Structure Database (LMSD)

HO HO OH OH O
Common Name
8-isoPGF2alpha
Systematic Name
9S,11R,15S-trihydroxy-5Z,13E-prostadienoic acid-cyclo[8S,12R]
Synonyms
  • (9S,11R,15S)-15-F2-IsoP[8S,12R]
  • 15-F2t-IsoP
  • 8-iso Prostaglandin F2alpha
LM ID
LMFA03110001
Formula
C20H34O5
Exact Mass
Calculate m/z
354.240625
Sum Composition
FA 20:3;O3
Status
Active (generated by computational methods)
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Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Isoprostanes [FA0311]

String Representations

InChiKey (Click to copy)
PXGPLTODNUVGFL-NAPLMKITSA-N
InChi (Click to copy)
InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16-,17+,18-,19+/m0/s1
SMILES (Click to copy)
C([C@@H]1[C@@H](O)C[C@@H](O)[C@@H]1/C=C/[C@@H](O)CCCCC)/C=C\CCCC(O)=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010
Pubmed ID: 20671299

Other Databases

KEGG ID
C13809
HMDB ID
HMDB0005083
CHEBI ID
34505
LIPIDBANK ID
XPR1788
PubChem CID
5282263
Cayman ID
16350

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 1
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 378.23
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 3.90
Molar Refractivity 99.68

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Created at
-
Updated at
10th Jan 2024