NCBI Taxonomy: 209098

Crinum kirkii (ncbi_taxid: 209098)

found 48 associated metabolites at species taxonomy rank level.

Ancestor: Crinum

Child Taxonomies: none taxonomy data.

Lycorine

1H-[1,3]Dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol, 2,4,5,7,12b,12c-hexahydro-, (1S,2S,12bS,12cS)-

C16H17NO4 (287.1158)


Lycorine is an indolizidine alkaloid that is 3,12-didehydrogalanthan substituted by hydroxy groups at positions and 2 and a methylenedioxy group across positions 9 and 10. Isolated from Crinum asiaticum, it has been shown to exhibit antimalarial activity. It has a role as a protein synthesis inhibitor, an antimalarial, a plant metabolite and an anticoronaviral agent. It derives from a hydride of a galanthan. Lycorine is a natural product found in Sternbergia clusiana, Pancratium trianthum, and other organisms with data available. Lycorine is a toxic crystalline alkaloid found in various Amaryllidaceae species, such as the cultivated bush lily (Clivia miniata), surprise lilies (Lycoris), and daffodils (Narcissus). It may be highly poisonous, or even lethal, when ingested in certain quantities. Symptoms of lycorine toxicity are vomiting, diarrhea, and convulsions. Lycorine, definition at mercksource.com Regardless, it is sometimes used medicinally, a reason why some groups may harvest the very popular Clivia miniata. An indolizidine alkaloid that is 3,12-didehydrogalanthan substituted by hydroxy groups at positions and 2 and a methylenedioxy group across positions 9 and 10. Isolated from Crinum asiaticum, it has been shown to exhibit antimalarial activity. relative retention time with respect to 9-anthracene Carboxylic Acid is 0.144 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.136 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.138 CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2316 INTERNAL_ID 2316; CONFIDENCE Reference Standard (Level 1) [Raw Data] CBA60_Lycorine_pos_30eV.txt [Raw Data] CBA60_Lycorine_pos_10eV.txt [Raw Data] CBA60_Lycorine_pos_50eV.txt [Raw Data] CBA60_Lycorine_pos_40eV.txt [Raw Data] CBA60_Lycorine_pos_20eV.txt Lycorine is a natural alkaloid extracted from the Amaryllidaceae plant. Lycorine is a potent and orally active SCAP inhibitor with a Kd value 15.24 nM. Lycorine downregulates the SCAP protein level without changing its transcription[2]. Lycorine is also a melanoma vasculogenic inhibitor[3]. Lycorine can be used for the study of prostate cancer and metabolic diseases[2].
Lycorine is a natural alkaloid extracted from the Amaryllidaceae plant. Lycorine is a potent and orally active SCAP inhibitor with a Kd value 15.24 nM. Lycorine downregulates the SCAP protein level without changing its transcription[2]. Lycorine is also a melanoma vasculogenic inhibitor[3]. Lycorine can be used for the study of prostate cancer and metabolic diseases[2].
Lycorine is a natural alkaloid extracted from the Amaryllidaceae plant. Lycorine is a potent and orally active SCAP inhibitor with a Kd value 15.24 nM. Lycorine downregulates the SCAP protein level without changing its transcription[2]. Lycorine is also a melanoma vasculogenic inhibitor[3]. Lycorine can be used for the study of prostate cancer and metabolic diseases[2].

   

1-O-Acetyllycorine

Lycorine, 1-O-acetyl-

C18H19NO5 (329.1263)


   

Amabiline

(7aS)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-ylmethyl (2S)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate

C15H25NO4 (283.1783)


Amabiline belongs to alkaloids and derivatives class of compounds. Those are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic propertiesand is also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. Amabiline is soluble (in water) and a very weakly acidic compound (based on its pKa). Amabiline can be found in borage, which makes amabiline a potential biomarker for the consumption of this food product.

   

Crinine

1,2-Didehydrocrinan-3-ol

C16H17NO3 (271.1208)


   

Hamayne

Vittatine, 11-hydroxy-

C16H17NO4 (287.1158)


   

Yemenine A

O-Demethylcrinamine 3-acetate

C18H19NO5 (329.1263)


   

Zephyranthine

2,3,3a,4,5,7,12b,12c-Octahydro-1H,10H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol

C16H19NO4 (289.1314)


   

Dihydrolycorine acetate

1,2-O-Diacetylzephyranthine

C20H23NO6 (373.1525)


   

Normaritidine

(-)-8-Demethylmaritidine

C16H19NO3 (273.1365)


   

Sanguinine

(1S,12S,14R)-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraene-9,14-diol

C16H19NO3 (273.1365)


Sanguinine is a benzazepine. Sanguinine is a natural product found in Lycoris sanguinea, Lycoris squamigera, and other organisms with data available. O-Desmethyl Galanthamine (Sanguinine) is galanthamine-type alkaloid. O-Desmethyl Galanthamine is an acetylcholinesterase (AChE) inhibitor, with an IC50 1.83 μM[1].

