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V3264

Sigma-Aldrich

VDM 11

≥98% (HPLC), oil

Synonym(s):

(5Z,8Z,11Z,14Z)-N-(4-Hydroxy-2-methylphenyl)-5,8,11,14-eicosatetraenamide, N-(4-Hydroxy-2-methylphenyl)arachidonylamide

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About This Item

Empirical Formula (Hill Notation):
C27H39NO2
CAS Number:
313998-81-1
Molecular Weight:
409.60
MDL number:
MFCD04037552
UNSPSC Code:
12352202
PubChem Substance ID:
329829042
NACRES:
NA.77

description

Light-sensitive; store under argon.

assay

≥98% (HPLC)

form

oil

color

gold

solubility

DMSO: soluble >5 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)Nc1ccc(O)cc1C

InChI

1S/C27H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-27(30)28-26-22-21-25(29)23-24(26)2/h7-8,10-11,13-14,16-17,21-23,29H,3-6,9,12,15,18-20H2,1-2H3,(H,28,30)/b8-7-,11-10-,14-13-,17-16-

InChI key

WUZWFRWVRHLXHZ-ZKWNWVNESA-N

Biochem/physiol Actions

Potent, selective anandamide membrane transporter (AMT) inhibitor.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Resp. Sens. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Thiago Roberto Lima Romero et al.
Pharmacological reports : PR, 72(1), 96-103 (2020-02-06)
Xylazine is an α2 adrenoceptor agonist that is extensively used in veterinary medicine and animal experimentation procedures to produce analgesia, sedation and muscle relaxation without causing general anesthesia. Considering the lack of knowledge of the mechanisms involved in peripheral antinociception
L De Petrocellis et al.
FEBS letters, 483(1), 52-56 (2000-10-18)
Some synthetic agonists of the VR1 vanilloid (capsaicin) receptor also inhibit the facilitated transport into cells of the endogenous cannabinoid anandamide (arachidonoylethanolamide, AEA). Here we tested several AEA derivatives containing various derivatized phenyl groups or different alkyl chains as either
Yunbok Kim et al.
Frontiers in physiology, 13, 882176-882176 (2022-05-03)
Songbirds, such as zebra finches, spontaneously produce many song renditions for vocal practice even in the absence of apparent recipients throughout their lives. Such "undirected singing" is driven by intrinsic motivation, which arises within individuals for internal satisfaction without immediate

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