NCBI Taxonomy: 1805964

Inula hupehensis (ncbi_taxid: 1805964)

found 82 associated metabolites at species taxonomy rank level.

Ancestor: Inula

Child Taxonomies: none taxonomy data.

Angustibalin

Azuleno(6,5-b)furan-2,5-dione, 4-(acetyloxy)-3,3a,4,4a,7a,8,9,9a-octahydro-4a,8-dimethyl-3-methylene-, (3aR-(3aalpha,4alpha,4abeta,7aalpha,8alpha,9aalpha))-

C17H20O5 (304.13106700000003)


Angustibalin is a sesquiterpene lactone. Angustibalin is a natural product found in Arnica longifolia and Arnica montana with data available.

   

Confertin

Anhydrocumanin

C15H20O3 (248.14123700000002)


A natural product found in Inula hupehensis. A pseudoguaianolide that is decahydroazuleno[6,5-b]furan-2(3H)-one substituted by an oxo group at position 5, methyl groups at positions 4a and 8 and a methylidene group at position 3. It has been isolated from the aerial parts of Inula hupehensis.

   

aromaticin

DTXSID90874676

C15H18O3 (246.1255878)


A sesquiterpene lactone that is 3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione substituted by methyl groups at positions 4a and 8 and a methylidene group at position 3. Isolated from the aerial parts of Inula hupehensis, it exhibits anti-inflammatory activity.

   

4-Epiisoinuviscolide

5-hydroxy-5,8-dimethyl-3-methylidene-2H,3H,3aH,4H,4aH,5H,6H,7H,7aH,9aH-azuleno[6,5-b]furan-2-one

C15H20O3 (248.14123700000002)


4-Epiisoinuviscolide is found in herbs and spices. 4-Epiisoinuviscolide is a constituent of Inula helenium (elecampane) Constituent of Inula helenium (elecampane). 4-Epiisoinuviscolide is found in herbs and spices.

   

Ergolide

Azuleno(6,5-b)furan-2,5-dione, 4-(acetyloxy)decahydro-4a,8-dimethyl-3-methylene-, (3aR-(3aalpha,4alpha,4abeta,7aalpha,8alpha,9abeta)

C17H22O5 (306.1467162)


Ergolide is a sesquiterpene lactone that is decahydroazuleno[6,5-b]furan-2,5-dione substituted by methyl groups at positions 4a and 8, a methylidene group at position 3 and an acetyloxy group at position 4. It has been isolated from the aerial parts of Inula hupehensis. It has a role as a metabolite, an anti-inflammatory agent, a plant metabolite, an antineoplastic agent and a NF-kappaB inhibitor. It is a gamma-lactone, a cyclic ketone, an acetate ester, an organic heterotricyclic compound and a sesquiterpene lactone. Ergolide is a natural product found in Inula hupehensis with data available. A sesquiterpene lactone that is decahydroazuleno[6,5-b]furan-2,5-dione substituted by methyl groups at positions 4a and 8, a methylidene group at position 3 and an acetyloxy group at position 4. It has been isolated from the aerial parts of Inula hupehensis. Ergolide is a sesquiterpene lactone isolated from the dried flowers of Inula Britannica. Ergolide inhibits inducible nitric oxide synthase and cyclo-oxygenase-2 expression in RAW 264.7 macrophages through the inactivation of NF-κB[1]. Ergolide is a sesquiterpene lactone isolated from the dried flowers of Inula Britannica. Ergolide inhibits inducible nitric oxide synthase and cyclo-oxygenase-2 expression in RAW 264.7 macrophages through the inactivation of NF-κB[1].

   

Graveolide

[3aR-(3aalpha,4abeta,7aalpha,8alpha,9abeta)]-Decahydro-4a,8-dimethyl-3-methyleneazuleno[6,5-b]furan-2,5-dione

C15H20O3 (248.14123700000002)


A sesquiterpene lactone that is decahydroazuleno[6,5-b]furan-2,5-dione substituted by methyl groups at positions 4a and 8 and a methylidene group at position 3. It has been isolated from the aerial parts of Inula hupehensis.

