NCBI Taxonomy: 1853055

Artemisia myriantha (ncbi_taxid: 1853055)

found 68 associated metabolites at species taxonomy rank level.

Ancestor: Artemisia

Child Taxonomies: none taxonomy data.

Parthenolide

(1aR,4E,7aS,10aS,10bS)-1a,5-Dimethyl-8-methylene-2,3,6,7,7a,8,10a,10b-octahydrooxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one

C15H20O3 (248.14123700000002)


D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents (1Ar,7aS,10aS,10bS)-1a,5-dimethyl-8-methylidene-2,3,6,7,7a,8,10a,10b-octahydrooxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one is a germacranolide. Parthenolide has been used in trials studying the diagnostic of Allergic Contact Dermatitis. (1aR,7aS,10aS,10bS)-1a,5-dimethyl-8-methylidene-2,3,6,7,7a,8,10a,10b-octahydrooxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one is a natural product found in Cyathocline purpurea, Tanacetum parthenium, and other organisms with data available. Parthenolide belongs to germacranolides and derivatives class of compounds. Those are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. Thus, parthenolide is considered to be an isoprenoid lipid molecule. Parthenolide is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Parthenolide is a bitter tasting compound found in sweet bay, which makes parthenolide a potential biomarker for the consumption of this food product. Parthenolide is a sesquiterpene lactone of the germacranolide class which occurs naturally in the plant feverfew (Tanacetum parthenium), after which it is named. It is found in highest concentration in the flowers and fruit . relative retention time with respect to 9-anthracene Carboxylic Acid is 1.002 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.000 Parthenolide is a sesquiterpene lactone found in the medicinal herb Feverfew. Parthenolide exhibits anti-inflammatory activity by inhibiting NF-κB activation; also inhibits HDAC1 protein without affecting other class I/II HDACs. Parthenolide is a sesquiterpene lactone found in the medicinal herb Feverfew. Parthenolide exhibits anti-inflammatory activity by inhibiting NF-κB activation; also inhibits HDAC1 protein without affecting other class I/II HDACs.

   

(-)-Parthenolide

4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.0^{2,4}]tetradec-7-en-13-one

C15H20O3 (248.14123700000002)


   

Austricin

4-hydroxy-3,6,9-trimethyl-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione

C15H18O4 (262.1205028)


Austricin is a member of the class of compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Austricin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Austricin can be found in german camomile and sweet bay, which makes austricin a potential biomarker for the consumption of these food products.

   

Arglabin

3H-OXIRENO(8,8A)AZULENO(4,5-B)FURAN-8(4AH)-ONE, 5,6,6A,7,9A,9B-HEXAHYDRO-1,4A-DIMETHYL-7-METHYLENE-, (4AS-(3AS*,4A.ALPHA.,6A.ALPHA.,9A.BETA.,9B.ALPHA.))-

C15H18O3 (246.1255878)


Arglabin is an organic heterotetracyclic compound and guaianolide sesquiterpene lactone that is acrylic acid which is substituted at position 2 by a 4-hydroxy-3,8-dimethyl-1,3a,4,5,6,7-hexahydroazulen-5-yl group in which the double bond in the 7-membered ring has been epoxidised and in which the hydroxy group and the carboxy group have undergone formal condensation to give the corresponding gamma-lactone. It is found in Artemisia glabella. Arglabin-DMA HCl, the hydrochloride salt of the adduct resulting from the conjugate addition of dimethylamine to the ene-lactone moiety, has been successfully used in Khazakhstan for the treatment of breast, colon, ovarian and lung cancers. It has a role as an antineoplastic agent and a metabolite. It is an organic heterotetracyclic compound, a gamma-lactone, an epoxide and a sesquiterpene lactone. Arglabin is a natural product found in Pentzia eenii and Artemisia myriantha with data available. An organic heterotetracyclic compound and guaianolide sesquiterpene lactone that is acrylic acid which is substituted at position 2 by a 4-hydroxy-3,8-dimethyl-1,3a,4,5,6,7-hexahydroazulen-5-yl group in which the double bond in the 7-membered ring has been epoxidised and in which the hydroxy group and the carboxy group have undergone formal condensation to give the corresponding gamma-lactone. It is found in Artemisia glabella. Arglabin-DMA HCl, the hydrochloride salt of the adduct resulting from the conjugate addition of dimethylamine to the ene-lactone moiety, has been successfully used in Khazakhstan for the treatment of breast, colon, ovarian and lung cancers.

