NCBI Taxonomy: 29158

Mytilus galloprovincialis (ncbi_taxid: 29158)

found 24 associated metabolites at species taxonomy rank level.

Ancestor: Mytilus

Child Taxonomies: none taxonomy data.

Cholesterol

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

C27H46O (386.3548)


Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues and transported in the blood plasma of all animals. The name originates from the Greek chole- (bile) and stereos (solid), and the chemical suffix -ol for an alcohol. This is because researchers first identified cholesterol in solid form in gallstones in 1784. In the body, cholesterol can exist in either the free form or as an ester with a single fatty acid (of 10-20 carbons in length) covalently attached to the hydroxyl group at position 3 of the cholesterol ring. Due to the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of polyunsaturated fatty acids. Most of the cholesterol consumed as a dietary lipid exists as cholesterol esters. Cholesterol esters have a lower solubility in water than cholesterol and are more hydrophobic. They are hydrolyzed by the pancreatic enzyme cholesterol esterase to produce cholesterol and free fatty acids. Cholesterol has vital structural roles in membranes and in lipid metabolism in general. It is a biosynthetic precursor of bile acids, vitamin D, and steroid hormones (glucocorticoids, estrogens, progesterones, androgens and aldosterone). In addition, it contributes to the development and functioning of the central nervous system, and it has major functions in signal transduction and sperm development. Cholesterol is a ubiquitous component of all animal tissues where much of it is located in the membranes, although it is not evenly distributed. The highest proportion of unesterified cholesterol is in the plasma membrane (roughly 30-50\\\\% of the lipid in the membrane or 60-80\\\\% of the cholesterol in the cell), while mitochondria and the endoplasmic reticulum have very low cholesterol contents. Cholesterol is also enriched in early and recycling endosomes, but not in late endosomes. The brain contains more cholesterol than any other organ where it comprises roughly a quarter of the total free cholesterol in the human body. Of all the organic constituents of blood, only glucose is present in a higher molar concentration than cholesterol. Cholesterol esters appear to be the preferred form for transport in plasma and as a biologically inert storage (de-toxified) form. They do not contribute to membranes but are packed into intracellular lipid particles. Cholesterol molecules (i.e. cholesterol esters) are transported throughout the body via lipoprotein particles. The largest lipoproteins, which primarily transport fats from the intestinal mucosa to the liver, are called chylomicrons. They carry mostly triglyceride fats and cholesterol that are from food, especially internal cholesterol secreted by the liver into the bile. In the liver, chylomicron particles give up triglycerides and some cholesterol. They are then converted into low-density lipoprotein (LDL) particles, which carry triglycerides and cholesterol on to other body cells. In healthy individuals, the LDL particles are large and relatively few in number. In contrast, large numbers of small LDL particles are strongly associated with promoting atheromatous disease within the arteries. (Lack of information on LDL particle number and size is one of the major problems of conventional lipid tests.). In conditions with elevated concentrations of oxidized LDL particles, especially small LDL particles, cholesterol promotes atheroma plaque deposits in the walls of arteries, a condition known as atherosclerosis, which is a major contributor to coronary heart disease and other forms of cardiovascular disease. There is a worldwide trend to believe that lower total cholesterol levels tend to correlate with lower atherosclerosis event rates (though some studies refute this idea). As a result, cholesterol has become a very large focus for the scientific community trying to determine the proper amount of cholesterol needed in a healthy diet. However, the primary association of atherosclerosis with c... Constituent either free or as esters, of fish liver oils, lard, dairy fats, egg yolk and bran Cholesterol is the major sterol in mammals. It is making up 20-25\\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3]. Cholesterol is the major sterol in mammals. It is making up 20-25\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3].

