Exact Mass: 600.3523

Exact Mass Matches: 600.3523

Found 156 metabolites which its exact mass value is equals to given mass value 600.3523, within given mass tolerance error 0.01 dalton. Try search metabolite list with more accurate mass tolerance error 0.001 dalton.

PA(8:0/20:3(5Z,8Z,11Z)-O(14R,15S))

[(2R)-3-(octanoyloxy)-2-{[(5Z,8Z,11Z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoyl]oxy}propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(8:0/20:3(5Z,8Z,11Z)-O(14R,15S)) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(8:0/20:3(5Z,8Z,11Z)-O(14R,15S)), in particular, consists of one chain of one octanoyl at the C-1 position and one chain of 14,15-epoxyeicosatrienoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(20:3(5Z,8Z,11Z)-O(14R,15S)/8:0)

[(2R)-2-(octanoyloxy)-3-{[(5Z,8Z,11Z)-13-(3-pentyloxiran-2-yl)trideca-5,8,11-trienoyl]oxy}propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(20:3(5Z,8Z,11Z)-O(14R,15S)/8:0) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(20:3(5Z,8Z,11Z)-O(14R,15S)/8:0), in particular, consists of one chain of one 14,15-epoxyeicosatrienoyl at the C-1 position and one chain of octanoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(8:0/20:3(5Z,8Z,14Z)-O(11S,12R))

[(2R)-2-{[(5Z,8Z)-10-{3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl}deca-5,8-dienoyl]oxy}-3-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(8:0/20:3(5Z,8Z,14Z)-O(11S,12R)) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(8:0/20:3(5Z,8Z,14Z)-O(11S,12R)), in particular, consists of one chain of one octanoyl at the C-1 position and one chain of 11,12-epoxyeicosatrienoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(20:3(5Z,8Z,14Z)-O(11S,12R)/8:0)

[(2R)-3-{[(5Z,8Z)-10-{3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl}deca-5,8-dienoyl]oxy}-2-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(20:3(5Z,8Z,14Z)-O(11S,12R)/8:0) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(20:3(5Z,8Z,14Z)-O(11S,12R)/8:0), in particular, consists of one chain of one 11,12-epoxyeicosatrienoyl at the C-1 position and one chain of octanoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(8:0/20:3(5Z,11Z,14Z)-O(8,9))

[(2R)-3-(octanoyloxy)-2-{[(5Z)-7-{3-[(2Z,5Z)-undeca-2,5-dien-1-yl]oxiran-2-yl}hept-5-enoyl]oxy}propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(8:0/20:3(5Z,11Z,14Z)-O(8,9)) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(8:0/20:3(5Z,11Z,14Z)-O(8,9)), in particular, consists of one chain of one octanoyl at the C-1 position and one chain of 8,9--epoxyeicosatrienoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(20:3(5Z,11Z,14Z)-O(8,9)/8:0)

[(2R)-2-(octanoyloxy)-3-{[(5Z)-7-{3-[(2Z,5Z)-undeca-2,5-dien-1-yl]oxiran-2-yl}hept-5-enoyl]oxy}propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(20:3(5Z,11Z,14Z)-O(8,9)/8:0) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(20:3(5Z,11Z,14Z)-O(8,9)/8:0), in particular, consists of one chain of one 8,9--epoxyeicosatrienoyl at the C-1 position and one chain of octanoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(8:0/20:3(8Z,11Z,14Z)-O(5,6))

[(2R)-3-(octanoyloxy)-2-[(4-{3-[(2Z,5Z,8Z)-tetradeca-2,5,8-trien-1-yl]oxiran-2-yl}butanoyl)oxy]propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(8:0/20:3(8Z,11Z,14Z)-O(5,6)) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(8:0/20:3(8Z,11Z,14Z)-O(5,6)), in particular, consists of one chain of one octanoyl at the C-1 position and one chain of 5,6-epoxyeicosatrienoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(20:3(8Z,11Z,14Z)-O(5,6)/8:0)

[(2R)-2-(octanoyloxy)-3-[(4-{3-[(2Z,5Z,8Z)-tetradeca-2,5,8-trien-1-yl]oxiran-2-yl}butanoyl)oxy]propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(20:3(8Z,11Z,14Z)-O(5,6)/8:0) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(20:3(8Z,11Z,14Z)-O(5,6)/8:0), in particular, consists of one chain of one 5,6-epoxyeicosatrienoyl at the C-1 position and one chain of octanoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(20))

[(2R)-2-{[(5Z,8Z,11Z,14Z)-20-hydroxyicosa-5,8,11,14-tetraenoyl]oxy}-3-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(20)) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(20)), in particular, consists of one chain of one octanoyl at the C-1 position and one chain of 20-Hydroxyeicosatetraenoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(20:4(5Z,8Z,11Z,14Z)-OH(20)/8:0)

[(2R)-3-{[(5Z,8Z,11Z,14Z)-20-hydroxyicosa-5,8,11,14-tetraenoyl]oxy}-2-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(20:4(5Z,8Z,11Z,14Z)-OH(20)/8:0) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(20:4(5Z,8Z,11Z,14Z)-OH(20)/8:0), in particular, consists of one chain of one 20-Hydroxyeicosatetraenoyl at the C-1 position and one chain of octanoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(8:0/20:4(6E,8Z,11Z,14Z)-OH(5S))

[(2R)-2-{[(5R,6E,8Z,11Z,14Z)-5-hydroxyicosa-6,8,11,14-tetraenoyl]oxy}-3-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(8:0/20:4(6E,8Z,11Z,14Z)-OH(5S)) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(8:0/20:4(6E,8Z,11Z,14Z)-OH(5S)), in particular, consists of one chain of one octanoyl at the C-1 position and one chain of 5-Hydroxyeicosatetraenoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(20:4(6E,8Z,11Z,14Z)-OH(5S)/8:0)

