NCBI Taxonomy: 114188

Iva (ncbi_taxid: 114188)

found 159 associated metabolites at genus taxonomy rank level.

Ancestor: Heliantheae

Child Taxonomies: Iva annua, Iva ciliata, Iva axillaris, Iva imbricata, Iva frutescens, Iva asperifolia, Iva angustifolia, Iva xanthiifolia, Iva microcephala, unclassified Iva

Tomentosin

2H-Cyclohepta(b)furan-2-one, 3,3a,4,7,8,8a-hexahydro-7-methyl-3-methylene-6-(3-oxobutyl)-, (3aR,7S,8aR)-

C15H20O3 (248.14123700000002)


Tomentosin is a sesquiterpene lactone. Tomentosin is a natural product found in Apalochlamys spectabilis, Leucophyta brownii, and other organisms with data available.

   

dinatin

Scutellarein 6-methyl ether

C16H12O6 (300.06338519999997)


Hispidulin is a natural flavone with a broad spectrum of biological activities. Hispidulin is a Pim-1 inhibitor with an IC50 of 2.71 μM. Hispidulin is a natural flavone with a broad spectrum of biological activities. Hispidulin is a Pim-1 inhibitor with an IC50 of 2.71 μM.

   

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)

   

Ivalin

[3aR-(3aalpha,4aalpha,7alpha,8abeta,9aalpha)]-Decahydro-7-hydroxy-8a-methyl-3,5-bis(methylene)-naphtho[2,3-b]furan-2(3H)-one

C15H20O3 (248.14123700000002)


   

Pseudoivalin

[3aR-(3aalpha,4aalpha,5alpha,9abeta)]-3a,4,4a,5,6,7,9,9a-Octahydro-5-hydroxy-5,8-dimethyl-3-methylene-azuleno[6,5-b]furan-2(3H)-one

C15H20O3 (248.14123700000002)


   

beta-Caryophyllene

trans-(1R,9S)-4,11,11-Trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene

C15H24 (204.18779039999998)


beta-Caryophyllene, also known as caryophyllene or (−)-β-caryophyllene, is a natural bicyclic sesquiterpene that is a constituent of many essential oils including that of Syzygium aromaticum (cloves), Cannabis sativa, rosemary, and hops. It is usually found as a mixture with isocaryophyllene (the cis double bond isomer) and α-humulene (obsolete name: α-caryophyllene), a ring-opened isomer. beta-Caryophyllene is notable for having both a cyclobutane ring and a trans-double bond in a nine-membered ring, both rarities in nature (Wikipedia). beta-Caryophyllene is a sweet and dry tasting compound that can be found in a number of food items such as allspice, fig, pot marjoram, and roman camomile, which makes beta-caryophyllene a potential biomarker for the consumption of these food products. beta-Caryophyllene can be found in feces and saliva. (-)-Caryophyllene. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=87-44-5 (retrieved 2024-08-07) (CAS RN: 87-44-5). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). β-Caryophyllene is a CB2 receptor agonist. β-Caryophyllene is a CB2 receptor agonist.

   

Axillarin

2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4H-1-benzopyran-4-one

C17H14O8 (346.0688644)


   

Germacrene D

(1E,6E,8S)-1-methyl-8-(1-methylethyl)-5-methylidenecyclodeca-1,6-diene

C15H24 (204.18779039999998)


Germacrene d, also known as germacrene d, (s-(e,e))-isomer, is a member of the class of compounds known as germacrane sesquiterpenoids. Germacrane sesquiterpenoids are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Germacrene d can be found in a number of food items such as peppermint, roman camomile, hyssop, and common walnut, which makes germacrene d a potential biomarker for the consumption of these food products.