   

Okadaic acid

(2R)-3-[(2S,6R,8S,11R)-2-[(E,2R)-4-[(2S,2R,4R,6R,8aR)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5-oxolane]-2-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]-2-hydroxy-2-methylpropanoic acid

C44H68O13 (804.466)


Okadaic acid is found in mollusks. Okadaic acid is found in the marine sponges Halichondria okadai and Halichondria melanodocia and shellfish. It is a metabolite of Prorocentrum lima. It is a diarrhetic shellfish toxin. Okadaic acid is a toxin that accumulates in bivalves and causes diarrhetic shellfish poisoning. The molecular formula of okadaic acid, which is a derivative of a C38 fatty acid, is C44H68O13. The IUPAC name of okadaic acid is (2R)-2-hydroxy-3-{(2S,5R,6R,8S)-5-hydroxy-[(1R,2E)-3-((2R,5R,6S,8R,8aS)-8-hydroxy-6-{(1S,3S)-1-hydroxy-3-[(3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undec-2-yl]butyl}-7-methyleneoctahydro-3H,3H-spiro[furan-2,2-pyrano[3,2-b]pyran]-5-yl)-1-methylprop-2-en-1-yl]-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl}-2-methylpropanoic acid. Okadaic acid was named from the marine sponge Halichondria okadai, from which okadaic acid was isolated for the first time. It has also been isolated from another marine sponge, H. malanodocia, as a cytotoxin. The real producer of okadaic acid is a marine dinoflagellate D009676 - Noxae > D011042 - Poisons > D008387 - Marine Toxins D009676 - Noxae > D002273 - Carcinogens D049990 - Membrane Transport Modulators D004791 - Enzyme Inhibitors D007476 - Ionophores

   

Yessotoxin

{34-hydroxy-40-[(3E)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-[2-(sulfooxy)ethyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0^{3,25}.0^{5,22}.0^{7,20}.0^{9,18}.0^{11,16}.0^{31,48}.0^{33,46}.0^{35,44}.0^{37,42}]nonatetracontan-14-yl}oxidanesulfonic acid

C55H82O21S2 (1142.479)


Yessotoxin is found in mollusks. Toxic constituent of scallops (Patinopecten yessoensis). Toxic constituent of scallops (Patinopecten yessoensis). Yessotoxin is found in mollusks. D009676 - Noxae > D011042 - Poisons > D008978 - Mollusk Venoms D009676 - Noxae > D011042 - Poisons > D008387 - Marine Toxins D009676 - Noxae > D011042 - Poisons > D014688 - Venoms

   

Homoyessotoxin

{34-hydroxy-40-[(3E)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-[3-(sulphooxy)propyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0³,²⁵.0⁵,²².0⁷,²⁰.0⁹,¹⁸.0¹¹,¹⁶.0³¹,⁴⁸.0³³,⁴⁶.0³⁵,⁴⁴.0³⁷,⁴²]nonatetracontan-14-yl}oxidanesulphonic acid

C56H84O21S2 (1156.4946)


Homoyessotoxin is found in mollusks. Homoyessotoxin is isolated from mussels. Isolated from mussels. Homoyessotoxin is found in mollusks.

   
   

okadaic acid

(2R)-3-[(2S,6R,8S,11R)-2-[(2R)-4-[(2S,2R,4R,4aS,6R,8aR)-4-hydroxy-2-[(1S,3S)-1-hydroxy-3-[(2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5-oxolane]-2-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]-2-hydroxy-2-methylpropanoic acid

C44H68O13 (804.466)


D009676 - Noxae > D011042 - Poisons > D008387 - Marine Toxins D009676 - Noxae > D002273 - Carcinogens D049990 - Membrane Transport Modulators D004791 - Enzyme Inhibitors D007476 - Ionophores A polycyclic ether that is produced by several species of dinoflagellates, and is known to accumulate in both marine sponges and shellfish. A polyketide, polyether derivative of a C38 fatty acid, it is one of the primary causes of diarrhetic shellfish poisoning (DSP). It is a potent inhibitor of specific protein phosphatases and is known to have a variety of negative effects on cells.

