NCBI Taxonomy: 1486512

Centaurea cineraria subsp. cineraria (ncbi_taxid: 1486512)

found 49 associated metabolites at subspecies taxonomy rank level.

Ancestor: Centaurea cineraria

Child Taxonomies: none taxonomy data.

Cynaropicrin

2-PROPENOIC ACID, 2-(HYDROXYMETHYL)-, DODECAHYDRO-8-HYDROXY-3,6,9-TRIS(METHYLENE)-2-OXOAZULENO(4,5-B)FURAN-4-YL ESTER, (3AR-(3A.ALPHA.,4.ALPHA.,6A.ALPHA.,8.BETA.,9A.ALPHA.,9B.BETA.))-

C19H22O6 (346.1416312)


Constituent of Cynara scolymus (artichoke). Cynaropicrin is found in cardoon, globe artichoke, and root vegetables. Cynaropicrin is found in cardoon. Cynaropicrin is a constituent of Cynara scolymus (artichoke). Cynaropicrin is a sesquiterpene lactone. Cynaropicrin is a natural product found in Pleiotaxis rugosa, Pseudostifftia kingii, and other organisms with data available. See also: Cynara scolymus leaf (part of). D009676 - Noxae > D003603 - Cytotoxins Cynaropicrin is a sesquiterpene lactone which can inhibit tumor necrosis factor (TNF-α) release with IC50s of 8.24 and 3.18 μM for murine and human macrophage cells, respectively. Cynaropicrin also inhibits the increase of cartilage degradation factor (MMP13) and suppresses NF-κB signaling. Cynaropicrin is a sesquiterpene lactone which can inhibit tumor necrosis factor (TNF-α) release with IC50s of 8.24 and 3.18 μM for murine and human macrophage cells, respectively. Cynaropicrin also inhibits the increase of cartilage degradation factor (MMP13) and suppresses NF-κB signaling.

   

3-O-Methylkaempferol

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-4H-chromen-4-one

C16H12O6 (300.06338519999997)


3-o-methylkaempferol, also known as 5,7,4-trihydroxy-3-methoxyflavone or isokaempferide, is a member of the class of compounds known as 3-o-methylated flavonoids. 3-o-methylated flavonoids are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone. Thus, 3-o-methylkaempferol is considered to be a flavonoid lipid molecule. 3-o-methylkaempferol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 3-o-methylkaempferol can be found in common bean and coriander, which makes 3-o-methylkaempferol a potential biomarker for the consumption of these food products.

   

(-)-Arctigenin

(3R,4R)-4-[(3,4-DIMETHOXYPHENYL)METHYL]DIHYDRO-3-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-2(3H)-FURANONE;2(3H)-FURANONE,4-[(3,4-DIMETHOXYPHENYL)METHYL]DIHYDRO-3-[(4-HYDROXY-3-METHOXYPHENYL)METHYL]-,(3R,4R);(-)-ARCTIGENIN;ARCTIGENIN;ARCTIGENIN(P)

C21H24O6 (372.1572804)


(-)-Arctigenin is found in burdock. (-)-Arctigenin is isolated from Cnicus benedictus, Forsythia viridissima, Arctium lappa, Ipomoea cairica and others (CCD).Arctigenin is a lignan found in certain plants of the Asteraceae , including the Greater burdock (Arctium lappa) and Saussurea heteromalla. It has shown antiviral and anticancer effects. It is the aglycone of arctiin. (Wikipedia (-)-Arctigenin is a lignan. Arctigenin is a natural product found in Centaurea cineraria, Forsythia suspensa, and other organisms with data available. See also: Arctium lappa Root (part of); Arctium lappa fruit (part of); Pumpkin Seed (part of) ... View More ... Isolated from Cnicus benedictus, Forsythia viridissima, Arctium lappa, Ipomoea cairica and others (CCD) Arctigenin ((-)-Arctigenin), a biologically active lignan, can be used as an antitumor agent. Arctigenin exhibits potent antioxidant, anti-inflammatory and antiviral (influenza A virus) activities. Arctigenin can be used for the research of metabolic disorders, and central nervous system dysfunctions[1][2][3]. Arctigenin ((-)-Arctigenin), a biologically active lignan, can be used as an antitumor agent. Arctigenin exhibits potent antioxidant, anti-inflammatory and antiviral (influenza A virus) activities. Arctigenin can be used for the research of metabolic disorders, and central nervous system dysfunctions[1][2][3].

