Structure Database (LMSD)

Common Name
PGI2
Systematic Name
6,9S-epoxy-11R,15S-dihydroxy-5Z,13E-prostadienoic acid
Synonyms
  • Prostaglandin I2
  • Prostacyclin
LM ID
LMFA03010087
Formula
C20H32O5
Exact Mass
Calculate m/z
352.224975
Sum Composition
FA 20:4;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra
View ion mobility data

Classification

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

Reactions

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ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
The chemical structure of prostaglandin X (prostacyclin),
Prostaglandins, 1978
Pubmed ID: 12538

String Representations

InChiKey (Click to copy)
KAQKFAOMNZTLHT-OZUDYXHBSA-N
InChi (Click to copy)
InChI=1S/C20H32O5/c1-2-3-4-7-14(21)10-11-16-17-12-15(8-5-6-9-20(23)24)25-19(17)13-18(16)22/h8,10-11,14,16-19,21-22H,2-7,9,12-13H2,1H3,(H,23,24)/b11-10+,15-8-/t14-,16+,17+,18+,19-/m0/s1
SMILES (Click to copy)
[C@@H]1(O)C[C@@H]2O/C(=C\CCCC(=O)O)/C[C@@H]2[C@H]1/C=C/[C@@H](O)CCCCC

Other Databases

Wikipedia
Prostacyclin
KEGG ID
C01312
HMDB ID
HMDB0001335
CHEBI ID
15552
LIPIDBANK ID
XPR1801
PubChem CID
5282411
SwissLipids ID
SLM:000390040
GuidePharm ID
1915

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 2
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 365.87
Topological Polar Surface Area 89.06
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 4.27
Molar Refractivity 97.49

Admin

Created at
-
Updated at
14th May 2021