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TRANS-11-OCTADECENOIC ACID

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TRANS-11-OCTADECENOIC ACID Basic information

Product Name:
TRANS-11-OCTADECENOIC ACID
Synonyms:
  • 11-TRANS-OCTADECENOIC ACID
  • 11-OCTADECENOIC ACID (TRANS)
  • 11-OCTADECENOIC ACID
  • VACCENIC ACID (TRANS)
  • VACCENIC ACID
  • TRANS-VACCENIC ACID
  • TRANS-11-OCTADECENOIC ACID
  • TRANS-11-OLEIC ACID
CAS:
693-72-1
MF:
C18H34O2
MW:
282.46
EINECS:
211-758-9
Product Categories:
  • Dihydro-Flavanols
Mol File:
693-72-1.mol
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TRANS-11-OCTADECENOIC ACID Chemical Properties

Melting point:
44℃
Boiling point:
397.91°C (estimate)
Density 
0.8563
refractive index 
1.4472 (589.3 nm 50℃)
Flash point:
113 °C
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka
4.78±0.10(Predicted)
form 
Liquid
color 
Clear Colourless
biological source
synthetic (organic)
Merck 
13,9965
CAS DataBase Reference
693-72-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
1

MSDS

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TRANS-11-OCTADECENOIC ACID Usage And Synthesis

Uses

Vaccenic Acid is a fatty acid found in Artemia salina that shows antimicrobial activity against a variety of microorganisms except Escherichia coli, Micrococcus luteus and Salmonella enteritidis.

Definition

ChEBI: Vaccenic acid is an octadecenoic acid having a double bond at position 11; and which can occur in cis- or trans- configurations. It is an octadecenoic acid and a straight-chain fatty acid. It is a conjugate acid of a vaccenate(1-).

in vivo

trans-Vaccenic acid (1% w/w; diet; for 8 weeks) alleviates features of metabolic syndrome (MetS) potentially by remodeling adipose tissue and attenuating ectopic lipid accumulation in a rat model of obesity and MetS[3].

Animal Model:Obese JCR:LA-cp rats[3].
Dosage:1% w/w
Administration:Diet; for 8 weeks
Result:Reduced total body fat and decreased adipocyte size.
Increased metabolic rate concomitantly with an increased preference for whole-body glucose utilization for oxidation and increased insulin sensitivity.
Decreased nonalcoholic fatty liver disease activity scores and reduced hepatic and intestinal triglyceride secretion, while exerting differential transcriptional regulation of SREBP1 and FAS amongst other key genes in the liver and the intestine.

IC 50

Human Endogenous Metabolite

Purification Methods

Crystallise the acid from acetone (m 45-45.5o) or aqueous MeOH (m 43.5-43.7o). The methyl ester has b 174-175o/5mm. [B.eseken & Hoagland Rec Trav Chim, Pays Bas 46 632 1927, Ahmad et al. J Am Chem Soc 70 3391 1948, IR: Rao & Daubert J Am Chem Soc 70 1102 1948.]

TRANS-11-OCTADECENOIC ACIDSupplier

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