   

Hispidulin

4H-1-Benzopyran-4-one, 5, 7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-

C16H12O6 (300.06338519999997)


Hispidulin is a monomethoxyflavone that is scutellarein methylated at position 6. It has a role as an apoptosis inducer, an anti-inflammatory agent, an antioxidant, an anticonvulsant, an antineoplastic agent and a plant metabolite. It is a trihydroxyflavone and a monomethoxyflavone. It is functionally related to a scutellarein. Hispidulin (4,5,7-trihydroxy-6-methoxyflavone) is a potent benzodiazepine (BZD) receptor ligand with positive allosteric properties. Hispidulin is a natural product found in Eupatorium cannabinum, Eupatorium perfoliatum, and other organisms with data available. See also: Arnica montana Flower (part of). A monomethoxyflavone that is scutellarein methylated at position 6. 6-methylscutellarein, also known as 4,5,7-trihydroxy-6-methoxyflavone or dinatin, is a member of the class of compounds known as 6-o-methylated flavonoids. 6-o-methylated flavonoids are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, 6-methylscutellarein is considered to be a flavonoid lipid molecule. 6-methylscutellarein is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 6-methylscutellarein can be found in a number of food items such as italian oregano, common sage, sunflower, and common thyme, which makes 6-methylscutellarein a potential biomarker for the consumption of these food products. Hispidulin is a natural flavone with a broad spectrum of biological activities. Hispidulin is a Pim-1 inhibitor with an IC50 of 2.71 μM. Hispidulin is a natural flavone with a broad spectrum of biological activities. Hispidulin is a Pim-1 inhibitor with an IC50 of 2.71 μM.

   

Axillarin

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-

C17H14O8 (346.0688644)


A dimethoxyflavone that is the 3,6-dimethyl ether derivative of quercetagetin. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one, also known as 3,4,5,7-tetrahydroxy-3,6-dimethoxyflavone or 3,6-dimethoxyquercetagetin, is a member of the class of compounds known as 6-o-methylated flavonoids. 6-o-methylated flavonoids are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one is considered to be a flavonoid lipid molecule. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one can be found in german camomile, which makes 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one a potential biomarker for the consumption of this food product.

   

dinatin

4H-1-Benzopyran-4-one, 5, 7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-

C16H12O6 (300.06338519999997)


Hispidulin is a natural flavone with a broad spectrum of biological activities. Hispidulin is a Pim-1 inhibitor with an IC50 of 2.71 μM. Hispidulin is a natural flavone with a broad spectrum of biological activities. Hispidulin is a Pim-1 inhibitor with an IC50 of 2.71 μM.

   

Germacrene D

1,6-Cyclodecadiene, 1-methyl-5-methylene-8-(1-methylethyl)-, [s-(E,E)]-

C15H24 (204.18779039999998)


(-)-germacrene D is a germacrene D. It is an enantiomer of a (+)-germacrene D. (-)-Germacrene D is a natural product found in Teucrium montanum, Stachys obliqua, and other organisms with data available. See also: Clary Sage Oil (part of).

   

caryophyllene

(-)-beta-Caryophyllene

C15H24 (204.18779039999998)


A beta-caryophyllene in which the stereocentre adjacent to the exocyclic double bond has S configuration while the remaining stereocentre has R configuration. It is the most commonly occurring form of beta-caryophyllene, occurring in many essential oils, particularly oil of cloves. D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents β-Caryophyllene is a CB2 receptor agonist. β-Caryophyllene is a CB2 receptor agonist.

   

2-[(2R,4aR,8R,8aR)-8-hydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enoic acid

2-[(2R,4aR,8R,8aR)-8-hydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enoic acid

C15H24O3 (252.1725354)


   

2060-59-5

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

C13H6 (162.0469476)


   

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.

   

2-(8-hydroxy-4a,8-dimethyl-octahydronaphthalen-2-yl)prop-2-enoic acid

2-(8-hydroxy-4a,8-dimethyl-octahydronaphthalen-2-yl)prop-2-enoic acid

C15H24O3 (252.1725354)


   

(1r,2s,4as,7r,8r,8as)-7,8-dihydroxy-2-isopropyl-4a,8-dimethyl-octahydronaphthalen-1-yl benzoate

(1r,2s,4as,7r,8r,8as)-7,8-dihydroxy-2-isopropyl-4a,8-dimethyl-octahydronaphthalen-1-yl benzoate

C22H32O4 (360.2300472)


   

methyl (4s)-4-[(3ar,7ar)-6-methyl-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-5-yl]pentanoate

methyl (4s)-4-[(3ar,7ar)-6-methyl-3-methylidene-2-oxo-3a,4,7,7a-tetrahydro-1-benzofuran-5-yl]pentanoate

C16H22O4 (278.1518012)


   

7-hydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

7-hydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

C15H20O3 (248.14123700000002)


   