   

Carpesiolin

6alpha-Hydroxy-2,3-dihydroaromaticin

C15H20O4 (264.13615200000004)


A sesquiterpene lactonethat is 2,3-dihydroaromaticin substituted by an alpha-hydroxy group at position 6. It has been isolated from the aerial parts of Inula hupehensis.

   

inuchinenolide B

inuchinenolide B

C17H22O5 (306.1467162)


A sesquiterpene lactone that is 3a,4,4a,5,6,7,9,9a-octahydroazuleno[6,5-b]furan-2(3H)-one substituted by a hydroxy group at position 5, methyl groups at positions 5 and 8, an acetyloxy group at position 7 and a methylidene group at position 3. It has been isolated from the aerial parts of Inula hupehensis.

   

2-(2-Hydroxy-4-methylphenyl)propane-1,2,3-triol

2-(2-Hydroxy-4-methylphenyl)propane-1,2,3-triol

C10H14O4 (198.0892044)


   

2-(2-Hydroxy-4-methylphenyl)-2-methoxypropane-1,3-diol

2-(2-Hydroxy-4-methylphenyl)-2-methoxypropane-1,3-diol

C11H16O4 (212.10485359999998)


   

Bigelovin

(3ar,4s,4ar,7ar,8r,9as)-4a,8-Dimethyl-3-Methylidene-2,5-Dioxo-2,3,3a,4,4a,5,7a,8,9,9a-Decahydroazuleno[6,5-B]furan-4-Yl Acetate

C17H20O5 (304.13106700000003)


Bigelovin is a sesquiterpene lactone that is 3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione substituted by methyl groups at positions 4a and 8, a methylidene group at position 3 and an acetoxy group at position 4. Isolated from Inula hupehensis, it exhibits antineoplastic activity. It has a role as an apoptosis inducer, an immunomodulator, an antineoplastic agent and a plant metabolite. It is an acetate ester, an organic heterotricyclic compound, a sesquiterpene lactone, a cyclic ketone and a gamma-lactone. Bigelovin is a natural product found in Dittrichia graveolens, Inula hupehensis, and other organisms with data available. A sesquiterpene lactone that is 3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione substituted by methyl groups at positions 4a and 8, a methylidene group at position 3 and an acetoxy group at position 4. Isolated from Inula hupehensis, it exhibits antineoplastic activity. Bigelovin, a sesquiterpene lactone isolated from Inula hupehensis, is a selective retinoid X receptor α agonist. Bigelovin suppresses tumor growth through inducing apoptosis and autophagy via the inhibition of mTOR pathway regulated by ROS generation[1].

   

Inuviscolide

(3aR,4aR,5R,7aS,9aS)-5-hydroxy-5-methyl-3,8-dimethylidenedecahydroazuleno[6,5-b]furan-2(3H)-one

C15H20O3 (248.14123700000002)


Inuviscolide is a sesquiterpene lactone that is decahydroazuleno[6,5-b]furan-2(3H)-one substituted by a hydroxy group at position 5, a methyl group at position 5 and methylidene groups at positions 3 and 8 (the 3aR,4aR,5R,7aS,9aS stereoisomer). Isolated from the aerial parts of Inula hupehensis, it exhibits anti-inflammatory activity. It has a role as an anti-inflammatory agent and a plant metabolite. It is a gamma-lactone, an organic heterotricyclic compound, a sesquiterpene lactone and a tertiary alcohol. Inuviscolide is a natural product found in Helichrysum dasyanthum, Pulicaria incisa, and other organisms with data available. A sesquiterpene lactone that is decahydroazuleno[6,5-b]furan-2(3H)-one substituted by a hydroxy group at position 5, a methyl group at position 5 and methylidene groups at positions 3 and 8 (the 3aR,4aR,5R,7aS,9aS stereoisomer). Isolated from the aerial parts of Inula hupehensis, it exhibits anti-inflammatory activity.

