NCBI Taxonomy: 992791

Strychnos usambarensis (ncbi_taxid: 992791)

found 124 associated metabolites at species taxonomy rank level.

Ancestor: Strychnos

Child Taxonomies: none taxonomy data.

Harman

1-methyl-9H-pyrido[3,4-b]indole

C12H10N2 (182.084394)


Harman is an indole alkaloid fundamental parent with a structure of 9H-beta-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, Passiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A. It has a role as an anti-HIV agent, a plant metabolite and an EC 1.4.3.4 (monoamine oxidase) inhibitor. It is an indole alkaloid, an indole alkaloid fundamental parent and a harmala alkaloid. Harman is a natural product found in Ophiopogon, Strychnos johnsonii, and other organisms with data available. An indole alkaloid fundamental parent with a structure of 9H-beta-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, Passiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A. Isolated from roots of Panax ginseng and Codonopsis lanceolata (todok). Struct. has now been shown to be identical with 1-Acetyl-b-carboline CHK59-M Harman is found in chicory. Harman is an alkaloid from the may pop (Passiflora incarnata, Passifloraceae) and many other Passiflora sp [Raw Data] CB042_Harman_pos_30eV_CB000019.txt [Raw Data] CB042_Harman_pos_20eV_CB000019.txt [Raw Data] CB042_Harman_pos_40eV_CB000019.txt [Raw Data] CB042_Harman_pos_10eV_CB000019.txt [Raw Data] CB042_Harman_pos_50eV_CB000019.txt [Raw Data] CB042_Harman_neg_50eV_000012.txt [Raw Data] CB042_Harman_neg_30eV_000012.txt [Raw Data] CB042_Harman_neg_40eV_000012.txt [Raw Data] CB042_Harman_neg_20eV_000012.txt [Raw Data] CB042_Harman_neg_10eV_000012.txt Harman. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=486-84-0 (retrieved 2024-06-29) (CAS RN: 486-84-0). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Harmane, a β-Carboline alkaloid (BCA), is a potent neurotoxin that causes severe action tremors and psychiatric manifestations. Harmane shows 1000-fold selectivity for I1-Imidazoline receptor (IC50=30 nM) over α2-adrenoceptor (IC50=18 μM). Harmane is also a potent and selective inhibitor of monoamine oxidase (MAO) (IC50s=0.5 and 5 μM for human MAO A/B, respectively). Harmane exhibits comutagenic effect[1][2][3][4]. Harmane, a β-Carboline alkaloid (BCA), is a potent neurotoxin that causes severe action tremors and psychiatric manifestations. Harmane shows 1000-fold selectivity for I1-Imidazoline receptor (IC50=30 nM) over α2-adrenoceptor (IC50=18 μM). Harmane is also a potent and selective inhibitor of monoamine oxidase (MAO) (IC50s=0.5 and 5 μM for human MAO A/B, respectively). Harmane exhibits comutagenic effect[1][2][3][4]. Harmane, a β-Carboline alkaloid (BCA), is a potent neurotoxin that causes severe action tremors and psychiatric manifestations. Harmane shows 1000-fold selectivity for I1-Imidazoline receptor (IC50=30 nM) over α2-adrenoceptor (IC50=18 μM). Harmane is also a potent and selective inhibitor of monoamine oxidase (MAO) (IC50s=0.5 and 5 μM for human MAO A/B, respectively). Harmane exhibits comutagenic effect[1][2][3][4].