[(2R)-3-{[(5S,6E,8Z,11Z,14Z)-5-hydroxyicosa-6,8,11,14-tetraenoyl]oxy}-2-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(20:4(6E,8Z,11Z,14Z)-OH(5S)/8:0) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(20:4(6E,8Z,11Z,14Z)-OH(5S)/8:0), in particular, consists of one chain of one 5-Hydroxyeicosatetraenoyl at the C-1 position and one chain of octanoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(19S))

[(2R)-2-{[(5Z,8Z,11Z,14Z,19S)-19-hydroxyicosa-5,8,11,14-tetraenoyl]oxy}-3-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(19S)) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(19S)), in particular, consists of one chain of one octanoyl at the C-1 position and one chain of 19-Hydroxyeicosatetraenoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(20:4(5Z,8Z,11Z,14Z)-OH(19S)/8:0)

[(2R)-3-{[(5Z,8Z,11Z,14Z,19R)-19-hydroxyicosa-5,8,11,14-tetraenoyl]oxy}-2-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(20:4(5Z,8Z,11Z,14Z)-OH(19S)/8:0) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(20:4(5Z,8Z,11Z,14Z)-OH(19S)/8:0), in particular, consists of one chain of one 19-Hydroxyeicosatetraenoyl at the C-1 position and one chain of octanoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(18R))

[(2R)-2-{[(5Z,8Z,11Z,14Z,18R)-18-hydroxyicosa-5,8,11,14-tetraenoyl]oxy}-3-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(18R)) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(18R)), in particular, consists of one chain of one octanoyl at the C-1 position and one chain of 18-Hydroxyeicosatetraenoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(20:4(5Z,8Z,11Z,14Z)-OH(18R)/8:0)

[(2R)-3-{[(5Z,8Z,11Z,14Z,18S)-18-hydroxyicosa-5,8,11,14-tetraenoyl]oxy}-2-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(20:4(5Z,8Z,11Z,14Z)-OH(18R)/8:0) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(20:4(5Z,8Z,11Z,14Z)-OH(18R)/8:0), in particular, consists of one chain of one 18-Hydroxyeicosatetraenoyl at the C-1 position and one chain of octanoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(17))

[(2R)-2-{[(5Z,8Z,11Z,14Z)-17-hydroxyicosa-5,8,11,14-tetraenoyl]oxy}-3-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(17)) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(17)), in particular, consists of one chain of one octanoyl at the C-1 position and one chain of 17-Hydroxyeicosatetraenoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(20:4(5Z,8Z,11Z,14Z)-OH(17)/8:0)

[(2R)-3-{[(5Z,8Z,11Z,14Z)-17-hydroxyicosa-5,8,11,14-tetraenoyl]oxy}-2-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(20:4(5Z,8Z,11Z,14Z)-OH(17)/8:0) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(20:4(5Z,8Z,11Z,14Z)-OH(17)/8:0), in particular, consists of one chain of one 17-Hydroxyeicosatetraenoyl at the C-1 position and one chain of octanoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(16R))

[(2R)-2-{[(5Z,8Z,11Z,14Z,16R)-16-hydroxyicosa-5,8,11,14-tetraenoyl]oxy}-3-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(16R)) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(16R)), in particular, consists of one chain of one octanoyl at the C-1 position and one chain of 16-Hydroxyeicosatetraenoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(20:4(5Z,8Z,11Z,14Z)-OH(16R)/8:0)

[(2R)-3-{[(5Z,8Z,11Z,14Z,16S)-16-hydroxyicosa-5,8,11,14-tetraenoyl]oxy}-2-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(20:4(5Z,8Z,11Z,14Z)-OH(16R)/8:0) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(20:4(5Z,8Z,11Z,14Z)-OH(16R)/8:0), in particular, consists of one chain of one 16-Hydroxyeicosatetraenoyl at the C-1 position and one chain of octanoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(8:0/20:4(5Z,8Z,11Z,13E)-OH(15S))

[(2R)-2-{[(5Z,8Z,11Z,13E,15S)-15-hydroxyicosa-5,8,11,13-tetraenoyl]oxy}-3-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(8:0/20:4(5Z,8Z,11Z,13E)-OH(15S)) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(8:0/20:4(5Z,8Z,11Z,13E)-OH(15S)), in particular, consists of one chain of one octanoyl at the C-1 position and one chain of 15-Hydroxyeicosatetraenoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(20:4(5Z,8Z,11Z,13E)-OH(15S)/8:0)

[(2R)-3-{[(5Z,8Z,11Z,13E,15R)-15-hydroxyicosa-5,8,11,13-tetraenoyl]oxy}-2-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(20:4(5Z,8Z,11Z,13E)-OH(15S)/8:0) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(20:4(5Z,8Z,11Z,13E)-OH(15S)/8:0), in particular, consists of one chain of one 15-Hydroxyeicosatetraenoyl at the C-1 position and one chain of octanoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(8:0/20:4(5Z,8Z,10E,14Z)-OH(12S))

[(2R)-2-{[(5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoyl]oxy}-3-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(8:0/20:4(5Z,8Z,10E,14Z)-OH(12S)) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(8:0/20:4(5Z,8Z,10E,14Z)-OH(12S)), in particular, consists of one chain of one octanoyl at the C-1 position and one chain of 12-Hydroxyeicosatetraenoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(20:4(5Z,8Z,10E,14Z)-OH(12S)/8:0)

[(2R)-3-{[(5Z,8Z,10E,12R,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoyl]oxy}-2-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(20:4(5Z,8Z,10E,14Z)-OH(12S)/8:0) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(20:4(5Z,8Z,10E,14Z)-OH(12S)/8:0), in particular, consists of one chain of one 12-Hydroxyeicosatetraenoyl at the C-1 position and one chain of octanoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(8:0/20:4(5E,8Z,12Z,14Z)-OH(11R))

