Structure Database (LMSD)

OH Cl O O O
Common Name
Chlorovulone IV
Systematic Name
methyl 9-oxo-10-chloro-12R-hydroxy-5Z,7Z,10Z,13Z-prostatetraenoate-cyclo[8,12]
Synonyms
LM ID
LMFA03120011
Formula
C21H29O4Cl
Exact Mass
Calculate m/z
380.175438
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]
Hydroxy fatty acids [FA0105]
Halogenated fatty acids [FA0109]
Carbocyclic fatty acids [FA0114]

String Representations

InChiKey (Click to copy)
CTIZPKYMYVPNGA-RAUOOXNLSA-N
InChi (Click to copy)
InChI=1S/C21H29ClO4/c1-3-4-5-6-9-12-15-21(25)16-18(22)20(24)17(21)13-10-7-8-11-14-19(23)26-2/h7,9-10,12-13,16,25H,3-6,8,11,14-15H2,1-2H3/b10-7-,12-9-,17-13+/t21-/m1/s1
SMILES (Click to copy)
[C@@]1(O)(C/C=C\CCCCC)C=C(Cl)C(=O)/C/1=C\C=C/CCCC(=O)OC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Clavularia viridis (#153213)
Anthozoa (#6101)
Chlorovulones, new halogenated marine prostanoids with an antitumor activity from the stolonifer clavularia viridis Quoy and Gaimard,
Tetrahedron Letts, 1985

Other Databases

LIPIDBANK ID
XPR8011
PubChem CID
5283225

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 1
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 394.03
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 5.06
Molar Refractivity 105.39

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Created at
-
Updated at
12th Dec 2023