Structure Database (LMSD)

O O O O O O O
Common Name
clavulone III
Systematic Name
methyl 4R,12S-diacetoxy-9-oxo-5E,7Z,10Z,13Z-prostatetraenoate-cyclo[8,12]
Synonyms
LM ID
LMFA03120003
Formula
C25H34O7
Exact Mass
Calculate m/z
446.230455
Sum Composition
FA 25:8;O5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

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]

String Representations

InChiKey (Click to copy)
QXSYLWTUKSQQCP-XJHMFZNOSA-N
InChi (Click to copy)
InChI=1S/C25H34O7/c1-5-6-7-8-9-10-17-25(32-20(3)27)18-16-23(28)22(25)13-11-12-21(31-19(2)26)14-15-24(29)30-4/h9-13,16,18,21H,5-8,14-15,17H2,1-4H3/b10-9-,12-11+,22-13+/t21-,25-/m0/s1
SMILES (Click to copy)
[C@]1(OC(=O)C)(C/C=C\CCCCC)C=CC(=O)/C/1=C\C=C\[C@H](OC(C)=O)CCC(OC)=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Clavularia viridis (#153213)
Anthozoa (#6101)
Absolute stereochemistry of new prostanoids clavulone I, II and III, from Clavularia viridis Quoy and Gaimard,
Tetrahedron Letts, 1983

Other Databases

KEGG ID
C13813
CHEBI ID
34644
LIPIDBANK ID
XPR8003
PubChem CID
5282266

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 1
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 469.11
Topological Polar Surface Area 95.97
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 7
logP 4.89
Molar Refractivity 121.59

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Created at
-
Updated at
5th Apr 2022