[(2R)-2-{[(5E,8Z,11R,12Z,14Z)-11-hydroxyicosa-5,8,12,14-tetraenoyl]oxy}-3-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(8:0/20:4(5E,8Z,12Z,14Z)-OH(11R)) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(8:0/20:4(5E,8Z,12Z,14Z)-OH(11R)), in particular, consists of one chain of one octanoyl at the C-1 position and one chain of 11-Hydroxyeicosatetraenoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(20:4(5E,8Z,12Z,14Z)-OH(11R)/8:0)

[(2R)-3-{[(5E,8Z,11S,12Z,14Z)-11-hydroxyicosa-5,8,12,14-tetraenoyl]oxy}-2-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(20:4(5E,8Z,12Z,14Z)-OH(11R)/8:0) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(20:4(5E,8Z,12Z,14Z)-OH(11R)/8:0), in particular, consists of one chain of one 11-Hydroxyeicosatetraenoyl at the C-1 position and one chain of octanoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(8:0/20:4(5Z,7E,11Z,14Z)-OH(9))

[(2R)-2-{[(5E,7Z,11Z,14Z)-9-hydroxyicosa-5,7,11,14-tetraenoyl]oxy}-3-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(8:0/20:4(5Z,7E,11Z,14Z)-OH(9)) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(8:0/20:4(5Z,7E,11Z,14Z)-OH(9)), in particular, consists of one chain of one octanoyl at the C-1 position and one chain of 9-Hydroxyeicosatetraenoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

PA(20:4(5Z,7E,11Z,14Z)-OH(9)/8:0)

[(2R)-3-{[(5E,7Z,11Z,14Z)-9-hydroxyicosa-5,7,11,14-tetraenoyl]oxy}-2-(octanoyloxy)propoxy]phosphonic acid

C31H53O9P (600.3427)


PA(20:4(5Z,7E,11Z,14Z)-OH(9)/8:0) is an oxidized phosphatidic acid (PA). Oxidized phosphatidic acids are glycerophospholipids in which a phosphate moiety occupies a glycerol substitution site and at least one of the fatty acyl chains has undergone oxidation. As all oxidized lipids, oxidized phosphatidic acids belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths, saturation and degrees of oxidation attached at the C-1 and C-2 positions. PA(20:4(5Z,7E,11Z,14Z)-OH(9)/8:0), in particular, consists of one chain of one 9-Hydroxyeicosatetraenoyl at the C-1 position and one chain of octanoyl at the C-2 position. Phospholipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with phospholipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Oxidized PAs can be synthesized via three different routes. In one route, the oxidized PA is synthetized de novo following the same mechanisms as for PAs but incorporating oxidized acyl chains (PMID: 33329396). An alternative is the transacylation of one of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the PA backbone, mainly through the action of LOX (PMID: 33329396).

   

Desoxygambogenin

Desoxygambogenin

C38H48O6 (600.3451)


   
   

Noralpindenoside B

Noralpindenoside B

C31H52O11 (600.3509)


   

3-O-Geranylforbesione

3-O-Geranylforbesione

C38H48O6 (600.3451)


   
   
   

dichapetalin B

dichapetalin B

C38H48O6 (600.3451)


   

(+)-garcinialiptone

(+)-garcinialiptone

C38H48O6 (600.3451)


   
   

oblongifolin G

oblongifolin G

C38H48O6 (600.3451)


   

garcicowin D

garcicowin D

C38H48O6 (600.3451)


   

oxy-guttiferone M

oxy-guttiferone M

C38H48O6 (600.3451)


   

oxy-guttiferone K

oxy-guttiferone K

C38H48O6 (600.3451)


   

symphonone H

symphonone H

C38H48O6 (600.3451)


   

nujiangefolin A

nujiangefolin A

C38H48O6 (600.3451)


   

nujiangefolin B

nujiangefolin B

C38H48O6 (600.3451)


   

oxy-thorelione A

oxy-thorelione A

C38H48O6 (600.3451)


   

rel-(1R,3S,5R,7S,8R)-1-(3,4-dihydroxybenzoyl)-6,6-dimethyl-5-(3-methylbut-2-en-1-yl)-3-[5-methyl-2-(1-methylethenyl)hex-4-en-1-yl]-8-(2-methylprop-1-en-1-yl)tricyclo[3,3,1,13,7]decane-2,4,9-trione

rel-(1R,3S,5R,7S,8R)-1-(3,4-dihydroxybenzoyl)-6,6-dimethyl-5-(3-methylbut-2-en-1-yl)-3-[5-methyl-2-(1-methylethenyl)hex-4-en-1-yl]-8-(2-methylprop-1-en-1-yl)tricyclo[3,3,1,13,7]decane-2,4,9-trione

C38H48O6 (600.3451)


   

symphonone A

symphonone A

C38H48O6 (600.3451)


   

biyouxanthone A

biyouxanthone A

C38H48O6 (600.3451)


   

Pseudovobparicine

Pseudovobparicine

C39H44N4O2 (600.3464)


   

oxy-guttiferone K2

oxy-guttiferone K2

C38H48O6 (600.3451)


   
   

symphonone I

symphonone I

C38H48O6 (600.3451)


   

Deferrioxamine E

Deferrioxamine E

C27H48N6O9 (600.3483)


   

1,12,23-trihydroxy-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone

NCGC00180673-03!1,12,23-trihydroxy-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone

C27H48N6O9 (600.3483)


   

Desferrioxamine E

Desferrioxamine E

C27H48N6O9 (600.3483)


A cyclic hydroxamic acid siderophore that is produced by several bacterial species and exhibits antitumour activity.

