NCBI Taxonomy: 1504383

Alstonia angustiloba (ncbi_taxid: 1504383)

found 39 associated metabolites at species taxonomy rank level.

Ancestor: Alstonia

Child Taxonomies: none taxonomy data.

Ajmalicine

methyl (1S,15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4(9),5,7,18-pentaene-19-carboxylate

C21H24N2O3 (352.1787)


Ajmalicine is a monoterpenoid indole alkaloid with formula C21H24N2O3, isolated from several Rauvolfia and Catharanthus species. It is a selective alpha1-adrenoceptor antagonist used for the treatment of high blood pressure. It has a role as an antihypertensive agent, an alpha-adrenergic antagonist and a vasodilator agent. It is a monoterpenoid indole alkaloid, a methyl ester and an organic heteropentacyclic compound. It is a conjugate base of an ajmalicine(1+). Ajmalicine is a natural product found in Crossosoma bigelovii, Rauvolfia yunnanensis, and other organisms with data available. A monoterpenoid indole alkaloid with formula C21H24N2O3, isolated from several Rauvolfia and Catharanthus species. It is a selective alpha1-adrenoceptor antagonist used for the treatment of high blood pressure. D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents INTERNAL_ID 2326; CONFIDENCE Reference Standard (Level 1) CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2326 [Raw Data] CB001_Ajmalicine_pos_40eV_CB000004.txt [Raw Data] CB001_Ajmalicine_pos_10eV_CB000004.txt [Raw Data] CB001_Ajmalicine_pos_50eV_CB000004.txt [Raw Data] CB001_Ajmalicine_pos_20eV_CB000004.txt [Raw Data] CB001_Ajmalicine_pos_30eV_CB000004.txt Ajmalicine (Raubasine) is a potent adrenolytic agent which preferentially blocks α1-adrenoceptor. Ajmalicine is an reversible but non-competitive nicotine receptor full inhibitor, with an IC50 of 72.3 μM. Ajmalicine also can be used as anti-hypertensive, and serpentine, with sedative activity[1][2]. Ajmalicine (Raubasine) is a potent adrenolytic agent which preferentially blocks α1-adrenoceptor. Ajmalicine is an reversible but non-competitive nicotine receptor full inhibitor, with an IC50 of 72.3 μM. Ajmalicine also can be used as anti-hypertensive, and serpentine, with sedative activity[1][2]. Ajmalicine (Raubasine) is a potent adrenolytic agent which preferentially blocks α1-adrenoceptor. Ajmalicine is an reversible but non-competitive nicotine receptor full inhibitor, with an IC50 of 72.3 μM. Ajmalicine also can be used as anti-hypertensive, and serpentine, with sedative activity[1][2].

   

Strictosidine

3-α(S)-Strictosidine

C27H34N2O9 (530.2264)


D000970 - Antineoplastic Agents > D014748 - Vinca Alkaloids Annotation level-3 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.677 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.675 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.666

   

Geissoschizine

methyl (19E)-16-formylcoryn-19-en-17-oate

C21H24N2O3 (352.1787)


   

Cantleyine

(6S,7R)-6-hydroxy-7-methyl-6,7-dihydro-5H-cyclopenta[d]pyridine-4-carboxylic acid methyl ester

C11H13NO3 (207.0895)


   

akuammicine

(19E)-2,16,19-20-Tetradehydrocuran-17-oic acid methyl ester

C20H22N2O2 (322.1681)


A monoterpenoid indole alkaloid with formula C20H22N2O2, isolated from several plant species including Alstonia spatulata, Catharanthus roseus and Vinca major.

   
   

Venoterpine

7-methyl-5H,6H,7H-cyclopenta[c]pyridin-6-ol

C9H11NO (149.0841)


Venoterpine is found in alcoholic beverages. Venoterpine is an alkaloid from Gentiana lutea (yellow gentian

   

strictosidine

Methyl 3-ethenyl-4-({1h,2H,3H,4H,9H-pyrido[3,4-b]indol-1-yl}methyl)-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid

C27H34N2O9 (530.2264)