   

Cholesterol

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

C27H46O (386.3548)


A cholestanoid consisting of cholestane having a double bond at the 5,6-position as well as a 3beta-hydroxy group. Disclaimer: While authors make an effort to ensure that the content of this record is accurate, the authors make no representations or warranties in relation to the accuracy or completeness of the record. This record do not reflect any viewpoints of the affiliation and organization to which the authors belong. Cholesterol is the major sterol in mammals. It is making up 20-25\\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3]. Cholesterol is the major sterol in mammals. It is making up 20-25\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3].

   

Lanol

(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C27H46O (386.3548)


Cholesterol is the major sterol in mammals. It is making up 20-25\\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3]. Cholesterol is the major sterol in mammals. It is making up 20-25\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3].

   

(2,3,5,6,7,15-hexachloropentadec-14-en-4-yl)oxysulfonic acid

(2,3,5,6,7,15-hexachloropentadec-14-en-4-yl)oxysulfonic acid

C15H24Cl6O4S (509.9526)


   

[(1s,3r,5s,7r,9s,11s,12s,14r,15r,16s,18r,19s,22s,24r,27s,29r,31s,33r,35s,36r,38s,40r,42s,44r)-11,15-dihydroxy-14,19,22,24,36-pentamethyl-12-(sulfooxy)-36-[2-(sulfooxy)ethyl]-4,8,13,17,23,28,32,37,41,45-decaoxadecacyclo[22.21.0.0³,²².0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴.0²⁷,⁴⁴.0²⁹,⁴².0³¹,⁴⁰.0³³,³⁸]pentatetracontan-35-yl]oxidanesulfonic acid

[(1s,3r,5s,7r,9s,11s,12s,14r,15r,16s,18r,19s,22s,24r,27s,29r,31s,33r,35s,36r,38s,40r,42s,44r)-11,15-dihydroxy-14,19,22,24,36-pentamethyl-12-(sulfooxy)-36-[2-(sulfooxy)ethyl]-4,8,13,17,23,28,32,37,41,45-decaoxadecacyclo[22.21.0.0³,²².0⁵,¹⁸.0⁷,¹⁶.0⁹,¹⁴.0²⁷,⁴⁴.0²⁹,⁴².0³¹,⁴⁰.0³³,³⁸]pentatetracontan-35-yl]oxidanesulfonic acid

C42H66O24S3 (1050.3106)


   

3-{4-[(2r,3r,6s)-5-hydroxy-3-(hydroxymethyl)-6-(1h-indol-3-yl)-3,6-dihydro-2h-1,4-oxazin-2-yl]phenoxy}propanenitrile

3-{4-[(2r,3r,6s)-5-hydroxy-3-(hydroxymethyl)-6-(1h-indol-3-yl)-3,6-dihydro-2h-1,4-oxazin-2-yl]phenoxy}propanenitrile

C22H21N3O4 (391.1532)


   

(2s,5s,6s)-5-(hydroxymethyl)-6-(4-hydroxyphenyl)-2-(1h-indol-3-yl)-5,6-dihydro-2h-1,4-oxazin-3-ol

(2s,5s,6s)-5-(hydroxymethyl)-6-(4-hydroxyphenyl)-2-(1h-indol-3-yl)-5,6-dihydro-2h-1,4-oxazin-3-ol

C19H18N2O4 (338.1267)


   

[(2r,3s,4r,5s,6s,7r,14e)-2,3,5,6,7,15-hexachloropentadec-14-en-4-yl]oxysulfonic acid

[(2r,3s,4r,5s,6s,7r,14e)-2,3,5,6,7,15-hexachloropentadec-14-en-4-yl]oxysulfonic acid

C15H24Cl6O4S (509.9526)


   

5-[(4-hydroxyphenyl)methyl]-2-(1h-indol-3-yl)-5,6-dihydro-2h-1,4-oxazin-3-ol

5-[(4-hydroxyphenyl)methyl]-2-(1h-indol-3-yl)-5,6-dihydro-2h-1,4-oxazin-3-ol

C19H18N2O3 (322.1317)


   

