NCBI Taxonomy: 497606

Goniothalamus cheliensis (ncbi_taxid: 497606)

found 46 associated metabolites at species taxonomy rank level.

Ancestor: Goniothalamus

Child Taxonomies: none taxonomy data.

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 .

   

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.

   

5,7-dihydroxy-8-[2-hydroxy-2-(6-oxo-2,3-dihydropyran-2-yl)-1-phenylethyl]-2-phenyl-2,3-dihydro-1-benzopyran-4-one

5,7-dihydroxy-8-[2-hydroxy-2-(6-oxo-2,3-dihydropyran-2-yl)-1-phenylethyl]-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C28H24O7 (472.1521954)


   

5,7-dihydroxy-6-[2-hydroxy-2-(3-hydroxy-6-oxo-2,3-dihydropyran-2-yl)-1-phenylethyl]-2-phenyl-2,3-dihydro-1-benzopyran-4-one

5,7-dihydroxy-6-[2-hydroxy-2-(3-hydroxy-6-oxo-2,3-dihydropyran-2-yl)-1-phenylethyl]-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C28H24O8 (488.1471104)


   

(2s)-5,7-dihydroxy-8-[(1s,2r)-2-hydroxy-2-[(2r)-6-oxo-2,3-dihydropyran-2-yl]-1-phenylethyl]-2-phenyl-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-8-[(1s,2r)-2-hydroxy-2-[(2r)-6-oxo-2,3-dihydropyran-2-yl]-1-phenylethyl]-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C28H24O7 (472.1521954)


   

(2s)-5,7-dihydroxy-6-[(1s,2r)-2-hydroxy-2-[(2r,3s)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-1-phenylethyl]-2-phenyl-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-6-[(1s,2r)-2-hydroxy-2-[(2r,3s)-3-hydroxy-6-oxo-2,3-dihydropyran-2-yl]-1-phenylethyl]-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C28H24O8 (488.1471104)


   

(6r)-6-[(1s,2r)-2-{[(2r,3r,3ar,7as)-5-oxo-2-phenyl-2h,3h,3ah,7ah-furo[3,2-b]pyran-3-yl]oxy}-1-hydroxy-2-phenylethyl]-5,6-dihydropyran-2-one

(6r)-6-[(1s,2r)-2-{[(2r,3r,3ar,7as)-5-oxo-2-phenyl-2h,3h,3ah,7ah-furo[3,2-b]pyran-3-yl]oxy}-1-hydroxy-2-phenylethyl]-5,6-dihydropyran-2-one

C26H24O7 (448.1521954)


   

5,7-dihydroxy-6-[2-hydroxy-2-(6-oxo-2,3-dihydropyran-2-yl)-1-phenylethyl]-2-phenyl-2,3-dihydro-1-benzopyran-4-one

5,7-dihydroxy-6-[2-hydroxy-2-(6-oxo-2,3-dihydropyran-2-yl)-1-phenylethyl]-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C28H24O7 (472.1521954)


   

(2s)-5,7-dihydroxy-6-[(1s,2r)-2-hydroxy-2-[(2r)-6-oxo-2,3-dihydropyran-2-yl]-1-phenylethyl]-2-phenyl-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-6-[(1s,2r)-2-hydroxy-2-[(2r)-6-oxo-2,3-dihydropyran-2-yl]-1-phenylethyl]-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C28H24O7 (472.1521954)


   

(6r)-6-[(1r,2r)-2-{[(2r,3r,3as,7as)-5-oxo-2-phenyl-2h,3h,3ah,7ah-furo[3,2-b]pyran-3-yl]oxy}-1-hydroxy-2-phenylethyl]-5,6-dihydropyran-2-one

(6r)-6-[(1r,2r)-2-{[(2r,3r,3as,7as)-5-oxo-2-phenyl-2h,3h,3ah,7ah-furo[3,2-b]pyran-3-yl]oxy}-1-hydroxy-2-phenylethyl]-5,6-dihydropyran-2-one

C26H24O7 (448.1521954)


   

5-hydroxy-7-({3-hydroxy-5-oxo-tetrahydro-2h-furo[3,2-b]furan-2-yl}(phenyl)methoxy)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

5-hydroxy-7-({3-hydroxy-5-oxo-tetrahydro-2h-furo[3,2-b]furan-2-yl}(phenyl)methoxy)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C28H24O8 (488.1471104)


   

2-{[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy](phenyl)methyl}-5-oxo-tetrahydro-2h-furo[3,2-b]furan-3-yl acetate

