Structure Database (LMSD)

Common Name
Sinubrasone D
Systematic Name
methyl 24-dinor-3-oxo-chola-1,4-dien-22-oate
Synonyms
LM ID
LMST04050019
Formula
C23H32O3
Exact Mass
Calculate m/z
356.235146
Sum Composition
ST 23:4;O3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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)
GCZQXRVRKJJMBD-ATUDNIAQSA-N
InChi (Click to copy)
InChI=1S/C23H32O3/c1-14(21(25)26-4)18-7-8-19-17-6-5-15-13-16(24)9-11-22(15,2)20(17)10-12-23(18,19)3/h9,11,13-14,17-20H,5-8,10,12H2,1-4H3/t14-,17-,18+,19-,20-,22-,23+/m0/s1
SMILES (Click to copy)
C1=CC(=O)C=C2CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@@H](C(=O)OC)C)[C@@]4(C)CC[C@]3([H])[C@@]12C

Other Databases

PubChem CID
163108883

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 4
Aromatic Rings
Rotatable Bonds 3
Van der Waals Molecular Volume 372.83
Topological Polar Surface Area 43.37
Hydrogen Bond Donors
Hydrogen Bond Acceptors 3
logP 4.72
Molar Refractivity 101.29

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