Science

Lipid metabolite library

Recent studies shows that lipids are not only used as energy sources and biomembrane components, but also have a significant effect on host biological functions as signal molecules. Furthermore, it is known that the lipids ingested from the diet are not only converted into various fatty acid metabolites by metabolism of the host, but also undergo a variety of modifications by metabolism of the gut microbes.
A collaboration between NOSTER and Professor Jun Ogawa and Associate Professor Shigenobu Kishino at Kyoto University, showed that metabolic pathways exist in lipids that are different from ones in the host, and that produce special fatty acid metabolites from dietary lipids, which have many kinds of physiological activity 11). We are currently constructing an original lipid metabolite library by utilizing the lipid metabolism pathways of gut microbes with the aim of establishing a new therapeutic discipline.

Rational Formula Abbreviation Structural Formula IUPAC Name Molecular Weight Chemical Formula

Rational Formula

10(OH)c12-18:1

Abbreviation

HYA

Structural Formula

IUPAC Name

10-hydroxy-cis-12-octadecenoic acid

Molecular Weight

298.47

Chemical Formula

C18H34O3

Rational Formula

10(OH)t11-18:1

Abbreviation

HYC

Structural Formula

IUPAC Name

10-hydroxy-trans-11-octadecenoic acid

Molecular Weight

298.47

Chemical Formula

C18H34O3

Rational Formula

10(OH)-18:0

Abbreviation

HYB

Structural Formula

IUPAC Name

10-hydroxyoctadecanoic acid

Molecular Weight

300.48

Chemical Formula

C18H36O3

Rational Formula

10(oxo)c12-18:1

Abbreviation

KetoA

Structural Formula

IUPAC Name

10-oxo-cis-12-octadecenoic acid

Molecular Weight

296.45

Chemical Formula

C18H32O3

Rational Formula

10(oxo)t11-18:1

Abbreviation

KetoC

Structural Formula

IUPAC Name

10-oxo-trans-11-octadecenoic acid

Molecular Weight

296.45

Chemical Formula

C18H32O3

Rational Formula

10(oxo)-18:0

Abbreviation

KetoB

Structural Formula

IUPAC Name

10-oxooctadecanoic acid

Molecular Weight

298.47

Chemical Formula

C18H34O3

Rational Formula

c9,t11-18:2

Abbreviation

CLA1

Structural Formula

IUPAC Name

cis-9-trans-11-octadecadienoic acid

Molecular Weight

280.45

Chemical Formula

C18H32O2

Rational Formula

t9,t11-18:2

Abbreviation

CLA2

Structural Formula

IUPAC Name

trans-9-trans-11-octadecadienoic acid

Molecular Weight

280.45

Chemical Formula

C18H32O2

Rational Formula

t10,c12-18:2

Abbreviation

CLA3

Structural Formula

IUPAC Name

trans-10-cis-12-octadecadienoic acid

Molecular Weight

280.45

Chemical Formula

C18H32O2

Rational Formula

t10-18:1

Abbreviation

10t

Structural Formula

IUPAC Name

trans-10-octadecenoic acid

Molecular Weight

282.47

Chemical Formula

C18H34O2

Rational Formula

13(OH)c9-18:1

Abbreviation

Structural Formula

IUPAC Name

13-hydroxy-cis-9-octadecenoic acid

Molecular Weight

298.47

Chemical Formula

C18H34O3

Rational Formula

13(oxo)c9-18:1

Abbreviation

Structural Formula

IUPAC Name

13-oxo-cis-9-octadecenoic acid

Molecular Weight

296.45

Chemical Formula

C18H32O3

Rational Formula

10,13(diOH)-18:0

Abbreviation

Structural Formula

IUPAC Name

10,13-dihydroxyoctadecanoic acid

Molecular Weight

316.48

Chemical Formula

C18H36O4

Rational Formula

10(OH)c12,c15-18:2

Abbreviation

αHYA

Structural Formula

IUPAC Name

10-hydroxy-cis-12-cis-15-octadecadienoic acid

Molecular Weight

296.45

Chemical Formula

C18H32O3

Rational Formula

10(OH)t11,c15-18:2

Abbreviation

αHYC

Structural Formula

IUPAC Name

10-hydroxy-trans-11-cis-15-octadecadienoic acid

Molecular Weight

296.45

Chemical Formula

C18H32O3

Rational Formula

10(OH)c15-18:1

Abbreviation

αHYB

Structural Formula

IUPAC Name

10-hydroxy-cis-15-octadecenoic acid

Molecular Weight

298.47

Chemical Formula

C18H34O3

Rational Formula

10(oxo)c12,c15-18:2

Abbreviation

αKetoA

Structural Formula

IUPAC Name

10-oxo-cis-12-cis-15-octadecadienoic acid

Molecular Weight

294.44

Chemical Formula

C18H30O3

Rational Formula

10(oxo)t11,c15-18:2

Abbreviation

αKetoC

Structural Formula

IUPAC Name

10-oxo-trans-11-cis-15-octadecadienoic acid

Molecular Weight

294.44

Chemical Formula

C18H30O3

Rational Formula

10(oxo)c15-18:1

Abbreviation

αKetoB

Structural Formula

IUPAC Name

10-oxo-cis-15-octadecenoic acid

Molecular Weight

296.45

Chemical Formula

C18H32O3

Rational Formula

c9,t11,c15-18:3

Abbreviation

CALA1

Structural Formula

IUPAC Name

cis-9-trans-11-cis-15-octadecatrienoic acid

Molecular Weight

278.44

Chemical Formula

C18H30O2

Rational Formula

t9,t11,c15-18:3

Abbreviation

CALA2

Structural Formula

IUPAC Name

trans-9-trans-11-cis-15-octadecatrienoic acid

Molecular Weight

278.44

Chemical Formula

C18H30O2

Rational Formula

t10,c12,c15-18:3

Abbreviation

CALA3

Structural Formula

IUPAC Name

trans-10-cis-12-cis-15-octadecatrienoic acid

Molecular Weight

278.44

Chemical Formula

C18H30O2

Reference
11) Kishino, S. et al. Proc Natl Acad Sci USA 29, 17808-17813 (2013).

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