Structure Database (LMSD)
Common Name
Isocapric acid
Systematic Name
8-methyl-nonanoic acid
Synonyms
3D model of Isocapric acid
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
8-methyl Nonanoic acid is an immediate precursor of capsaicin as well as a by-product of capsaicin degradation.1 Addition of 5 mM of 8-methyl nonanoic acid significantly increases the yield of capsaicin in both immobilized and freely suspended cells of C. frutescens.2 Capsaicin has reported antimicrobial properties, however isocapric acid can act as a growth substrate in certain bacterial strains.3
This information has been provided by Cayman Chemical
References
1. Kaga, H., Miura, M., and Orito, K. A facile procedure for synthesis of capsaicin. J. Org. Chem. 54, 3477-3478 (1989).
2. Lindsey, K., and Yeoman, M.M. The synthetic potential of immobilised cells of Capsicum frutescens mill cv. annuum. Planta 162, 495-501 (1984).
3. Flagan, S.F., and Leadbetter, J.R. Utilization of capsaicin and vanillylamine as growth substrates by Capsicum (hot pepper)-associated bacteria. Environ. Microbiol. 8(3), 560-565 (2006).
String Representations
InChiKey (Click to copy)
OAOABCKPVCUNKO-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C10H20O2/c1-9(2)7-5-3-4-6-8-10(11)12/h9H,3-8H2,1-2H3,(H,11,12)
SMILES (Click to copy)
C(CCCCCCC(C)C)(=O)O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
12
Rings
0
Aromatic Rings
0
Rotatable Bonds
7
Van der Waals Molecular Volume
196.50
Topological Polar Surface Area
37.30
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
2
logP
3.07
Molar Refractivity
50.18
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Updated at
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