NCBI Taxonomy: 669658

Cirsium helenioides (ncbi_taxid: 669658)

found 117 associated metabolites at species taxonomy rank level.

Ancestor: Cirsium

Child Taxonomies: none taxonomy data.

Luteolin 7-glucoside

2-(3,4-dihydroxyphenyl)-5-hydroxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C21H20O11 (448.100557)


Luteolin 7-O-beta-D-glucoside is a glycosyloxyflavone that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as an antioxidant and a plant metabolite. It is a beta-D-glucoside, a glycosyloxyflavone, a trihydroxyflavone and a monosaccharide derivative. It is functionally related to a luteolin. It is a conjugate acid of a luteolin 7-O-beta-D-glucoside(1-). Cynaroside is a natural product found in Verbascum lychnitis, Carex fraseriana, and other organisms with data available. See also: Cynara scolymus leaf (part of); Lonicera japonica flower (part of); Chamaemelum nobile flower (part of). Luteolin 7-glucoside is found in anise. Luteolin 7-glucoside is a constituent of the leaves of Capsicum annuum (red pepper).Cynaroside is a flavone, a flavonoid-like chemical compound. It is a 7-O-glucoside of luteolin and can be found in dandelion coffee, in Ferula varia and F. foetida in Campanula persicifolia and C. rotundifolia and in Cynara scolymus (artichoke) A glycosyloxyflavone that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. Constituent of the leaves of Capsicum annuum (red pepper) Cynaroside (Luteolin 7-glucoside) is a flavonoid compound that exhibits anti-oxidative capabilities. Cynaroside is also a potent influenza RNA-dependent RNA polymerase inhibitor with an IC50 of 32 nM. Cynaroside also is a promising inhibitor for H2O2-induced apoptosis, has cytoprotection against oxidative stress-induced cardiovascular diseases. Cynaroside also has antibacterial, antifungal and anticancer activities, antioxidant and anti-inflammatory activities[1][3][4][5].

   

Sinapaldehyde

2-Propenal, 3-(4-hydroxy-3,5-dimethoxyphenyl)-, (2E)-

C11H12O4 (208.0735552)


(E)-sinapaldehyde is a member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and methoxy groups at positions 3 and 5. It has a role as an antifungal agent and a plant metabolite. It is a member of cinnamaldehydes, a dimethoxybenzene and a member of phenols. It is functionally related to an (E)-cinnamaldehyde. Sinapaldehyde is a natural product found in Stereospermum colais, Aralia bipinnata, and other organisms with data available. A member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and methoxy groups at positions 3 and 5. D018501 - Antirheumatic Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D016861 - Cyclooxygenase Inhibitors D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D004791 - Enzyme Inhibitors Sinapaldehyde, also known as (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propenal or (E)-sinapoyl aldehyde, is a member of the class of compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Sinapaldehyde is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Sinapaldehyde can be synthesized from cinnamaldehyde. Sinapaldehyde can also be synthesized into 4-acetoxy-3,5-dimethoxy-trans-cinnamaldehyde. Sinapaldehyde can be found in a number of food items such as angelica, saskatoon berry, rubus (blackberry, raspberry), and lemon verbena, which makes sinapaldehyde a potential biomarker for the consumption of these food products. In Arabidopsis thaliana, this compound is part of the lignin biosynthesis pathway. The enzyme dihydroflavonol 4-reductase uses sinapaldehyde and NADPH to produce sinapyl alcohol and NADP+ . Annotation level-2 Sinapaldehyde exhibits moderate antibacterial against Methicillin resistant S. aureus (MRSA) and E. coli with MIC values of 128 and 128 μg/mL[1]. Sinapaldehyde exhibits moderate antibacterial against Methicillin resistant S. aureus (MRSA) and E. coli with MIC values of 128 and 128 μg/mL[1].

