Α-Parinaric acid

α-Parinaric acid
Names
	Preferred IUPAC name (9Z,11E,13E,15Z)-Octadeca-9,11,13,15-tetraenoic acid
	Other names cis-parinaric acid; α-parinaric acid
Identifiers
CAS Number	593-38-4;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:32409 ;
ChemSpider	4574382 ;
PubChem CID	5460995;
UNII	PK8M3ENX8C ;
CompTox Dashboard (EPA)	DTXSID501027236 ;
	InChI InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-10H,2,11-17H2,1H3,(H,19,20)/b4-3-,6-5+,8-7+,10-9- Key: IJTNSXPMYKJZPR-ZSCYQOFPSA-N ; InChI=1/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-10H,2,11-17H2,1H3,(H,19,20)/b4-3-,6-5+,8-7+,10-9- Key: IJTNSXPMYKJZPR-ZSCYQOFPBE;
	SMILES O=C(O)CCCCCCC/C=C\C=C\C=C\C=C/CC;
Properties
Chemical formula	C18H28O2
Molar mass	276.41372
Melting point	85 to 86 °C (185 to 187 °F; 358 to 359 K)
	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

α-Parinaric acid is a conjugated polyunsaturated fatty acid. Discovered by Tsujimoto and Koyanagi in 1933, it contains 18 carbon atoms and 4 conjugated double bonds. The repeating single bond-double bond structure of α-parinaric acid distinguishes it structurally and chemically from the usual "methylene-interrupted" arrangement of polyunsaturated fatty acids that have double-bonds and single bonds separated by a methylene unit (−CH₂−). Because of the fluorescent properties conferred by the alternating double bonds, α-parinaric acid is commonly used as a molecular probe in the study of biomembranes.

Names


Preferred IUPAC name (9Z,11E,13E,15Z)-Octadeca-9,11,13,15-tetraenoic acid
Other names cis-parinaric acid α-parinaric acid
Identifiers
CAS Number	593-38-4
3D model (JSmol)	Interactive image
ChEBI	CHEBI:32409^Y
ChemSpider	4574382^Y
PubChem CID	5460995
UNII	PK8M3ENX8C^Y
CompTox Dashboard (EPA)	DTXSID501027236
InChI InChI=1S/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-10H,2,11-17H2,1H3,(H,19,20)/b4-3-,6-5+,8-7+,10-9-^Y Key: IJTNSXPMYKJZPR-ZSCYQOFPSA-N^Y InChI=1/C18H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-10H,2,11-17H2,1H3,(H,19,20)/b4-3-,6-5+,8-7+,10-9- Key: IJTNSXPMYKJZPR-ZSCYQOFPBE
SMILES O=C(O)CCCCCCC/C=C\C=C\C=C\C=C/CC
Properties
Chemical formula	C₁₈H₂₈O₂
Molar mass	276.41372
Melting point	85 to 86 °C (185 to 187 °F; 358 to 359 K)
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