LBF18305SC02

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Fatty acid (脂肪酸)

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Upper classes: LB LBF

IDs and Links
LipidBank	DFA0186
LipidMaps	LMFA01030147
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}
mol	LBF18305SC02

(9Z,11E,13E) -Octadecatrienoic acid
Structural Information
Systematic Name	(cis-9,trans-11,trans-13) -Octadecatrienoic acid
Common Name	(9Z,11E,13E) -Octadecatrienoic acid α-Eleostearic acid
Symbol	C18:3
Formula	C18H30O2
Exact Mass	278.224580204
Average Mass	278.4296
SMILES	CCCCC=CC=CC=CCCCCCCCC(O)=O
Physicochemical Information
Melting Point	49-49.2°C
Boiling Point	235°C at 15 mmHg
Density	d50 4   0.9028
Optical Rotation
Refractive Index	1.5112 at 50°C
Solubility	soluble in ethanol, cyclohexane and petroleum ether.
Source	Aleurites spp. (tung) , neou, and po-yak oils; oils of tropical and subtropical species.
Chemical Synthesis
Metabolism
Biological Activity
Genetic Information
Note
Spectral Information
Mass Spectra
UV Spectra
IR Spectra
NMR Spectra
Other Spectra
Chromatograms

Reported Metabolites, References
Biospecies ID Compound Name Reference Comment n.a. LBF18305SC02 See above. Paschke_RF et al. 1953

There are 8 possible isomers, and 4 are naturally identified.

３つある二重結合の構造異性体は８種類考えられるが、４種が天然に見つかっている。

α-eleostearic acid (cis, trans, trans) LBF18305SC02 m.p. 48 °C

The most common acid of this group. Principal acid of tung oil or China Wood oil, and the seed oil of Momordica charantia and Centranthus macrosiphon. It is easily converted to β-eleostearic acid by light, heat, sulfur, acid, or iodine.

もっとも一般的で、ツング（中国では四川省に生える油桐）油、 Momordica charantia や Centranthus macrosiphon の種から取れる油の主成分。光や熱、硫黄、酸、ヨウ素などによって容易に β-eleostearic acid に変化する。

Punicic acid (cis, trans, cis) LBF18305SC01 m.p. 41 °C

Principal acid of pomegranate seed oil. Yellow. It is easily coverted to β-eleostearic acid by the same catalysts. Its alternative name is Trichosanic acid, a major component of Trichosanthes kirilowii japonica seed oil. It shows platelet aggregation In a recent article, (trans, cis, trans)-form was isolated from pomegranate (Punica granatum seed and it constituted about 88% of the seed oil. The result contradicts other results (Punicic acid is major, e.g. ), and is considered an error. (By:Masanori Arita)

ザクロ の種から取れる黄色い油の主成分。ザクロの属名 Punica より名がついている。 α-eleostearic acidと同様に、同じ触媒によって簡単に β-eleostearic acid に変化する。別名は Trichosanic acid で、日本のでヘビウリと呼ばれる Trichosanthes kirilowii japonica 種子の主成分。血小板の凝固作用がある。 最近の文献では (trans, cis, trans)-型がザクロPunica granatum)種子油の主成分で88%を占めると報告されている。この結果はこれまでの研究(Punicic acid が主成分と異なるため、間違いではないかと思われる。 (By:有田正規)

β-eleostearic acid (trans, trans, trans) LBF18305SC03 m.p. 72 °C

Transformed form of α-eleostearic acid or punicic acid.

α-eleostearic acid や punicic acid が変化したもの。

Catalpic acid (trans, trans, cis) m.p. 32 °C

Principal acid of Catalpa ovata, Catalpa speciosa and Catalpa bignonioides seed oil.

Catalpa ovata, Catalpa speciosa や Catalpa bignonioides 種子油の主成分。

References