   

1,12,23-trihydroxy-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone [IIN-based on: CCMSLIB00000846839]

NCGC00180673-03!1,12,23-trihydroxy-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone [IIN-based on: CCMSLIB00000846839]

C27H48N6O9 (600.3483)


   

1,12,23-trihydroxy-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone [IIN-based: Match]

NCGC00180673-03!1,12,23-trihydroxy-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone [IIN-based: Match]

C27H48N6O9 (600.3483)


   

Asn Arg Arg Arg

(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-carbamoylpropanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoic acid

C22H44N14O6 (600.3568)


   

Arg Asn Arg Arg

(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-3-carbamoylpropanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoic acid

C22H44N14O6 (600.3568)


   

Arg Arg Asn Arg

(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-3-carbamoylpropanamido]-5-carbamimidamidopentanoic acid

C22H44N14O6 (600.3568)


   

Arg Arg Arg Asn

(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-3-carbamoylpropanoic acid

C22H44N14O6 (600.3568)


   

LAREL

Leu Ala Arg Glu Leu

C26H48N8O8 (600.3595)


   

BETA-D-GALACTOSE PENTAPIVALATE

BETA-D-GALACTOSE PENTAPIVALATE

C31H52O11 (600.3509)


   

1,2,3,4,6-Penta-O-pivaloyl-D-mannopyranose

1,2,3,4,6-Penta-O-pivaloyl-D-mannopyranose

C31H52O11 (600.3509)


   

PA(8:0/20:4(6E,8Z,11Z,14Z)-OH(5S))

PA(8:0/20:4(6E,8Z,11Z,14Z)-OH(5S))

C31H53O9P (600.3427)


   

PA(20:4(6E,8Z,11Z,14Z)-OH(5S)/8:0)

PA(20:4(6E,8Z,11Z,14Z)-OH(5S)/8:0)

C31H53O9P (600.3427)


   

PA(8:0/20:4(5Z,7E,11Z,14Z)-OH(9))

PA(8:0/20:4(5Z,7E,11Z,14Z)-OH(9))

C31H53O9P (600.3427)


   

PA(20:4(5Z,7E,11Z,14Z)-OH(9)/8:0)

PA(20:4(5Z,7E,11Z,14Z)-OH(9)/8:0)

C31H53O9P (600.3427)


   

PA(8:0/20:3(5Z,8Z,11Z)-O(14R,15S))

PA(8:0/20:3(5Z,8Z,11Z)-O(14R,15S))

C31H53O9P (600.3427)


   

PA(20:3(5Z,8Z,11Z)-O(14R,15S)/8:0)

PA(20:3(5Z,8Z,11Z)-O(14R,15S)/8:0)

C31H53O9P (600.3427)


   

PA(8:0/20:3(5Z,8Z,14Z)-O(11S,12R))

PA(8:0/20:3(5Z,8Z,14Z)-O(11S,12R))

C31H53O9P (600.3427)


   

PA(20:3(5Z,8Z,14Z)-O(11S,12R)/8:0)

PA(20:3(5Z,8Z,14Z)-O(11S,12R)/8:0)

C31H53O9P (600.3427)


   

PA(8:0/20:3(5Z,11Z,14Z)-O(8,9))

PA(8:0/20:3(5Z,11Z,14Z)-O(8,9))

C31H53O9P (600.3427)


   

PA(20:3(5Z,11Z,14Z)-O(8,9)/8:0)

PA(20:3(5Z,11Z,14Z)-O(8,9)/8:0)

C31H53O9P (600.3427)


   

PA(8:0/20:3(8Z,11Z,14Z)-O(5,6))

PA(8:0/20:3(8Z,11Z,14Z)-O(5,6))

C31H53O9P (600.3427)


   

PA(20:3(8Z,11Z,14Z)-O(5,6)/8:0)

PA(20:3(8Z,11Z,14Z)-O(5,6)/8:0)

C31H53O9P (600.3427)


   

PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(20))

PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(20))

C31H53O9P (600.3427)


   

PA(20:4(5Z,8Z,11Z,14Z)-OH(20)/8:0)

PA(20:4(5Z,8Z,11Z,14Z)-OH(20)/8:0)

C31H53O9P (600.3427)


   

PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(19S))

PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(19S))

C31H53O9P (600.3427)


   

PA(20:4(5Z,8Z,11Z,14Z)-OH(19S)/8:0)

PA(20:4(5Z,8Z,11Z,14Z)-OH(19S)/8:0)

C31H53O9P (600.3427)


   

PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(18R))

PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(18R))

C31H53O9P (600.3427)


   

PA(20:4(5Z,8Z,11Z,14Z)-OH(18R)/8:0)

PA(20:4(5Z,8Z,11Z,14Z)-OH(18R)/8:0)

C31H53O9P (600.3427)


   

PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(17))

PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(17))

C31H53O9P (600.3427)


   

PA(20:4(5Z,8Z,11Z,14Z)-OH(17)/8:0)

PA(20:4(5Z,8Z,11Z,14Z)-OH(17)/8:0)

C31H53O9P (600.3427)


   

PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(16R))

PA(8:0/20:4(5Z,8Z,11Z,14Z)-OH(16R))

C31H53O9P (600.3427)


   

PA(20:4(5Z,8Z,11Z,14Z)-OH(16R)/8:0)

PA(20:4(5Z,8Z,11Z,14Z)-OH(16R)/8:0)

C31H53O9P (600.3427)


   

PA(8:0/20:4(5Z,8Z,11Z,13E)-OH(15S))

PA(8:0/20:4(5Z,8Z,11Z,13E)-OH(15S))

C31H53O9P (600.3427)


   

PA(20:4(5Z,8Z,11Z,13E)-OH(15S)/8:0)

PA(20:4(5Z,8Z,11Z,13E)-OH(15S)/8:0)

C31H53O9P (600.3427)


   

PA(8:0/20:4(5Z,8Z,10E,14Z)-OH(12S))

PA(8:0/20:4(5Z,8Z,10E,14Z)-OH(12S))

C31H53O9P (600.3427)


   

PA(20:4(5Z,8Z,10E,14Z)-OH(12S)/8:0)

PA(20:4(5Z,8Z,10E,14Z)-OH(12S)/8:0)

C31H53O9P (600.3427)


   

PA(8:0/20:4(5E,8Z,12Z,14Z)-OH(11R))

PA(8:0/20:4(5E,8Z,12Z,14Z)-OH(11R))

C31H53O9P (600.3427)


   

PA(20:4(5E,8Z,12Z,14Z)-OH(11R)/8:0)

