Structure Database (LMSD)

Common Name
20-acetoxy-clavulone III
Systematic Name
methyl 4R,12S,20-triacetoxy-9-oxo-5E,7Z,10Z,13Z-prostatetraenoate-cyclo[8,12]
Synonyms
LM ID
LMFA03120007
Formula
C27H36O9
Exact Mass
Calculate m/z
504.235935
Sum Composition
FA 27:9;O7
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Clavulones [FA0312]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Oxo fatty acids [FA0106]
Carbocyclic fatty acids [FA0114]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Clavularia viridis (#153213)
Anthozoa (#6101)
Novel C-20-oxygenated prostanoids, 20-acetoxyclavulones, from the stolonifer clavularia viridis quoy and gaimard,
Tetrahedron Letts, 1983

String Representations

InChiKey (Click to copy)
LHIPZWGSDUHLAW-KAJQFPCGSA-N
InChi (Click to copy)
InChI=1S/C27H36O9/c1-20(28)34-19-10-8-6-5-7-9-17-27(36-22(3)30)18-16-25(31)24(27)13-11-12-23(35-21(2)29)14-15-26(32)33-4/h7,9,11-13,16,18,23H,5-6,8,10,14-15,17,19H2,1-4H3/b9-7-,12-11+,24-13+/t23-,27-/m0/s1
SMILES (Click to copy)
[C@]1(OC(=O)C)(C/C=C\CCCCCOC(=O)C)C=CC(=O)/C/1=C\C=C\[C@H](OC(C)=O)CCC(OC)=O

Other Databases

LIPIDBANK ID
XPR8007
PubChem CID
5283221

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 1
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 518.65
Topological Polar Surface Area 122.27
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 9
logP 4.72
Molar Refractivity 133.04

Admin

Created at
-
Updated at
31st Jan 2024