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Merck
CN

177504

Hexadecanedioic acid

96%

Synonym(s):

Thapsic acid

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About This Item

Linear Formula:
HOOC(CH2)14COOH
CAS Number:
Molecular Weight:
286.41
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
208-013-5
Beilstein/REAXYS Number:
1792831
MDL number:
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Quality Level

assay

96%

mp

120-123 °C (lit.)

SMILES string

OC(=O)CCCCCCCCCCCCCCC(O)=O

InChI

1S/C16H30O4/c17-15(18)13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(19)20/h1-14H2,(H,17,18)(H,19,20)

InChI key

QQHJDPROMQRDLA-UHFFFAOYSA-N

General description

Hexadecanedioic acid (HDDA), also known as thapsic acid, is a straight-chain aliphatic dicarboxylic acid with the molecular formula C₁₆H30O₄. It features two carboxylic acid groups (-COOH) at each end of a saturated hydrocarbon chain, which imparts thermal stability, hydrophobicity, and biocompatibility to the polymers.

Application

Hexadecanedioic acid can be used:
  • As a tracer (radiolabeled with Gallium-68), for cardiac metabolic imaging, enabling visualization of fatty acid metabolism in the heart during PET scans. Its biocompatibility and mimicry of natural fatty acid pathways enhance diagnostic assessments of cardiac function.
  • As a precursor to prepare noncross-linked terpolyester via melt polycondensation. This material can be used to fabricate ecofriendly food packaging materials.


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Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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J E Pettersen et al.
Journal of lipid research, 15(6), 551-556 (1974-11-01)
The activation of hexadecanedioic acid has been studied in subcellular fractions of human liver. The activation capacity in a total homogenate of human liver was found to be 0.5 micro mole/min/g wet wt of tissue, about 10% of that for
Vukic Soskic et al.
Journal of proteome research, 5(12), 3453-3458 (2006-12-02)
Serum and plasma are the major sources of human material for clinical molecular diagnostics and drug discovery. However, due to the high abundance of some proteins, of which serum albumin (SA) is most prominent, lower-abundance proteins often remain undetectable in
N Shirane et al.
Biochemistry, 32(49), 13732-13741 (1993-12-14)
Cytochrome P450BM-3 preferentially oxidized fatty acids with terminal double or triple bonds to the omega-2 hydroxylated fatty acids rather than, respectively, to the epoxide or diacid metabolites. The enzyme is inactivated during catalytic turnover of long, terminally unsaturated fatty acids



Global Trade Item Number

SKUGTIN
177504-1G04061826661635
177504-5G04061838753250