PA(20:4(5E,8Z,12Z,14Z)-OH(11R)/8:0)

C31H53O9P (600.3427)


   

Benzyl ((2S)-3-(tert-butoxy)-1-(((S)-3-cyclohexyl-1-oxo-1-(((S)-1-oxo-3-((S)-2-oxopyrrolidin-3-yl)propan-2-yl)amino)propan-2-yl)amino)-1-oxobutan-2-yl)carbamate

Benzyl ((2S)-3-(tert-butoxy)-1-(((S)-3-cyclohexyl-1-oxo-1-(((S)-1-oxo-3-((S)-2-oxopyrrolidin-3-yl)propan-2-yl)amino)propan-2-yl)amino)-1-oxobutan-2-yl)carbamate

C32H48N4O7 (600.3523)


   
   
   

PA P-16:1/12:3;O2

PA P-16:1/12:3;O2

C31H53O9P (600.3427)


   

PA P-20:1/8:3;O2

PA P-20:1/8:3;O2

C31H53O9P (600.3427)


   

PA 16:1/12:3;O

PA 16:1/12:3;O

C31H53O9P (600.3427)


   

PA 20:1/8:3;O

PA 20:1/8:3;O

C31H53O9P (600.3427)


   

PA 20:3/8:1;O

PA 20:3/8:1;O

C31H53O9P (600.3427)


   

PA 22:2/6:2;O

PA 22:2/6:2;O

C31H53O9P (600.3427)


   
   
   
   

ST 25:0;O5;GlcA

ST 25:0;O5;GlcA

C31H52O11 (600.3509)


   

ST 25:1;O6;Hex

ST 25:1;O6;Hex

C31H52O11 (600.3509)


   

methyl (9s,11r,13r,13's,14z,17r,17'z,20s)-14,17'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate

methyl (9s,11r,13r,13's,14z,17r,17'z,20s)-14,17'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate

C39H44N4O2 (600.3464)


   

1-(3,7-dimethylocta-2,6-dien-1-yl)-3,8-dihydroxy-1,5,5-tris(3-methylbut-2-en-1-yl)xanthene-2,6,9-trione

1-(3,7-dimethylocta-2,6-dien-1-yl)-3,8-dihydroxy-1,5,5-tris(3-methylbut-2-en-1-yl)xanthene-2,6,9-trione

C38H48O6 (600.3451)


   

7-(3,4-dihydroxybenzoyl)-4,4,10,10-tetramethyl-3,9-bis(3-methylbut-2-en-1-yl)-11-(3-methylbuta-1,3-dien-1-yl)-5-oxatricyclo[7.3.1.0¹,⁶]tridec-6-ene-8,13-dione

7-(3,4-dihydroxybenzoyl)-4,4,10,10-tetramethyl-3,9-bis(3-methylbut-2-en-1-yl)-11-(3-methylbuta-1,3-dien-1-yl)-5-oxatricyclo[7.3.1.0¹,⁶]tridec-6-ene-8,13-dione

C38H48O6 (600.3451)


   

(2r,13r,15s)-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-6,8-dihydroxy-17,17-dimethyl-5,15-bis(3-methylbut-2-en-1-yl)-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraene-10,14-dione

(2r,13r,15s)-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-6,8-dihydroxy-17,17-dimethyl-5,15-bis(3-methylbut-2-en-1-yl)-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraene-10,14-dione

C38H48O6 (600.3451)


   

(1r,3s,5r,7s,8r)-1-(3,4-dihydroxybenzoyl)-6,6-dimethyl-3-[5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-5-(3-methylbut-2-en-1-yl)-8-(2-methylprop-1-en-1-yl)adamantane-2,4,9-trione

(1r,3s,5r,7s,8r)-1-(3,4-dihydroxybenzoyl)-6,6-dimethyl-3-[5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-5-(3-methylbut-2-en-1-yl)-8-(2-methylprop-1-en-1-yl)adamantane-2,4,9-trione

C38H48O6 (600.3451)


   

(1s,2s,13s,15r)-7-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-6,8-dihydroxy-17,17-dimethyl-5,15-bis(3-methylbut-2-en-1-yl)-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraene-10,14-dione

(1s,2s,13s,15r)-7-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-6,8-dihydroxy-17,17-dimethyl-5,15-bis(3-methylbut-2-en-1-yl)-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraene-10,14-dione

C38H48O6 (600.3451)


   

13-(3,7-dimethylocta-2,6-dien-1-yl)-6,7-dihydroxy-16,16-dimethyl-1,15-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

13-(3,7-dimethylocta-2,6-dien-1-yl)-6,7-dihydroxy-16,16-dimethyl-1,15-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

C38H48O6 (600.3451)


   

15-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-6,7-dihydroxy-16,16-dimethyl-1,13-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

15-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-6,7-dihydroxy-16,16-dimethyl-1,13-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

C38H48O6 (600.3451)


   

methyl (1s,12r,14r,15e,18s)-15-ethylidene-12-[(13r,14e)-14-ethylidene-12-methylidene-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraen-6-yl]-17-methyl-10,17-diazatetracyclo[12.3.1.0³,¹¹.0⁴,⁹]octadeca-3(11),4,6,8-tetraene-18-carboxylate

methyl (1s,12r,14r,15e,18s)-15-ethylidene-12-[(13r,14e)-14-ethylidene-12-methylidene-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraen-6-yl]-17-methyl-10,17-diazatetracyclo[12.3.1.0³,¹¹.0⁴,⁹]octadeca-3(11),4,6,8-tetraene-18-carboxylate

C39H44N4O2 (600.3464)


   

(1r,13r,15s)-15-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-6,7-dihydroxy-16,16-dimethyl-1,13-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

(1r,13r,15s)-15-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-6,7-dihydroxy-16,16-dimethyl-1,13-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

C38H48O6 (600.3451)


   

(1s,13s,15s)-5,6-dihydroxy-16,16-dimethyl-13-[(2s)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-1,15-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

