NCBI Taxonomy: 35435

Udoteaceae (ncbi_taxid: 35435)

found 110 associated metabolites at family taxonomy rank level.

Ancestor: Halimedineae

Child Taxonomies: unclassified Udoteaceae

trans-zeatin riboside

(2R,3R,4S,5R)-2-(6-{[(2E)-4-hydroxy-3-methylbut-2-en-1-yl]amino}-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

C15H21N5O5 (351.15426160000004)


Trans-zeatin riboside, also known as (E)-N-(4-hydroxy-3-methyl-2-butenyl)adenosine or 9-beta-D-ribofuranosyl-trans-zeatin, is a member of the class of compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Trans-zeatin riboside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Trans-zeatin riboside can be found in a number of food items such as winter squash, plains prickly pear, dill, and common buckwheat, which makes trans-zeatin riboside a potential biomarker for the consumption of these food products. D006133 - Growth Substances > D010937 - Plant Growth Regulators > D003583 - Cytokinins Acquisition and generation of the data is financially supported in part by CREST/JST. trans-Zeatinriboside is a type of cytokinin precursor, acts as a major long-distance signalling form in xylem vessels, regulates leaf size and meristem activity-related traits. trans-Zeatinriboside is a type of cytokinin precursor, acts as a major long-distance signalling form in xylem vessels, regulates leaf size and meristem activity-related traits. trans-Zeatinriboside is a type of cytokinin precursor, acts as a major long-distance signalling form in xylem vessels, regulates leaf size and meristem activity-related traits.

   

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 (386.3548466)


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].

   

Brassicasterol

(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

C28H46O (398.3548466)


Brassicasterol belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, brassicasterol is considered to be a sterol lipid molecule. Brassicasterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Brassicasterol is a potential CSF biomarker for Alzheimer’s disease (PMID: 21585343). C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol Constituent of Brassica rapa oil Brassicasterol, a metabolite of Ergosterol, plays a role in the inhibitory effect on bladder carcinogenesis promotion via androgen signaling[1]. Brassicasterol shows dual anti-infective properties against HSV-1 (IC50=1.2 μM) and Mycobacterium tuberculosis, and cardiovascular protective effect[2]. Brassicasterol exerts an anti-cancer effect by dual-targeting AKT and androgen receptor signaling in prostate cancer[3]. Brassicasterol is a metabolite of Ergosterol and has cardiovascular protective effects. Brassicasterol exerts anticancer effects in prostate cancer through dual targeting of AKT and androgen receptor signaling pathways. Brassicasterol inhibits HSV-1 (IC50=1.2 μM) and Mycobacterium tuberculosis. Brassicasterol also inhibits sterol δ 24-reductase, slowing the progression of atherosclerosis. Brassicasterol is also a cerebrospinal fluid biomarker for Alzheimer's disease[1][2][3][4][5][6]. Brassicasterol, a metabolite of Ergosterol, plays a role in the inhibitory effect on bladder carcinogenesis promotion via androgen signaling[1]. Brassicasterol shows dual anti-infective properties against HSV-1 (IC50=1.2 μM) and Mycobacterium tuberculosis, and cardiovascular protective effect[2]. Brassicasterol exerts an anti-cancer effect by dual-targeting AKT and androgen receptor signaling in prostate cancer[3].

   

Desmosterol

(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C27H44O (384.3391974)


