Structure Database (LMSD)
Common Name
Tetranor-PGE1
Systematic Name
2,3,4,5-tetranor-9-oxo-11R,15S-dihydroxy-13E-prostenoic acid
Synonyms
- Tetranor-PGE2
LM ID
LMFA03010211
Formula
Exact Mass
Calculate m/z
298.178025
Sum Composition
Status
Curated
3D model of Tetranor-PGE1
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
tetranor-Prostaglandin E1 (tetranor-PGE1) is metabolite of PGE1 and PGE2 that is formed by β-oxidation.1,2
This information has been provided by Cayman Chemical
References
1. Oates, J.A., Sweetman, B.J., Gréene, K., et al. Identification and assay of tetranor-prostaglandin E1 in human urine. Anal. Biochem. 74(2), 546-559 (1976).
2. Kimbrough, J.R., Jana, S., Kim, K., et al. Synthesis of tetranor-PGE1: A urinary metabolite of prostaglandins E1 and E2. Tetrahedron Lett. 61(22), 151922 (2020).
String Representations
InChiKey (Click to copy)
FPTFFTMXBKQFKC-JZKKULJYSA-N
InChi (Click to copy)
InChI=1S/C16H26O5/c1-2-3-4-5-11(17)6-7-12-13(8-9-16(20)21)15(19)10-14(12)18/h6-7,11-14,17-18H,2-5,8-10H2,1H3,(H,20,21)/b7-6+/t11-,12+,13+,14+/m0/s1
SMILES (Click to copy)
C(C[C@@H]1[C@@H](/C=C/[C@@H](O)CCCCC)[C@H](O)CC1=O)C(O)=O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
21
Rings
1
Aromatic Rings
0
Rotatable Bonds
9
Van der Waals Molecular Volume
309.03
Topological Polar Surface Area
94.83
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
5
logP
2.49
Molar Refractivity
79.79
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