Structure Database (LMSD)
Common Name
11R-HEDE
Systematic Name
11R-hydroxy-12E,14Z-eicosadienoic acid
Synonyms
3D model of 11R-HEDE
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
11(R)-HEDE is produced from 11Z,14Z-eicosadienoic acid by COX in a lipoxygenase-type reaction.1 Spectrophotometric measurement of the conjugated diene absorbance of 11(R)-HEDE is occasionally used to quantify COX activity.2
This information has been provided by Cayman Chemical
References
1. Koshkin, V., and Dunford, H.B. Reaction of prostaglandin endoperoxide synthase with cis,cis-eicosa-11,14-dienoic acid. The Journal of Biological Chemisty 273, 6046-6049 (1998).
2. Hemler, M.E., Crawford, C.G., and Lands, W.E.M. Lipoxygenation activity of purified prostaglandin-forming cyclooxygenase. Biochemistry 17(9), 1772-1779 (1978).
String Representations
InChiKey (Click to copy)
HDMIRVFIVOGVIC-VOYJXKAKSA-N
InChi (Click to copy)
InChI=1S/C20H36O3/c1-2-3-4-5-7-10-13-16-19(21)17-14-11-8-6-9-12-15-18-20(22)23/h7,10,13,16,19,21H,2-6,8-9,11-12,14-15,17-18H2,1H3,(H,22,23)/b10-7-,16-13+/t19-/m0/s1
SMILES (Click to copy)
OC(=O)CCCCCCCCC[C@@H](O)/C=C/C=C\CCCCC
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
23
Rings
0
Aromatic Rings
0
Rotatable Bonds
16
Van der Waals Molecular Volume
373.01
Topological Polar Surface Area
57.53
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
3
logP
5.92
Molar Refractivity
98.13
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