Structure Database (LMSD)

Common Name
8-isoPGF2alpha glucuronide
Systematic Name
9S,11R,15S-trihydroxy-5Z,13E-prostadienoyl glucuronide -cyclo[8S,12R]
Synonyms
  • 8-iso Prostaglandin F2alpha glucuronide
LM ID
LMFA03110348
Formula
C26H42O11
Exact Mass
Calculate m/z
530.272715
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Identification of novel F2-isoprostane metabolites by specific UDP-glucuronosyltransferases.,
Redox Biol, 2024
Pubmed ID: 38211441

String Representations

InChiKey (Click to copy)
WCZHHEUDTSWXLR-CKBSYWFFSA-N
InChi (Click to copy)
InChI=1S/C26H42O11/c1-2-3-6-9-15(27)12-13-17-16(18(28)14-19(17)29)10-7-4-5-8-11-20(30)36-26-23(33)21(31)22(32)24(37-26)25(34)35/h4,7,12-13,15-19,21-24,26-29,31-33H,2-3,5-6,8-11,14H2,1H3,(H,34,35)/b7-4-,13-12+/t15-,16-,17+,18-,19+,21-,22-,23+,24-,26+/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[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(=O)O)O1)=O

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 2
Aromatic Rings
Rotatable Bonds 15
Van der Waals Molecular Volume 519.77
Topological Polar Surface Area 196.28
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 11
logP 2.68
Molar Refractivity 135.01

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Created at
4th Mar 2024
Updated at
4th Mar 2024