(2r,5s,6s)-5-(hydroxymethyl)-6-(4-hydroxyphenyl)-2-(1h-indol-3-yl)-5,6-dihydro-2h-1,4-oxazin-3-ol

(2r,5s,6s)-5-(hydroxymethyl)-6-(4-hydroxyphenyl)-2-(1h-indol-3-yl)-5,6-dihydro-2h-1,4-oxazin-3-ol

C19H18N2O4 (338.1267)


   

(2r,5s,6s)-5-(hydroxymethyl)-2-(1h-indol-3-yl)-6-(4-propoxyphenyl)-5,6-dihydro-2h-1,4-oxazin-3-ol

(2r,5s,6s)-5-(hydroxymethyl)-2-(1h-indol-3-yl)-6-(4-propoxyphenyl)-5,6-dihydro-2h-1,4-oxazin-3-ol

C22H24N2O4 (380.1736)


   

3-{4-[(2s,3s,6r)-5-hydroxy-3-(hydroxymethyl)-6-(1h-indol-3-yl)-3,6-dihydro-2h-1,4-oxazin-2-yl]phenoxy}propanenitrile

3-{4-[(2s,3s,6r)-5-hydroxy-3-(hydroxymethyl)-6-(1h-indol-3-yl)-3,6-dihydro-2h-1,4-oxazin-2-yl]phenoxy}propanenitrile

C22H21N3O4 (391.1532)


   

(2s,5s)-5-[(4-hydroxyphenyl)methyl]-2-(1h-indol-3-yl)-5,6-dihydro-2h-1,4-oxazin-3-ol

(2s,5s)-5-[(4-hydroxyphenyl)methyl]-2-(1h-indol-3-yl)-5,6-dihydro-2h-1,4-oxazin-3-ol

C19H18N2O3 (322.1317)


   

[(1r,3s,5r,7s,9r,11s,13r,14s,16r,18s,20r,22s,25r,27s,30r,31r,33s,34r,35r,37s,40s,42r,44s,46r,48s)-34-hydroxy-40-[(2r,3e)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-[2-(sulfooxy)ethyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0³,²⁵.0⁵,²².0⁷,²⁰.0⁹,¹⁸.0¹¹,¹⁶.0³¹,⁴⁸.0³³,⁴⁶.0³⁵,⁴⁴.0³⁷,⁴²]nonatetracontan-14-yl]oxidanesulfonic acid

[(1r,3s,5r,7s,9r,11s,13r,14s,16r,18s,20r,22s,25r,27s,30r,31r,33s,34r,35r,37s,40s,42r,44s,46r,48s)-34-hydroxy-40-[(2r,3e)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-[2-(sulfooxy)ethyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0³,²⁵.0⁵,²².0⁷,²⁰.0⁹,¹⁸.0¹¹,¹⁶.0³¹,⁴⁸.0³³,⁴⁶.0³⁵,⁴⁴.0³⁷,⁴²]nonatetracontan-14-yl]oxidanesulfonic acid

C55H82O21S2 (1142.479)


   

3-{4-[5-hydroxy-3-(hydroxymethyl)-6-(1h-indol-3-yl)-3,6-dihydro-2h-1,4-oxazin-2-yl]phenoxy}propanenitrile

3-{4-[5-hydroxy-3-(hydroxymethyl)-6-(1h-indol-3-yl)-3,6-dihydro-2h-1,4-oxazin-2-yl]phenoxy}propanenitrile

C22H21N3O4 (391.1532)


   

5-(hydroxymethyl)-6-(4-hydroxyphenyl)-2-(1h-indol-3-yl)-5,6-dihydro-2h-1,4-oxazin-3-ol

5-(hydroxymethyl)-6-(4-hydroxyphenyl)-2-(1h-indol-3-yl)-5,6-dihydro-2h-1,4-oxazin-3-ol

C19H18N2O4 (338.1267)


   