Desmosterol is an intermediate in the synthesis of cholesterol. Desmosterolosis is a rare autosomal recessive inborn errors of cholesterol synthesis that is caused by defective activity of desmosterol reductase which results in an accumulation of demosterol (DHCR24, EC 1.3.1.72), combines a severe osteosclerotic skeletal dysplasia and includes 2-3 toe syndactyly with Smith-Lemli-Opitz syndrome (SLOS; the biochemical block in SLOS results in decreased cholesterol levels and increased 7-dehydrocholesterol levels). Desmosterolosis is caused by mutation of the 24-dehydrocholesterol reductase gene (DHCR24). Many of the malformations in SLOS and desmosterolosis are consistent with impaired hedgehog function. The hedgehog proteins include Sonic hedgehog (SHH), which plays a major role in midline patterning and limb development. Desmosterolosis, caused by defective activity of desmosterol reductase, combines a severe osteosclerotic skeletal dysplasia. 7-dehydrocholesterol reductase (DHCR7, EC 1.3.1.21) reduces the C7-C8 double bond in the sterol B ring to form cholesterol or desmosterol depending upon the precursor. Desmosterol can be converted to cholesterol by DHCR24. Therefore, SLOS and Desmosterolosis patients invariably have elevated levels of cholesterol precursors 7-dehydrocholesterol (and its spontaneous isomer 8-dehydrocholesterol) and absent desmosterol. (PMID: 14631207, 16207203). Desmosterol is found in many foods, some of which are fig, sago palm, mexican groundcherry, and pepper (c. frutescens). Desmosterol is an intermediate in the synthesis of cholesterol. Desmosterolosis is a rare autosomal recessive inborn errors of cholesterol synthesis that is caused by defective activity of desmosterol reductase which results in an accumulation of demosterol (DHCR24, EC 1.3.1.72), combines a severe osteosclerotic skeletal dysplasia and includes 2-3 toe syndactyly with Smith-Lemli-Opitz syndrome (SLOS; the biochemical block in SLOS results in decreased cholesterol levels and increased 7-dehydrocholesterol levels). Desmosterolosis is caused by mutation of the 24-dehydrocholesterol reductase gene (DHCR24). Many of the malformations in SLOS and desmosterolosis are consistent with impaired hedgehog function. The hedgehog proteins include Sonic hedgehog (SHH), which plays a major role in midline patterning and limb development. Desmosterolosis, caused by defective activity of desmosterol reductase, combines a severe osteosclerotic skeletal dysplasia. 7-dehydrocholesterol reductase (DHCR7, EC 1.3.1.21) reduces the C7-C8 double bond in the sterol B ring to form cholesterol or desmosterol depending upon the precursor. Desmosterol can be converted to cholesterol by DHCR24. Therefore, SLOS and Desmosterolosis patients invariably have elevated levels of cholesterol precursors 7-dehydrocholesterol (and its spontaneous isomer 8-dehydrocholesterol) and absent desmosterol. (PMID: 14631207, 16207203). Desmosterol is a molecule similar to cholesterol. Desmosterol is the immediate precursor of cholesterol in the Bloch pathway of cholesterol biosynthesis. Desmosterol, as an endogenous metabolite, used to study cholesterol metabolism[1]. Desmosterol is a molecule similar to cholesterol. Desmosterol is the immediate precursor of cholesterol in the Bloch pathway of cholesterol biosynthesis. Desmosterol, as an endogenous metabolite, used to study cholesterol metabolism[1].

   

Fucosterol

(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(E,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H48O (412.37049579999996)


Characteristic sterol of seaweeds; isolated from bladderwrack Fucus vesiculosus. Fucosterol is found in lemon grass and coconut. Fucosterol is found in coconut. Characteristic sterol of seaweeds; isolated from bladderwrack Fucus vesiculosu Fucosterol is a sterol isolated from algae, seaweed or diatoms.?Fucosterol exhibits various biological activities, including antioxidant, anti-adipogenic, blood cholesterol reducing, anti-diabetic and anti-cancer activities[1][2]. Fucosterol regulates adipogenesis via inhibition of?PPARα?and?C/EBPα?expression and can be used for anti-obesity agents development research[1]. Fucosterol is a sterol isolated from algae, seaweed or diatoms.?Fucosterol exhibits various biological activities, including antioxidant, anti-adipogenic, blood cholesterol reducing, anti-diabetic and anti-cancer activities[1][2]. Fucosterol regulates adipogenesis via inhibition of?PPARα?and?C/EBPα?expression and can be used for anti-obesity agents development research[1].

   

24-Methylenecholesterol

(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C28H46O (398.3548466)


24-Methylenecholesterol, also known as chalinasterol or ostreasterol, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, 24-methylenecholesterol is considered to be a sterol lipid molecule. 24-Methylenecholesterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 24-Methylenecholesterol is involved in the biosynthesis of steroids. 24-Methylenecholesterol is converted from 5-dehydroepisterol by 7-dehydrocholesterol reductase (EC 1.3.1.21). 24-Methylenecholesterol is converted into campesterol by delta24-sterol reductase (EC 1.3.1.72). 24-methylenecholesterol is a 3beta-sterol having the structure of cholesterol with a methylene group at C-24. It has a role as a mouse metabolite. It is a 3beta-sterol and a 3beta-hydroxy-Delta(5)-steroid. It is functionally related to a cholesterol. 24-Methylenecholesterol is a natural product found in Echinometra lucunter, Ulva fasciata, and other organisms with data available. A 3beta-sterol having the structure of cholesterol with a methylene group at C-24. Constituent of clams and oysters 24-Methylenecholesterol (Ostreasterol), a natural marine sterol, stimulates cholesterol acyltransferase in human macrophages. 24-Methylenecholesterol possess anti-aging effects in yeast. 24-methylenecholesterol enhances honey bee longevity and improves nurse bee physiology[1][2][3].

