Structure Database (LMSD)

Common Name
10,11-epoxy-chlorovulone I
Systematic Name
methyl 9-oxo-10R-chloro-10,11S-epoxy-12S-hydroxy-5Z,7E13Z-prostatrienoate-cyclo[8,12]
Synonyms
LM ID
LMFA03120012
Formula
C21H29O5Cl
Exact Mass
Calculate m/z
396.170353
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]
Hydroxy fatty acids [FA0105]
Epoxy fatty acids [FA0107]
Halogenated fatty acids [FA0109]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Clavularia viridis (#153213)
Anthozoa (#6101)
A new marine epoxy prostanoid with an antiproliferative activity from the stolonifer Clavularia viridis Quoy and Gaimard.,
Chem Pharm Bull (Tokyo), 1987
Pubmed ID: 3435962

String Representations

InChiKey (Click to copy)
VQTGQBDTRZNQSB-ZKVKOFCJSA-N
InChi (Click to copy)
InChI=1S/C21H29ClO5/c1-3-4-5-6-9-12-15-20(25)16(18(24)21(22)19(20)27-21)13-10-7-8-11-14-17(23)26-2/h7,9-10,12-13,19,25H,3-6,8,11,14-15H2,1-2H3/b10-7-,12-9-,16-13-/t19-,20-,21+/m0/s1
SMILES (Click to copy)
[C@@]1(O)(C/C=C\CCCCC)[C@@H]2O[C@]2(Cl)C(=O)/C/1=C/C=C\CCCC(=O)OC

Other Databases

CHEBI ID
165255
LIPIDBANK ID
XPR8012
PubChem CID
5283226

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 2
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 393.10
Topological Polar Surface Area 76.13
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 4.85
Molar Refractivity 105.94

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Created at
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Updated at
21st Apr 2022