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
IUPAC name hexadecanedioic acid
Other names 1,14-Tetradecanedicarboxylic acid
Identifiers
CAS Number	505-54-4
3D model (JSmol)	Interactive image
ChEBI	CHEBI:73722
ChemSpider	10027
ECHA InfoCard	100.007.285
EC Number	208-013-5
KEGG	C19615
MeSH	C012346
PubChem CID	10459
UNII	SVZ90045Y2
CompTox Dashboard (EPA)	DTXSID2060129
InChI 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 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
SMILES C(CCCCCCCC(=O)O)CCCCCCC(=O)O
Properties
Chemical formula	C16H30O4
Molar mass	286.412 g·mol^−1
Density	1.209 g/cm^3
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
Solubility in water	0.0057 g/L
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H335, H319, H315
GHS precautionary statements	P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, 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