NCBI Taxonomy: 160037

Fitchia speciosa (ncbi_taxid: 160037)

found 80 associated metabolites at species taxonomy rank level.

Ancestor: Fitchia

Child Taxonomies: none taxonomy data.

(-)-dehydrocostus lactone

Azuleno(4,5-b)furan-2(3H)-one, decahydro-3,6,9-tris(methylene)-, (3aS-(3a.alpha.,6a.alpha.,9a.alpha.,9b.beta.))-

C15H18O2 (230.1306728)


Dehydrocostus lactone is an organic heterotricyclic compound and guaianolide sesquiterpene lactone that is acrylic acid which is substituted at position 2 by a 4-hydroxy-3,8-bis(methylene)decahydoazulen-5-yl group and in which the hydroxy group and the carboxy group have undergone formal condensation to afford the corresponding gamma-lactone. It has a role as a metabolite, a trypanocidal drug, an antineoplastic agent, a cyclooxygenase 2 inhibitor, an antimycobacterial drug and an apoptosis inducer. It is a sesquiterpene lactone, a guaiane sesquiterpenoid, an organic heterotricyclic compound and a gamma-lactone. Dehydrocostus lactone is a natural product found in Marshallia obovata, Cirsium carolinianum, and other organisms with data available. See also: Arctium lappa Root (part of). An organic heterotricyclic compound and guaianolide sesquiterpene lactone that is acrylic acid which is substituted at position 2 by a 4-hydroxy-3,8-bis(methylene)decahydoazulen-5-yl group and in which the hydroxy group and the carboxy group have undergone formal condensation to afford the corresponding gamma-lactone. CONFIDENCE standard compound; ML_ID 36 Dehydrocostus Lactone is a major sesquiterpene lactone isolated from the roots of Saussurea costus. IC50 value: Target: In vitro: Dehydrocostus Lactone promoted apoptosis with increased activation of caspases 8, 9, 7, 3, enhanced PARP cleavage, decreased Bcl-xL expression and increased levels of Bax, Bak, Bok, Bik, Bmf, and t-Bid. We have demonstrated that Dehydrocostus Lactone inhibits cell growth and induce apoptosis in DU145 cells [1]. Dehydrocostus Lactone inhibits NF-kappaB activation by preventing TNF-alpha-induced degradation and phosphorylation of its inhibitory protein I-kappaB alpha in human leukemia HL-60 cells and that dehydrocostus lactone renders HL-60 cells susceptible to TNF-alpha-induced apoptosis by enhancing caspase-8 and caspase-3 activities [2]. Dehydrocostus Lactone inhibited the production of NO in lipopolysaccharide (LPS)-activated RAW 264.7 cells by suppressing inducible nitric oxide synthase enzyme expression. In vivo: Dehydrocostus Lactone decreased the TNF-alpha level in LPS-activated systems in vivo [3]. Dehydrocostus Lactone is a major sesquiterpene lactone isolated from the roots of Saussurea costus. IC50 value: Target: In vitro: Dehydrocostus Lactone promoted apoptosis with increased activation of caspases 8, 9, 7, 3, enhanced PARP cleavage, decreased Bcl-xL expression and increased levels of Bax, Bak, Bok, Bik, Bmf, and t-Bid. We have demonstrated that Dehydrocostus Lactone inhibits cell growth and induce apoptosis in DU145 cells [1]. Dehydrocostus Lactone inhibits NF-kappaB activation by preventing TNF-alpha-induced degradation and phosphorylation of its inhibitory protein I-kappaB alpha in human leukemia HL-60 cells and that dehydrocostus lactone renders HL-60 cells susceptible to TNF-alpha-induced apoptosis by enhancing caspase-8 and caspase-3 activities [2]. Dehydrocostus Lactone inhibited the production of NO in lipopolysaccharide (LPS)-activated RAW 264.7 cells by suppressing inducible nitric oxide synthase enzyme expression. In vivo: Dehydrocostus Lactone decreased the TNF-alpha level in LPS-activated systems in vivo [3].

   

alpha-Selinene

4a,8-dimethyl-2-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

C15H24 (204.18779039999998)


Occurs in celery oil and hop (Humulus lupulus) oil. alpha-Selinene is found in many foods, some of which are ginger, lovage, sweet bay, and allspice. alpha-Selinene is found in alcoholic beverages. alpha-Selinene occurs in celery oil and hop (Humulus lupulus) oi

   

beta-Selinene

(+)-beta-selinene;(4aR,7R,8aS)-7-isopropenyl-4a-methyl-1-methylenedecahydronaphthalene;[4aR-(4aalpha,7alpha,8abeta)]-decahydro-4a-methyl-1-methylene-7-(1-methylethenyl)-naphthalene

C15H24 (204.18779039999998)


Constituent of celery oiland is) also from Cyperus rotundus (nutgrass) and Humulus lupulus (hops). beta-Selinene is found in many foods, some of which are safflower, star anise, chinese cinnamon, and allspice. beta-Selinene is found in alcoholic beverages. beta-Selinene is a constituent of celery oil. Also from Cyperus rotundus (nutgrass) and Humulus lupulus (hops)

   

alpha-Selinene

alpha-Selinene

C15H24 (204.18779039999998)


An isomer of selinene where the double bond in the octahydronaphthalene ring system is endocyclic (2R,4aR,8aR)-configuration..

