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Cardanol diene

CAT: 0804-HY-121374-01Size: 500 µgDry Ice: NoHazardous: No
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CAT#:0804-HY-121374-01Size:500 µg
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Description
Cardanol diene is a phenol found in cashew nut shell liquid that inhibits tyrosinase with an IC50 value of 52.5 μM in vitro.1 Cardanol diene is also used to synthesize cardanol-metal complexes that inhibit uropathogenic E. coli biofilm formation.
CAS Number
51546-63-5
UNSPSC
12352005
Target
Tyrosinase
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/cardanol-diene.html
Smiles
OC1=CC=CC(CCCCCCC/C=C\C/C=C\CCC)=C1
Molecular Formula
C21H32O
Molecular Weight
300.48
References & Citations
[1]Yu, et al. Inhibitory mechanism of cardanols on tyrosinase. Proc. Biochem. 51 (12), 223-2237 (2016) .
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

3-(8Z,11Z)-8,11-Pentadecadien-1-ylphenol

cardanol diene has been reported in Anacardium occidentale and Schinus terebinthifolia with data available.

CAS Number51546-63-5
PubChem CID11098630
IUPAC Name3-[(8Z,11Z)-pentadeca-8,11-dienyl]phenol
Molecular FormulaC21H32O
Molecular Weight300.5
XLogP7.8
Topological Polar Surface Area20.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count12
Heavy Atom Count22
Formal Charge0
Complexity292
SMILES
CCC/C=C\C/C=C\CCCCCCCC1=CC(=CC=C1)O
InChI
InChI=1S/C21H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-20-17-15-18-21(22)19-20/h4-5,7-8,15,17-19,22H,2-3,6,9-14,16H2,1H3/b5-4-,8-7-
InChIKey
FAYVLNWNMNHXGA-UTOQUPLUSA-N
Chemical Structure
2D Structure
2D structure of 3-(8Z,11Z)-8,11-Pentadecadien-1-ylphenol
CAS: 51546-63-5
CID: 11098630
Formula: C21H32O
MW: 300.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight300.5
XLogP37.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count12
Exact Mass300.245315640
Monoisotopic Mass300.245315640
Topological Polar Surface Area20.2 Ų
Heavy Atom Count22
Formal Charge0
Complexity292
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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