7-hydroxy-2-(4-hydroxyphenyl)-6-methoxychromen-4-one

7-hydroxy-2-(4-hydroxyphenyl)-6-methoxychromen-4-one

C16H12O5 (284.0684702)


   

(3ar,4as,8r,8ar,9ar)-8-hydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

(3ar,4as,8r,8ar,9ar)-8-hydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

C15H20O3 (248.14123700000002)


   

(1r,2s,4as,5r,6r,8ar)-5,6-bis(acetyloxy)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl benzoate

(1r,2s,4as,5r,6r,8ar)-5,6-bis(acetyloxy)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl benzoate

C26H34O6 (442.2355264)


   

(1s,3r,5s,8s,10s,12r,15s)-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadecan-14-one

(1s,3r,5s,8s,10s,12r,15s)-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadecan-14-one

C15H22O4 (266.1518012)


   

(3as,11ar)-6-methyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-10-carbaldehyde

(3as,11ar)-6-methyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-10-carbaldehyde

C15H18O3 (246.1255878)


   

(1s,2r,4r,5s,9r,10s,11r)-10-hydroxy-2,11-dimethyl-6-methylidene-8-oxatetracyclo[8.3.0.0²,⁴.0⁵,⁹]tridecane-7,12-dione

(1s,2r,4r,5s,9r,10s,11r)-10-hydroxy-2,11-dimethyl-6-methylidene-8-oxatetracyclo[8.3.0.0²,⁴.0⁵,⁹]tridecane-7,12-dione

C15H18O4 (262.1205028)


   

7,8-dihydroxy-2-isopropyl-4a,8-dimethyl-octahydronaphthalen-1-yl benzoate

7,8-dihydroxy-2-isopropyl-4a,8-dimethyl-octahydronaphthalen-1-yl benzoate

C22H32O4 (360.2300472)


   

2-[(4ar,8r,8ar)-8-hydroxy-4a,8-dimethyl-octahydronaphthalen-2-yl]prop-2-enoic acid

2-[(4ar,8r,8ar)-8-hydroxy-4a,8-dimethyl-octahydronaphthalen-2-yl]prop-2-enoic acid

C15H24O3 (252.1725354)


   

8-hydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

8-hydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

C15H20O3 (248.14123700000002)


   

(3ar,8r,8ar,9ar)-8-hydroxy-5,8a-dimethyl-3-methylidene-3ah,4h,6h,7h,8h,9h,9ah-naphtho[2,3-b]furan-2-one

(3ar,8r,8ar,9ar)-8-hydroxy-5,8a-dimethyl-3-methylidene-3ah,4h,6h,7h,8h,9h,9ah-naphtho[2,3-b]furan-2-one

C15H20O3 (248.14123700000002)


   

(1s,2r,4r,5s,9r,10r,11r)-10-hydroxy-2,11-dimethyl-6-methylidene-8-oxatetracyclo[8.3.0.0²,⁴.0⁵,⁹]tridecane-7,12-dione

(1s,2r,4r,5s,9r,10r,11r)-10-hydroxy-2,11-dimethyl-6-methylidene-8-oxatetracyclo[8.3.0.0²,⁴.0⁵,⁹]tridecane-7,12-dione

C15H18O4 (262.1205028)


   

(1r,2s,4as,7r,8r,8as)-7,8-dihydroxy-2-isopropyl-4a,8-dimethyl-octahydronaphthalen-1-yl (2e)-3-phenylprop-2-enoate

(1r,2s,4as,7r,8r,8as)-7,8-dihydroxy-2-isopropyl-4a,8-dimethyl-octahydronaphthalen-1-yl (2e)-3-phenylprop-2-enoate

C24H34O4 (386.24569640000004)


   

2,11-dimethyl-6-methylidene-8-oxatetracyclo[8.3.0.0²,⁴.0⁵,⁹]tridec-10-ene-7,12-dione

2,11-dimethyl-6-methylidene-8-oxatetracyclo[8.3.0.0²,⁴.0⁵,⁹]tridec-10-ene-7,12-dione

C15H16O3 (244.1099386)


   

(3ar,4as,7s,8s,8ar,9ar)-7,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

(3ar,4as,7s,8s,8ar,9ar)-7,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

C15H20O4 (264.13615200000004)


   

