Structure Database (LMSD)
Common Name
Cardanol
Systematic Name
3-((8Z,11Z)-pentadeca-8,11,14-trien-1-yl)phenol
Synonyms
3D model of Cardanol
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
Cardanol triene is a phenol found in cashew nut shell liquid that reversibly inhibits tyrosinase with an IC50 value of 40.5 µM in vitro.1 A mixture of cardanol mono-, di-, and triene is used to synthesize cardanol-metal complexes that inhibit uropathogenic E. coli biofilm formation.2
This information has been provided by Cayman Chemical
References
1. Yu, X.-P., Su, W.-C., Wang, Q., et al. Inhibitory mechanism of cardanols on tyrosinase. Proc. Biochem. 51(12), 223-2237 (2016).
2. Lalitha, K., Sandeep, M., Prasad, Y.S., et al. Intrinsic hydrophobic antibacterial thin film from renewable resources: Application in the development of anti-biofilm urinary catheters. ACS Sus. Chem. Eng. (Univ. of Berlin) 5(1), 436-449 (2017).
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Anacardium occidentale
(#171929)
Magnoliopsida
(#3398)
Antibacterial agents from the cashew Anacardium occidentale (Anacardiaceae) nut shell oil,
J. Agric. Food Chem., 1991
J. Agric. Food Chem., 1991
DOI:
10.1021/jf00002a039
String Representations
InChiKey (Click to copy)
JOLVYUIAMRUBRK-UTOQUPLUSA-N
InChi (Click to copy)
InChI=1S/C21H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-20-17-15-18-21(22)19-20/h2,4-5,7-8,15,17-19,22H,1,3,6,9-14,16H2/b5-4-,8-7-
SMILES (Click to copy)
C1C=C(CCCCCCC/C=C\C/C=C\CC=C)C=C(O)C=1
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
22
Rings
1
Aromatic Rings
1
Rotatable Bonds
12
Van der Waals Molecular Volume
341.55
Topological Polar Surface Area
20.23
Hydrogen Bond Donors
1
Hydrogen Bond Acceptors
1
logP
6.35
Molar Refractivity
97.22
Admin
Created at
-
Updated at
4th May 2021