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:
Product Name
Hexadecanedioic acid, 96%
InChI key
QQHJDPROMQRDLA-UHFFFAOYSA-N
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)
SMILES string
OC(=O)CCCCCCCCCCCCCCC(O)=O
assay
96%
mp
120-123 °C (lit.)
Quality Level
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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.
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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
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
A Aarsland et al.
Journal of lipid research, 30(11), 1711-1718 (1989-11-01)
Previous work in this laboratory indicated that sulfur-substituted fatty acid analogues, 1.10-bis(carboxymethylthio)decane and alkylthioacetic acid, both non-beta-oxidizable compounds, and the beta-oxidizable alkylthiopropionic acid (1) caused, to different extents, dose-related hepatomegaly and proliferation of peroxisomes and enhanced peroxisomal fatty acid beta-oxidation.
Young-Jae You et al.
European journal of medicinal chemistry, 39(2), 189-193 (2004-02-28)
Esters of 4'-demethyl-4-deoxypodophyllotoxin (DDPT) with alkanoic acids and alkanedioic acids were prepared and tested for cytotoxic and antitumor activity. Among 19 esters, esters of propanoic acid, tetradecanedioic acid, 13-carboxyundecanoic acid, and hexadecanedioic acid improved the antitumor activity compared with that
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