   
   

4-O-Methylnorbelladine

5-[[2-(4-hydroxyphenyl)ethylamino]methyl]-2-methoxy-phenol

C16H19NO3 (273.1365)


A phenethylamine alkaloid that is norbelladine in which the phenolic hydrogen at position 4 has been replaced by a methyl group.

   

Augustamine

14-methyl-5,7,20,21-tetraoxa-14-azahexacyclo[16.2.1.0²,¹⁰.0⁴,⁸.0¹¹,¹⁵.0¹¹,¹⁹]henicosa-2,4(8),9-triene

C17H19NO4 (301.1314)


   

lycorine

5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraene-17,18-diol

C16H17NO4 (287.1158)


   

Hippadine

5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-1(18),2,4(8),9,13,15(19),16-heptaen-11-one

C16H9NO3 (263.0582)


   
   

(-)-8-Demethylmaritidine

(-)-8-Demethylmaritidine

C16H19NO3 (273.1365)


   

Amabiline

Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2,3,5,7a-tetrahydro-1H-pyrrolidizin-7-yl)methyl ester

C15H25NO4 (283.1783)


A carboxylic ester obtained by formal condensation of the carboxy group of (2S,3S)-2,3-dihydroxy-2-isopropylbutanoic acid with the hydroxy group of (7aS)-2,3,5,7a-tetrahydropyrrolizin-7-ylmethanol.

   

5,7,20,21-tetraoxa-14-azahexacyclo[16.2.1.0²,¹⁰.0⁴,⁸.0¹¹,¹⁵.0¹¹,¹⁹]henicosa-2(10),3,8-triene

5,7,20,21-tetraoxa-14-azahexacyclo[16.2.1.0²,¹⁰.0⁴,⁸.0¹¹,¹⁵.0¹¹,¹⁹]henicosa-2(10),3,8-triene

C16H17NO4 (287.1158)


   

(1s,15r,17r,18s,19r)-18-(acetyloxy)-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9-trien-17-yl acetate

(1s,15r,17r,18s,19r)-18-(acetyloxy)-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9-trien-17-yl acetate

C20H23NO6 (373.1525)


   

5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-15,18-diol

5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-15,18-diol

C16H17NO4 (287.1158)


   

(1s,15r,16r)-4-methoxy-9-azatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2(7),3,5,12-tetraene-5,15-diol

(1s,15r,16r)-4-methoxy-9-azatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2(7),3,5,12-tetraene-5,15-diol

C16H19NO3 (273.1365)


   

5,7,17-trioxa-12-azahexacyclo[10.6.2.0¹,¹³.0²,¹⁰.0⁴,⁸.0¹⁶,¹⁸]icosa-2,4(8),9-trien-15-ol

5,7,17-trioxa-12-azahexacyclo[10.6.2.0¹,¹³.0²,¹⁰.0⁴,⁸.0¹⁶,¹⁸]icosa-2,4(8),9-trien-15-ol

C16H17NO4 (287.1158)


   

4-methoxy-9-azatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2(7),3,5,13-tetraene-5,12-diol

4-methoxy-9-azatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2(7),3,5,13-tetraene-5,12-diol

C16H19NO3 (273.1365)


   

(1s,13r,15r,16s,18r)-5,7,17-trioxa-12-azahexacyclo[10.6.2.0¹,¹³.0²,¹⁰.0⁴,⁸.0¹⁶,¹⁸]icosa-2,4(8),9-trien-15-ol

(1s,13r,15r,16s,18r)-5,7,17-trioxa-12-azahexacyclo[10.6.2.0¹,¹³.0²,¹⁰.0⁴,⁸.0¹⁶,¹⁸]icosa-2,4(8),9-trien-15-ol

C16H17NO4 (287.1158)


   

5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9-triene-17,18-diol

5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9-triene-17,18-diol

C16H19NO4 (289.1314)


   

4'-o-methylnorbelladine

4'-o-methylnorbelladine

C16H19NO3 (273.1365)


   

17-(acetyloxy)-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl acetate

17-(acetyloxy)-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl acetate

C20H21NO6 (371.1369)


   

(1s,12s,14r)-9-hydroxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17),15-tetraen-14-yl acetate

(1s,12s,14r)-9-hydroxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17),15-tetraen-14-yl acetate

C18H21NO4 (315.1471)


   

(1s,13s,15r,18s)-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-15,18-diol

(1s,13s,15r,18s)-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraene-15,18-diol

C16H17NO4 (287.1158)


   

4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6(17),7,9,15-tetraene-9,14-diol

4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6(17),7,9,15-tetraene-9,14-diol

C16H19NO3 (273.1365)


   

17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl acetate

17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-18-yl acetate

C18H19NO5 (329.1263)


