Thapsic acid - Misplaced Pages

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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
Density	1.209 g/cm
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 , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

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.

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

References

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

v t e Linear saturated dicarboxylic acids (HO₂C-R-CO₂H)
Ethanedioic acid (Oxalic acid) (CO₂H) Propanedioic acid (Malonic acid) CH₂(CO₂H) Butanedioic acid (Succinic acid) C₂H₄(CO₂H) Pentanedioic acid (Glutaric acid) C₃H₆(CO₂H) Hexanedioic acid (Adipic acid) C₄H₈(CO₂H) Heptanedioic acid (Pimelic acid) C₇H₁₂O₄ Octanedioic acid (Suberic acid) C₈H₁₄O₄ Nonanedioic acid (Azelaic acid) C₉H₁₆O₄ Decanedioic acid (Sebacic acid) C₁₀H₁₈O₄ Dodecanedioic acid C₁₂H₂₂O₄ Tredecanedioic acid (Brassylic acid) C₁₃H₂₄O₄ Hexadecanedioic acid (Thapsic acid) C₁₆H₃₀O₄ Docosanedioic acid (Phelogenic acid) C₂₂H₄₂O₄
Category:Dicarboxylic acids

Linear saturated dicarboxylic acids (HO₂C-R-CO₂H)

Ethanedioic acid (Oxalic acid) (CO₂H)
Propanedioic acid (Malonic acid) CH₂(CO₂H)
Butanedioic acid (Succinic acid) C₂H₄(CO₂H)
Pentanedioic acid (Glutaric acid) C₃H₆(CO₂H)
Hexanedioic acid (Adipic acid) C₄H₈(CO₂H)
Heptanedioic acid (Pimelic acid) C₇H₁₂O₄
Octanedioic acid (Suberic acid) C₈H₁₄O₄
Nonanedioic acid (Azelaic acid) C₉H₁₆O₄
Decanedioic acid (Sebacic acid) C₁₀H₁₈O₄
Dodecanedioic acid C₁₂H₂₂O₄
Tredecanedioic acid (Brassylic acid) C₁₃H₂₄O₄
Hexadecanedioic acid (Thapsic acid) C₁₆H₃₀O₄
Docosanedioic acid (Phelogenic acid) C₂₂H₄₂O₄

Category:Dicarboxylic acids

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