   

Dehydrocostus lactone

3,6,9-trimethylidene-dodecahydroazuleno[4,5-b]furan-2-one

C15H18O2 (230.1306728)


Dehydrocostus lactone, also known as dehydro-alpha-curcumene, belongs to guaianolides and derivatives class of compounds. Those are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. Dehydrocostus lactone is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Dehydrocostus lactone can be found in burdock and sweet bay, which makes dehydrocostus lactone a potential biomarker for the consumption of these food products.

   

dehydrocostus lactone

NCGC00385838-01_C15H18O2_Azuleno[4,5-b]furan-2(3H)-one, decahydro-3,6,9-tris(methylene)-, (3aS,6aR,9aR,9bS)-

C15H18O2 (230.1306728)


Dehydrocostus Lactone is a major sesquiterpene lactone isolated from the roots of Saussurea costus. IC50 value: Target: In vitro: Dehydrocostus Lactone promoted apoptosis with increased activation of caspases 8, 9, 7, 3, enhanced PARP cleavage, decreased Bcl-xL expression and increased levels of Bax, Bak, Bok, Bik, Bmf, and t-Bid. We have demonstrated that Dehydrocostus Lactone inhibits cell growth and induce apoptosis in DU145 cells [1]. Dehydrocostus Lactone inhibits NF-kappaB activation by preventing TNF-alpha-induced degradation and phosphorylation of its inhibitory protein I-kappaB alpha in human leukemia HL-60 cells and that dehydrocostus lactone renders HL-60 cells susceptible to TNF-alpha-induced apoptosis by enhancing caspase-8 and caspase-3 activities [2]. Dehydrocostus Lactone inhibited the production of NO in lipopolysaccharide (LPS)-activated RAW 264.7 cells by suppressing inducible nitric oxide synthase enzyme expression. In vivo: Dehydrocostus Lactone decreased the TNF-alpha level in LPS-activated systems in vivo [3]. Dehydrocostus Lactone is a major sesquiterpene lactone isolated from the roots of Saussurea costus. IC50 value: Target: In vitro: Dehydrocostus Lactone promoted apoptosis with increased activation of caspases 8, 9, 7, 3, enhanced PARP cleavage, decreased Bcl-xL expression and increased levels of Bax, Bak, Bok, Bik, Bmf, and t-Bid. We have demonstrated that Dehydrocostus Lactone inhibits cell growth and induce apoptosis in DU145 cells [1]. Dehydrocostus Lactone inhibits NF-kappaB activation by preventing TNF-alpha-induced degradation and phosphorylation of its inhibitory protein I-kappaB alpha in human leukemia HL-60 cells and that dehydrocostus lactone renders HL-60 cells susceptible to TNF-alpha-induced apoptosis by enhancing caspase-8 and caspase-3 activities [2]. Dehydrocostus Lactone inhibited the production of NO in lipopolysaccharide (LPS)-activated RAW 264.7 cells by suppressing inducible nitric oxide synthase enzyme expression. In vivo: Dehydrocostus Lactone decreased the TNF-alpha level in LPS-activated systems in vivo [3].

   

Costic acid

2-(4a-methyl-8-methylidene-decahydronaphthalen-2-yl)prop-2-enoic acid

C15H22O2 (234.1619712)


   

a-Selinene

4a,8-dimethyl-2-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

C15H24 (204.18779039999998)


   

beta-selinene

(+)-beta-selinene;(4aR,7R,8aS)-7-isopropenyl-4a-methyl-1-methylenedecahydronaphthalene;[4aR-(4aalpha,7alpha,8abeta)]-decahydro-4a-methyl-1-methylene-7-(1-methylethenyl)-naphthalene

C15H24 (204.18779039999998)


An optically active form of beta-selinene having (+)-(4aR,7R,8aS)-configuration.

   

17066-67-0

(3R,4aS,8aR)-8a-methyl-5-methylidene-3-prop-1-en-2-yl-1,2,3,4,4a,6,7,8-octahydronaphthalene

C15H24 (204.18779039999998)


   

[(3as,6ar,8s,9ar,9bs)-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl]methyl acetate

[(3as,6ar,8s,9ar,9bs)-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl]methyl acetate

C18H22O4 (302.1518012)


   

1-[3,6-dihydroxy-2-(prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethanone

1-[3,6-dihydroxy-2-(prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethanone

C13H14O4 (234.0892044)


   

1,5-dimethyl-8-(prop-1-en-2-yl)cyclodeca-1,5-diene

1,5-dimethyl-8-(prop-1-en-2-yl)cyclodeca-1,5-diene

C15H24 (204.18779039999998)


