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
Formula
C29H42O4
Exact Mass
Calculate m/z
454.30831
Sum Composition
ST 29:5;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

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

Other Databases

PubChem CID
163111663

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

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