   

Acroptilin

Chlorohyssopifolin C

C19H23ClO7 (398.1132238)


A sesquiterpene lactone that is isolated from Acroptilon repens and displays anti-allergic properties.

   

(Z,Z,Z)-1,8,11,14-Heptadecatetraene

(8Z,11Z,14Z)-heptadeca-1,8,11,14-tetraene

C17H28 (232.2190888)


(z,z,z)-1,8,11,14-heptadecatetraene, also known as heptadeca-1,8,11,14-tetraene or aplotaxene, is a member of the class of compounds known as alkatetraenes. Alkatetraenes are acyclic hydrocarbons that contain exactly four carbon-to-carbon double bonds (z,z,z)-1,8,11,14-heptadecatetraene can be found in safflower, which makes (z,z,z)-1,8,11,14-heptadecatetraene a potential biomarker for the consumption of this food product.

   

l-Arctigenin

4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one

C21H24O6 (372.1572804)


   

Aplotaxene

(8E,11E,14E)-heptadeca-1,8,11,14-tetraene

C17H28 (232.2190888)


Aplotaxene, also known as heptadeca-1,8,11,14-tetraene, is a member of the class of compounds known as alkatetraenes. Alkatetraenes are acyclic hydrocarbons that contain exactly four carbon-to-carbon double bonds. Aplotaxene can be found in burdock, which makes aplotaxene a potential biomarker for the consumption of this food product.

   

Trideca-1,11-dien-3,5,7,9-tetrayn

trideca-1,11-dien-3,5,7,9-tetrayne

C13H8 (164.0625968)


Trideca-1,11-dien-3,5,7,9-tetrayn is a member of the class of compounds known as enynes. Enynes are hydrocarbons containing an alkene and an alkyne group. Trideca-1,11-dien-3,5,7,9-tetrayn can be found in burdock, which makes trideca-1,11-dien-3,5,7,9-tetrayn a potential biomarker for the consumption of this food product.

   
   

Cynaropicrin

2-PROPENOIC ACID, 2-(HYDROXYMETHYL)-, DODECAHYDRO-8-HYDROXY-3,6,9-TRIS(METHYLENE)-2-OXOAZULENO(4,5-B)FURAN-4-YL ESTER, (3AR-(3A.ALPHA.,4.ALPHA.,6A.ALPHA.,8.BETA.,9A.ALPHA.,9B.BETA.))-

C19H22O6 (346.1416312)


Cynaropicrin is a sesquiterpene lactone. Cynaropicrin is a natural product found in Pleiotaxis rugosa, Pseudostifftia kingii, and other organisms with data available. See also: Cynara scolymus leaf (part of). D009676 - Noxae > D003603 - Cytotoxins Cynaropicrin is a sesquiterpene lactone which can inhibit tumor necrosis factor (TNF-α) release with IC50s of 8.24 and 3.18 μM for murine and human macrophage cells, respectively. Cynaropicrin also inhibits the increase of cartilage degradation factor (MMP13) and suppresses NF-κB signaling. Cynaropicrin is a sesquiterpene lactone which can inhibit tumor necrosis factor (TNF-α) release with IC50s of 8.24 and 3.18 μM for murine and human macrophage cells, respectively. Cynaropicrin also inhibits the increase of cartilage degradation factor (MMP13) and suppresses NF-κB signaling.

   
   

Arctigenin

Arctigenin

C21H24O6 (372.1572804)


Annotation level-1 Arctigenin ((-)-Arctigenin), a biologically active lignan, can be used as an antitumor agent. Arctigenin exhibits potent antioxidant, anti-inflammatory and antiviral (influenza A virus) activities. Arctigenin can be used for the research of metabolic disorders, and central nervous system dysfunctions[1][2][3]. Arctigenin ((-)-Arctigenin), a biologically active lignan, can be used as an antitumor agent. Arctigenin exhibits potent antioxidant, anti-inflammatory and antiviral (influenza A virus) activities. Arctigenin can be used for the research of metabolic disorders, and central nervous system dysfunctions[1][2][3].