   

2-methoxy-4-[(1e)-prop-1-en-1-yl]phenyl (2s)-2-amino-3-methylbutanoate

2-methoxy-4-[(1e)-prop-1-en-1-yl]phenyl (2s)-2-amino-3-methylbutanoate

C15H21NO3 (263.1521356)


   

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

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

C20H26O4 (330.18309960000005)


   

2-(4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl)prop-2-enoic acid

2-(4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl)prop-2-enoic acid

C15H22O2 (234.1619712)


   

2-(4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1h-naphthalen-2-yl)prop-2-enal

2-(4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1h-naphthalen-2-yl)prop-2-enal

C15H22O (218.1670562)


   

2-methoxy-4-[(1e)-prop-1-en-1-yl]phenyl (2r)-2-methylbutanoate

2-methoxy-4-[(1e)-prop-1-en-1-yl]phenyl (2r)-2-methylbutanoate

C15H20O3 (248.14123700000002)


   

{3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl}methyl acetate

{3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl}methyl acetate

C18H22O4 (302.1518012)


   

1-[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethanone

1-[2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethanone

C13H16O3 (220.1099386)


   

(3as,11ar)-6-methyl-3-methylidene-10-[(2-methylpropoxy)methyl]-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

(3as,11ar)-6-methyl-3-methylidene-10-[(2-methylpropoxy)methyl]-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

C19H28O3 (304.2038338)


   

(3as,6ar,8s,9ar,9bs)-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-carbaldehyde

(3as,6ar,8s,9ar,9bs)-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-carbaldehyde

C16H18O3 (258.1255878)


   

1-[(2s)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethanone

1-[(2s)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethanone

C13H16O3 (220.1099386)


   

{6-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-10-yl}methyl 2-methylbutanoate

{6-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-10-yl}methyl 2-methylbutanoate

C20H28O4 (332.19874880000003)


   

8-methyl-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one

8-methyl-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one

C16H20O2 (244.14632200000003)


   

1-[(2r,3r)-3,6-dihydroxy-2-(prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethanone

1-[(2r,3r)-3,6-dihydroxy-2-(prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]ethanone

C13H14O4 (234.0892044)


   

(3as,6ar,8s,9ar,9bs)-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl (2r)-2-methylbutanoate

(3as,6ar,8s,9ar,9bs)-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl (2r)-2-methylbutanoate

C20H26O4 (330.18309960000005)


   

[(3as,11ar)-6-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-10-yl]methyl (2r)-2-methylbutanoate

[(3as,11ar)-6-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-10-yl]methyl (2r)-2-methylbutanoate

C20H28O4 (332.19874880000003)


   

2-[(2r,4ar)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1h-naphthalen-2-yl]prop-2-enal

2-[(2r,4ar)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1h-naphthalen-2-yl]prop-2-enal

C15H22O (218.1670562)


   

6-methyl-3-methylidene-10-[(2-methylpropoxy)methyl]-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

6-methyl-3-methylidene-10-[(2-methylpropoxy)methyl]-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

C19H28O3 (304.2038338)


   

2-[(2r,4ar,8as)-4a-methyl-8-methylidene-octahydronaphthalen-2-yl]prop-2-enal

2-[(2r,4ar,8as)-4a-methyl-8-methylidene-octahydronaphthalen-2-yl]prop-2-enal

C15H22O (218.1670562)


   

2-[(2r,4ar,8ar)-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl]prop-2-enoic acid

2-[(2r,4ar,8ar)-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-2-yl]prop-2-enoic acid

C15H22O2 (234.1619712)


   

2-methoxy-4-(prop-1-en-1-yl)phenyl 2-methylbutanoate

2-methoxy-4-(prop-1-en-1-yl)phenyl 2-methylbutanoate

C15H20O3 (248.14123700000002)


   

(3as,6ar,8s,9ar,9bs)-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl (2s)-2-amino-3-methylbutanoate

(3as,6ar,8s,9ar,9bs)-3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl (2s)-2-amino-3-methylbutanoate

C20H27NO4 (345.19399820000007)


   

3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-carbaldehyde

3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-carbaldehyde

C16H18O3 (258.1255878)


   

2-methoxy-4-(prop-1-en-1-yl)phenyl 2-amino-3-methylbutanoate

2-methoxy-4-(prop-1-en-1-yl)phenyl 2-amino-3-methylbutanoate

C15H21NO3 (263.1521356)


   

3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl 2-amino-3-methylbutanoate

3,6,9-trimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-8-yl 2-amino-3-methylbutanoate

C20H27NO4 (345.19399820000007)


   

(3as,6ar,8s,9ar,9bs)-8-methyl-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one

(3as,6ar,8s,9ar,9bs)-8-methyl-3,6,9-trimethylidene-octahydroazuleno[4,5-b]furan-2-one

C16H20O2 (244.14632200000003)