[(1r,3s,5r,7s,9r,11s,13r,14s,16r,18s,20r,22s,25r,27s,30s,31r,33s,34r,35r,37s,40s,42r,44s,46r,48s)-34-hydroxy-40-[(2r,3e)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-[3-(sulfooxy)propyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0³,²⁵.0⁵,²².0⁷,²⁰.0⁹,¹⁸.0¹¹,¹⁶.0³¹,⁴⁸.0³³,⁴⁶.0³⁵,⁴⁴.0³⁷,⁴²]nonatetracontan-14-yl]oxidanesulfonic acid

[(1r,3s,5r,7s,9r,11s,13r,14s,16r,18s,20r,22s,25r,27s,30s,31r,33s,34r,35r,37s,40s,42r,44s,46r,48s)-34-hydroxy-40-[(2r,3e)-2-hydroxy-5-methylideneocta-3,7-dien-2-yl]-13,25,27,30,35-pentamethyl-39-methylidene-13-[3-(sulfooxy)propyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0³,²⁵.0⁵,²².0⁷,²⁰.0⁹,¹⁸.0¹¹,¹⁶.0³¹,⁴⁸.0³³,⁴⁶.0³⁵,⁴⁴.0³⁷,⁴²]nonatetracontan-14-yl]oxidanesulfonic acid

C56H84O21S2 (1156.4946)


   

[(1r,3s,5r,7s,9r,11s,13r,14r,16s,18r,20s,22r,25s,27s,30s,31r,33r,34s,35r,37r,40s,42r,44s,46s,48r)-40-[(2s,3z)-2,6-dihydroxy-5-methylideneocta-3,7-dien-2-yl]-34-hydroxy-13,25,27,30,35-pentamethyl-39-methylidene-13-[2-(sulfooxy)ethyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0³,²⁵.0⁵,²².0⁷,²⁰.0⁹,¹⁸.0¹¹,¹⁶.0³¹,⁴⁸.0³³,⁴⁶.0³⁵,⁴⁴.0³⁷,⁴²]nonatetracontan-14-yl]oxidanesulfonic acid

[(1r,3s,5r,7s,9r,11s,13r,14r,16s,18r,20s,22r,25s,27s,30s,31r,33r,34s,35r,37r,40s,42r,44s,46s,48r)-40-[(2s,3z)-2,6-dihydroxy-5-methylideneocta-3,7-dien-2-yl]-34-hydroxy-13,25,27,30,35-pentamethyl-39-methylidene-13-[2-(sulfooxy)ethyl]-4,8,12,17,21,26,32,36,41,45,49-undecaoxaundecacyclo[25.22.0.0³,²⁵.0⁵,²².0⁷,²⁰.0⁹,¹⁸.0¹¹,¹⁶.0³¹,⁴⁸.0³³,⁴⁶.0³⁵,⁴⁴.0³⁷,⁴²]nonatetracontan-14-yl]oxidanesulfonic acid

C55H82O22S2 (1158.4739)


   

(2r)-3-[(2s,5r,6r,8s)-8-[(2r,3e)-4-[(2r,4'ar,5r,6's,8'r,8'as)-8'-hydroxy-6'-[(1s,3s)-1-hydroxy-3-[(2s,3r,6r)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-7'-methylidene-hexahydrospiro[oxolane-2,2'-pyrano[3,2-b]pyran]-5-yl]but-3-en-2-yl]-5-hydroxy-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl]-2-hydroxy-2-methylpropanoic acid

(2r)-3-[(2s,5r,6r,8s)-8-[(2r,3e)-4-[(2r,4'ar,5r,6's,8'r,8'as)-8'-hydroxy-6'-[(1s,3s)-1-hydroxy-3-[(2s,3r,6r)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]butyl]-7'-methylidene-hexahydrospiro[oxolane-2,2'-pyrano[3,2-b]pyran]-5-yl]but-3-en-2-yl]-5-hydroxy-10-methyl-1,7-dioxaspiro[5.5]undec-10-en-2-yl]-2-hydroxy-2-methylpropanoic acid

C44H68O13 (804.466)