NCBI Taxonomy: 29301

Streptomyces arenae (ncbi_taxid: 29301)

found 41 associated metabolites at species taxonomy rank level.

Ancestor: Streptomyces

Child Taxonomies: none taxonomy data.

Shikimic acid

Shikimic acid [3R-(3alpha,4alpha,5beta)]-3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid

C7H10O5 (174.052821)


Shikimic acid is a cyclohexenecarboxylic acid that is cyclohex-1-ene-1-carboxylic acid substituted by hydroxy groups at positions 3, 4 and 5 (the 3R,4S,5R stereoisomer). It is an intermediate metabolite in plants and microorganisms. It has a role as an Escherichia coli metabolite, a Saccharomyces cerevisiae metabolite and a plant metabolite. It is a cyclohexenecarboxylic acid, a hydroxy monocarboxylic acid and an alpha,beta-unsaturated monocarboxylic acid. It is a conjugate acid of a shikimate. Shikimic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Shikimic acid is a natural product found in Quercus mongolica, Populus tremula, and other organisms with data available. Shikimic acid is a metabolite found in or produced by Saccharomyces cerevisiae. A tri-hydroxy cyclohexene carboxylic acid important in biosynthesis of so many compounds that the shikimate pathway is named after it. Shikimic acid, more commonly known as its anionic form shikimate, is a cyclohexene, a cyclitol and a cyclohexanecarboxylic acid. It is an important biochemical intermediate in plants and microorganisms. Its name comes from the Japanese flower shikimi (the Japanese star anise, Illicium anisatum), from which it was first isolated. Shikimic acid is a precursor for: the aromatic amino acids phenylalanine and tyrosine; indole, indole derivatives and tryptophan; many alkaloids and other aromatic metabolites; tannins; and lignin. In pharmaceutical industry, shikimic acid from chinese star anise is used as a base material for production of Tamiflu (oseltamivir). Although shikimic acid is present in most autotrophic organisms, it is a biosynthetic intermediate and generally found in very low concentrations. A cyclohexenecarboxylic acid that is cyclohex-1-ene-1-carboxylic acid substituted by hydroxy groups at positions 3, 4 and 5 (the 3R,4S,5R stereoisomer). It is an intermediate metabolite in plants and microorganisms. Acquisition and generation of the data is financially supported in part by CREST/JST. CONFIDENCE standard compound; INTERNAL_ID 175 KEIO_ID S012 Shikimic acid is a key metabolic intermediate of the aromatic amino acid biosynthesis pathway, found in microbes and plants. Shikimic acid is a key metabolic intermediate of the aromatic amino acid biosynthesis pathway, found in microbes and plants.

   

Pentalenolactone F

Pentalenolactone F

C15H18O5 (278.1154178)


A tetracyclic sesquiterpene lactone obtained by formal epoxidation of the 4-methylene group of pentalenolactone E.

   

Pentalenolactone

Pentalenolactone

C15H16O5 (276.0997686)


A sesquiterpene lactone that is isolated from several Streptomyces species and exhibits antibiotic activity.

   

shikimate

Shikimic acid

C7H10O5 (174.052821)


Shikimic acid, also known as shikimate or 3,4,5-trihydroxy-1-cyclohexenecarboxylic acid, is a member of the class of compounds known as shikimic acids and derivatves. Shikimic acids and derivatves are cyclitols containing a cyclohexanecarboxylic acid substituted with three hydroxyl groups at positions 3, 4, and 5. Shikimic acid is soluble (in water) and a weakly acidic compound (based on its pKa). Shikimic acid can be found in a number of food items such as date, rocket salad, redcurrant, and poppy, which makes shikimic acid a potential biomarker for the consumption of these food products. Shikimic acid can be found primarily in blood and urine. Shikimic acid exists in all living species, ranging from bacteria to humans. Shikimic acid, more commonly known as its anionic form shikimate, is a cyclohexene, a cyclitol and a cyclohexanecarboxylic acid. It is an important biochemical metabolite in plants and microorganisms. Its name comes from the Japanese flower shikimi (シキミ, the Japanese star anise, Illicium anisatum), from which it was first isolated in 1885 by Johan Fredrik Eykman. The elucidation of its structure was made nearly 50 years later . Shikimic acid is a key metabolic intermediate of the aromatic amino acid biosynthesis pathway, found in microbes and plants. Shikimic acid is a key metabolic intermediate of the aromatic amino acid biosynthesis pathway, found in microbes and plants.

   

shikimate

shikimate

C7H9O5 (173.0449964)


A cyclohexenecarboxylate that is the conjugate base of shikimic acid.

