13(Z)-Docosenoic Acid

Cayman Chemical Item Number 90175

Erucic Acid (CAS 112-86-7)

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Description

13(Z)-Docosenoic acid is a 22-carbon monounsaturated fatty acid. It is found predominantly in canola oil.1 13(Z)-Docosenoic acid is metabolized to oleic acid in vivo. Diets rich in 13(Z)-docosenoic acid were shown to cause heart lipidosis in experimental animals.2,3 The C-1 amide of docosenoic acid has been identified as one of the anandamide-related neurotransmitters associated with sleep.4

1. Borg, K. Physiopathological effects of rapeseed oil: A review. Acta Med Scand Suppl 585 5-13 (1975).

2. Hulan, H.W., Kramer, J.K.G., Mahadevan, S., et al. Relationship between erucic acid and myocardial changes in male rats. Lipids 11 9-15 (1975).

3. Astorg, P.O. Heart lipidosis induced by short-term feeding of cis- or trans-docosenoic acids in weanling or 7-week-old rats. Ann Nutr Metab 25 201-207 (1981).

4. Cravatt, B.F., Prospero-Garcia, O., Siuzdak, G., et al. Chemical characterization of a family of brain lipids that induce sleep. Science 268 1506-1509 (1995).

Synonyms
  • Erucic Acid
Formal Name 13Z-​docosenoic acid
CAS Number 112-86-7
Molecular Formula C22H42O2
Formula Weight 338.6
Formulation A solution in ethanol
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCCCCC/C=C\CCCCCCCCCCCC(=O)​O
InCHI Code
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​1S/C22H42O2/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,(H,23,24)​/b10-9-
InCHI Key
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DPUOLQHDNGRHBS-KTKRTIGZSA-N

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13(Z)-Docosenoic Acid is available in the following screening library:

Size Price Quantity Subtotal
50 mg $7.00 $0.00
100 mg $13.00 $0.00
250 mg $32.00 $0.00
500 mg $56.00 $0.00
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13-Docosenamide

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