NCBI Taxonomy: 189232

Jacobaea cannabifolia (ncbi_taxid: 189232)

found 42 associated metabolites at species taxonomy rank level.

Ancestor: Jacobaea

Child Taxonomies: Jacobaea cannabifolia var. integrifolia

Senecionine

(1,6)Dioxacyclododecino(2,3,4-gh)pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-5,6-dimethyl-, (3Z,5R,6R,14aR,14bR)-

C18H25NO5 (335.173264)


Senecionine is a pyrrolizidine alkaloid isolated from the plant species of the genus Senecio. It has a role as a plant metabolite. It is a lactone, a pyrrolizidine alkaloid and a tertiary alcohol. It is functionally related to a senecionan. It is a conjugate base of a senecionine(1+). Senecionine is a natural product found in Dorobaea pimpinellifolia, Crotalaria micans, and other organisms with data available. Senecionine is an organic compound with the chemical formula C18H25NO5. It is classified as a pyrrolizidine alkaloid. See also: Petasites hybridus root (part of); Tussilago farfara flower (part of); Tussilago farfara leaf (part of). A pyrrolizidine alkaloid isolated from the plant species of the genus Senecio. D000970 - Antineoplastic Agents Annotation level-1 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2251 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 122 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 102 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 142 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 152 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 162 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 172 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 132 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 112 [Raw Data] CB082a_Senecionine_pos_40eV_CB000034.txt [Raw Data] CB082a_Senecionine_pos_10eV_CB000034.txt [Raw Data] CB082a_Senecionine_pos_30eV_CB000034.txt [Raw Data] CB082a_Senecionine_pos_20eV_CB000034.txt [Raw Data] CB082a_Senecionine_pos_50eV_CB000034.txt Senecionine (Senecionan-11,16-dione, 12-hydroxy-) is a pyrrolizidine alkaloid could be isolated from Senecio vulgaris. Senecionine decreases the activities of glutathione S-transferase, aminopyrine demethylase and arylhydrocarbon hydroxylase (AHH)[1][2][3]. Senecionine (Senecionan-11,16-dione, 12-hydroxy-) is a pyrrolizidine alkaloid could be isolated from Senecio vulgaris. Senecionine decreases the activities of glutathione S-transferase, aminopyrine demethylase and arylhydrocarbon hydroxylase (AHH)[1][2][3].

   

Spartioidine

Seneciphylline

C18H23NO5 (333.1576148)


A pyrrolizine alkaloid that is 13,19-didehydrosenecionane carrying a hydroxy substituent at position 12 and two oxo substituents at positions 11 and 16. CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2297 [Raw Data] CB082b_Seneciphylline_pos_40eV_CB000034.txt [Raw Data] CB082b_Seneciphylline_pos_30eV_CB000034.txt [Raw Data] CB082b_Seneciphylline_pos_20eV_CB000034.txt [Raw Data] CB082b_Seneciphylline_pos_10eV_CB000034.txt [Raw Data] CB082b_Seneciphylline_pos_50eV_CB000034.txt Seneciphylline is a toxic pyrrolizidine alkaloid in Gynura japonica[1]. Seneciphylline significantly increases the activities of epoxide hydrase and glutathione-S-transferase but causes reduction of cytochrome P-450 and related monooxygenase activities[2].

   

Jacobine

Jacobine

C18H25NO6 (351.168179)


INTERNAL_ID 2254; CONFIDENCE Reference Standard (Level 1) CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2254 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 115 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 145 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 175 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 155 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 125 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 165 INTERNAL_ID 135; CONFIDENCE Reference Standard (Level 1) CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 135 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 105

   

Seneciphylline

4-ethylidene-7-hydroxy-7-methyl-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.0¹⁴,¹⁷]heptadec-11-ene-3,8-dione

C18H23NO5 (333.1576148)


   

1ST14177

(1,6)Dioxacyclododecino(2,3,4-gh)pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-methyl-5-methylene-, (3Z,6R,14aR,14bR)-

C18H23NO5 (333.1576148)


Seneciphylline is a white powder. (NTP, 1992) LSM-2853 is a citraconoyl group. Seneciphylline is a natural product found in Senecio bollei, Tussilago farfara, and other organisms with data available. Seneciphylline is a toxic pyrrolizidine alkaloid in Gynura japonica[1]. Seneciphylline significantly increases the activities of epoxide hydrase and glutathione-S-transferase but causes reduction of cytochrome P-450 and related monooxygenase activities[2].