Strictosidine is a member of the class of compounds known as terpene glycosides. Terpene glycosides are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Strictosidine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Strictosidine can be found in a number of food items such as okra, japanese persimmon, hedge mustard, and pepper (spice), which makes strictosidine a potential biomarker for the consumption of these food products. Strictosidine is formed by the Pictet‚ÄìSpengler reaction condensation of tryptamine with secologanin by the enzyme strictosidine synthase. Thousands of strictosidine derivatives are sometimes referred to by the broad phrase of monoterpene indole alkaloids. Strictosidine is the base molecule for numerous pharmaceutically valuable metabolites including quinine, camptothecin, ajmalicine, serpentine, vinblastine and vincristine . Strictosidine is a member of the class of compounds known as terpene glycosides. Terpene glycosides are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Strictosidine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Strictosidine can be found in a number of food items such as okra, japanese persimmon, hedge mustard, and pepper (spice), which makes strictosidine a potential biomarker for the consumption of these food products. Strictosidine is formed by the Pictet–Spengler reaction condensation of tryptamine with secologanin by the enzyme strictosidine synthase. Thousands of strictosidine derivatives are sometimes referred to by the broad phrase of monoterpene indole alkaloids. Strictosidine is the base molecule for numerous pharmaceutically valuable metabolites including quinine, camptothecin, ajmalicine, serpentine, vinblastine and vincristine .

   

Echitamidine

methyl 12-(1-hydroxyethyl)-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,9-tetraene-10-carboxylate

C20H24N2O3 (340.1787)


   
   

Vallesamine

methyl (12S,13S,14E)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.03,11.04,9]heptadeca-3(11),4,6,8-tetraene-12-carboxylate

C20H24N2O3 (340.1787)


19,20-(E)-Vallesamine is a natural product found in Tabernaemontana citrifolia, Alstonia rostrata, and Alstonia scholaris with data available.

   

angustilobine B, (rac)-

angustilobine B, (rac)-

C20H22N2O3 (338.163)


A natural product found in Alstonia spatulata.

   

15-Hydroxyangustilobine A

15-Hydroxyangustilobine A

C20H22N2O4 (354.1579)


A natural product found in Alstonia spatulata.

   

Venoterpine

7-methyl-5H,6H,7H-cyclopenta[c]pyridin-6-ol

C9H11NO (149.0841)


   

Leuconoxine

Leuconoxine

C19H22N2O2 (310.1681)


A natural product found in Alstonia spatulata.

   

16R,19E-isositsirikine

16R,19E-isositsirikine

C21H26N2O3 (354.1943)


A natural product found in Alstonia spatulata.

   

methyl 3-ethenyl-4-(2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-ylmethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

methyl 3-ethenyl-4-(2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-ylmethyl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate

C27H34N2O9 (530.2264)


   

N(4)-Demethylechitamine

N(4)-Demethylechitamine

C21H26N2O4 (370.1892)


A natural product found in Alstonia spatulata.

   

methyl (1r,9r,11s,14e,17s)-14-ethylidene-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate

methyl (1r,9r,11s,14e,17s)-14-ethylidene-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate

C20H22N2O3 (338.163)


   

(6s,7r)-7-methyl-5h,6h,7h-cyclopenta[c]pyridin-6-ol

(6s,7r)-7-methyl-5h,6h,7h-cyclopenta[c]pyridin-6-ol

C9H11NO (149.0841)


   

methyl (1r,9s,11s,15r,17r,19r)-19-[(acetyloxy)methyl]-14-ethylidene-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate

methyl (1r,9s,11s,15r,17r,19r)-19-[(acetyloxy)methyl]-14-ethylidene-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate

C23H26N2O5 (410.1842)


   

methyl (1r,3r,7s,8r)-7-(1h-indol-2-yl)-2,5-dioxa-11-azatricyclo[6.4.0.0¹,³]dodecane-7-carboxylate

methyl (1r,3r,7s,8r)-7-(1h-indol-2-yl)-2,5-dioxa-11-azatricyclo[6.4.0.0¹,³]dodecane-7-carboxylate

C19H22N2O4 (342.1579)


   

methyl (4ar,5s,11r,11ar)-11a-hydroxy-5-(hydroxymethyl)-11-methyl-1h,2h,3h,4h,4ah,6h,11h-pyrido[4,3-b]carbazole-5-carboxylate

methyl (4ar,5s,11r,11ar)-11a-hydroxy-5-(hydroxymethyl)-11-methyl-1h,2h,3h,4h,4ah,6h,11h-pyrido[4,3-b]carbazole-5-carboxylate

C19H24N2O4 (344.1736)


   

(2s,3e,12bs)-3-ethylidene-2-(1-hydroxy-3-methoxy-3-oxoprop-1-en-2-yl)-1h,2h,6h,7h,12h,12bh-5λ⁵-indolo[2,3-a]quinolizin-5-ylium

(2s,3e,12bs)-3-ethylidene-2-(1-hydroxy-3-methoxy-3-oxoprop-1-en-2-yl)-1h,2h,6h,7h,12h,12bh-5λ⁵-indolo[2,3-a]quinolizin-5-ylium

[C21H23N2O3]+ (351.1709)