   

Isokaempferide

5,7,4-trihydroxy-3-methoxyflavone

C16H12O6 (300.06338519999997)


   

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-4H-chromen-4-one

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-4H-chromen-4-one

C16H12O6 (300.06338519999997)


   

10482-53-8

(8Z,11Z,14Z)-heptadeca-1,8,11,14-tetraene

C17H28 (232.2190888)


   

(9e,11e,13e,15e)-octadeca-9,11,13,15-tetraenal

(9e,11e,13e,15e)-octadeca-9,11,13,15-tetraenal

C18H28O (260.2140038)


   

8-hydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate

8-hydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-4-yl 3-chloro-2-hydroxy-2-methylpropanoate

C19H23ClO6 (382.1183088)


   

pentadeca-5,7,11,13-tetraen-9-ynal

pentadeca-5,7,11,13-tetraen-9-ynal

C15H18O (214.1357578)


   

octadeca-8,10,14,16-tetraen-12-ynal

octadeca-8,10,14,16-tetraen-12-ynal

C18H24O (256.1827054)


   

2-(but-3-en-1-yn-1-yl)-5-(penta-1,3-diyn-1-yl)thiophene

2-(but-3-en-1-yn-1-yl)-5-(penta-1,3-diyn-1-yl)thiophene

C13H8S (196.0346688)


   

(3ar,4s,6ar,8r,9s,9ar,9br)-8-hydroxy-3,6-dimethylidene-2-oxo-octahydrospiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl (2s)-2-methyloxirane-2-carboxylate

(3ar,4s,6ar,8r,9s,9ar,9br)-8-hydroxy-3,6-dimethylidene-2-oxo-octahydrospiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl (2s)-2-methyloxirane-2-carboxylate

C19H22O7 (362.1365462)


   

tetradeca-4,6,10,12-tetraen-8-yn-1-yl acetate

tetradeca-4,6,10,12-tetraen-8-yn-1-yl acetate

C16H20O2 (244.14632200000003)


   

pentadeca-5,7,11,13-tetraen-9-yn-1-yl acetate

pentadeca-5,7,11,13-tetraen-9-yn-1-yl acetate

C17H22O2 (258.1619712)


   

pentadeca-6,8,10,12-tetraenal

pentadeca-6,8,10,12-tetraenal

C15H22O (218.1670562)


   

(3e,5e,9e,11e)-trideca-3,5,9,11-tetraen-7-yn-1-yl acetate

(3e,5e,9e,11e)-trideca-3,5,9,11-tetraen-7-yn-1-yl acetate

C15H18O2 (230.1306728)


   

trideca-3,5,9,11-tetraen-7-yn-1-yl acetate

trideca-3,5,9,11-tetraen-7-yn-1-yl acetate

C15H18O2 (230.1306728)


   

(2r)-trideca-3,5,7,9,11-pentayne-1,2-diol

(2r)-trideca-3,5,7,9,11-pentayne-1,2-diol

C13H8O2 (196.0524268)


   

(8e,10e,12e,14e)-heptadeca-8,10,12,14-tetraenal

(8e,10e,12e,14e)-heptadeca-8,10,12,14-tetraenal

C17H26O (246.1983546)


   

(11e)-trideca-1,11-dien-3,5,7,9-tetrayne

(11e)-trideca-1,11-dien-3,5,7,9-tetrayne

C13H8 (164.0625968)


   

hexadeca-6,8,12,14-tetraen-10-ynal

hexadeca-6,8,12,14-tetraen-10-ynal

C16H20O (228.151407)


   

octadeca-9,11,13,15-tetraenal

octadeca-9,11,13,15-tetraenal

C18H28O (260.2140038)


   

heptadeca-8,10,12,14-tetraenal

heptadeca-8,10,12,14-tetraenal

C17H26O (246.1983546)


   

(3ar,4s,6ar,8s,9ar,9br)-8-hydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-4-yl (2s)-2-methyloxirane-2-carboxylate

(3ar,4s,6ar,8s,9ar,9br)-8-hydroxy-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-4-yl (2s)-2-methyloxirane-2-carboxylate

C19H22O6 (346.1416312)


   

(4s,8r,9s,9bs)-9-(chloromethyl)-8,9-dihydroxy-3,6-dimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-4-yl (2s)-3-chloro-2-hydroxy-2-methylpropanoate