   

(1r,11s,18r,19s)-5,7,20,21-tetraoxa-14-azahexacyclo[16.2.1.0²,¹⁰.0⁴,⁸.0¹¹,¹⁵.0¹¹,¹⁹]henicosa-2(10),3,8,14-tetraene

(1r,11s,18r,19s)-5,7,20,21-tetraoxa-14-azahexacyclo[16.2.1.0²,¹⁰.0⁴,⁸.0¹¹,¹⁵.0¹¹,¹⁹]henicosa-2(10),3,8,14-tetraene

C16H15NO4 (285.1001)


   

9-hydroxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17),15-tetraen-14-yl acetate

9-hydroxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17),15-tetraen-14-yl acetate

C18H21NO4 (315.1471)


   

(1s,13s,15s,18s)-18-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-15-yl acetate

(1s,13s,15s,18s)-18-hydroxy-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-15-yl acetate

C18H19NO5 (329.1263)


   

(1s,13r,16r,17s)-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-triene-16,17-diol

(1s,13r,16r,17s)-5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-triene-16,17-diol

C16H19NO4 (289.1314)


   

(1s,15r,17r,18s,19r)-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9-triene-17,18-diol

(1s,15r,17r,18s,19r)-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9-triene-17,18-diol

C16H19NO4 (289.1314)


   

4-methoxy-9-azatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2(7),3,5,12-tetraene-5,15-diol

4-methoxy-9-azatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-2(7),3,5,12-tetraene-5,15-diol

C16H19NO3 (273.1365)


   

5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-triene-16,17-diol

5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9-triene-16,17-diol

C16H19NO4 (289.1314)


   

2,5,7,13-tetraoxa-18-azahexacyclo[12.7.0.0³,¹¹.0⁴,⁸.0¹⁰,¹⁵.0¹⁵,¹⁹]henicosa-3,8,10-triene

2,5,7,13-tetraoxa-18-azahexacyclo[12.7.0.0³,¹¹.0⁴,⁸.0¹⁰,¹⁵.0¹⁵,¹⁹]henicosa-3,8,10-triene

C16H17NO4 (287.1158)


   

(1s,10r,12r)-4-methoxy-9-azatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2(7),3,5,13-tetraene-5,12-diol

(1s,10r,12r)-4-methoxy-9-azatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2(7),3,5,13-tetraene-5,12-diol

C16H19NO3 (273.1365)


   

18-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-17-yl acetate

18-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9,15-tetraen-17-yl acetate

C18H19NO5 (329.1263)


   

5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-15-ol

5,7-dioxa-12-azapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁴,⁸]nonadeca-2,4(8),9,16-tetraen-15-ol

C16H17NO3 (271.1208)


   

5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-1(19),2(10),3,8,13,15,17-heptaen-11-one

5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-1(19),2(10),3,8,13,15,17-heptaen-11-one

C16H9NO3 (263.0582)


   

(1r,11s,15r,18r,19s)-14-methyl-5,7,20,21-tetraoxa-14-azahexacyclo[16.2.1.0²,¹⁰.0⁴,⁸.0¹¹,¹⁵.0¹¹,¹⁹]henicosa-2,4(8),9-triene

(1r,11s,15r,18r,19s)-14-methyl-5,7,20,21-tetraoxa-14-azahexacyclo[16.2.1.0²,¹⁰.0⁴,⁸.0¹¹,¹⁵.0¹¹,¹⁹]henicosa-2,4(8),9-triene

C17H19NO4 (301.1314)


   

17-(acetyloxy)-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9-trien-18-yl acetate

17-(acetyloxy)-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹⁰.0⁴,⁸.0¹⁵,¹⁹]nonadeca-2,4(8),9-trien-18-yl acetate

C20H23NO6 (373.1525)


   

5,7,20,21-tetraoxa-14-azahexacyclo[16.2.1.0²,¹⁰.0⁴,⁸.0¹¹,¹⁵.0¹¹,¹⁹]henicosa-2(10),3,8,14-tetraene

5,7,20,21-tetraoxa-14-azahexacyclo[16.2.1.0²,¹⁰.0⁴,⁸.0¹¹,¹⁵.0¹¹,¹⁹]henicosa-2(10),3,8,14-tetraene

C16H15NO4 (285.1001)


   

(1r,11s,15r,18r,19s)-5,7,20,21-tetraoxa-14-azahexacyclo[16.2.1.0²,¹⁰.0⁴,⁸.0¹¹,¹⁵.0¹¹,¹⁹]henicosa-2(10),3,8-triene

(1r,11s,15r,18r,19s)-5,7,20,21-tetraoxa-14-azahexacyclo[16.2.1.0²,¹⁰.0⁴,⁸.0¹¹,¹⁵.0¹¹,¹⁹]henicosa-2(10),3,8-triene

C16H17NO4 (287.1158)