Structure Database (LMSD)

Common Name
10S,11R-epoxy-punaglandin 3
Systematic Name
methyl 5S,6S-diacetoxy-9-oxo-10S-chloro-10S,11R-epoxy-12S-hydroxy-7E,14Z,17Z-prostatrienoate-cyclo[8,12R]
Synonyms
LM ID
LMFA03120039
Formula
C25H33O9Cl
Exact Mass
Calculate m/z
512.181313
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
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)
ZXSDFJZDMJBPKR-OHUDOUDKSA-N
InChi (Click to copy)
InChI=1S/C25H33ClO9/c1-5-6-7-8-9-10-14-24(31)18(22(30)25(26)23(24)35-25)15-20(34-17(3)28)19(33-16(2)27)12-11-13-21(29)32-4/h6-7,9-10,15,19-20,23,31H,5,8,11-14H2,1-4H3/b7-6-,10-9-,18-15-/t19-,20-,23+,24-,25-/m0/s1
SMILES (Click to copy)
[C@@]1(O)(C/C=C\C/C=C\CC)[C@H]2O[C@@]2(Cl)C(=O)/C/1=C/[C@H](OC(=O)C)[C@@H](OC(C)=O)CCCC(=O)OC

Other Databases

CHEBI ID
169911
LIPIDBANK ID
XPR8027
PubChem CID
5283254

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 2
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 492.18
Topological Polar Surface Area 128.73
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 9
logP 4.50
Molar Refractivity 128.84

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Created at
-
Updated at
3rd Jun 2021