Corynebactin

3,7,11-Tris[2-(2,3-dihydroxybenzoylamino)acetylamino]-4,8,12-trimethyl-1,5,9-trioxacyclododecane-2,6,10-trione

C39H42N6O18 (882.2555)


A crown compound that is enterobactin in which the pro-R hydrogens at positions 2, 6 and 10 of the trilactone backbone are replaced by methyl groups, and in which a glycine spacer separates the trilactone backbone from each of the catecholamide arms. It is the endogenous siderophore of Bacillus subtilis, used for the acquisition of iron.

   

Fengycin

(4S)-5-[[(2R)-5-amino-1-[[(4S,7R,10S,13S,19R,22S,25R,28S)-10-(3-amino-3-oxopropyl)-4-[(2S)-butan-2-yl]-22-(2-carboxyethyl)-25-[(1R)-1-hydroxyethyl]-7-[(4-hydroxyphenyl)methyl]-19-methyl-3,6,9,12,18,21,24,27-octaoxo-2-oxa-5,8,11,17,20,23,26-heptazatricyclo[28.2.2.013,17]tetratriaconta-1(33),30(34),31-trien-28-yl]amino]-1-oxopentan-2-yl]amino]-4-[[(3R)-3-hydroxyhexadecanoyl]amino]-5-oxopentanoic acid

C72H110N12O20 (1462.7959)


   

Difficidin

[(4E,6E,12Z,14Z,16E)-7,19-dimethyl-2-[(3E)-3-methylhexa-3,5-dienyl]-20-methylidene-22-oxo-1-oxacyclodocosa-4,6,12,14,16-pentaen-8-yl] dihydrogen phosphate

C31H45O6P (544.2954)


Difficidin is a natural product found in Bacillus subtilis

   

cyclo[Asp-D-Leu-Leu-ObAla(3-undecyl)-Glu-Leu-D-Leu-Val]

cyclo[Asp-D-Leu-Leu-ObAla(3-undecyl)-Glu-Leu-D-Leu-Val]

C52H91N7O13 (1021.6675)


   

(3e,5e,7z)-8-{[(4z,6z,8e,10e,12z)-16-[(1,2-dihydroxy-4-methylpentylidene)amino]-1,3-dihydroxy-4,9-dimethylhexadeca-4,6,8,10,12-pentaen-1-ylidene]amino}-2-methylnona-3,5,7-trienoic acid

(3e,5e,7z)-8-{[(4z,6z,8e,10e,12z)-16-[(1,2-dihydroxy-4-methylpentylidene)amino]-1,3-dihydroxy-4,9-dimethylhexadeca-4,6,8,10,12-pentaen-1-ylidene]amino}-2-methylnona-3,5,7-trienoic acid

C34H50N2O6 (582.3669)


   

4-[(4-amino-1-{[22-(2-carboxyethyl)-6,9,12,21,24,27-hexahydroxy-10-[2-(c-hydroxycarbonimidoyl)ethyl]-25-(1-hydroxyethyl)-7-[(4-hydroxyphenyl)methyl]-19-methyl-3,18-dioxo-4-(sec-butyl)-2-oxa-5,8,11,17,20,23,26-heptaazatricyclo[28.2.2.0¹³,¹⁷]tetratriaconta-1(32),5,8,11,20,23,26,30,33-nonaen-28-yl]-c-hydroxycarbonimidoyl}butyl)-c-hydroxycarbonimidoyl]-4-[(1,3-dihydroxyhexadecylidene)amino]butanoic acid

4-[(4-amino-1-{[22-(2-carboxyethyl)-6,9,12,21,24,27-hexahydroxy-10-[2-(c-hydroxycarbonimidoyl)ethyl]-25-(1-hydroxyethyl)-7-[(4-hydroxyphenyl)methyl]-19-methyl-3,18-dioxo-4-(sec-butyl)-2-oxa-5,8,11,17,20,23,26-heptaazatricyclo[28.2.2.0¹³,¹⁷]tetratriaconta-1(32),5,8,11,20,23,26,30,33-nonaen-28-yl]-c-hydroxycarbonimidoyl}butyl)-c-hydroxycarbonimidoyl]-4-[(1,3-dihydroxyhexadecylidene)amino]butanoic acid

C72H110N12O20 (1462.7959)


   

3-{[(3z,5e,8s,9e,11z,14s,16r,17e,19e,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl]oxy}-3-oxopropanoic acid

