Structure Database (LMSD)

Common Name
punaglandin 2
Systematic Name
methyl 5S,6R,7R-triacetoxy-9-oxo-10-chloro-12S-hydroxy-10Z,14Z-prostadienoate-cyclo[8R,12S]
Synonyms
LM ID
LMFA03120029
Formula
C27H39O10Cl
Exact Mass
Calculate m/z
558.223178
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]
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)
JJPYFSVYYQRFTK-BWCUSQEASA-N
InChi (Click to copy)
InChI=1S/C27H39ClO10/c1-6-7-8-9-10-11-15-27(34)16-20(28)24(33)23(27)26(38-19(4)31)25(37-18(3)30)21(36-17(2)29)13-12-14-22(32)35-5/h10-11,16,21,23,25-26,34H,6-9,12-15H2,1-5H3/b11-10-/t21-,23+,25+,26+,27+/m0/s1
SMILES (Click to copy)
[C@@]1(O)(C/C=C\CCCCC)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

CHEBI ID
186276
LIPIDBANK ID
XPR8017
PubChem CID
5283244

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 1
Aromatic Rings 0
Rotatable Bonds 20
Van der Waals Molecular Volume 547.93
Topological Polar Surface Area 142.50
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 10
logP 4.85
Molar Refractivity 139.86

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Created at
-
Updated at
3rd Jun 2021