NCBI Taxonomy: 1167200

Catharanthus ovalis (ncbi_taxid: 1167200)

found 43 associated metabolites at species taxonomy rank level.

Ancestor: Catharanthus

Child Taxonomies: none taxonomy data.

Vindoline

Methyl (1S,9S,10R,11S,12S,19S)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate

C25H32N2O6 (456.2260252)


Vindoline is a vinca alkaloid, an alkaloid ester, an organic heteropentacyclic compound, a methyl ester, an acetate ester, a tertiary amino compound and a tertiary alcohol. It is a conjugate base of a vindolinium(1+). Vindoline is a natural product found in Catharanthus ovalis, Catharanthus trichophyllus, and other organisms with data available. Vindoline is an indole alkaloid that exhibits antimitotic activity by inhibiting microtubule assembly. (NCI) D000970 - Antineoplastic Agents > D014748 - Vinca Alkaloids C1744 - Multidrug Resistance Modulator Vindoline, a vinca alkaloid extracted from the leaves of Catharanthus roseus, weakly inhibits tubulin self-assembly[1]. Vindoline, a vinca alkaloid extracted from the leaves of Catharanthus roseus, weakly inhibits tubulin self-assembly[1].

   

Vindoline

methyl 11-(acetyloxy)-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,13-tetraene-10-carboxylate

C25H32N2O6 (456.2260252)


   
   

methyl (1r,9r,10s,11s,12s,13s,14s,19r)-11-(acetyloxy)-12-ethyl-14-hydroxy-8-methyl-20-oxa-8,16-diazahexacyclo[10.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6-triene-10-carboxylate

methyl (1r,9r,10s,11s,12s,13s,14s,19r)-11-(acetyloxy)-12-ethyl-14-hydroxy-8-methyl-20-oxa-8,16-diazahexacyclo[10.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6-triene-10-carboxylate

C24H30N2O6 (442.210376)


   

methyl (1r,9r,11s,14s,19r)-11-(acetyloxy)-12-ethyl-14-hydroxy-8-methyl-20-oxa-8,16-diazahexacyclo[10.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6-triene-10-carboxylate

methyl (1r,9r,11s,14s,19r)-11-(acetyloxy)-12-ethyl-14-hydroxy-8-methyl-20-oxa-8,16-diazahexacyclo[10.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6-triene-10-carboxylate

C24H30N2O6 (442.210376)


   

methyl (1r,9r,10r,11s,12r,13r,19r)-11-(acetyloxy)-12-ethyl-8-methyl-20-oxa-8,16-diazahexacyclo[10.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6-triene-10-carboxylate

methyl (1r,9r,10r,11s,12r,13r,19r)-11-(acetyloxy)-12-ethyl-8-methyl-20-oxa-8,16-diazahexacyclo[10.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6-triene-10-carboxylate

C24H30N2O5 (426.215461)


   

methyl (1r,12s,19r)-12-[(1r)-1-hydroxyethyl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9,13-pentaene-10-carboxylate

methyl (1r,12s,19r)-12-[(1r)-1-hydroxyethyl]-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6,9,13-pentaene-10-carboxylate

C21H24N2O3 (352.17868339999995)


   

methyl (1r,9r,10s,11r,12s,19s,20s)-20-methyl-8,16-diazahexacyclo[10.6.1.1⁹,¹¹.0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6,13-tetraene-10-carboxylate

methyl (1r,9r,10s,11r,12s,19s,20s)-20-methyl-8,16-diazahexacyclo[10.6.1.1⁹,¹¹.0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6,13-tetraene-10-carboxylate

C21H24N2O2 (336.18376839999996)


   

methyl (1r,9s,10s,12s,13r,20s)-9-methoxy-12-methyl-11-oxa-8,17-diazahexacyclo[11.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁷,²⁰]henicosa-2,4,6,14-tetraene-10-carboxylate

methyl (1r,9s,10s,12s,13r,20s)-9-methoxy-12-methyl-11-oxa-8,17-diazahexacyclo[11.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁷,²⁰]henicosa-2,4,6,14-tetraene-10-carboxylate

C22H26N2O4 (382.18924760000004)


   

methyl (1r,9s,12r,13r,20s)-9-methoxy-12-methyl-11-oxa-8,17-diazahexacyclo[11.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁷,²⁰]henicosa-2,4,6,14-tetraene-10-carboxylate

methyl (1r,9s,12r,13r,20s)-9-methoxy-12-methyl-11-oxa-8,17-diazahexacyclo[11.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁷,²⁰]henicosa-2,4,6,14-tetraene-10-carboxylate

