Structure Database (LMSD)

Common Name
12S-acetoxy-punaglandin 1
Systematic Name
methyl 5S,6R,7R,12S-tetraacetoxy-9-oxo-10-chloro-10Z,14Z,17Z-prostatrienoate-cyclo[8R,12S]
Synonyms
LM ID
LMFA03120028
Formula
C29H39O11Cl
Exact Mass
Calculate m/z
598.218093
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)
WSNKKWSUXVPBMX-QIOHZNKMSA-N
InChi (Click to copy)
InChI=1S/C29H39ClO11/c1-7-8-9-10-11-12-16-29(41-21(5)34)17-22(30)26(36)25(29)28(40-20(4)33)27(39-19(3)32)23(38-18(2)31)14-13-15-24(35)37-6/h8-9,11-12,17,23,25,27-28H,7,10,13-16H2,1-6H3/b9-8-,12-11-/t23-,25+,27+,28+,29+/m0/s1
SMILES (Click to copy)
[C@@]1(OC(=O)C)(C/C=C\C/C=C\CC)C=C(Cl)C(=O)[C@@H]1[C@@H](OC(=O)C)[C@H](OC(=O)C)[C@@H](OC(C)=O)CCCC(=O)OC

Other Databases

LIPIDBANK ID
XPR8016
PubChem CID
5283243

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 1
Aromatic Rings 0
Rotatable Bonds 21
Van der Waals Molecular Volume 586.04
Topological Polar Surface Area 148.57
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 11
logP 5.20
Molar Refractivity 149.31

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Created at
-
Updated at
3rd Jun 2021