Àcid ximenínic

Infotaula de compost químicÀcid ximenínic
Substància químicatipus d'entitat química Modifica el valor a Wikidata
Massa molecular278,225 Da Modifica el valor a Wikidata
Trobat en el tàxon
Estructura química
Fórmula químicaC₁₈H₃₀O₂ Modifica el valor a Wikidata
SMILES canònic
Model 2D
CCCCCCC=CC#CCCCCCCCC(=O)O Modifica el valor a Wikidata
SMILES isomèric

CCCCCC/C=C/C#CCCCCCCCC(=O)O Modifica el valor a Wikidata
Identificador InChIModel 3D Modifica el valor a Wikidata

L'àcid ximenínic o àcid santàlbic, el qual nom sistemàtic és àcid (E)-octadec-11-en-9-inoic, és un àcid carboxílic de cadena lineal amb devuit àtoms de carboni, un doble enllaç trans entre els carbonis 11-12 i un triple enllaç entre els carbonis 9-10, la qual fórmula molecular és . En bioquímica és considerat un àcid gras.

Fruit de Ximenia americana

Fou aïllat per primera vegada el 1950 per S.P. Lighthelm i H.M. Schwartz de l'oli de les llavors de Ximenia caffra, i l'anomenaren àcid ximenínic a partir del gènere Ximenia.[1] La proporció d'aquest àcid en espècies africanes (Ximenia caffra, Ximenia caffra natalensis i Ximenia americana microphylla) és del 22-24 %.[2]

També s'ha aïllat del sàndal, Santalum album (51-84 %); Santalum obtusifolium (71,5 %); Exocarpos sparteus (69,7 %); Exocarpos aphyllus (67,5 %); ginestó, Osyris alba (57,1 %); i altres en proporcions inferiors.[3]

S'obté del sàndal i s'empra en cosmètica per les seves propietats antiinflamatòries, en formulacions antiedat per preservar la integritat i la textura de la pell i en la millora de la vitalitat del cabell.[4]

Referències

  1. ↑ Lighthelm, S. P.; Schwartz, H. M. «THE ISOLATION OF A CONJUGATED UNSATURATED ACID FROM THE OIL FROM XIMENIA CAFFRA KERNELS» (en anglès). Journal of the American Chemical Society, 72, 4, 4-1950, pàg. 1868–1868. DOI: 10.1021/ja01160a539. ISSN: 0002-7863.
  2. ↑ Ligthelm, S. P.; Horn, D. H. S.; Schwartz, H. M.; Von Holdt, M. M. «A chemical study of the fruits of three south africanXimenia species, with special reference to the kernel oils» (en anglès). Journal of the Science of Food and Agriculture, 5, 6, 6-1954, pàg. 281–288. DOI: 10.1002/jsfa.2740050606. ISSN: 0022-5142.
  3. ↑ «PlantFAdb: 18:2-delta-9a,11t; Santalbic acid; 11-Octadecen-9-ynoic acid, (11E)-; 11-Octadecen-9-ynoic acid, (E)-; 11-Octadecen-9-ynoic acid, trans-; Ximenynic acid; Santalbic acid; Ximeninic acid; trans-11-Octadecen-9-ynoic acid». [Consulta: 13 juny 2018].
  4. ↑ «Xymenynic Acid by Sabinsa Cosmetics - Personal Care & Cosmetics» (en anglès). [Consulta: 15 juny 2018].


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