Structure Database (LMSD)

Common Name
12R-acetoxy-punaglandin 3
Systematic Name
methyl 5S,6S,12R-triacetoxy-9-oxo-10-chloro-7E,10E,14Z,17Z-prostatetraenoate-cyclo[8,12R]
Synonyms
LM ID
LMFA03120032
Formula
C27H35O9Cl
Exact Mass
Calculate m/z
538.196963
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]
Halogenated fatty acids [FA0109]
Carbocyclic fatty acids [FA0114]

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

String Representations

InChiKey (Click to copy)
OPEISPBBJXUHDT-WHRWPGLXSA-N
InChi (Click to copy)
InChI=1S/C27H35ClO9/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/h7-8,10-11,16-17,23-24H,6,9,12-15H2,1-5H3/b8-7-,11-10-,21-16-/t23-,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/1=C/[C@H](OC(=O)C)[C@@H](OC(C)=O)CCCC(=O)OC

Other Databases

CHEBI ID
169031
LIPIDBANK ID
XPR8020
PubChem CID
5283247

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 1
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 533.86
Topological Polar Surface Area 122.27
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 9
logP 5.29
Molar Refractivity 137.84

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Created at
-
Updated at
3rd Jun 2021