   

4-Epiisoinuviscolide

5-hydroxy-5,8-dimethyl-3-methylidene-2H,3H,3aH,4H,4aH,5H,6H,7H,7aH,9aH-azuleno[6,5-b]furan-2-one

C15H20O3 (248.14123700000002)


A sesquiterpene lactone that is 3a,4,4a,5,6,7,7a,9a-octahydroazuleno[6,5-b]furan-2(3H)-one substituted by a hydroxy group at position 5, methyl groups at positions 5 and 8 and a methylidene group at position 3 (the 3aR,4aR,5S,7aR,9aS stereoisomer). It has been isolated from the aerial parts of Inula hupehensis.

   

MESTRANOL BICARBONATE

(2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl)methyl 2-methylpropanoate

C18H24O5 (320.1623654)


   

Burrodin

Burrodin

C15H20O4 (264.13615200000004)


A pseudoguaianolide that is decahydroazuleno[6,5-b]furan-2(3H)-one substituted by a hydroxy group a position 7, an oxo group at position 5, methyl groups at positions 4a and 8 and a methylidene group at position 3. It has been isolated from the aerial parts of Inula hupehensis.

   

8-Epihelenalin

8-Epihelenalin

C15H18O4 (262.1205028)


A sesquiterpene lactone that is the C-8 epimer of helenalin. Isolated from the aerial parts of Inula hupehensis, it exhibits anti-inflammatory activity.

   

8-Epiinuviscolide

8-Epiinuviscolide

C15H20O3 (248.14123700000002)


A sesquiterpene lactone that is the C-8 epimer of inuviscolide. It has been isolated from the aerial parts of Inula hupehensis.

   

4-hydroxy-4a,8-dimethyl-3-methylidene-octahydroazuleno[6,5-b]furan-2,5-dione

4-hydroxy-4a,8-dimethyl-3-methylidene-octahydroazuleno[6,5-b]furan-2,5-dione

C15H20O4 (264.13615200000004)


   

(3ar,4s,4ar,7r,7as,8r,9as)-7-methoxy-4a,8-dimethyl-3-methylidene-2,5-dioxo-octahydroazuleno[6,5-b]furan-4-yl acetate

(3ar,4s,4ar,7r,7as,8r,9as)-7-methoxy-4a,8-dimethyl-3-methylidene-2,5-dioxo-octahydroazuleno[6,5-b]furan-4-yl acetate

C18H24O6 (336.1572804)


   

(3ar,4ar,5s,8r,9as)-5,8-dihydroxy-5,8-dimethyl-3-methylidene-3ah,4h,4ah,6h,9h,9ah-azuleno[6,5-b]furan-2-one

(3ar,4ar,5s,8r,9as)-5,8-dihydroxy-5,8-dimethyl-3-methylidene-3ah,4h,4ah,6h,9h,9ah-azuleno[6,5-b]furan-2-one

C15H20O4 (264.13615200000004)


   

[(3ar,4as,7as,8r,9as)-4a-methyl-3-methylidene-2,5-dioxo-octahydroazuleno[6,5-b]furan-8-yl]methyl acetate

[(3ar,4as,7as,8r,9as)-4a-methyl-3-methylidene-2,5-dioxo-octahydroazuleno[6,5-b]furan-8-yl]methyl acetate

C17H22O5 (306.1467162)


   

6α-acetoxyisoinuviscolide

6α-acetoxyisoinuviscolide

C17H22O5 (306.1467162)


   

(3ar,4s,4ar,7s,7as,8r,9as)-7-methoxy-4a,8-dimethyl-3-methylidene-2,5-dioxo-octahydroazuleno[6,5-b]furan-4-yl acetate

(3ar,4s,4ar,7s,7as,8r,9as)-7-methoxy-4a,8-dimethyl-3-methylidene-2,5-dioxo-octahydroazuleno[6,5-b]furan-4-yl acetate