(1s,13s,15s)-5,6-dihydroxy-16,16-dimethyl-13-[(2s)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-1,15-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

C38H48O6 (600.3451)


   

(2s,3r,4r,5r,6s)-2-{[(2r,3r,4s,5s,6r)-2-{[(2r,3r,3ar,5ar,7s,9ar,9br)-3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

(2s,3r,4r,5r,6s)-2-{[(2r,3r,4s,5s,6r)-2-{[(2r,3r,3ar,5ar,7s,9ar,9br)-3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

C31H52O11 (600.3509)


   

(1r,9s,10r,11r,13s,17r,25s,26r,27s,28z,33s,36s,38z,39r)-28,38-diethylidene-25-methoxy-35-oxa-8,14,24,30-tetraazadodecacyclo[25.5.2.2¹¹,¹⁴.1¹,⁸.1⁹,²⁶.1¹⁰,¹⁷.0²,⁷.0¹³,¹⁷.0¹⁸,²³.0³⁰,³³.0²⁴,³⁶.0²⁶,³⁹]nonatriaconta-2,4,6,18,20,22-hexaene

(1r,9s,10r,11r,13s,17r,25s,26r,27s,28z,33s,36s,38z,39r)-28,38-diethylidene-25-methoxy-35-oxa-8,14,24,30-tetraazadodecacyclo[25.5.2.2¹¹,¹⁴.1¹,⁸.1⁹,²⁶.1¹⁰,¹⁷.0²,⁷.0¹³,¹⁷.0¹⁸,²³.0³⁰,³³.0²⁴,³⁶.0²⁶,³⁹]nonatriaconta-2,4,6,18,20,22-hexaene

C39H44N4O2 (600.3464)


   

6,12,13-trihydroxy-18,18-dimethyl-3,17,19-tris(3-methylbut-2-en-1-yl)-4-methylidene-15-oxapentacyclo[15.3.1.0¹,⁶.0⁷,¹⁶.0⁹,¹⁴]henicosa-7(16),9,11,13-tetraene-8,21-dione

6,12,13-trihydroxy-18,18-dimethyl-3,17,19-tris(3-methylbut-2-en-1-yl)-4-methylidene-15-oxapentacyclo[15.3.1.0¹,⁶.0⁷,¹⁶.0⁹,¹⁴]henicosa-7(16),9,11,13-tetraene-8,21-dione

C38H48O6 (600.3451)


   

(1s,13s,15s)-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-6,7-dihydroxy-16,16-dimethyl-1,15-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

(1s,13s,15s)-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-6,7-dihydroxy-16,16-dimethyl-1,15-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

C38H48O6 (600.3451)


   

methyl (14z,14'e)-14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate

methyl (14z,14'e)-14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate

C39H44N4O2 (600.3464)


   

1,5,12,16,23,27-hexahydroxy-1,6,12,17,23,28-hexaazacyclotritriaconta-5,16,27-triene-2,13,24-trione

1,5,12,16,23,27-hexahydroxy-1,6,12,17,23,28-hexaazacyclotritriaconta-5,16,27-triene-2,13,24-trione

C27H48N6O9 (600.3483)


   

(1s,3r,5s,7r,8s)-1-(3,4-dihydroxybenzoyl)-6,6-dimethyl-3-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-5-(3-methylbut-2-en-1-yl)-8-(2-methylprop-1-en-1-yl)adamantane-2,4,9-trione

(1s,3r,5s,7r,8s)-1-(3,4-dihydroxybenzoyl)-6,6-dimethyl-3-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-5-(3-methylbut-2-en-1-yl)-8-(2-methylprop-1-en-1-yl)adamantane-2,4,9-trione

C38H48O6 (600.3451)


   

(1r,3s,5r,7s,8r)-1-(3,4-dihydroxybenzoyl)-6,6-dimethyl-3-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-5-(3-methylbut-2-en-1-yl)-8-(2-methylprop-1-en-1-yl)adamantane-2,4,9-trione

(1r,3s,5r,7s,8r)-1-(3,4-dihydroxybenzoyl)-6,6-dimethyl-3-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-5-(3-methylbut-2-en-1-yl)-8-(2-methylprop-1-en-1-yl)adamantane-2,4,9-trione

C38H48O6 (600.3451)


   

(1s,3s,6s,17s,19s)-6,12,13-trihydroxy-18,18-dimethyl-3,17,19-tris(3-methylbut-2-en-1-yl)-4-methylidene-15-oxapentacyclo[15.3.1.0¹,⁶.0⁷,¹⁶.0⁹,¹⁴]henicosa-7(16),9,11,13-tetraene-8,21-dione

(1s,3s,6s,17s,19s)-6,12,13-trihydroxy-18,18-dimethyl-3,17,19-tris(3-methylbut-2-en-1-yl)-4-methylidene-15-oxapentacyclo[15.3.1.0¹,⁶.0⁷,¹⁶.0⁹,¹⁴]henicosa-7(16),9,11,13-tetraene-8,21-dione

C38H48O6 (600.3451)


   

(1r,13r,15s)-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-6,7-dihydroxy-16,16-dimethyl-1,15-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

(1r,13r,15s)-13-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-6,7-dihydroxy-16,16-dimethyl-1,15-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

C38H48O6 (600.3451)


   

(1r,13r,15r)-15-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-6,7-dihydroxy-16,16-dimethyl-1,13-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

(1r,13r,15r)-15-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-6,7-dihydroxy-16,16-dimethyl-1,13-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

C38H48O6 (600.3451)


   

6,7-dihydroxy-14-methyl-1,13,15-tris(3-methylbut-2-en-1-yl)-14-(4-methylpent-3-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

6,7-dihydroxy-14-methyl-1,13,15-tris(3-methylbut-2-en-1-yl)-14-(4-methylpent-3-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

C38H48O6 (600.3451)


   

(1r)-1-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3,8-dihydroxy-1,5,5-tris(3-methylbut-2-en-1-yl)xanthene-2,6,9-trione

