Thapsic acid

Thapsic acid (hexadecanedioic acid) is a naturally occurring dicarboxylic acid with the formula C16H30O4. The name is derived from Thapsia, the Latin name for a Mediterranean perennial whose roots contain thapsic acid.

Thapsic acid
Names
Preferred IUPAC name
Hexadecanedioic acid
Other names
1,14-Tetradecanedicarboxylic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.007.285
EC Number
  • 208-013-5
KEGG
MeSH C012346
UNII
  • 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) ☒N
    Key: QQHJDPROMQRDLA-UHFFFAOYSA-N ☒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)
    Key: QQHJDPROMQRDLA-UHFFFAOYSA-N
  • C(CCCCCCCC(=O)O)CCCCCCC(=O)O
Properties
C16H30O4
Molar mass 286.412 g·mol−1
Density 1.209 g/cm3
Melting point 120 to 126 °C (248 to 259 °F; 393 to 399 K)
Boiling point 457.5 °C (855.5 °F; 730.6 K) at 760 mmHg
0.0057 g/L
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

It has a role as a human metabolite.[1] It is the conjugate acid of hexadecanedioate.

References
  1. Pettersen JE, Aas M. Subcellular localization of hexadecanedioic acid activation in human liver. J Lipid Res. 1974 Nov;15(6):551–556. PMID 4372285
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