C18H24O6 (336.1572804)


   

[(2r)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl 2-methylpropanoate

[(2r)-2-{4-methyl-2-[(2-methylpropanoyl)oxy]phenyl}oxiran-2-yl]methyl 2-methylpropanoate

C18H24O5 (320.1623654)


   

(2r,3r,4s,5s,6r)-2-[(2s)-2-(2-hydroxy-4-methylphenyl)propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-[(2s)-2-(2-hydroxy-4-methylphenyl)propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

C16H24O7 (328.1521954)


   

(3r,3as,4s,4ar,7as,8r,9as)-4-hydroxy-3,4a,8-trimethyl-octahydro-3h-azuleno[6,5-b]furan-2,5-dione

(3r,3as,4s,4ar,7as,8r,9as)-4-hydroxy-3,4a,8-trimethyl-octahydro-3h-azuleno[6,5-b]furan-2,5-dione

C15H22O4 (266.1518012)


   

(3as,4s,4as,5r,7s,7as,9as)-4,5-dihydroxy-5,8-dimethyl-3-methylidene-2-oxo-3ah,4h,4ah,6h,7h,7ah,9ah-azuleno[6,5-b]furan-7-yl acetate

(3as,4s,4as,5r,7s,7as,9as)-4,5-dihydroxy-5,8-dimethyl-3-methylidene-2-oxo-3ah,4h,4ah,6h,7h,7ah,9ah-azuleno[6,5-b]furan-7-yl acetate

C17H22O6 (322.1416312)


   

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

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

C15H20O4 (264.13615200000004)


   

(3ar,4ar)-4a,8-dimethyl-3-methylidene-2,5-dioxo-octahydroazuleno[6,5-b]furan-4-yl acetate

(3ar,4ar)-4a,8-dimethyl-3-methylidene-2,5-dioxo-octahydroazuleno[6,5-b]furan-4-yl acetate

C17H22O5 (306.1467162)


   

(3ar,4s,6r,6ar,9ar,9bs)-4-hydroxy-6,9a-dimethyl-3-methylidene-3ah,4h,5h,6h,6ah,9bh-azuleno[4,5-b]furan-2,9-dione

(3ar,4s,6r,6ar,9ar,9bs)-4-hydroxy-6,9a-dimethyl-3-methylidene-3ah,4h,5h,6h,6ah,9bh-azuleno[4,5-b]furan-2,9-dione

C15H18O4 (262.1205028)


   

(3as,4s,4ar,7r,7as,8r,9as)-7-ethoxy-4-hydroxy-4a,8-dimethyl-3-methylidene-octahydroazuleno[6,5-b]furan-2,5-dione

(3as,4s,4ar,7r,7as,8r,9as)-7-ethoxy-4-hydroxy-4a,8-dimethyl-3-methylidene-octahydroazuleno[6,5-b]furan-2,5-dione

C17H24O5 (308.1623654)


   

(3as,4s,4ar,7as,8s,9as)-5-(acetyloxy)-4-hydroxy-4a,8-dimethyl-3-methylidene-2-oxo-octahydro-3ah-azuleno[6,5-b]furan-7-yl acetate

(3as,4s,4ar,7as,8s,9as)-5-(acetyloxy)-4-hydroxy-4a,8-dimethyl-3-methylidene-2-oxo-octahydro-3ah-azuleno[6,5-b]furan-7-yl acetate

C19H26O7 (366.16784459999997)


   

(3as,4s,4ar,7r,7as,8r,9as)-4-hydroxy-7-methoxy-4a,8-dimethyl-3-methylidene-octahydroazuleno[6,5-b]furan-2,5-dione

(3as,4s,4ar,7r,7as,8r,9as)-4-hydroxy-7-methoxy-4a,8-dimethyl-3-methylidene-octahydroazuleno[6,5-b]furan-2,5-dione

C16H22O5 (294.1467162)


   

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

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

C15H20O3 (248.14123700000002)