   

5-hydroxy-3,7,12-trimethyl-2,9-dioxatetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradec-12-en-8-one

5-hydroxy-3,7,12-trimethyl-2,9-dioxatetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradec-12-en-8-one

C15H20O4 (264.13615200000004)


   

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

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

C15H18O4 (262.1205028)


   

(1r,3s,5s,6r,10s,11r)-3,12-dimethyl-7-methylidene-8-oxo-2,9-dioxatetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradec-12-en-5-yl acetate

(1r,3s,5s,6r,10s,11r)-3,12-dimethyl-7-methylidene-8-oxo-2,9-dioxatetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradec-12-en-5-yl acetate

C17H20O5 (304.13106700000003)


   

(1s,1'r,2s,3's,5s,6's,9s,10's,11'r,12r,14s)-2-hydroxy-2,3',11,12'-tetramethyl-6-methylidene-2',8,9'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁵,⁹]pentadecane-14,7'-tetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradecane]-10,12'-diene-7,8'-dione

(1s,1'r,2s,3's,5s,6's,9s,10's,11'r,12r,14s)-2-hydroxy-2,3',11,12'-tetramethyl-6-methylidene-2',8,9'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁵,⁹]pentadecane-14,7'-tetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradecane]-10,12'-diene-7,8'-dione

C30H36O6 (492.2511756)


   

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

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

C22H30O6 (390.204228)


   

4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.0²,⁴]tetradec-7-en-13-one

4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.0²,⁴]tetradec-7-en-13-one

C15H20O3 (248.14123700000002)


   

(3as,9as,9bs)-6,9-dimethyl-3-methylidene-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-2,7-dione

(3as,9as,9bs)-6,9-dimethyl-3-methylidene-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-2,7-dione

C15H16O3 (244.1099386)


   

6,9-dimethyl-3-methylidene-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-2,7-dione

6,9-dimethyl-3-methylidene-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-2,7-dione

C15H16O3 (244.1099386)


   

(1r,3s,6s,10s,11s)-3,12-dimethyl-7-methylidene-2,9-dioxatetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradec-12-ene-8,14-dione

(1r,3s,6s,10s,11s)-3,12-dimethyl-7-methylidene-2,9-dioxatetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradec-12-ene-8,14-dione

C15H16O4 (260.1048536)


   

3,12-dimethyl-7-methylidene-8-oxo-2,9-dioxatetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradec-12-en-5-yl acetate

3,12-dimethyl-7-methylidene-8-oxo-2,9-dioxatetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradec-12-en-5-yl acetate

C17H20O5 (304.13106700000003)


   

3-[(acetyloxy)methyl]-6,10-dimethyl-2-oxo-4h,5h,8h,9h,11ah-cyclodeca[b]furan-9-yl propanoate

3-[(acetyloxy)methyl]-6,10-dimethyl-2-oxo-4h,5h,8h,9h,11ah-cyclodeca[b]furan-9-yl propanoate

C20H26O6 (362.17292960000003)


   

6,9-dimethyl-3-methylidene-3ah,4h,5h,9bh-azuleno[4,5-b]furan-2-one

6,9-dimethyl-3-methylidene-3ah,4h,5h,9bh-azuleno[4,5-b]furan-2-one

C15H16O2 (228.1150236)


   

(1r,1'r,2r,3's,5s,6's,9s,10s,10's,11r,11'r,12s)-2-hydroxy-2,3',11,12'-tetramethyl-6-methylidene-2',8,9'-trioxaspiro[tetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadecane-12,7'-tetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradecane]-12',14-diene-7,8'-dione

(1r,1'r,2r,3's,5s,6's,9s,10s,10's,11r,11'r,12s)-2-hydroxy-2,3',11,12'-tetramethyl-6-methylidene-2',8,9'-trioxaspiro[tetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadecane-12,7'-tetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradecane]-12',14-diene-7,8'-dione

C30H36O6 (492.2511756)


   

(1s,2r,5s,9s,10s,11r)-2-hydroxy-2,11-dimethyl-6-methylidene-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-7-one

(1s,2r,5s,9s,10s,11r)-2-hydroxy-2,11-dimethyl-6-methylidene-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-7-one

C15H18O5 (278.1154178)


   

2-hydroxy-2,3',6,11,12'-pentamethyl-2',8,9'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁵,⁹]pentadecane-14,7'-tetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradecane]-10,12'-diene-7,8'-dione

