NCBI Taxonomy: 2029787

Annona emarginata (ncbi_taxid: 2029787)

found 43 associated metabolites at species taxonomy rank level.

Ancestor: Annona

Child Taxonomies: none taxonomy data.

(S)-Reticuline

7-ISOQUINOLINOL, 1,2,3,4-TETRAHYDRO-1-((3-HYDROXY-4-METHOXYPHENYL)METHYL)-6-METHOXY-2-METHYL-, (1S)-

C19H23NO4 (329.16269980000004)


(S)-Reticuline is an endogenous precursor of morphine (PMID: 15383669). (S)-Reticuline is a key intermediate in the synthesis of morphine, the major active metabolite of the opium poppy. "Endogenous morphine" has been long isolated and authenticated by mass spectrometry in trace amounts from animal- and human-specific tissue or fluids (PMID: 15874902). Human neuroblastoma cells (SH-SY5Y) were shown capable of synthesizing morphine as well. (S)-Reticuline undergoes a change of configuration at C-1 during its transformation into salutaridinol and thebaine. From thebaine, there is a bifurcate pathway leading to morphine proceeding via codeine or oripavine, in both plants and mammals (PMID 15937106). (S)-reticuline is the (S)-enantiomer of reticuline. It has a role as an EC 2.1.1.116 [3-hydroxy-N-methyl-(S)-coclaurine 4-O-methyltransferase] inhibitor. It is a conjugate base of a (S)-reticulinium(1+). It is an enantiomer of a (R)-reticuline. Reticuline is a natural product found in Fumaria capreolata, Berberis integerrima, and other organisms with data available. See also: Peumus boldus leaf (part of). Alkaloid from Papaver somniferum (opium poppy) and Annona reticulata (custard apple) The (S)-enantiomer of reticuline.

   

Liriodenine

3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6.0^{8,20.0^{14,19]icosa-1(20),2(6),7,9,11,14,16,18-octaen-13-one

C17H9NO3 (275.0582404)


Liriodenine is an oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic activities. It has a role as a metabolite, an antineoplastic agent, an antimicrobial agent, an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an EC 3.2.1.20 (alpha-glucosidase) inhibitor and an antifungal agent. It is a cyclic ketone, an oxacycle, an organic heteropentacyclic compound, an alkaloid antibiotic and an oxoaporphine alkaloid. It is functionally related to an aporphine. Liriodenine is a natural product found in Magnolia mexicana, Annona purpurea, and other organisms with data available. Liriodenine, also known as oxoushinsunine or micheline b, is a member of the class of compounds known as aporphines. Aporphines are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. Liriodenine is practically insoluble (in water) and a strong basic compound (based on its pKa). Liriodenine can be found in cherimoya and custard apple, which makes liriodenine a potential biomarker for the consumption of these food products. Liriodenine is a bio-active isolate of the Chinese medicinal herb Zanthoxylum nitidum .

   

Anonaine

3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,14,16,18-hexaene

C17H15NO2 (265.110273)


Alkaloid from Annona muricata (soursop) and Nelumbo nucifera (East India lotus). Anonaine is found in many foods, some of which are sugar apple, sacred lotus, fruits, and custard apple. Anonaine is found in cherimoya. Anonaine is an alkaloid from Annona muricata (soursop) and Nelumbo nucifera (East India lotus

   

Asitribin

3-(13-{5-[5-(1,5-dihydroxyundecyl)oxolan-2-yl]oxolan-2-yl}-13-hydroxytridecyl)-5-methyl-2,5-dihydrofuran-2-one

C37H66O7 (622.4808286)


Asiminacin is found in fruits. Asiminacin is a constituent of Asimina triloba (pawpaw) and Annona squamosa (sugar apple). Constituent of the seeds of Asimina triloba (pawpaw). Asitribin is found in fruits.

   

Lirioresinol A

4-[6-(4-hydroxy-3,5-dimethoxy-phenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxy-phenol

C22H26O8 (418.1627596)


Syringaresinol is a lignan that is 7,9:7,9-diepoxylignane substituted by hydroxy groups at positions 4 and 4 and methoxy groups at positions 3, 3, 5 and 5 respectively. It has a role as a plant metabolite. It is a lignan, a polyphenol, an aromatic ether, a furofuran and a polyether. Syringaresinol is a natural product found in Dracaena draco, Ficus septica, and other organisms with data available. A lignan that is 7,9:7,9-diepoxylignane substituted by hydroxy groups at positions 4 and 4 and methoxy groups at positions 3, 3, 5 and 5 respectively. Isolated from Artemisia absinthium (wormwood). Lirioresinol A is found in alcoholic beverages and herbs and spices. Lirioresinol A is found in alcoholic beverages. Lirioresinol A is isolated from Artemisia absinthium (wormwood).

   

Liriodenine

3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6.0^{8,20.0^{14,19]icosa-1(20),2(6),7,9,11,14,16,18-octaen-13-one

C17H9NO3 (275.0582404)


Liriodenine is an oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic activities. It has a role as a metabolite, an antineoplastic agent, an antimicrobial agent, an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an EC 3.2.1.20 (alpha-glucosidase) inhibitor and an antifungal agent. It is a cyclic ketone, an oxacycle, an organic heteropentacyclic compound, an alkaloid antibiotic and an oxoaporphine alkaloid. It is functionally related to an aporphine. Liriodenine is a natural product found in Magnolia mexicana, Annona purpurea, and other organisms with data available. An oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic activities.

