NCBI Taxonomy: 1679430

Chisocheton siamensis (ncbi_taxid: 1679430)

found 18 associated metabolites at species taxonomy rank level.

Ancestor: Chisocheton

Child Taxonomies: none taxonomy data.

Azadiradione

[(5R,7R,8R,9R,10R,13S,17R)-17-(furan-3-yl)-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] acetate

C28H34O5 (450.2406)


Azadiradione is a tetracyclic triterpenoid that is 4,4,8-trimethylandrosta-1,14-diene substituted by oxo groups at positions 3 and 16, an acetoxy group at position 7 and a furan-3-yl group at position 17. Isolated from Azadirachta indica, it exhibits antimycobacterial and anti-inflammatory activities. It has a role as a plant metabolite, an antimycobacterial drug and an anti-inflammatory agent. It is a limonoid, a tetracyclic triterpenoid, an acetate ester, a cyclic terpene ketone and a member of furans. Azadiradione is a natural product found in Azadirachta indica, Cedrela odorata, and other organisms with data available. A tetracyclic triterpenoid that is 4,4,8-trimethylandrosta-1,14-diene substituted by oxo groups at positions 3 and 16, an acetoxy group at position 7 and a furan-3-yl group at position 17. Isolated from Azadirachta indica, it exhibits antimycobacterial and anti-inflammatory activities.

   

Epoxyazadiradione

Epoxyazadiradione

C28H34O6 (466.2355)


Epoxyazadiradione is a limonoid purified from neem (Azadirachta indica) fruits. Epoxyazadiradione inhibits the tautomerase activity of MIF of both human (huMIF) and malaria parasites (Plasmodium falciparum (PfMIF) and Plasmodium yoelii (PyMIF)) non-competitively in a reversible fashion (Ki, 2.11-5.23 μM). Epoxyazadiradione has the potential against proinflammatory reactions induced by MIF of both malaria parasites and human[1].

   

5-(acetyloxy)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

5-(acetyloxy)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

C30H38O6 (494.2668)


   

5-(acetyloxy)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-2,7-dioxo-1h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

5-(acetyloxy)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-2,7-dioxo-1h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

C30H36O7 (508.2461)


   

4-methyl-11,16,18-trioxa-4-azapentacyclo[11.7.0.0²,¹⁰.0³,⁷.0¹⁵,¹⁹]icosa-1(20),7,13,15(19)-tetraen-12-one

4-methyl-11,16,18-trioxa-4-azapentacyclo[11.7.0.0²,¹⁰.0³,⁷.0¹⁵,¹⁹]icosa-1(20),7,13,15(19)-tetraen-12-one

C17H17NO4 (299.1158)


   

(3br,5s,9ar,11ar)-4-(acetyloxy)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-5-yl acetate

(3br,5s,9ar,11ar)-4-(acetyloxy)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-5-yl acetate

C30H38O6 (494.2668)


   

(1r,3br,4s,5s,5ar,9ar,9br,11as)-5-(acetyloxy)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

(1r,3br,4s,5s,5ar,9ar,9br,11as)-5-(acetyloxy)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

C30H38O6 (494.2668)


   

6-(furan-3-yl)-1,7,11,15,15-pentamethyl-5,14-dioxo-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadec-12-en-18-yl acetate

6-(furan-3-yl)-1,7,11,15,15-pentamethyl-5,14-dioxo-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadec-12-en-18-yl acetate

C28H34O6 (466.2355)


   

(3br,9ar)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-2,7-dioxo-1h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

(3br,9ar)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-2,7-dioxo-1h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

C28H34O5 (450.2406)


   

(1r,3br,4r,9ar,9br,11as)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

(1r,3br,4r,9ar,9br,11as)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

C28H34O4 (434.2457)


   

(1r,3br,4s,5r,5ar,9ar,9br,11as)-4-(acetyloxy)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-5-yl acetate

(1r,3br,4s,5r,5ar,9ar,9br,11as)-4-(acetyloxy)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-5-yl acetate

C30H38O6 (494.2668)


   

(1s,2r,4s,6s,7s,10r,11r,16r,17r,18s)-18-(acetyloxy)-6-(furan-3-yl)-1,7,11,15,15-pentamethyl-5,14-dioxo-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadec-12-en-17-yl acetate

(1s,2r,4s,6s,7s,10r,11r,16r,17r,18s)-18-(acetyloxy)-6-(furan-3-yl)-1,7,11,15,15-pentamethyl-5,14-dioxo-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadec-12-en-17-yl acetate

C30H36O8 (524.241)


   

(1s,2r,4s,10r,11r,16r)-6-(furan-3-yl)-1,7,11,15,15-pentamethyl-5,14-dioxo-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadec-12-en-18-yl acetate

(1s,2r,4s,10r,11r,16r)-6-(furan-3-yl)-1,7,11,15,15-pentamethyl-5,14-dioxo-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadec-12-en-18-yl acetate

C28H34O6 (466.2355)


   

1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

C28H34O4 (434.2457)


   

(1r,3br,4s,5r,5ar,9ar,9br,11as)-4-(acetyloxy)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-2,7-dioxo-1h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-5-yl acetate

(1r,3br,4s,5r,5ar,9ar,9br,11as)-4-(acetyloxy)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-2,7-dioxo-1h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-5-yl acetate

C30H36O7 (508.2461)


   

17-(acetyloxy)-6-(furan-3-yl)-1,7,11,15,15-pentamethyl-5,14-dioxo-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadec-12-en-18-yl acetate

17-(acetyloxy)-6-(furan-3-yl)-1,7,11,15,15-pentamethyl-5,14-dioxo-3-oxapentacyclo[8.8.0.0²,⁴.0²,⁷.0¹¹,¹⁶]octadec-12-en-18-yl acetate

C30H36O8 (524.241)


   

1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-2,7-dioxo-1h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-2,7-dioxo-1h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

C28H34O5 (450.2406)


   

(1s,3br,4s,5r,5ar,9ar,9br,11ar)-4-(acetyloxy)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-2,7-dioxo-1h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-5-yl acetate

(1s,3br,4s,5r,5ar,9ar,9br,11ar)-4-(acetyloxy)-1-(furan-3-yl)-3b,6,6,9a,11a-pentamethyl-2,7-dioxo-1h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-5-yl acetate

C30H36O7 (508.2461)