Thapsic acid

Thapsic acid
Names
	Preferred 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/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
Solubility in water	0.0057 g/L
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	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). verify (what is ?) Infobox references

Last updated June 08, 2025

Thapsic acid (hexadecanedioic acid) is a naturally occurring dicarboxylic acid with the formula C₁₆H₃₀O₄.^[1] The name is derived from Thapsia , the Latin name for a Mediterranean perennial whose roots contain thapsic acid.^{[ citation needed ]}

It has a role as a human metabolite.^[2] It is the conjugate acid of hexadecanedioate.

References

↑ Loewus, F. (6 December 2012). The Structure, Biosynthesis, and Degradation of Wood. Springer Science & Business Media. p. 189. ISBN 978-1-4615-8873-3 . Retrieved 5 April 2025.
↑ 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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[1] Loewus, F. (6 December 2012). The Structure, Biosynthesis, and Degradation of Wood. Springer Science & Business Media. p. 189. ISBN 978-1-4615-8873-3 . Retrieved 5 April 2025.

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

[1]

[2]

Names

Preferred IUPAC name Hexadecanedioic acid
Other names 1,14-Tetradecanedicarboxylic acid
Identifiers
CAS Number	505-54-4 ^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:73722 ^Y
ChemSpider	10027 ^Y
ECHA InfoCard	100.007.285
EC Number	208-013-5
KEGG	C19615
MeSH	C012346
PubChem CID	10459
UNII	SVZ90045Y2 ^Y
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)^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
SMILES C(CCCCCCCC(=O)O)CCCCCCC(=O)O
Properties
Chemical formula	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
Solubility in water	0.0057 g/L
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	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). N verify (what is ^YN ?) Infobox references