(4s,8r,9s,9bs)-9-(chloromethyl)-8,9-dihydroxy-3,6-dimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-4-yl (2s)-3-chloro-2-hydroxy-2-methylpropanoate

C19H24Cl2O7 (434.0899014)


   

(5e,7e,11e,13e)-pentadeca-5,7,11,13-tetraen-9-ynal

(5e,7e,11e,13e)-pentadeca-5,7,11,13-tetraen-9-ynal

C15H18O (214.1357578)


   

(5e,7e,11e,13e)-pentadeca-5,7,11,13-tetraen-9-yn-1-yl acetate

(5e,7e,11e,13e)-pentadeca-5,7,11,13-tetraen-9-yn-1-yl acetate

C17H22O2 (258.1619712)


   

(7e,9e,11e,13e)-hexadeca-7,9,11,13-tetraenal

(7e,9e,11e,13e)-hexadeca-7,9,11,13-tetraenal

C16H24O (232.18270539999997)


   

(8e,10e,14e,16e)-octadeca-8,10,14,16-tetraen-12-ynal

(8e,10e,14e,16e)-octadeca-8,10,14,16-tetraen-12-ynal

C18H24O (256.1827054)


   

2-(but-3-en-1-yn-1-yl)-5-(pent-3-en-1-yn-1-yl)thiophene

2-(but-3-en-1-yn-1-yl)-5-(pent-3-en-1-yn-1-yl)thiophene

C13H10S (198.050318)


   

(6e,8e,12e,14e)-hexadeca-6,8,12,14-tetraen-10-ynal

(6e,8e,12e,14e)-hexadeca-6,8,12,14-tetraen-10-ynal

C16H20O (228.151407)


   

2-(but-3-en-1-yn-1-yl)-5-[(3e)-pent-3-en-1-yn-1-yl]thiophene

2-(but-3-en-1-yn-1-yl)-5-[(3e)-pent-3-en-1-yn-1-yl]thiophene

C13H10S (198.050318)


   

2-(hex-5-en-1,3-diyn-1-yl)-5-(prop-1-yn-1-yl)thiophene

2-(hex-5-en-1,3-diyn-1-yl)-5-(prop-1-yn-1-yl)thiophene

C13H8S (196.0346688)


   

(3ar,4s,6ar,8s,9s,9as,9bs)-8-hydroxy-3,6-dimethylidene-2-oxo-octahydrospiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl 2-methyloxirane-2-carboxylate

(3ar,4s,6ar,8s,9s,9as,9bs)-8-hydroxy-3,6-dimethylidene-2-oxo-octahydrospiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl 2-methyloxirane-2-carboxylate

C19H22O7 (362.1365462)


   

(4e,6e,10e,12e)-tetradeca-4,6,10,12-tetraen-8-yn-1-yl acetate

(4e,6e,10e,12e)-tetradeca-4,6,10,12-tetraen-8-yn-1-yl acetate

C16H20O2 (244.14632200000003)


   

(6e,8e,10e,12e)-pentadeca-6,8,10,12-tetraenal

(6e,8e,10e,12e)-pentadeca-6,8,10,12-tetraenal

C15H22O (218.1670562)


   

(3ar,4s,6ar,8s,9r,9as,9bs)-8-hydroxy-3,6-dimethylidene-2-oxo-octahydrospiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl 2-(hydroxymethyl)prop-2-enoate

(3ar,4s,6ar,8s,9r,9as,9bs)-8-hydroxy-3,6-dimethylidene-2-oxo-octahydrospiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl 2-(hydroxymethyl)prop-2-enoate

C19H22O7 (362.1365462)


   

(7e,9e,13e,15e)-heptadeca-7,9,13,15-tetraen-11-ynal

(7e,9e,13e,15e)-heptadeca-7,9,13,15-tetraen-11-ynal

C17H22O (242.1670562)


   

heptadeca-7,9,13,15-tetraen-11-ynal

heptadeca-7,9,13,15-tetraen-11-ynal

C17H22O (242.1670562)


   

trideca-3,5,7,9,11-pentayne-1,2-diol

trideca-3,5,7,9,11-pentayne-1,2-diol

C13H8O2 (196.0524268)