2-{[(5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl)oxy](phenyl)methyl}-5-oxo-tetrahydro-2h-furo[3,2-b]furan-3-yl acetate

C30H26O9 (530.1576746000001)


   

(2s)-7-[(s)-[(2s,3s,3as,6ar)-3-hydroxy-5-oxo-tetrahydro-2h-furo[3,2-b]furan-2-yl](phenyl)methoxy]-5-hydroxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one

(2s)-7-[(s)-[(2s,3s,3as,6ar)-3-hydroxy-5-oxo-tetrahydro-2h-furo[3,2-b]furan-2-yl](phenyl)methoxy]-5-hydroxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C28H24O8 (488.1471104)


   

(2s)-7-[(s)-[(2s,3s,3ar,6ar)-3-acetyl-5-oxo-tetrahydro-2h-furo[3,2-b]furan-2-yl](phenyl)methoxy]-5-hydroxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one

(2s)-7-[(s)-[(2s,3s,3ar,6ar)-3-acetyl-5-oxo-tetrahydro-2h-furo[3,2-b]furan-2-yl](phenyl)methoxy]-5-hydroxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C30H26O8 (514.1627596000001)


   

(2r,3r,3ar,6ar)-2-[(s)-{[(2s)-5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl]oxy}(phenyl)methyl]-5-oxo-tetrahydro-2h-furo[3,2-b]furan-3-yl acetate

(2r,3r,3ar,6ar)-2-[(s)-{[(2s)-5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl]oxy}(phenyl)methyl]-5-oxo-tetrahydro-2h-furo[3,2-b]furan-3-yl acetate

C30H26O9 (530.1576746000001)


   

(2s)-7-[(s)-[(2s,3ar,6ar)-5-oxo-tetrahydro-2h-furo[3,2-b]furan-2-yl](phenyl)methoxy]-5-hydroxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one

(2s)-7-[(s)-[(2s,3ar,6ar)-5-oxo-tetrahydro-2h-furo[3,2-b]furan-2-yl](phenyl)methoxy]-5-hydroxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C28H24O7 (472.1521954)


   

15-methoxy-10-azatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2(7),3,5,8,10,12,14-octaene-11,14-diol

15-methoxy-10-azatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),2(7),3,5,8,10,12,14-octaene-11,14-diol

C16H11NO3 (265.07388960000003)


   

(2s)-7-[(s)-[(2s,3s,3ar,6ar)-3-hydroxy-5-oxo-tetrahydro-2h-furo[3,2-b]furan-2-yl](phenyl)methoxy]-5-hydroxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one

(2s)-7-[(s)-[(2s,3s,3ar,6ar)-3-hydroxy-5-oxo-tetrahydro-2h-furo[3,2-b]furan-2-yl](phenyl)methoxy]-5-hydroxy-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C28H24O8 (488.1471104)


   

(2r,3s,3as,6ar)-2-[(s)-{[(2s)-5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl]oxy}(phenyl)methyl]-5-oxo-tetrahydro-2h-furo[3,2-b]furan-3-yl acetate

(2r,3s,3as,6ar)-2-[(s)-{[(2s)-5-hydroxy-4-oxo-2-phenyl-2,3-dihydro-1-benzopyran-7-yl]oxy}(phenyl)methyl]-5-oxo-tetrahydro-2h-furo[3,2-b]furan-3-yl acetate

C30H26O9 (530.1576746000001)


   

(6r)-6-[(1r,2r)-2-{[(2r,3r,3ar,7as)-5-oxo-2-phenyl-2h,3h,3ah,7ah-furo[3,2-b]pyran-3-yl]oxy}-1-hydroxy-2-phenylethyl]-5,6-dihydropyran-2-one

(6r)-6-[(1r,2r)-2-{[(2r,3r,3ar,7as)-5-oxo-2-phenyl-2h,3h,3ah,7ah-furo[3,2-b]pyran-3-yl]oxy}-1-hydroxy-2-phenylethyl]-5,6-dihydropyran-2-one

C26H24O7 (448.1521954)


   

6-[1-hydroxy-2-({5-oxo-2-phenyl-2h,3h,3ah,7ah-furo[3,2-b]pyran-3-yl}oxy)-2-phenylethyl]-5,6-dihydropyran-2-one

6-[1-hydroxy-2-({5-oxo-2-phenyl-2h,3h,3ah,7ah-furo[3,2-b]pyran-3-yl}oxy)-2-phenylethyl]-5,6-dihydropyran-2-one

C26H24O7 (448.1521954)