   

Isorhamnetin

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-methoxy-

C16H12O7 (316.05830019999996)


3,4,5,7-tetrahydroxy-3-methoxyflavone is a tetrahydroxyflavone having the 4-hydroxy groups located at the 3- 4- 5- and 7-positions as well as a methoxy group at the 2-position. It has a role as a metabolite and an antimicrobial agent. It is a tetrahydroxyflavone and a monomethoxyflavone. It is functionally related to a quercetin. It is a conjugate acid of a 3,4,5-trihydroxy-3-methoxyflavon-7-olate. 3-O-Methylquercetin is a natural product found in Lotus ucrainicus, Wollastonia biflora, and other organisms with data available. See also: Tobacco Leaf (part of). 3-O-Methylquercetin (3-MQ), a main constituent of Rhamnus nakaharai, inhibits total cAMP and cGMP-phosphodiesterase (PDE) of guinea pig trachealis. 3-O-Methylquercetin (3-MQ) exhibits IC50 values ranging from 1.6-86.9 μM for PDE isozymes (PDE1-5)[1]. 3-O-Methylquercetin (3-MQ), a main constituent of Rhamnus nakaharai, inhibits total cAMP and cGMP-phosphodiesterase (PDE) of guinea pig trachealis. 3-O-Methylquercetin (3-MQ) exhibits IC50 values ranging from 1.6-86.9 μM for PDE isozymes (PDE1-5)[1].

   

Isorhamnetin

4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-

C16H12O7 (316.05830019999996)


Isorhamnetin is the methylated metabolite of quercetin. Quercetin is an important dietary flavonoid with in vitro antioxidant activity. However, it is found in human plasma as conjugates with glucuronic acid, sulfate or methyl groups, with no significant amounts of free quercetin present. Isorhamnetin prevents endothelial cell injuries from oxidized LDL via inhibition of lectin-like ox-LDL receptor-1 upregulation, interference of ox-LDL-mediated intracellular signaling pathway (p38MAPK activation, NF-kappaB nuclear translocation, eNOS expression) and the antioxidant activity of isorhamnetin. Isorhamnetin prevents endothelial dysfunction, superoxide production, and overexpression of p47phox induced by angiotensin II. Isorhamnetin appears to be a potent drug against esophageal cancer due to its in vitro potential to not only inhibit proliferation but also induce apoptosis of Eca-109 cells. (PMID: 15493462, 17368593, 17374653, 16963021). Isorhamnetin is a monomethoxyflavone that is quercetin in which the hydroxy group at position 3 is replaced by a methoxy group. It has a role as an EC 1.14.18.1 (tyrosinase) inhibitor, an anticoagulant and a metabolite. It is a 7-hydroxyflavonol, a tetrahydroxyflavone and a monomethoxyflavone. It is functionally related to a quercetin. It is a conjugate acid of an isorhamnetin(1-). Isorhamnetin is a natural product found in Lotus ucrainicus, Strychnos pseudoquina, and other organisms with data available. Isorhamnetin is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Peumus boldus leaf (part of). Widespread flavonol found especially in bee pollen, chives, corn poppy leaves, garden cress, fennel, hartwort, red onions, pears, dillweed, parsley and tarragon. Isorhamnetin is found in many foods, some of which are italian sweet red pepper, carrot, yellow wax bean, and lemon balm. A monomethoxyflavone that is quercetin in which the hydroxy group at position 3 is replaced by a methoxy group. Acquisition and generation of the data is financially supported in part by CREST/JST. Isorhamnetin is a flavonoid compound extracted from the Chinese herb Hippophae rhamnoides L.. Isorhamnetin suppresses skin cancer through direct inhibition of MEK1 and PI3K. Isorhamnetin is a flavonoid compound extracted from the Chinese herb Hippophae rhamnoides L.. Isorhamnetin suppresses skin cancer through direct inhibition of MEK1 and PI3K.

   

1-Tridecene-3,5,7,9,11-pentayne

Tridec-1-ene-3,5,7,9,11-pentayne

C13H6 (162.0469476)


1-Tridecene-3,5,7,9,11-pentayne is found in burdock. 1-Tridecene-3,5,7,9,11-pentayne is found in leaves, flowers and seeds of numerous species e.g. Valeriana officinalis (valerian Found in leaves, flowers and seeds of numerous subspecies e.g. Valeriana officinalis (valerian)

   

(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.

