Structure Database (LMSD)

Common Name
Sinubrasone C
Systematic Name
(26S)-Methyl 3-oxo-22R,23R-epoxy-24R-methyl-chola-1,4-diene-26-oate
Synonyms
LM ID
LMST04040012
Status
Active
Exact Mass
Calculate m/z
454.30831
Formula
C29H42O4
Abbrev
ST 29:5;O4
Show lipids differing only in stereochemistry/bond geometry
Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C28 bile acids, alcohols, and derivatives [ST0404]

String Representations

InChiKey (Click to copy)
NQJVHJHHCLOYRV-SDLCLIAISA-N
InChi (Click to copy)
InChI=1S/C29H42O4/c1-16(17(2)27(31)32-6)25-26(33-25)18(3)22-9-10-23-21-8-7-19-15-20(30)11-13-28(19,4)24(21)12-14-29(22,23)5/h11,13,15-18,21-26H,7-10,12,14H2,1-6H3/t16-,17+,18+,21+,22-,23+,24+,25-,26-,28+,29-/m1/s1
SMILES (Click to copy)
C1=CC(=O)C=C2CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)[C@@]5([H])O[C@]5([H])[C@H](C)[C@H](C)C(=O)OC)[C@@]4(C)CC[C@]3([H])[C@@]12C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sinularia brassica (#668394)
Anthozoa (#6101)
Structural diversity of bioactive steroid compounds isolated from soft corals in the period 2015-2020.,
J Steroid Biochem Mol Biol, 2022
Pubmed ID: 35031429

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 5
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 473.06
Topological Polar Surface Area 55.90
Hydrogen Bond Donors
Hydrogen Bond Acceptors 4
logP 6.33
Molar Refractivity 129.30

Admin

Created at
9th Feb 2022
Updated at
9th Feb 2022