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Merck
CN

05506

(15:0)-Anacardic acid

analytical standard

Synonym(s):

Anacardic acid, 2-Hydroxy-6-pentadecylbenzoic acid, 22:0-Anacardic acid, 6-Pentadecylsalicylic acid

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About This Item

Empirical Formula (Hill Notation):
C22H36O3
CAS Number:
16611-84-0
Molecular Weight:
348.52
NACRES:
NA.24
PubChem Substance ID:
329748077
UNSPSC Code:
85151701
MDL number:
MFCD07368254

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InChI

1S/C22H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-17-15-18-20(23)21(19)22(24)25/h15,17-18,23H,2-14,16H2,1H3,(H,24,25)

SMILES string

CCCCCCCCCCCCCCCc1cccc(O)c1C(O)=O

InChI key

ADFWQBGTDJIESE-UHFFFAOYSA-N

grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

100

General description

(15:0)-Anacardic acid is a mixture of salicylic acid analogues, comprising of a 15 carbon aliphatic side chain in various degrees of unsaturation.

Biochem/physiol Actions

Anacardic acid is a HAT (Histone Acetyltransferase) inhibitor.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF5510
BCBX4234
BCBT4382
BCBS3165V

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Uncoupling effect of anacardic acids from cashew nut shell oil on oxidative phosphorylation of rat liver mitochondria.
Toyomizu M, et al.
Life Sciences, 66(3), 229-234 (1999)
Rikke Illum Høgh et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 34(11), 15531-15546 (2020-10-01)
SCFAs are primarily produced in the colon by bacterial fermentation of nondigestible carbohydrates. Besides providing energy, SCFAs can suppress development of colon cancer. The mechanism, however, remains elusive. Here, we demonstrate that the SCFA propionate upregulates surface expression of the
Tomohisa Horibe et al.
Chembiochem : a European journal of chemical biology, 15(11), 1599-1606 (2014-06-13)
In order to regulate the activity of P5, which is a member of the protein disulfide isomerase family, we screened a chemical compound library for P5-specific inhibitors, and identified two candidate compounds (anacardic acid and NSC74859). Interestingly, anacardic acid inhibited
E Pieterse et al.
Clinical and experimental immunology, 179(1), 68-74 (2014-04-25)
In addition to disturbed apoptosis and insufficient clearance of apoptotic cells, there is recent evidence for a role of neutrophils in the aetiopathogenesis of systemic lupus erythematosus (SLE). In response to various stimuli, neutrophils can rapidly release DNA fibres decorated
Tomohiro Nabekura et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 70, 140-145 (2015-03-18)
Drug efflux transporter P-glycoprotein plays an important role in cancer chemotherapy. The nuclear factor-κB (NF-κB) transcription factors play critical roles in development and progression of cancer. In this study, the effects of natural compounds that can inhibit NF-κB activation on
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