   

(2s)-2-amino-3-(cyclohexa-2,4-dien-1-yl)propanoic acid

(2s)-2-amino-3-(cyclohexa-2,4-dien-1-yl)propanoic acid

C9H13NO2 (167.09462380000002)


   

(3r)-4-[(1s,6r,8s,13r)-1-(acetyloxy)-6-(carboxymethyl)-10,15,20,22-tetrahydroxy-8-methyl-12,17,18-trioxo-7-oxahexacyclo[11.10.1.0²,¹¹.0⁴,⁹.0¹⁴,²³.0¹⁶,²¹]tetracosa-2(11),3,9,14,16(21),19,22-heptaen-19-yl]-3-hydroxybutanoic acid

(3r)-4-[(1s,6r,8s,13r)-1-(acetyloxy)-6-(carboxymethyl)-10,15,20,22-tetrahydroxy-8-methyl-12,17,18-trioxo-7-oxahexacyclo[11.10.1.0²,¹¹.0⁴,⁹.0¹⁴,²³.0¹⁶,²¹]tetracosa-2(11),3,9,14,16(21),19,22-heptaen-19-yl]-3-hydroxybutanoic acid

C32H28O15 (652.1428138)


   

2-amino-3-(cyclohexa-2,5-dien-1-yl)propanoic acid

2-amino-3-(cyclohexa-2,5-dien-1-yl)propanoic acid

C9H13NO2 (167.09462380000002)


   

5-ethenyl-15-hydroxy-3,17-dimethoxy-9-oxatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadeca-1(10),2(7),3,5,11(16),12,14,17-octaen-8-one

5-ethenyl-15-hydroxy-3,17-dimethoxy-9-oxatetracyclo[8.8.0.0²,⁷.0¹¹,¹⁶]octadeca-1(10),2(7),3,5,11(16),12,14,17-octaen-8-one

C21H16O5 (348.0997686)


   

[(1r,6r,7s,9r,11r,16s,21r,23s)-16-(acetyloxy)-3,6,14,25-tetrahydroxy-21-(2-methoxy-2-oxoethyl)-7,23-dimethyl-5,12,27-trioxo-11-(2-oxopropyl)-8,22-dioxaheptacyclo[14.11.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁷,²⁶.0¹⁹,²⁴]octacosa-2,4(13),14,17(26),18,24-hexaen-9-yl]acetic acid

[(1r,6r,7s,9r,11r,16s,21r,23s)-16-(acetyloxy)-3,6,14,25-tetrahydroxy-21-(2-methoxy-2-oxoethyl)-7,23-dimethyl-5,12,27-trioxo-11-(2-oxopropyl)-8,22-dioxaheptacyclo[14.11.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁷,²⁶.0¹⁹,²⁴]octacosa-2,4(13),14,17(26),18,24-hexaen-9-yl]acetic acid

C38H38O16 (750.2159748)


   

[(1r,7s,9r,16s,21r,23s)-16-(acetyloxy)-3,14,25-trihydroxy-21-(2-methoxy-2-oxoethyl)-7,23-dimethyl-5,12,27-trioxo-8,22-dioxaheptacyclo[14.11.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁷,²⁶.0¹⁹,²⁴]octacosa-2,4(13),6(11),14,17(26),18,24-heptaen-9-yl]acetic acid

[(1r,7s,9r,16s,21r,23s)-16-(acetyloxy)-3,14,25-trihydroxy-21-(2-methoxy-2-oxoethyl)-7,23-dimethyl-5,12,27-trioxo-8,22-dioxaheptacyclo[14.11.1.0²,¹⁵.0⁴,¹³.0⁶,¹¹.0¹⁷,²⁶.0¹⁹,²⁴]octacosa-2,4(13),6(11),14,17(26),18,24-heptaen-9-yl]acetic acid

C35H32O14 (676.1791972)


   

3',4'-dimethyl-11'-oxo-10'-oxaspiro[oxirane-2,12'-tricyclo[6.4.0.0¹,⁵]dodecane]-2',6'-diene-7'-carboxylic acid

3',4'-dimethyl-11'-oxo-10'-oxaspiro[oxirane-2,12'-tricyclo[6.4.0.0¹,⁵]dodecane]-2',6'-diene-7'-carboxylic acid

C15H16O5 (276.0997686)


   

4-[(6r)-1-(acetyloxy)-10,15,18,22-tetrahydroxy-6-(2-methoxy-2-oxoethyl)-8-methyl-12,17,20-trioxo-7-oxahexacyclo[11.10.1.0²,¹¹.0⁴,⁹.0¹⁴,²³.0¹⁶,²¹]tetracosa-2(11),3,9,14,16(21),18,22-heptaen-19-yl]-3-hydroxybutanoic acid

4-[(6r)-1-(acetyloxy)-10,15,18,22-tetrahydroxy-6-(2-methoxy-2-oxoethyl)-8-methyl-12,17,20-trioxo-7-oxahexacyclo[11.10.1.0²,¹¹.0⁴,⁹.0¹⁴,²³.0¹⁶,²¹]tetracosa-2(11),3,9,14,16(21),18,22-heptaen-19-yl]-3-hydroxybutanoic acid

C33H30O15 (666.158463)


   

(3r)-4-[(1s,6r,8s,13r)-1-(acetyloxy)-10,15,20,22-tetrahydroxy-6-(2-methoxy-2-oxoethyl)-8-methyl-12,17,18-trioxo-7-oxahexacyclo[11.10.1.0²,¹¹.0⁴,⁹.0¹⁴,²³.0¹⁶,²¹]tetracosa-2(11),3,9,14,16(21),19,22-heptaen-19-yl]-3-hydroxybutanoic acid

(3r)-4-[(1s,6r,8s,13r)-1-(acetyloxy)-10,15,20,22-tetrahydroxy-6-(2-methoxy-2-oxoethyl)-8-methyl-12,17,18-trioxo-7-oxahexacyclo[11.10.1.0²,¹¹.0⁴,⁹.0¹⁴,²³.0¹⁶,²¹]tetracosa-2(11),3,9,14,16(21),19,22-heptaen-19-yl]-3-hydroxybutanoic acid

C33H30O15 (666.158463)