(1r)-1-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3,8-dihydroxy-1,5,5-tris(3-methylbut-2-en-1-yl)xanthene-2,6,9-trione

C38H48O6 (600.3451)


   

5,6-dihydroxy-16,16-dimethyl-13-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-1,15-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

5,6-dihydroxy-16,16-dimethyl-13-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-1,15-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

C38H48O6 (600.3451)


   

(1s,3r,5s,7r,8s)-1-(3,4-dihydroxybenzoyl)-6,6-dimethyl-3-[5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-5-(3-methylbut-2-en-1-yl)-8-(2-methylprop-1-en-1-yl)adamantane-2,4,9-trione

(1s,3r,5s,7r,8s)-1-(3,4-dihydroxybenzoyl)-6,6-dimethyl-3-[5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-5-(3-methylbut-2-en-1-yl)-8-(2-methylprop-1-en-1-yl)adamantane-2,4,9-trione

C38H48O6 (600.3451)


   

(1s,3s,9r,11r)-7-(3,4-dihydroxybenzoyl)-4,4,10,10-tetramethyl-3,9-bis(3-methylbut-2-en-1-yl)-11-[(1e)-3-methylbuta-1,3-dien-1-yl]-5-oxatricyclo[7.3.1.0¹,⁶]tridec-6-ene-8,13-dione

(1s,3s,9r,11r)-7-(3,4-dihydroxybenzoyl)-4,4,10,10-tetramethyl-3,9-bis(3-methylbut-2-en-1-yl)-11-[(1e)-3-methylbuta-1,3-dien-1-yl]-5-oxatricyclo[7.3.1.0¹,⁶]tridec-6-ene-8,13-dione

C38H48O6 (600.3451)


   

1-(3,4-dihydroxybenzoyl)-6,6-dimethyl-3-[5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-5-(3-methylbut-2-en-1-yl)-8-(2-methylprop-1-en-1-yl)adamantane-2,4,9-trione

1-(3,4-dihydroxybenzoyl)-6,6-dimethyl-3-[5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-5-(3-methylbut-2-en-1-yl)-8-(2-methylprop-1-en-1-yl)adamantane-2,4,9-trione

C38H48O6 (600.3451)


   

9'-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-8',10'-dihydroxy-3',3',4-trimethyl-11'-(3-methylbut-2-en-1-yl)-4',6'a-dihydro-3'ah-spiro[cyclohexane-1,1'-furo[3,4-e]xanthen]-3-ene-5,7'-dione

9'-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-8',10'-dihydroxy-3',3',4-trimethyl-11'-(3-methylbut-2-en-1-yl)-4',6'a-dihydro-3'ah-spiro[cyclohexane-1,1'-furo[3,4-e]xanthen]-3-ene-5,7'-dione

C38H48O6 (600.3451)


   

[(4ar,4bs,5r,7r,8ar,9s,10as)-7-ethenyl-5,8a-dihydroxy-1,1,7-trimethyl-9-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthren-4a-yl]methyl 3-hydroxy-3-methylbutanoate

[(4ar,4bs,5r,7r,8ar,9s,10as)-7-ethenyl-5,8a-dihydroxy-1,1,7-trimethyl-9-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthren-4a-yl]methyl 3-hydroxy-3-methylbutanoate

C31H52O11 (600.3509)


   

6,7-dihydroxy-16-methyl-1,13,15-tris(3-methylbut-2-en-1-yl)-16-(4-methylpent-3-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

6,7-dihydroxy-16-methyl-1,13,15-tris(3-methylbut-2-en-1-yl)-16-(4-methylpent-3-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

C38H48O6 (600.3451)


   

(2s,3r,4r,5r,6s)-2-{[(2r,3r,4s,5s,6r)-2-{[(2r,3s,3ar,5ar,7s,9ar,9br)-3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

(2s,3r,4r,5r,6s)-2-{[(2r,3r,4s,5s,6r)-2-{[(2r,3s,3ar,5ar,7s,9ar,9br)-3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

C31H52O11 (600.3509)


   

2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol

2-[(4,5-dihydroxy-2-{[3-hydroxy-6,6,9a-trimethyl-2-(prop-1-en-2-yl)-decahydro-1h-cyclopenta[a]naphthalen-7-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-methyloxane-3,4,5-triol

C31H52O11 (600.3509)


   

methyl (1s,12r,14r,15e,18s)-15-ethylidene-12-{[(12z,13r,14e)-14-ethylidene-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraen-12-ylidene]methyl}-17-methyl-10,17-diazatetracyclo[12.3.1.0³,¹¹.0⁴,⁹]octadeca-3(11),4,6,8-tetraene-18-carboxylate

methyl (1s,12r,14r,15e,18s)-15-ethylidene-12-{[(12z,13r,14e)-14-ethylidene-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraen-12-ylidene]methyl}-17-methyl-10,17-diazatetracyclo[12.3.1.0³,¹¹.0⁴,⁹]octadeca-3(11),4,6,8-tetraene-18-carboxylate

C39H44N4O2 (600.3464)


   

(2r,3r,4s,5s,6r)-2-{[(1r,4as,5r,8ar)-5-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-{[(1r,4as,5r,8ar)-5-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)oxane-3,4,5-triol

C31H52O11 (600.3509)


   

garcicowin c

garcicowin c

C38H48O6 (600.3451)


   

(1s,2s,13s,15r)-6-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-8-hydroxy-17,17-dimethyl-5,15-bis(3-methylbut-2-en-1-yl)-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraene-10,14-dione

(1s,2s,13s,15r)-6-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-8-hydroxy-17,17-dimethyl-5,15-bis(3-methylbut-2-en-1-yl)-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraene-10,14-dione

C38H48O6 (600.3451)


   

15-(3,7-dimethylocta-2,6-dien-1-yl)-6,7-dihydroxy-16,16-dimethyl-1,13-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

