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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
Pricing and availability is not currently available.

form

beads

composition

erucamide, >85%

mp

79-81 °C (lit.)

functional group

amide

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[1]
  • slip agent for polymers to reduce their friction coefficient and to make films easier to handle[2]

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBL1396
STBL0803
STBK0761
STBH9859
STBH0370

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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
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
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
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
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
View All Related Papers

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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