693-71-0

Basic information

• Product Name: TRANS-13-OCTADECENOIC ACID
• Synonyms: TRANS-13-OCTADECENOIC ACID;trans-13-octadecenoic acid (C18:1,*(trans-13))
• CAS NO: 693-71-0
• Molecular Formula: C₁₈H₃₄O₂
• Molecular Weight: 282.46
• Mol File: 693-71-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 398.2±11.0 °C(Predicted)
• Appearance: /
• Density: 0.899±0.06 g/cm3(Predicted)
• Storage Temp.: −20°C
• PKA: 4.78±0.10(Predicted)
• CAS DataBase Reference: TRANS-13-OCTADECENOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-13-OCTADECENOIC ACID(693-71-0)
• EPA Substance Registry System: TRANS-13-OCTADECENOIC ACID(693-71-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 693-71-0(Hazardous Substances Data)

Upstream product

• 65157-88-2 13-oxotridecanoic acid 
• 21406-61-1 pentyltriphenylphosphonium bromide 
• 133310-02-8 ethyl 12-cyanododecanoate 
• 72338-48-8 12-Bromododecanoic acid ethyl ester 
• 73367-80-3 12-bromododecanoic acid 
• 1119-77-3 ethyl 13-oxotridecanoate 
• 237057-45-3 (E)-((6-bromohex-3-en-1-yl)oxy)(tert-butyl)dimethylsilane 
• 1448529-20-1 C₁₆H₂₉BrO₂ 
• 2386-64-3 ethylmagnesium chloride 
• 2067-33-6 5-bromopentanoic acid 
• 15462-16-5 13-bromotridecanoic acid 
• 116754-58-6 13-bromo-1-tridecylalcohol 
• 13362-52-2 1,13-tridecanediol 
• 505-52-2 brassylic acid 

Downstream Products

• 13058-55-4 cis-13-octadecenoic acid, methyl ester 
• 60037-58-3 (Z)-13-octadecen-1-yl acetate 
• 69820-27-5 (Z)-octadec-13-en-1-ol 

Relevant articles and documents

Chemical synthesis of diglucosyl diacylglycerols utilizing glycosyl donors with stereodirecting cyclic silyl protective groups

Chemical syntheses of the bacterial diglucosyl diacylglycerols 1-heptadecanoyl-2-pentadecanoyl-3-O-[6-O-(β-d-glucopyranosyl)-β-d-glucopyranosyl]-sn-glycerol and 1-(cis-13-octadecenoyl)-2-palmitoyl-3-O-[2-O-(α-d-glucopyranosyl)-α-d-glucopyranosyl]-sn-glycerol are described. The syntheses feature the stereoselective construction of glycosidic linkages in glycosylation reaction by utilizing glycosyl donors with stereodirecting cyclic silyl protective groups. The 1,1,3,3-tetraisopropyldisiloxane-1,3-diyl (TIPDS) group was used for formation of the β-glycosidic linkage, while the di-tert-butylsilylene (DTBS) group was used for α-linkage formation. The silyl protective groups were chemoselectively cleavable without affecting acyl functionalities on the glycerol moiety and proved effective for the synthesis of diacylglycoglycerolipids.

Synthesis and Characterization of Novel Acyl-Glycine Inhibitors of GlyT2

It has been demonstrated previously that the endogenous compound N-arachidonyl-glycine inhibits the glycine transporter GlyT2, stimulates glycinergic neurotransmission, and provides analgesia in animal models of neuropathic and inflammatory pain. However, it is a relatively weak inhibitor with an IC50 of 9 μM and is subject to oxidation via cyclooxygenase, limiting its therapeutic value. In this paper we describe the synthesis and testing of a novel series of monounsaturated C18 and C16 acyl-glycine molecules as inhibitors of the glycine transporter GlyT2. We demonstrate that they are up to 28 fold more potent that N-arachidonyl-glycine with no activity at the closely related GlyT1 transporter at concentrations up to 30 μM. This novel class of compounds show considerable promise as a first generation of GlyT2 transport inhibitors.

Erucic acid, a cheap source of synthetic pheromones

Easily accessible starting materials, viz. aleuritic acid, tetrahydrofurfuryl alcohol, propargyl alcohol and undecenoic acid have earlier been used by us for the synthesis of a large number of insect pheromones.We now report that erucic acid (1), a major component of mustard oil, is yet another cheap starting material for the synthesis of pheromones (Ia and Ib) of sugarcane internode moth, Chilo sacchariphagus and mascalure (II), the pheromone of housefly, Musca domestica.