15-(3,7-dimethylocta-2,6-dien-1-yl)-6,7-dihydroxy-16,16-dimethyl-1,13-bis(3-methylbut-2-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

C38H48O6 (600.3451)


   

7-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-17,17-dimethyl-5,15-bis(3-methylbut-2-en-1-yl)-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraene-10,14-dione

7-(3,7-dimethylocta-2,6-dien-1-yl)-6,8-dihydroxy-17,17-dimethyl-5,15-bis(3-methylbut-2-en-1-yl)-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraene-10,14-dione

C38H48O6 (600.3451)


   

(2r,3r,4s,5s,6r)-2-{[(1r,4ar,5r)-5-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-{[(1r,4ar,5r)-5-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalen-1-yl]methoxy}-6-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)oxane-3,4,5-triol

C31H52O11 (600.3509)


   

6-[(3,7-dimethylocta-2,6-dien-1-yl)oxy]-8-hydroxy-17,17-dimethyl-5,15-bis(3-methylbut-2-en-1-yl)-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraene-10,14-dione

6-[(3,7-dimethylocta-2,6-dien-1-yl)oxy]-8-hydroxy-17,17-dimethyl-5,15-bis(3-methylbut-2-en-1-yl)-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraene-10,14-dione

C38H48O6 (600.3451)


   

(1r,9r,10r,11s,13s,17r,25r,26s,27r,28z,33s,36r,38z,39s)-28,38-diethylidene-10-methoxy-35-oxa-8,14,24,30-tetraazadodecacyclo[25.5.2.2¹¹,¹⁴.1¹,⁸.1⁹,²⁵.1¹⁰,¹⁷.0²,⁷.0¹³,¹⁷.0¹⁸,²³.0³⁰,³³.0²⁴,³⁶.0²⁶,³⁹]nonatriaconta-2,4,6,18,20,22-hexaene

(1r,9r,10r,11s,13s,17r,25r,26s,27r,28z,33s,36r,38z,39s)-28,38-diethylidene-10-methoxy-35-oxa-8,14,24,30-tetraazadodecacyclo[25.5.2.2¹¹,¹⁴.1¹,⁸.1⁹,²⁵.1¹⁰,¹⁷.0²,⁷.0¹³,¹⁷.0¹⁸,²³.0³⁰,³³.0²⁴,³⁶.0²⁶,³⁹]nonatriaconta-2,4,6,18,20,22-hexaene

C39H44N4O2 (600.3464)


   

(1r,13r,15r,16s)-6,7-dihydroxy-16-methyl-1,13,15-tris(3-methylbut-2-en-1-yl)-16-(4-methylpent-3-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

(1r,13r,15r,16s)-6,7-dihydroxy-16-methyl-1,13,15-tris(3-methylbut-2-en-1-yl)-16-(4-methylpent-3-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

C38H48O6 (600.3451)


   

(3s,4r,5s)-4-hydroxy-3-[(1s,2r,3r,5r,6r,9s,14s,15r,18s,19s)-3-hydroxy-2,6,14-trimethyl-9-phenyl-8-oxahexacyclo[16.3.1.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]docosa-11,16-dien-19-yl]-5-[(1e)-3-hydroxy-2-methylprop-1-en-1-yl]oxolan-2-one

(3s,4r,5s)-4-hydroxy-3-[(1s,2r,3r,5r,6r,9s,14s,15r,18s,19s)-3-hydroxy-2,6,14-trimethyl-9-phenyl-8-oxahexacyclo[16.3.1.0¹,¹⁸.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹]docosa-11,16-dien-19-yl]-5-[(1e)-3-hydroxy-2-methylprop-1-en-1-yl]oxolan-2-one

C38H48O6 (600.3451)


   

methyl (1r,12s,14s,15z,18s)-15-ethylidene-12-{[(12e,13s,14z)-14-ethylidene-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraen-12-ylidene]methyl}-17-methyl-10,17-diazatetracyclo[12.3.1.0³,¹¹.0⁴,⁹]octadeca-3(11),4,6,8-tetraene-18-carboxylate

methyl (1r,12s,14s,15z,18s)-15-ethylidene-12-{[(12e,13s,14z)-14-ethylidene-1,10-diazatetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadeca-3(11),4,6,8-tetraen-12-ylidene]methyl}-17-methyl-10,17-diazatetracyclo[12.3.1.0³,¹¹.0⁴,⁹]octadeca-3(11),4,6,8-tetraene-18-carboxylate

C39H44N4O2 (600.3464)


   

methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate

methyl 14,14'-diethylidene-16-methyl-1',8,10',16-tetraazaspiro[pentacyclo[9.7.1.1¹³,¹⁷.0²,⁷.0⁸,¹⁹]icosane-9,12'-tetracyclo[11.2.2.0³,¹¹.0⁴,⁹]heptadecan]-1(19),2,3'(11'),4,4',6,6',8'-octaene-20-carboxylate

C39H44N4O2 (600.3464)


   

(1s,13s,14s,15r)-6,7-dihydroxy-14-methyl-1,13,15-tris(3-methylbut-2-en-1-yl)-14-(4-methylpent-3-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

(1s,13s,14s,15r)-6,7-dihydroxy-14-methyl-1,13,15-tris(3-methylbut-2-en-1-yl)-14-(4-methylpent-3-en-1-yl)-3-oxatetracyclo[11.3.1.0²,¹¹.0⁴,⁹]heptadeca-2(11),4,6,8-tetraene-10,12,17-trione

C38H48O6 (600.3451)


   

(7-ethenyl-5,8a-dihydroxy-1,1,7-trimethyl-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthren-4a-yl)methyl 3-hydroxy-3-methylbutanoate

(7-ethenyl-5,8a-dihydroxy-1,1,7-trimethyl-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydrophenanthren-4a-yl)methyl 3-hydroxy-3-methylbutanoate

C31H52O11 (600.3509)


   

garcinialiptone b

garcinialiptone b

C38H48O6 (600.3451)