   

anonaine

(-)-Annonaine

C17H15NO2 (265.110273)


An aporphine alkaloid that exhibits anti-cancer, trypanocidal and antiplasmodial activites.

   

Lirioresinol b

PHENOL, 4,4-(TETRAHYDRO-1H,3H-FURO(3,4-C)FURAN-1,4-DIYL)BIS(2,6-DIMETHOXY-, (1R-(1.ALPHA.,3A.ALPHA.,4.ALPHA.,6A.ALPHA.))-

C22H26O8 (418.1627596)


(-)-syringaresinol is the (7beta,7beta,8beta,8beta)-stereoisomer of syringaresinol. It is an enantiomer of a (+)-syringaresinol. (-)-Syringaresinol is a natural product found in Pittosporum illicioides, Cinnamomum kotoense, and other organisms with data available. The (7beta,7beta,8beta,8beta)-stereoisomer of syringaresinol. (-)-Syringaresinol, found in stems of Annona Montana, possesses anti-cancer activity[1]. (-)-Syringaresinol, found in stems of Annona Montana, possesses anti-cancer activity[1].

   

syringaresinol

4-[4-(4-hydroxy-3,5-dimethoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2,6-dimethoxyphenol

C22H26O8 (418.1627596)


   
   

(5r)-3-[(2s,13s)-2,13-dihydroxy-13-[(2r,2'r,5's)-5'-(1-hydroxyundecyl)-[2,2'-bioxolan]-5-yl]tridecyl]-5-methyl-5h-furan-2-one

(5r)-3-[(2s,13s)-2,13-dihydroxy-13-[(2r,2'r,5's)-5'-(1-hydroxyundecyl)-[2,2'-bioxolan]-5-yl]tridecyl]-5-methyl-5h-furan-2-one

C37H66O7 (622.4808286)


   

(5s)-3-[(2r)-9-[(2r,5s)-5-[(1s,4r)-1,4-dihydroxy-4-[(2r,5s)-5-[(1r)-1-hydroxyundecyl]oxolan-2-yl]butyl]oxolan-2-yl]-2-hydroxynonyl]-5-methyl-5h-furan-2-one

(5s)-3-[(2r)-9-[(2r,5s)-5-[(1s,4r)-1,4-dihydroxy-4-[(2r,5s)-5-[(1r)-1-hydroxyundecyl]oxolan-2-yl]butyl]oxolan-2-yl]-2-hydroxynonyl]-5-methyl-5h-furan-2-one

C37H66O8 (638.4757436)


   
   

(5s)-3-[(2r)-9-[(5s)-5-[(1s,4s)-1,4-dihydroxy-4-[(2s,5r)-5-[(1s)-1-hydroxyundecyl]oxolan-2-yl]butyl]oxolan-2-yl]-2-hydroxynonyl]-5-methyl-5h-furan-2-one

(5s)-3-[(2r)-9-[(5s)-5-[(1s,4s)-1,4-dihydroxy-4-[(2s,5r)-5-[(1s)-1-hydroxyundecyl]oxolan-2-yl]butyl]oxolan-2-yl]-2-hydroxynonyl]-5-methyl-5h-furan-2-one

C37H66O8 (638.4757436)


   

(5s)-3-[(2s)-2-hydroxy-9-[(2s,2's,5r,5'r)-5'-[(1r,4s,5r)-1,4,5-trihydroxypentadecyl]-[2,2'-bioxolan]-5-yl]nonyl]-5-methyl-5h-furan-2-one

(5s)-3-[(2s)-2-hydroxy-9-[(2s,2's,5r,5'r)-5'-[(1r,4s,5r)-1,4,5-trihydroxypentadecyl]-[2,2'-bioxolan]-5-yl]nonyl]-5-methyl-5h-furan-2-one

C37H66O8 (638.4757436)


   

(5s)-3-[(2r)-2-hydroxy-9-[(2r,2's,5s,5'r)-5'-[(1r,4r,5s)-1,4,5-trihydroxypentadecyl]-[2,2'-bioxolan]-5-yl]nonyl]-5-methyl-5h-furan-2-one

(5s)-3-[(2r)-2-hydroxy-9-[(2r,2's,5s,5'r)-5'-[(1r,4r,5s)-1,4,5-trihydroxypentadecyl]-[2,2'-bioxolan]-5-yl]nonyl]-5-methyl-5h-furan-2-one

C37H66O8 (638.4757436)


   

(5r)-3-[(2s,13s)-2,13-dihydroxy-13-[(2s,2'r,5r,5's)-5'-[(1s)-1-hydroxyundecyl]-[2,2'-bioxolan]-5-yl]tridecyl]-5-methyl-5h-furan-2-one

(5r)-3-[(2s,13s)-2,13-dihydroxy-13-[(2s,2'r,5r,5's)-5'-[(1s)-1-hydroxyundecyl]-[2,2'-bioxolan]-5-yl]tridecyl]-5-methyl-5h-furan-2-one

C37H66O7 (622.4808286)