   
   
   

Harmalan

4,9-Dihydro-1-methyl-3H-pyrido[3,4-b]indole, 9ci

C12H12N2 (184.1000432)


Harmalan is found in fruits. Harmalan is an alkaloid from Elaeagnus angustifolia (Russian olive

   

Harman

Harmane

C12H10N2 (182.084394)


relative retention time with respect to 9-anthracene Carboxylic Acid is 0.504 D009676 - Noxae > D009498 - Neurotoxins D009676 - Noxae > D009153 - Mutagens relative retention time with respect to 9-anthracene Carboxylic Acid is 0.500 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.495 IPB_RECORD: 461; CONFIDENCE confident structure Harmane, a β-Carboline alkaloid (BCA), is a potent neurotoxin that causes severe action tremors and psychiatric manifestations. Harmane shows 1000-fold selectivity for I1-Imidazoline receptor (IC50=30 nM) over α2-adrenoceptor (IC50=18 μM). Harmane is also a potent and selective inhibitor of monoamine oxidase (MAO) (IC50s=0.5 and 5 μM for human MAO A/B, respectively). Harmane exhibits comutagenic effect[1][2][3][4]. Harmane, a β-Carboline alkaloid (BCA), is a potent neurotoxin that causes severe action tremors and psychiatric manifestations. Harmane shows 1000-fold selectivity for I1-Imidazoline receptor (IC50=30 nM) over α2-adrenoceptor (IC50=18 μM). Harmane is also a potent and selective inhibitor of monoamine oxidase (MAO) (IC50s=0.5 and 5 μM for human MAO A/B, respectively). Harmane exhibits comutagenic effect[1][2][3][4]. Harmane, a β-Carboline alkaloid (BCA), is a potent neurotoxin that causes severe action tremors and psychiatric manifestations. Harmane shows 1000-fold selectivity for I1-Imidazoline receptor (IC50=30 nM) over α2-adrenoceptor (IC50=18 μM). Harmane is also a potent and selective inhibitor of monoamine oxidase (MAO) (IC50s=0.5 and 5 μM for human MAO A/B, respectively). Harmane exhibits comutagenic effect[1][2][3][4].

   

Harmane

Harmane

C12H10N2 (182.084394)


Annotation level-1 Acquisition and generation of the data is financially supported by the Max-Planck-Society IPB_RECORD: 2281; CONFIDENCE confident structure IPB_RECORD: 2961; CONFIDENCE confident structure

   

10-hydroxyusambarensine

10-hydroxyusambarensine

C29H28N4O (448.2262998)


   

Harmalan

4,9-Dihydro-1-methyl-3H-pyrido[3,4-b]indole, 9ci

C12H12N2 (184.1000432)


   

Aribin

InChI=1\C12H10N2\c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12\h2-7,14H,1H

C12H10N2 (182.084394)


D009676 - Noxae > D009498 - Neurotoxins D009676 - Noxae > D009153 - Mutagens Harmane, a β-Carboline alkaloid (BCA), is a potent neurotoxin that causes severe action tremors and psychiatric manifestations. Harmane shows 1000-fold selectivity for I1-Imidazoline receptor (IC50=30 nM) over α2-adrenoceptor (IC50=18 μM). Harmane is also a potent and selective inhibitor of monoamine oxidase (MAO) (IC50s=0.5 and 5 μM for human MAO A/B, respectively). Harmane exhibits comutagenic effect[1][2][3][4]. Harmane, a β-Carboline alkaloid (BCA), is a potent neurotoxin that causes severe action tremors and psychiatric manifestations. Harmane shows 1000-fold selectivity for I1-Imidazoline receptor (IC50=30 nM) over α2-adrenoceptor (IC50=18 μM). Harmane is also a potent and selective inhibitor of monoamine oxidase (MAO) (IC50s=0.5 and 5 μM for human MAO A/B, respectively). Harmane exhibits comutagenic effect[1][2][3][4]. Harmane, a β-Carboline alkaloid (BCA), is a potent neurotoxin that causes severe action tremors and psychiatric manifestations. Harmane shows 1000-fold selectivity for I1-Imidazoline receptor (IC50=30 nM) over α2-adrenoceptor (IC50=18 μM). Harmane is also a potent and selective inhibitor of monoamine oxidase (MAO) (IC50s=0.5 and 5 μM for human MAO A/B, respectively). Harmane exhibits comutagenic effect[1][2][3][4].