2-hydroxy-2,3',6,11,12'-pentamethyl-2',8,9'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁵,⁹]pentadecane-14,7'-tetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradecane]-10,12'-diene-7,8'-dione

C30H38O6 (494.2668248)


   

(1s,1'r,2r,3's,5s,6's,9s,10's,11'r,12r,14r)-2-hydroxy-2,3',11,12'-tetramethyl-6-methylidene-2',8,9'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁵,⁹]pentadecane-14,7'-tetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradecane]-10,12'-diene-7,8'-dione

(1s,1'r,2r,3's,5s,6's,9s,10's,11'r,12r,14r)-2-hydroxy-2,3',11,12'-tetramethyl-6-methylidene-2',8,9'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁵,⁹]pentadecane-14,7'-tetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradecane]-10,12'-diene-7,8'-dione

C30H36O6 (492.2511756)


   

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

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

C22H30O6 (390.204228)


   

(9s,11ar)-3-[(acetyloxy)methyl]-6,10-dimethyl-2-oxo-4h,5h,8h,9h,11ah-cyclodeca[b]furan-9-yl (2e)-2-methylbut-2-enoate

(9s,11ar)-3-[(acetyloxy)methyl]-6,10-dimethyl-2-oxo-4h,5h,8h,9h,11ah-cyclodeca[b]furan-9-yl (2e)-2-methylbut-2-enoate

C22H28O6 (388.1885788)


   

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

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

C17H22O5 (306.1467162)


   

(1r,3s,5s,6r,7s,10s,11r)-5-hydroxy-3,7,12-trimethyl-2,9-dioxatetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradec-12-en-8-one

(1r,3s,5s,6r,7s,10s,11r)-5-hydroxy-3,7,12-trimethyl-2,9-dioxatetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradec-12-en-8-one

C15H20O4 (264.13615200000004)


   

2-hydroxy-2,11-dimethyl-6-methylidene-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-7-one

2-hydroxy-2,11-dimethyl-6-methylidene-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-7-one

C15H18O5 (278.1154178)


   

3-[(acetyloxy)methyl]-6,10-dimethyl-2-oxo-4h,5h,8h,9h,11ah-cyclodeca[b]furan-9-yl 2-methylbut-2-enoate

3-[(acetyloxy)methyl]-6,10-dimethyl-2-oxo-4h,5h,8h,9h,11ah-cyclodeca[b]furan-9-yl 2-methylbut-2-enoate

C22H28O6 (388.1885788)


   

(3as,9bs)-6,9-dimethyl-3-methylidene-3ah,4h,5h,9bh-azuleno[4,5-b]furan-2-one

(3as,9bs)-6,9-dimethyl-3-methylidene-3ah,4h,5h,9bh-azuleno[4,5-b]furan-2-one

C15H16O2 (228.1150236)


   

2-hydroxy-2,3',11,12'-tetramethyl-6-methylidene-2',8,9'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁵,⁹]pentadecane-14,7'-tetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradecane]-10,12'-diene-7,8'-dione

2-hydroxy-2,3',11,12'-tetramethyl-6-methylidene-2',8,9'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁵,⁹]pentadecane-14,7'-tetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradecane]-10,12'-diene-7,8'-dione

C30H36O6 (492.2511756)


   

(9s,11ar)-3-[(acetyloxy)methyl]-6,10-dimethyl-2-oxo-4h,5h,8h,9h,11ah-cyclodeca[b]furan-9-yl propanoate

(9s,11ar)-3-[(acetyloxy)methyl]-6,10-dimethyl-2-oxo-4h,5h,8h,9h,11ah-cyclodeca[b]furan-9-yl propanoate

C20H26O6 (362.17292960000003)


   

(1s,1'r,2r,3's,5s,6r,6's,9s,10's,11'r,12r,14r)-2-hydroxy-2,3',6,11,12'-pentamethyl-2',8,9'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁵,⁹]pentadecane-14,7'-tetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradecane]-10,12'-diene-7,8'-dione

(1s,1'r,2r,3's,5s,6r,6's,9s,10's,11'r,12r,14r)-2-hydroxy-2,3',6,11,12'-pentamethyl-2',8,9'-trioxaspiro[tetracyclo[10.2.1.0¹,¹⁰.0⁵,⁹]pentadecane-14,7'-tetracyclo[9.3.0.0¹,³.0⁶,¹⁰]tetradecane]-10,12'-diene-7,8'-dione

C30H38O6 (494.2668248)


   

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

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

C17H22O5 (306.1467162)