   

Luteolin 4'-glucoside

5,7-dihydroxy-2-(3-hydroxy-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-4H-chromen-4-one

C21H20O11 (448.100557)


Luteolin 4-glucoside is isolated from Spartium junceum and many other plant species [CCD]. Isolated from Spartium junceum and many other plant subspecies [CCD]

   

(3E,5Z)-1,3,5-Tridecatriene-7,9,11-triyne

(3E,5Z)-1,3,5-Tridecatriene-7,9,11-triyne

C13H10 (166.078246)


(3e,5z)-1,3,5-tridecatriene-7,9,11-triyne is a member of the class of compounds known as enynes. Enynes are hydrocarbons containing an alkene and an alkyne group. Within the cell, (3e,5z)-1,3,5-tridecatriene-7,9,11-triyne is primarily located in the membrane (predicted from logP). (3E,5Z)-1,3,5-Tridecatriene-7,9,11-triyne is isolated from Artemisia vulgaris (mugwort).

   

(Z)-1,3-Tridecadiene-5,7,9,11-tetrayne

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

C13H8 (164.0625968)


(z)-1,3-tridecadiene-5,7,9,11-tetrayne is a member of the class of compounds known as enynes. Enynes are hydrocarbons containing an alkene and an alkyne group (z)-1,3-tridecadiene-5,7,9,11-tetrayne can be found in fats and oils and herbs and spices, which makes (z)-1,3-tridecadiene-5,7,9,11-tetrayne a potential biomarker for the consumption of these food products. (Z)-1,3-Tridecadiene-5,7,9,11-tetrayne is found in fats and oils. (Z)-1,3-Tridecadiene-5,7,9,11-tetrayne is isolated from safflower (Carthamus tinctorius).

   

Luteolin 7-galactoside

2-(3,4-dihydroxyphenyl)-5-hydroxy-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

C21H20O11 (448.100557)


Luteolin 7-galactoside is found in fruits. Luteolin 7-galactoside is isolated from Capsella bursa-pastoris (shepherds purse). Isolated from Capsella bursa-pastoris (shepherds purse). Luteolin 7-galactoside is found in herbs and spices and fruits.

   

Sinapaldehyde

3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enal

C11H12O4 (208.0735552)


   

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.

   

(Z,Z)-1,8,11-Heptadecatriene

(8Z,11Z)-heptadeca-1,8,11-triene

C17H30 (234.234738)


(z,z)-1,8,11-heptadecatriene is a member of the class of compounds known as alkatrienes. Alkatrienes are acyclic hydrocarbons that contain exactly three carbon-to-carbon double bonds (z,z)-1,8,11-heptadecatriene can be found in burdock and safflower, which makes (z,z)-1,8,11-heptadecatriene a potential biomarker for the consumption of these food products.

   

Isorhamnetin

4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)- (9CI)

C16H12O7 (316.05830019999996)


Glucoside present in the leaves of Peumus boldus (boldo). Isorhamnetin 3-dirhamnoside is found in fruits. Annotation level-1 Isorhamnetin is a flavonoid compound extracted from the Chinese herb Hippophae rhamnoides L.. Isorhamnetin suppresses skin cancer through direct inhibition of MEK1 and PI3K. Isorhamnetin is a flavonoid compound extracted from the Chinese herb Hippophae rhamnoides L.. Isorhamnetin suppresses skin cancer through direct inhibition of MEK1 and PI3K.

   
   

heptadeca-1,8,11-triene

heptadeca-1,8,11-triene

C17H30 (234.234738)


   

Luteolin 7-O-glucoside

2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one mono-beta-D-glucopyranoside

C21H20O11 (448.100557)


   

(3E,5Z)-1,3,5-Tridecatriene-7,9,11-triyne

(3E,5Z)-1,3,5-Tridecatriene-7,9,11-triyne

C13H10 (166.078246)


   

(Z)-1,3-Tridecadiene-5,7,9,11-tetrayne

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

C13H8 (164.0625968)


   

1,8,11,14-Heptadecatetraene

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

C17H28 (232.2190888)


   

cinaroside

2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy]-4-chromenone

C21H20O11 (448.100557)


Cynaroside (Luteolin 7-glucoside) is a flavonoid compound that exhibits anti-oxidative capabilities. Cynaroside is also a potent influenza RNA-dependent RNA polymerase inhibitor with an IC50 of 32 nM. Cynaroside also is a promising inhibitor for H2O2-induced apoptosis, has cytoprotection against oxidative stress-induced cardiovascular diseases. Cynaroside also has antibacterial, antifungal and anticancer activities, antioxidant and anti-inflammatory activities[1][3][4][5].