   

jacozine

jacozine

C18H23NO6 (349.1525298)


A pyrrolizine alkaloid that is seneciphylline in which the exocyclic double bond has been converted to the corresponding epoxide.

   

Seneciphylline

Senenciphylline

C18H23NO5 (333.1576148)


relative retention time with respect to 9-anthracene Carboxylic Acid is 0.402 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.399 Seneciphylline is a toxic pyrrolizidine alkaloid in Gynura japonica[1]. Seneciphylline significantly increases the activities of epoxide hydrase and glutathione-S-transferase but causes reduction of cytochrome P-450 and related monooxygenase activities[2].

   
   

Jacobine

SPIRO((1,6)DIOXACYCLODODECINO(2,3,4-GH)PYRROLIZINE-3(2H),2-OXIRANE)-2,7(4H)-DIONE, 5,6,9,11,13,14,14A,14B-OCTAHYDRO-6-HYDROXY-3,5,6-TRIMETHYL-, (2S,3S,5R,6R,14AR,14BR)-

C18H25NO6 (351.168179)


Jacobine is a pyrrolizine alkaloid. Jacobine is a natural product found in Crotalaria micans, Senecio brasiliensis, and other organisms with data available.

   

methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

methyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

C9H10O4 (182.057906)


   

(4ar,7r,8as)-7-isopropyl-4a-methyl-4-oxo-3,5,6,7,8,8a-hexahydronaphthalene-1-carbaldehyde

(4ar,7r,8as)-7-isopropyl-4a-methyl-4-oxo-3,5,6,7,8,8a-hexahydronaphthalene-1-carbaldehyde

C15H22O2 (234.1619712)


   

(1'r,2s,3s,7'r,17'r)-7'-hydroxy-3,7'-dimethyl-6'-methylidene-2',9'-dioxa-14'-azaspiro[oxirane-2,4'-tricyclo[9.5.1.0¹⁴,¹⁷]heptadecan]-11'-ene-3',8'-dione

(1'r,2s,3s,7'r,17'r)-7'-hydroxy-3,7'-dimethyl-6'-methylidene-2',9'-dioxa-14'-azaspiro[oxirane-2,4'-tricyclo[9.5.1.0¹⁴,¹⁷]heptadecan]-11'-ene-3',8'-dione

C18H23NO6 (349.1525298)


   

3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-hydroxy-5h-furan-2-one

3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-hydroxy-5h-furan-2-one

C9H12O7 (232.0583002)


   

(1'r,3s,6's,7'r,17'r)-7'-hydroxy-3,7'-dimethyldispiro[oxirane-2,4'-[2,9]dioxa-[14]azatricyclo[9.5.1.0¹⁴,¹⁷]heptadecane-6',2''-oxiran]-11'-ene-3',8'-dione

(1'r,3s,6's,7'r,17'r)-7'-hydroxy-3,7'-dimethyldispiro[oxirane-2,4'-[2,9]dioxa-[14]azatricyclo[9.5.1.0¹⁴,¹⁷]heptadecane-6',2''-oxiran]-11'-ene-3',8'-dione

C18H23NO7 (365.1474448)


   

8,10-dihydroxy-7-(hydroxymethyl)-4-methyl-1,6-dioxaspiro[4.5]dec-3-en-2-one

8,10-dihydroxy-7-(hydroxymethyl)-4-methyl-1,6-dioxaspiro[4.5]dec-3-en-2-one

C10H14O6 (230.0790344)


   

ethyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

ethyl 2-(1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)acetate

C10H12O4 (196.0735552)


   

(1r,4r,7r,17r)-4-(1-chloroethyl)-4,7-dihydroxy-7-methyl-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.0¹⁴,¹⁷]heptadec-11-ene-3,8-dione

(1r,4r,7r,17r)-4-(1-chloroethyl)-4,7-dihydroxy-7-methyl-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.0¹⁴,¹⁷]heptadec-11-ene-3,8-dione

C18H24ClNO6 (385.12920740000004)


   

7-isopropyl-4a-methyl-4-oxo-3,5,6,7,8,8a-hexahydronaphthalene-1-carbaldehyde

7-isopropyl-4a-methyl-4-oxo-3,5,6,7,8,8a-hexahydronaphthalene-1-carbaldehyde

C15H22O2 (234.1619712)


   

3-[(2z)-3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-hydroxypyrrol-2-ylidene]-6-(1,2-dihydroxyethyl)-4-hydroxyoxan-2-one

3-[(2z)-3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-hydroxypyrrol-2-ylidene]-6-(1,2-dihydroxyethyl)-4-hydroxyoxan-2-one

C16H21NO10 (387.1165406)