Structure Database (LMSD)

Common Name
12S-acetoxy-punaglandin 5
Systematic Name
methyl 5S,6S,12S-triacetoxy-9-oxo-10-chloro-10E,14Z,17Z-prostatrienoate-cyclo[8R,12S]
Synonyms
LM ID
LMFA03120042
Status
Active
Exact Mass
Calculate m/z
540.212613
Formula
C27H37O9Cl
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

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]
Halogenated fatty acids [FA0109]
Carbocyclic fatty acids [FA0114]

String Representations

InChiKey (Click to copy)
FENNCULYSXFRFR-NMJPUUGUSA-N
InChi (Click to copy)
InChI=1S/C27H37ClO9/c1-6-7-8-9-10-11-15-27(37-20(4)31)17-22(28)26(33)21(27)16-24(36-19(3)30)23(35-18(2)29)13-12-14-25(32)34-5/h7-8,10-11,17,21,23-24H,6,9,12-16H2,1-5H3/b8-7-,11-10-/t21-,23-,24-,27+/m0/s1
SMILES (Click to copy)
[C@@]1(OC(C)=O)(C/C=C\C/C=C\CC)C=C(Cl)C(=O)[C@@H]1C[C@H](OC(=O)C)[C@@H](OC(C)=O)CCCC(=O)OC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Carijoa riisei (#360972)
Anthozoa (#6101)
The punaglandins: 10-chloroprostanoids from the octocoral Telesto riisei.,
J Nat Prod, 1994
Pubmed ID: 7857405

Other Databases

LIPIDBANK ID
XPR8030
PubChem CID
5283257

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 1
Aromatic Rings 0
Rotatable Bonds 19
Van der Waals Molecular Volume 536.50
Topological Polar Surface Area 122.27
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 9
logP 5.37
Molar Refractivity 137.86

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Created at
-
Updated at
3rd Jun 2021