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280577

Sigma-Aldrich

cis-13-Docosenoamide

Synonym(s):

Erucamide

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About This Item

Linear Formula:
CH3(CH2)7CH=CH(CH2)11CONH2
CAS Number:
112-84-5
Molecular Weight:
337.58
EC Number:
204-009-2
MDL number:
MFCD00882379
UNSPSC Code:
12352100
PubChem Substance ID:
24856947
NACRES:
NA.22

form

beads

composition

erucamide, >85%

mp

79-81 °C (lit.)

storage temp.

−20°C

SMILES string

[H]\C(CCCCCCCC)=C(/[H])CCCCCCCCCCCC(N)=O

InChI

1S/C22H43NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H2,23,24)/b10-9-

InChI key

UAUDZVJPLUQNMU-KTKRTIGZSA-N

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Application

cis-13-Docosenoamide (Erucamide) was employed as:
  • standard in determination of fatty acid amides in polyethylene packaging film by GC/MS
  • slip agent for polymers to reduce their friction coefficient and to make films easier to handle

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Jianjun Wang et al.
Scientific reports, 7(1), 14667-14667 (2017-11-09)
A series of alkyl amides was detected and identified in the sedimentary record from an archaeological site at Yuchisi, Mengcheng, Anhui, China. The alkyl amides profiles change abruptly at the depth corresponding to the transition between two prehistoric cultures, which
J O Chleboun et al.
Biochemical and biophysical research communications, 185(2), 510-516 (1992-06-15)
An adequate collateral circulation is crucial to tissue survival subsequent to proximal major arterial occlusion. The precise mechanism of collateral blood vessel development and the biochemical mediators involved in this process are unknown. To evaluate the influence of a number
Lorenza Sisinni et al.
The FEBS journal, 277(8), 1896-1905 (2010-03-20)
HP1286 from Helicobacter pylori is among the proteins that play a relevant role in bacterial colonization and persistence in the stomach. Indeed, it was demonstrated to be overexpressed under acidic stress conditions, together with other essential virulence factors. Here we
K Wakamatsu et al.
Biochemical and biophysical research communications, 168(2), 423-429 (1990-04-30)
Erucamide (13-docosenamide) was found to be the major bovine mesentery angiogenic lipid as assessed by chorioallantoic membrane (CAM) assay. Two micrograms of this lipid caused angiogenesis in the assay. Angiogenic activity of this naturally occurring lipid was also found by
Robert N Tuttle et al.
Applied and environmental microbiology, 85(8) (2019-02-10)
Thousands of natural products have been identified from cultured microorganisms, yet evidence of their production in the environment has proven elusive. Technological advances in mass spectrometry, combined with public databases, now make it possible to address this disparity by detecting
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