3-{[(3z,5e,8s,9e,11z,14s,16r,17e,19e,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl]oxy}-3-oxopropanoic acid

C27H36O8 (488.241)


   

(3z,5e,9e,11z,17e,19z)-8,14,16-trihydroxy-24-methyl-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-2-one

(3z,5e,9e,11z,17e,19z)-8,14,16-trihydroxy-24-methyl-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-2-one

C24H34O5 (402.2406)


   

[7,19-dimethyl-2-(3-methylhexa-3,5-dien-1-yl)-20-methylidene-22-oxo-1-oxacyclodocosa-4,6,12,14,16-pentaen-8-yl]oxyphosphonic acid

[7,19-dimethyl-2-(3-methylhexa-3,5-dien-1-yl)-20-methylidene-22-oxo-1-oxacyclodocosa-4,6,12,14,16-pentaen-8-yl]oxyphosphonic acid

C31H45O6P (544.2954)


   

n-[(2r,3s,6r,7s,10r,11s)-7,11-bis[(2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-1-hydroxyethylidene)amino]-2,6,10-trimethyl-4,8,12-trioxo-1,5,9-trioxacyclododecan-3-yl]-2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}ethanimidic acid

n-[(2r,3s,6r,7s,10r,11s)-7,11-bis[(2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-1-hydroxyethylidene)amino]-2,6,10-trimethyl-4,8,12-trioxo-1,5,9-trioxacyclododecan-3-yl]-2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}ethanimidic acid

C39H42N6O18 (882.2555)


   

4-{[(3z,5e,8s,9e,11z,14s,16r,17e,19e,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl]oxy}-4-oxobutanoic acid

4-{[(3z,5e,8s,9e,11z,14s,16r,17e,19e,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl]oxy}-4-oxobutanoic acid

C28H38O8 (502.2567)


   

4-{[(5e,8s,14s,16r,17e,19e,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl]oxy}-4-oxobutanoic acid

4-{[(5e,8s,14s,16r,17e,19e,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl]oxy}-4-oxobutanoic acid

C28H38O8 (502.2567)


   

3-{[(5e,8s,14s,16r,17e,19e,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl]oxy}-3-oxopropanoic acid

3-{[(5e,8s,14s,16r,17e,19e,24r)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl]oxy}-3-oxopropanoic acid

C27H36O8 (488.241)


   

(2s)-2-aminopropanoyl (2s)-2-amino-3-[(1r,6r)-5-oxo-7-oxabicyclo[4.1.0]heptan-2-yl]propanoate

(2s)-2-aminopropanoyl (2s)-2-amino-3-[(1r,6r)-5-oxo-7-oxabicyclo[4.1.0]heptan-2-yl]propanoate

C12H18N2O5 (270.1216)


   

3-[1,4,7,10,14,17,20-heptahydroxy-16,22-bis(c-hydroxycarbonimidoylmethyl)-9-(1-hydroxyethyl)-6-(hydroxymethyl)-19-[(4-hydroxyphenyl)methyl]-12-(9-methylundecyl)-23-oxo-3h,6h,9h,12h,13h,16h,19h,22h,25h,26h,27h,27ah-pyrrolo[1,2-j]1,4,7,10,13,16,19,22-octaazacyclopentacosan-3-yl]propanoic acid

3-[1,4,7,10,14,17,20-heptahydroxy-16,22-bis(c-hydroxycarbonimidoylmethyl)-9-(1-hydroxyethyl)-6-(hydroxymethyl)-19-[(4-hydroxyphenyl)methyl]-12-(9-methylundecyl)-23-oxo-3h,6h,9h,12h,13h,16h,19h,22h,25h,26h,27h,27ah-pyrrolo[1,2-j]1,4,7,10,13,16,19,22-octaazacyclopentacosan-3-yl]propanoic acid

C49H76N10O15 (1044.5491)


   

3-[(3s,6r,9s,12s,15r,18s,21s)-9-(carboxymethyl)-5,8,11,14,17,20,23-heptahydroxy-12-isopropyl-3,6,15,18-tetrakis(2-methylpropyl)-2-oxo-25-undecyl-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-21-yl]propanoic acid

3-[(3s,6r,9s,12s,15r,18s,21s)-9-(carboxymethyl)-5,8,11,14,17,20,23-heptahydroxy-12-isopropyl-3,6,15,18-tetrakis(2-methylpropyl)-2-oxo-25-undecyl-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosa-4,7,10,13,16,19,22-heptaen-21-yl]propanoic acid

C52H91N7O13 (1021.6675)