   

(2s,3r,12bs)-3-ethyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

(2s,3r,12bs)-3-ethyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

C30H36N4O (468.2888966)


   

(2s,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-11-[(2s)-1-methylpyrrolidin-2-yl]-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

(2s,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-11-[(2s)-1-methylpyrrolidin-2-yl]-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

C35H43N5O (549.3467428)


   

(2s,3r,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-11-[(2s)-1-methylpyrrolidin-2-yl]-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

(2s,3r,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-11-[(2s)-1-methylpyrrolidin-2-yl]-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

C35H43N5O (549.3467428)


   

3-ethylidene-2-{9h-pyrido[3,4-b]indol-1-ylmethyl}-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizine

3-ethylidene-2-{9h-pyrido[3,4-b]indol-1-ylmethyl}-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizine

C29H28N4 (432.2313848)


   

(2s,3r,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-11-[(2r)-1-methylpyrrolidin-2-yl]-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

(2s,3r,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-11-[(2r)-1-methylpyrrolidin-2-yl]-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

C35H43N5O (549.3467428)


   

(1r,11s,12r,13r,14e,19s,21s)-10-[(2s,3e,12bs)-3-ethylidene-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]-14-(2-hydroxyethylidene)-8,16-diazahexacyclo[11.5.2.1¹,⁸.0²,⁷.0¹⁶,¹⁹.0¹²,²¹]henicosa-2,4,6,9-tetraen-11-ol

(1r,11s,12r,13r,14e,19s,21s)-10-[(2s,3e,12bs)-3-ethylidene-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]-14-(2-hydroxyethylidene)-8,16-diazahexacyclo[11.5.2.1¹,⁸.0²,⁷.0¹⁶,¹⁹.0¹²,²¹]henicosa-2,4,6,9-tetraen-11-ol

C38H42N4O2 (586.3307592)


   

2-{9-hydroxy-4-methyl-4,10-diazatetracyclo[8.6.1.0⁵,¹⁷.0¹¹,¹⁶]heptadeca-1(17),11,13,15-tetraen-7-yl}but-2-enal

2-{9-hydroxy-4-methyl-4,10-diazatetracyclo[8.6.1.0⁵,¹⁷.0¹¹,¹⁶]heptadeca-1(17),11,13,15-tetraen-7-yl}but-2-enal

C20H24N2O2 (324.18376839999996)


   

(2s,3r,12bs)-3-ethyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-9-ol

(2s,3r,12bs)-3-ethyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-9-ol

C30H36N4O (468.2888966)


   

(2e)-2-[(7r,9s)-9-hydroxy-4-methyl-4,10-diazatetracyclo[8.6.1.0⁵,¹⁷.0¹¹,¹⁶]heptadeca-1(17),11,13,15-tetraen-7-yl]but-2-enal

(2e)-2-[(7r,9s)-9-hydroxy-4-methyl-4,10-diazatetracyclo[8.6.1.0⁵,¹⁷.0¹¹,¹⁶]heptadeca-1(17),11,13,15-tetraen-7-yl]but-2-enal

C20H24N2O2 (324.18376839999996)


   

3-ethenyl-2-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-11-ol

3-ethenyl-2-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-11-ol

C30H34N4O (466.2732474)


   

(2e)-2-[(5s,7r,9s)-9-hydroxy-4-methyl-4,10-diazatetracyclo[8.6.1.0⁵,¹⁷.0¹¹,¹⁶]heptadeca-1(17),11,13,15-tetraen-7-yl]but-2-enal

(2e)-2-[(5s,7r,9s)-9-hydroxy-4-methyl-4,10-diazatetracyclo[8.6.1.0⁵,¹⁷.0¹¹,¹⁶]heptadeca-1(17),11,13,15-tetraen-7-yl]but-2-enal

C20H24N2O2 (324.18376839999996)


   

(2r,3e,12bs)-3-ethylidene-2-{3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl}-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizine

(2r,3e,12bs)-3-ethylidene-2-{3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl}-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizine

C29H30N4 (434.247034)


   

1-({3-ethylidene-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl}methyl)-9h-pyrido[3,4-b]indol-6-ol

1-({3-ethylidene-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl}methyl)-9h-pyrido[3,4-b]indol-6-ol

C29H28N4O (448.2262998)


   

(3s,6'r,7's,8'as)-6'-ethenyl-7'-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizine]-2,6-diol

(3s,6'r,7's,8'as)-6'-ethenyl-7'-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizine]-2,6-diol

C30H34N4O2 (482.2681624)


   

(2s,3r,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-11-ol

(2s,3r,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-11-ol

C30H34N4O (466.2732474)


   

1-{[(2r,3z,12bs)-3-ethylidene-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]methyl}-9h-pyrido[3,4-b]indol-6-ol

1-{[(2r,3z,12bs)-3-ethylidene-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]methyl}-9h-pyrido[3,4-b]indol-6-ol

C29H28N4O (448.2262998)


   

(2s,3r,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-11-(1-methylpyrrolidin-2-yl)-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

(2s,3r,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-11-(1-methylpyrrolidin-2-yl)-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

C35H43N5O (549.3467428)


   

(3s,6'r,7'r,8'as)-6'-ethenyl-7'-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-7-[(2r)-1-methylpyrrolidin-2-yl]-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizine]-2,6-diol

(3s,6'r,7'r,8'as)-6'-ethenyl-7'-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-7-[(2r)-1-methylpyrrolidin-2-yl]-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizine]-2,6-diol

C35H43N5O2 (565.3416578)


   

3-ethenyl-2-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-9-ol

3-ethenyl-2-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-9-ol

C30H34N4O (466.2732474)


   

3-ethyl-2-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

3-ethyl-2-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

C30H36N4O (468.2888966)


   

3-ethenyl-2-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-11-(1-methylpyrrolidin-2-yl)-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

3-ethenyl-2-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-11-(1-methylpyrrolidin-2-yl)-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

C35H43N5O (549.3467428)


   

(1s,13r,14r)-13,14-dimethyl-3,13,17-triazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15,17,19-heptaen-13-ium

(1s,13r,14r)-13,14-dimethyl-3,13,17-triazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15,17,19-heptaen-13-ium

[C20H22N3]+ (304.1813632)


   

(2s,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-11-[(2r)-1-methylpyrrolidin-2-yl]-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

(2s,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-11-[(2r)-1-methylpyrrolidin-2-yl]-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

C35H43N5O (549.3467428)


   

(2r,3z,12bs)-3-ethylidene-2-{3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl}-1h,2h,4h,6h,7h,7ah,12h,12ah,12bh-indolo[2,3-a]quinolizine

(2r,3z,12bs)-3-ethylidene-2-{3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl}-1h,2h,4h,6h,7h,7ah,12h,12ah,12bh-indolo[2,3-a]quinolizine

C29H32N4 (436.26268319999997)


   

6'-ethenyl-7'-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizine]-2,6-diol

6'-ethenyl-7'-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizine]-2,6-diol

C30H34N4O2 (482.2681624)


   

(2r,3r,12bs)-3-ethyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-11-[(2s)-1-methylpyrrolidin-2-yl]-1h,2h,3h,4h,6h,7h,7ah,12h,12ah,12bh-indolo[2,3-a]quinolizin-10-ol

(2r,3r,12bs)-3-ethyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-11-[(2s)-1-methylpyrrolidin-2-yl]-1h,2h,3h,4h,6h,7h,7ah,12h,12ah,12bh-indolo[2,3-a]quinolizin-10-ol

C35H47N5O (553.3780412)


   

3-ethylidene-2-{3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl}-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizine

3-ethylidene-2-{3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl}-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizine

C29H30N4 (434.247034)


   

1-{[(2r,3e,12bs)-3-ethylidene-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]methyl}-9h-pyrido[3,4-b]indol-6-ol