C22H26N2O4 (382.18924760000004)


   

methyl (1r,12s,13r,15s,20r)-12-[(1s)-1-hydroxyethyl]-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate

methyl (1r,12s,13r,15s,20r)-12-[(1s)-1-hydroxyethyl]-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate

C21H24N2O4 (368.1735984)


   

methyl (1r,9r,10s,11s,12r,13r,19r)-12-ethyl-11-hydroxy-8-methyl-20-oxa-8,16-diazahexacyclo[10.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6-triene-10-carboxylate

methyl (1r,9r,10s,11s,12r,13r,19r)-12-ethyl-11-hydroxy-8-methyl-20-oxa-8,16-diazahexacyclo[10.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6-triene-10-carboxylate

C22H28N2O4 (384.20489680000003)


   

methyl (9s,10r,12s,19s,20s)-20-methyl-8,16-diazahexacyclo[10.6.1.1⁹,¹².0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6,13-tetraene-10-carboxylate

methyl (9s,10r,12s,19s,20s)-20-methyl-8,16-diazahexacyclo[10.6.1.1⁹,¹².0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6,13-tetraene-10-carboxylate

C21H24N2O2 (336.18376839999996)


   

methyl (1r,9s,10s,12r,13r,20s)-9-methoxy-12-methyl-11-oxa-8,17-diazahexacyclo[11.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁷,²⁰]henicosa-2,4,6,14-tetraene-10-carboxylate

methyl (1r,9s,10s,12r,13r,20s)-9-methoxy-12-methyl-11-oxa-8,17-diazahexacyclo[11.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁷,²⁰]henicosa-2,4,6,14-tetraene-10-carboxylate

C22H26N2O4 (382.18924760000004)


   

methyl (1r,9s,10r,12s,19s,20s)-20-methyl-8,16-diazahexacyclo[10.6.1.1⁹,¹².0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6,13-tetraene-10-carboxylate

methyl (1r,9s,10r,12s,19s,20s)-20-methyl-8,16-diazahexacyclo[10.6.1.1⁹,¹².0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6,13-tetraene-10-carboxylate

C21H24N2O2 (336.18376839999996)


   

methyl 20-methyl-8,16-diazahexacyclo[10.6.1.1⁹,¹².0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6,13-tetraene-10-carboxylate

methyl 20-methyl-8,16-diazahexacyclo[10.6.1.1⁹,¹².0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6,13-tetraene-10-carboxylate

C21H24N2O2 (336.18376839999996)


   

methyl (1r,9r,10r,11s,12r,19r)-11-(acetyloxy)-12-ethyl-8-methyl-20-oxa-8,16-diazahexacyclo[10.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6-triene-10-carboxylate

methyl (1r,9r,10r,11s,12r,19r)-11-(acetyloxy)-12-ethyl-8-methyl-20-oxa-8,16-diazahexacyclo[10.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁶,¹⁹]icosa-2,4,6-triene-10-carboxylate

C24H30N2O5 (426.215461)


   

methyl (1r,9s,12s,13r,20s)-9-methoxy-12-methyl-11-oxa-8,17-diazahexacyclo[11.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁷,²⁰]henicosa-2,4,6,14-tetraene-10-carboxylate

methyl (1r,9s,12s,13r,20s)-9-methoxy-12-methyl-11-oxa-8,17-diazahexacyclo[11.6.1.1¹⁰,¹³.0¹,⁹.0²,⁷.0¹⁷,²⁰]henicosa-2,4,6,14-tetraene-10-carboxylate

C22H26N2O4 (382.18924760000004)


   

methyl (1s,2r,4s,9r,17r,18r,22r)-3-oxa-6,16-diazaheptacyclo[15.2.2.1¹,⁶.0²,⁴.0⁹,¹⁷.0¹⁰,¹⁵.0⁹,²²]docosa-10,12,14-triene-18-carboxylate

methyl (1s,2r,4s,9r,17r,18r,22r)-3-oxa-6,16-diazaheptacyclo[15.2.2.1¹,⁶.0²,⁴.0⁹,¹⁷.0¹⁰,¹⁵.0⁹,²²]docosa-10,12,14-triene-18-carboxylate

C21H24N2O3 (352.17868339999995)


   

methyl (1s,9s,16s,18r,21r)-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7,14-tetraene-18-carboxylate

methyl (1s,9s,16s,18r,21r)-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7,14-tetraene-18-carboxylate

C21H24N2O2 (336.18376839999996)