10-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8-oxatetracyclo[8.3.0.0²,⁴.0⁵,⁹]tridecan-12-yl acetate

10-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8-oxatetracyclo[8.3.0.0²,⁴.0⁵,⁹]tridecan-12-yl acetate

C17H22O5 (306.1467162)


   

(1r,2r,4as,5r,6r,8ar)-6-(acetyloxy)-5-hydroxy-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl benzoate

(1r,2r,4as,5r,6r,8ar)-6-(acetyloxy)-5-hydroxy-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl benzoate

C24H32O5 (400.2249622)


   

(1s,2r,4r,5s,9r,10s,11s,12s)-10,12-dihydroxy-2,11-dimethyl-6-methylidene-8-oxatetracyclo[8.3.0.0²,⁴.0⁵,⁹]tridecan-7-one

(1s,2r,4r,5s,9r,10s,11s,12s)-10,12-dihydroxy-2,11-dimethyl-6-methylidene-8-oxatetracyclo[8.3.0.0²,⁴.0⁵,⁹]tridecan-7-one

C15H20O4 (264.13615200000004)


   

5,6-bis(acetyloxy)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl benzoate

5,6-bis(acetyloxy)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl benzoate

C26H34O6 (442.2355264)


   

6-(acetyloxy)-5-hydroxy-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl benzoate

6-(acetyloxy)-5-hydroxy-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl benzoate

C24H32O5 (400.2249622)


   

8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene

8-isopropyl-1-methyl-5-methylidenecyclodeca-1,6-diene

C15H24 (204.18779039999998)


   

7,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

7,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

C15H20O4 (264.13615200000004)


   

(3s,3ar,4ar,5r,9ar)-5-hydroxy-3,5,8-trimethyl-3h,3ah,4h,4ah,6h,7h,9h,9ah-azuleno[6,5-b]furan-2-one

(3s,3ar,4ar,5r,9ar)-5-hydroxy-3,5,8-trimethyl-3h,3ah,4h,4ah,6h,7h,9h,9ah-azuleno[6,5-b]furan-2-one

C15H22O3 (250.1568862)


   

7,8-dihydroxy-2-isopropyl-4a,8-dimethyl-octahydronaphthalen-1-yl 3-phenylprop-2-enoate

7,8-dihydroxy-2-isopropyl-4a,8-dimethyl-octahydronaphthalen-1-yl 3-phenylprop-2-enoate

C24H34O4 (386.24569640000004)


   

(2s)-2-(3,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-2,3-dihydro-1-benzopyran-4-one

(2s)-2-(3,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-2,3-dihydro-1-benzopyran-4-one

C16H14O6 (302.0790344)


   

(1r,2r,4as,5r,6r,8ar)-5,6-bis(acetyloxy)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl benzoate

(1r,2r,4as,5r,6r,8ar)-5,6-bis(acetyloxy)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl benzoate

C26H34O6 (442.2355264)


   

(3ar,4ar,5r,8s,8ar,9ar)-5,8-dihydroxy-5,8a-dimethyl-3-methylidene-octahydronaphtho[2,3-b]furan-2-one

(3ar,4ar,5r,8s,8ar,9ar)-5,8-dihydroxy-5,8a-dimethyl-3-methylidene-octahydronaphtho[2,3-b]furan-2-one

C15H22O4 (266.1518012)


   

(1r,2s,4as,5r,6r,8ar)-6-(acetyloxy)-5-hydroxy-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl benzoate

(1r,2s,4as,5r,6r,8ar)-6-(acetyloxy)-5-hydroxy-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl benzoate

C24H32O5 (400.2249622)


   

(1r,2r,4r,5s,9r)-2,11-dimethyl-6-methylidene-8-oxatetracyclo[8.3.0.0²,⁴.0⁵,⁹]tridec-10-ene-7,12-dione

(1r,2r,4r,5s,9r)-2,11-dimethyl-6-methylidene-8-oxatetracyclo[8.3.0.0²,⁴.0⁵,⁹]tridec-10-ene-7,12-dione

C15H16O3 (244.1099386)


   

2-(3,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-2,3-dihydro-1-benzopyran-4-one

2-(3,4-dihydroxyphenyl)-7-hydroxy-5-methoxy-2,3-dihydro-1-benzopyran-4-one

C16H14O6 (302.0790344)