   

methyl (1s,11s,12r,17s)-17-hydroxy-15-methyl-19-oxa-9,15-diazapentacyclo[9.6.3.0²,¹⁰.0³,⁸.0¹²,¹⁷]icosa-2(10),3,5,7-tetraene-11-carboxylate

methyl (1s,11s,12r,17s)-17-hydroxy-15-methyl-19-oxa-9,15-diazapentacyclo[9.6.3.0²,¹⁰.0³,⁸.0¹²,¹⁷]icosa-2(10),3,5,7-tetraene-11-carboxylate

C20H24N2O4 (356.1736)


   

methyl (14z)-14-ethylidene-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate

methyl (14z)-14-ethylidene-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate

C20H22N2O3 (338.163)


   

methyl (12r,13s,14z)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate

methyl (12r,13s,14z)-14-ethylidene-12-(hydroxymethyl)-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate

C20H24N2O3 (340.1787)


   

methyl (2z)-2-[(2s,3e,12bs)-3-ethylidene-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]-3-hydroxyprop-2-enoate

methyl (2z)-2-[(2s,3e,12bs)-3-ethylidene-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]-3-hydroxyprop-2-enoate

C21H24N2O3 (352.1787)


   

(4as,5s)-5-(1h-indol-2-yl)-1h,2h,3h,4h,4ah,6h,8h-oxepino[4,5-c]pyridine-5-carboxylic acid

(4as,5s)-5-(1h-indol-2-yl)-1h,2h,3h,4h,4ah,6h,8h-oxepino[4,5-c]pyridine-5-carboxylic acid

C18H20N2O3 (312.1474)


   

methyl 11a-hydroxy-5-(hydroxymethyl)-11-methyl-1h,2h,3h,4h,4ah,6h,11h-pyrido[4,3-b]carbazole-5-carboxylate

methyl 11a-hydroxy-5-(hydroxymethyl)-11-methyl-1h,2h,3h,4h,4ah,6h,11h-pyrido[4,3-b]carbazole-5-carboxylate

C19H24N2O4 (344.1736)


   

methyl (1r,11s,12s,17s)-12-[(1s)-1-hydroxyethyl]-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate

methyl (1r,11s,12s,17s)-12-[(1s)-1-hydroxyethyl]-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate

C20H24N2O3 (340.1787)


   

methyl (4r,5r,6s)-5-ethenyl-4-[(1s)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl]-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

methyl (4r,5r,6s)-5-ethenyl-4-[(1s)-1h,2h,3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl]-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4h-pyran-3-carboxylate

C27H34N2O9 (530.2264)


   

methyl 2-{3-ethylidene-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl}-3-hydroxypropanoate

methyl 2-{3-ethylidene-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl}-3-hydroxypropanoate

C21H26N2O3 (354.1943)


   

methyl (1r,11s,12r,17s)-6-hydroxy-12-(1-hydroxyethyl)-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate

methyl (1r,11s,12r,17s)-6-hydroxy-12-(1-hydroxyethyl)-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate

C20H24N2O4 (356.1736)


   

methyl (1s,11s,17r,18e)-18-ethylidene-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate

methyl (1s,11s,17r,18e)-18-ethylidene-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate

C20H22N2O2 (322.1681)


   

methyl (1s,2s,16z)-16-ethylidene-2-(hydroxymethyl)-4,14-diazatetracyclo[12.2.2.0³,¹¹.0⁵,¹⁰]octadeca-3(11),5,7,9-tetraene-2-carboxylate

methyl (1s,2s,16z)-16-ethylidene-2-(hydroxymethyl)-4,14-diazatetracyclo[12.2.2.0³,¹¹.0⁵,¹⁰]octadeca-3(11),5,7,9-tetraene-2-carboxylate

C21H26N2O3 (354.1943)


   

methyl 12-(1-hydroxypropan-2-yl)-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate

methyl 12-(1-hydroxypropan-2-yl)-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6,9-tetraene-10-carboxylate

C21H26N2O3 (354.1943)


   

methyl (12r,13s,14z)-12-[(acetyloxy)methyl]-14-ethylidene-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate

methyl (12r,13s,14z)-12-[(acetyloxy)methyl]-14-ethylidene-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraene-12-carboxylate

C22H26N2O4 (382.1892)


   

methyl 15-ethenyl-14-oxa-1,10-diazapentacyclo[13.3.1.0³,¹¹.0⁴,⁹.0¹²,¹⁶]nonadeca-3(11),4,6,8-tetraene-12-carboxylate

methyl 15-ethenyl-14-oxa-1,10-diazapentacyclo[13.3.1.0³,¹¹.0⁴,⁹.0¹²,¹⁶]nonadeca-3(11),4,6,8-tetraene-12-carboxylate

C20H22N2O3 (338.163)