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506-23-0

506-23-0 Structure

506-23-0 Structure
IdentificationBack Directory
[Name]

ALPHA-ELEOSTEARIC ACID
[CAS]

506-23-0
[Synonyms]

C08315
a-EleostearicAcid
α-Eleostearic Acid
ALPHA-ELEOSTEARIC ACID
9(Z),11(E),13(E)-OCTADECATRIENOIC ACID
(9E,11Z,13E)-9,11,13-Octadecatriensure
(E,Z,E)-octadeca-9,11,13-trienoic acid
9(E),11(Z),13(E)-Octadecatrienoic acid
(9Z,11E,13E)-9,11,13-Octadecatrienoic acid
(9E,11Z,13E)-9,11,13-octadecatrienoic acid
(9Z,11E,13E)-octadeca-9,11,13-trienoic acid
9,11,13-Octadecatrienoic acid, (9Z,11E,13E)-
[EINECS(EC#)]

208-029-2
[Molecular Formula]

C18H30O2
[MDL Number]

MFCD05864023
[MOL File]

506-23-0.mol
[Molecular Weight]

278.43
Chemical PropertiesBack Directory
[Melting point ]

49°C
[Boiling point ]

361.24°C (rough estimate)
[density ]

0.9028
[refractive index ]

1.5112
[storage temp. ]

Amber Vial, -20°C Freezer, Under inert atmosphere
[solubility ]

Aqueous Base (Slightly), Chloroform (Slightly), Methanol (Very Slightly)
[form ]

Solid
[pka]

4.78±0.10(Predicted)
[color ]

White to Off-White
[Stability:]

Light Sensitive
[InChI]

InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h5-10H,2-4,11-17H2,1H3,(H,19,20)/b6-5+,8-7+,10-9-
[InChIKey]

CUXYLFPMQMFGPL-WPOADVJFSA-N
[SMILES]

C(O)(=O)CCCCCCC/C=C\C=C\C=C\CCCC
Hazard InformationBack Directory
[Uses]

α-Eleostearic Acid, is a conjugated polyunsaturated fatty acid commonly found in plant seed oil. It has shown potential as a tumor growth suppressor. In colon cancer Caco-2 cells, α-ESA induced apoptosis through up-regulation of GADD45, p53, and PPARγ.
[Definition]

ChEBI: (9Z,11E,13E)-octadeca-9,11,13-trienoic acid is a conjugated linolenic acid having three fully-conjugated double bonds at positions 9, 11 and 13, in cis, trans and trans configurations, respectively.
[in vivo]

α-Eleostearic acid (0.5% of total lipid given; p.o.) inhibits Sodium Arsenite-induced oxidative stress, including reversal of antioxidant enzyme activity and reduction of lipid peroxidation levels[2].
Oral administration of tung oil, naturally rich inα-Eleostearic acid, to mice limits tumor growth and metastasis in an aggressive TNBC orthotopic xenograft model[3].

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