Cardanol (C15:1) | CAS:501-26-8 | Manufacturer ChemFaces

Cardanol (C15:1)

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Description:

Cardanol (C15:1) possesses the same side chain as anacardic acid (C15:1), acted neither as a substrate nor as an inhibitor of lipoxygenase-1.

In vitro:

J Agric Food Chem. 2005 Jun 1;53(11):4350-4.

Lipoxygenase inhibitory activity of anacardic acids.[Pubmed: 15913294 ]

METHODS AND RESULTS:
6[8'(Z)-pentadecenyl]salicylic acid, otherwise known as anacardic acid (C15:1), inhibited the linoleic acid peroxidation catalyzed by soybean lipoxygenase-1 (EC 1.13.11.12, type 1) with an IC50 of 6.8 microM. The inhibition of the enzyme by anacardic acid (C15:1) is a slow and reversible reaction without residual activity. The inhibition kinetics analyzed by Dixon plots indicates that anacardic acid (C15:1) is a competitive inhibitor and the inhibition constant, KI, was obtained as 2.8 microM. Although anacardic acid (C15:1) inhibited the linoleic acid peroxidation without being oxidized, 6[8'(Z),11'(Z)-pentadecadienyl]salicylic acid, otherwise known as anacardic acid (C15:2), was dioxygenated at low concentrations as a substrate. In addition, anacardic acid (C15:2) was also found to exhibit time-dependent inhibition of lipoxygenase-1.
CONCLUSIONS:
The alk(en)yl side chain of anacardic acids is essential to elicit the inhibitory activity. However, the hydrophobic interaction alone is not enough because Cardanol (C15:1), which possesses the same side chain as anacardic acid (C15:1), acted neither as a substrate nor as an inhibitor.

Cardanol (C15:1) Description

Source:	The fruits of Ginkgo biloba
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Structure Identification:

Journal of the Science of Food & Agriculture, 2010 , 52 (1) :71-83.

Long chain phenols--the thermal and oxidative deterioration of phenolic lipids from the cashew (Anacardium occidentale) nut shell.[Reference: WebLink]

METHODS AND RESULTS:
The thermal and oxidative deterioration of a mixture comprising the (15:0)-, (15:1)-, (15:2)- and (15:3)-cardanols has been investigated by HPLC analysis. In air the oxidative deterioration is dependent on reaction time, unsaturated structure and temperature, being significant at 180 degrees C and fairly extensive at 240 degrees C. The reactivity of the constituents follows the sequence cardanol (15:3) > cardanol (15:2) > cardanol (15:1) (Cardanol (C15:1) )> (cardanol-3-pentadecylphenol) (15:0). At 180 degrees C, replacement of the aerial atmosphere by nitrogen retards the deterioration although in the upper range an inert atmosphere has only a marginal effect. The mixture and the individual cardanol constituents behave similarly. The results are relevant to distillation procedures for purifying cardanol, to other unsaturated lipid systems and to the technical processing of the product known as technical cashew nut-shell liquid from the cashew nut Anacardium occidentale L.
CONCLUSIONS:
Rate studies indicate that first order kinetics prevail in a nitrogen atmosphere. In air a second order rate of reaction was not always observed.

Product Name	Cardanol (C15:1)
Price:
CAS No.:	501-26-8
Catalog No.:	CFN92848
Molecular Formula:	C₂₁H₃₄O
Molecular Weight:	302.3 g/mol
Purity:	>=98%
Type of Compound:	Phenols
Physical Desc.:	Powder
Source:	The fruits of Ginkgo biloba
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Phenols Compound Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	3.308 mL	16.5399 mL	33.0797 mL	66.1594 mL	82.6993 mL
5 mM	0.6616 mL	3.308 mL	6.6159 mL	13.2319 mL	16.5399 mL
10 mM	0.3308 mL	1.654 mL	3.308 mL	6.6159 mL	8.2699 mL
50 mM	0.0662 mL	0.3308 mL	0.6616 mL	1.3232 mL	1.654 mL
100 mM	0.0331 mL	0.1654 mL	0.3308 mL	0.6616 mL	0.827 mL

CFN92848	Cardanol (C15:1)	501-26-8	302.3	C₂₁H₃₄O
CFN70344	Urushiol (15:1)	35237-02-6	318.5	C₂₁H₃₄O₂
CFN70456	Urushiol (15:2)	83258-37-1	316.5	C₂₁H₃₂O₂
CFN70457	Urushiol (15:3)	83543-37-7	314.5	C₂₁H₃₀O₂
CFN98859	5-(Z-heptadec-8-enyl) resorcinol	52483-19-9	346.6	C₂₃H₃₈O₂
CFN97874	5-Heptadecylresorcinol	41442-57-3	348.6	C₂₃H₄₀O₂
CFN97188	5-Tricosyl-1,3-benzenediol	70110-60-0	432.7	C₂₉H₅₂O₂
CFN97189	5-Pentacosylresorcinol	70110-61-1	460.8	C₃₁H₅₆O₂
CFN99380	3-Methoxy-5-heneicosylphenol	126882-76-6	418.7	C₂₈H₅₀O₂
CFN92595	Ganomycin I	1191255-15-8	342.4	C₂₁H₂₆O₄