9-17(19)24/h6-8,11,14-19,24-25H,4-5,9-10H2,1-3H3,(H,26,27)/t11-,14+,15-,16-,17+,18-,19-,21-,22+/m0/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)O)[C@@]4(C)[C@@H](O)C[C@]3([H])[C@@]12C

References

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
54764154

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 4
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 373.11
Topological Polar Surface Area 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 3.15
Molar Refractivity 100.71

Admin

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