   

10482-53-8

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

C17H28 (232.2190888)


   

2060-59-5

Tridec-1-ene-3,5,7,9,11-pentayne

C13H6 (162.0469476)


   

56134-03-3

(8Z,11Z)-heptadeca-1,8,11-triene

C17H30 (234.234738)


   

Tetrahydroaplotaxene

Tetrahydroaplotaxene

C17H32 (236.2503872)


   

1-Tridecene-3,5,7,9,11-pentayne

Tridec-1-ene-3,5,7,9,11-pentayne

C13H6 (162.0469476)


A pentayne that is tridecane which carries a double bond at position 1 and triple bonds at positions 3,5,7,9 and 11. It is a natural product which exhibits ovicidal and nematicidal activities.

   

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

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

C17H28 (232.2190888)


   

(4e,6e)-tetradeca-4,6-dien-8,10,12-triyn-1-ol

(4e,6e)-tetradeca-4,6-dien-8,10,12-triyn-1-ol

C14H14O (198.1044594)


   

(8r,9s,11z,14z)-heptadeca-1,11,14-triene-8,9-diol

(8r,9s,11z,14z)-heptadeca-1,11,14-triene-8,9-diol

C17H30O2 (266.224568)


   

trideca-1,3,5-trien-7,9,11-triyne

trideca-1,3,5-trien-7,9,11-triyne

C13H10 (166.078246)


   

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

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

C13H8 (164.0625968)


   

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

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

C13H8 (164.0625968)


   

(8z)-heptadeca-1,8-diene

(8z)-heptadeca-1,8-diene

C17H32 (236.2503872)


   

9-hydroxyheptadeca-1,11,14-trien-8-yl acetate

9-hydroxyheptadeca-1,11,14-trien-8-yl acetate

C19H32O3 (308.23513219999995)


   

8-hydroxyheptadeca-1,11,14-trien-9-yl acetate

8-hydroxyheptadeca-1,11,14-trien-9-yl acetate

C19H32O3 (308.23513219999995)


   

(8s,9s,11z,14z)-9-hydroxyheptadeca-1,11,14-trien-8-yl acetate

(8s,9s,11z,14z)-9-hydroxyheptadeca-1,11,14-trien-8-yl acetate

C19H32O3 (308.23513219999995)


   

heptadeca-1,11,14-triene-8,9-diol

heptadeca-1,11,14-triene-8,9-diol

C17H30O2 (266.224568)


   

8-(acetyloxy)heptadeca-1,11,14-trien-9-yl acetate

8-(acetyloxy)heptadeca-1,11,14-trien-9-yl acetate

C21H34O4 (350.24569640000004)


   

heptadeca-1,8-diene

heptadeca-1,8-diene

C17H32 (236.2503872)


   

tetradeca-4,6-dien-8,10,12-triyn-1-ol

tetradeca-4,6-dien-8,10,12-triyn-1-ol

C14H14O (198.1044594)


   

5,7-dihydroxy-2-(3-hydroxy-4-{[(2s,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)chromen-4-one

5,7-dihydroxy-2-(3-hydroxy-4-{[(2s,3s,4r,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)chromen-4-one

C21H20O11 (448.100557)


   

(8s,9s,11z,14z)-8-(acetyloxy)heptadeca-1,11,14-trien-9-yl acetate

(8s,9s,11z,14z)-8-(acetyloxy)heptadeca-1,11,14-trien-9-yl acetate

C21H34O4 (350.24569640000004)


   

(2r,3r)-2-(hept-6-en-1-yl)-3-[(2z,5z)-octa-2,5-dien-1-yl]oxirane

(2r,3r)-2-(hept-6-en-1-yl)-3-[(2z,5z)-octa-2,5-dien-1-yl]oxirane

C17H28O (248.2140038)


   

2-(hept-6-en-1-yl)-3-(octa-2,5-dien-1-yl)oxirane

2-(hept-6-en-1-yl)-3-(octa-2,5-dien-1-yl)oxirane

C17H28O (248.2140038)


   

(8r,9s,11z,14z)-8-hydroxyheptadeca-1,11,14-trien-9-yl acetate

(8r,9s,11z,14z)-8-hydroxyheptadeca-1,11,14-trien-9-yl acetate

C19H32O3 (308.23513219999995)