Structure Database (LMSD)

Common Name
5-trans-PGA2
Systematic Name
9oxo-15S-hydroxy-5E,10Z,13E-prostatrienoic acid
Synonyms
  • 5-trans-Prostaglandin A2
LM ID
LMFA03010100
Formula
C20H30O4
Exact Mass
Calculate m/z
334.21441
Sum Composition
FA 20:5;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Prostaglandins [FA0301]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Plexaura homomalla (#47982)
Anthozoa (#6101)
Isolation of a new naturally occurring prostaglandin, 5-trans-PGA 2 . Synthesis of 5-trans-PGE 2 and 5-trans-PGF 2a .,
J Am Chem Soc, 1972
Pubmed ID: 4401384

String Representations

InChiKey (Click to copy)
MYHXHCUNDDAEOZ-JLGPIWRLSA-N
InChi (Click to copy)
InChI=1S/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12-18,21H,2-3,5-6,8-11H2,1H3,(H,23,24)/b7-4+,14-12+/t16-,17-,18+/m0/s1
SMILES (Click to copy)
[C@H]1(/C=C/[C@@H](O)CCCCC)C=CC(=O)[C@@H]1C/C=C/CCCC(=O)O

Other Databases

KEGG ID
C05953
HMDB ID
HMDB02752
CHEBI ID
184988
LIPIDBANK ID
XPR8054
PubChem CID
5283092

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 1
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 364.16
Topological Polar Surface Area 74.60
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.34
Molar Refractivity 96.17

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Created at
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Updated at
5th Apr 2022