1-{[(2r,3e,12bs)-3-ethylidene-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-2-yl]methyl}-9h-pyrido[3,4-b]indol-6-ol

C29H28N4O (448.2262998)


   

(2s,3r,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-9-ol

(2s,3r,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-9-ol

C30H34N4O (466.2732474)


   

3-ethenyl-2-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

3-ethenyl-2-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

C30H34N4O (466.2732474)


   

3-ethyl-2-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-9-ol

3-ethyl-2-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-9-ol

C30H36N4O (468.2888966)


   

(2s,3r,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

(2s,3r,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizin-10-ol

C30H34N4O (466.2732474)


   

(1r,11s,12r,13r,14e,19s,21s)-14-ethylidene-10-[(2s,3e)-3-ethylidene-1h,2h,4h-indolo[2,3-a]quinolizin-2-yl]-8,16-diazahexacyclo[11.5.2.1¹,⁸.0²,⁷.0¹⁶,¹⁹.0¹²,²¹]henicosa-2,4,6,9-tetraen-11-ol

(1r,11s,12r,13r,14e,19s,21s)-14-ethylidene-10-[(2s,3e)-3-ethylidene-1h,2h,4h-indolo[2,3-a]quinolizin-2-yl]-8,16-diazahexacyclo[11.5.2.1¹,⁸.0²,⁷.0¹⁶,¹⁹.0¹²,²¹]henicosa-2,4,6,9-tetraen-11-ol

C38H38N4O (566.3045458)


   

(3r,6'r,7'r,8'as)-6'-ethenyl-7'-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizine]-2,6-diol

(3r,6'r,7'r,8'as)-6'-ethenyl-7'-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizine]-2,6-diol

C30H34N4O2 (482.2681624)


   

6'-ethenyl-7'-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-7-(1-methylpyrrolidin-2-yl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizine]-2,6-diol

6'-ethenyl-7'-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-7-(1-methylpyrrolidin-2-yl)-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizine]-2,6-diol

C35H43N5O2 (565.3416578)


   

(2s,3z,12bs)-3-ethylidene-2-{3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl}-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizine

(2s,3z,12bs)-3-ethylidene-2-{3h,4h,9h-pyrido[3,4-b]indol-1-ylmethyl}-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizine

C29H30N4 (434.247034)


   

3-ethenyl-2-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizine

3-ethenyl-2-({2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl}methyl)-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizine

C30H34N4 (450.2783324)


   

(2r,3z,12br)-3-ethylidene-2-{9h-pyrido[3,4-b]indol-1-ylmethyl}-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizine

(2r,3z,12br)-3-ethylidene-2-{9h-pyrido[3,4-b]indol-1-ylmethyl}-1h,2h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizine

C29H28N4 (432.2313848)


   

(2s,3r,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizine

(2s,3r,12bs)-3-ethenyl-2-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-1h,2h,3h,4h,6h,7h,12h,12bh-indolo[2,3-a]quinolizine

C30H34N4 (450.2783324)


   

(1s,13r,14s)-13,14-dimethyl-3,13,17-triazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15,17,19-heptaen-13-ium

(1s,13r,14s)-13,14-dimethyl-3,13,17-triazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,15,17,19-heptaen-13-ium

[C20H22N3]+ (304.1813632)


   

(3r,6'r,7'r,8'as)-6'-ethenyl-7'-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-7-[(2r)-1-methylpyrrolidin-2-yl]-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizine]-2,6-diol

(3r,6'r,7'r,8'as)-6'-ethenyl-7'-{[(1s)-2-methyl-1h,3h,4h,9h-pyrido[3,4-b]indol-1-yl]methyl}-7-[(2r)-1-methylpyrrolidin-2-yl]-3',5',6',7',8',8'a-hexahydro-2'h-spiro[indole-3,1'-indolizine]-2,6-diol

C35H43N5O2 (565.3416578)