   

Clionasterol

24beta-Ethyl-5-cholesten-3beta-ol

C29H50O (414.386145)


Clionasterol is a triterpenoid isolated from the Indian marine red alga Gracilaria edulis, the sponge Veronica aerophoba and the Kenyan Marine Green. Macroalga Halimeda macroloba. It is a potent inhibitor of complement component C1. (PMID 12624828). D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites

   

Poriferasterol

poriferasta-5,22E-dien-3β-ol

C29H48O (412.37049579999996)


   

Poriferasterol

14-(5-ethyl-6-methylhept-3-en-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol

C29H48O (412.37049579999996)


   

Siphonaxanthin

1-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-18-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-(hydroxymethyl)-7,12,16-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one

C40H56O4 (600.4178376)


   

siphonaxanthin

(3R,3R,6R)-7,8-Dihydro-8-oxo-beta,epsilon-carotene-3,3,19-triol

C40H56O4 (600.4178376)


   

sitosterol

17-(5-ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H50O (414.386145)


A member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites Beta-Sitosterol (purity>98\\%) is a plant sterol. Beta-Sitosterol (purity>98\\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1]. Beta-Sitosterol (purity>98\%) is a plant sterol. Beta-Sitosterol (purity>98\%) interfere with multiple cell signaling pathways, including cell cycle, apoptosis, proliferation, survival, invasion, angiogenesis, metastasis and inflammation[1].

   

Betaine

2-(trimethylazaniumyl)acetate

C5H11NO2 (117.0789746)


Betaine or trimethylglycine is a methylated derivative of glycine. It functions as a methyl donor in that it carries and donates methyl functional groups to facilitate necessary chemical processes. The donation of methyl groups is important to proper liver function, cellular replication, and detoxification reactions. Betaine also plays a role in the manufacture of carnitine and serves to protect the kidneys from damage. Betaine has also been of interest for its role in osmoregulation. As a drug, betaine hydrochloride has been used as a source of hydrochloric acid in the treatment of hypochlorhydria. Betaine has also been used in the treatment of liver disorders, for hyperkalemia, for homocystinuria, and for gastrointestinal disturbances. (From Martindale, The Extra Pharmacopoeia, 30th Ed, p1341). Betaine is found in many foods, some of which are potato puffs, poppy, hazelnut, and garden cress. Betaine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=107-43-7 (retrieved 2024-06-28) (CAS RN: 107-43-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Fucosterol

(24E)-24-n-propylidenecholesterol;(3beta,24E)-stigmasta-5,24(28)-dien-3-ol;(E)-stigmasta-5,24(28)-dien-3beta-ol;24E-ethylidene-cholest-5-en-3beta-ol;fucosterin;trans-24-ethylidenecholesterol

C29H48O (412.37049579999996)


A 3beta-sterol consisting of stigmastan-3beta-ol with double bonds at positions 5 and 24(28). (3b,5a,24(28)e)-stigmasta-7,24(28)-dien-3-ol belongs to stigmastanes and derivatives class of compounds. Those are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24 (3b,5a,24(28)e)-stigmasta-7,24(28)-dien-3-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (3b,5a,24(28)e)-stigmasta-7,24(28)-dien-3-ol can be found in horseradish tree and sunflower, which makes (3b,5a,24(28)e)-stigmasta-7,24(28)-dien-3-ol a potential biomarker for the consumption of these food products. Fucosterol is a sterol isolated from algae, seaweed or diatoms.?Fucosterol exhibits various biological activities, including antioxidant, anti-adipogenic, blood cholesterol reducing, anti-diabetic and anti-cancer activities[1][2]. Fucosterol regulates adipogenesis via inhibition of?PPARα?and?C/EBPα?expression and can be used for anti-obesity agents development research[1]. Fucosterol is a sterol isolated from algae, seaweed or diatoms.?Fucosterol exhibits various biological activities, including antioxidant, anti-adipogenic, blood cholesterol reducing, anti-diabetic and anti-cancer activities[1][2]. Fucosterol regulates adipogenesis via inhibition of?PPARα?and?C/EBPα?expression and can be used for anti-obesity agents development research[1].

   

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 (386.3548466)


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].

   

Brassicasterol

ergosta-5,22E-dien-3beta-ol

C28H46O (398.3548466)


An 3beta-sterol that is (22E)-ergosta-5,22-diene substituted by a hydroxy group at position 3beta. It is a phytosterol found in marine algae, fish, and rapeseed oil. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol 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. Brassicasterol, a metabolite of Ergosterol, plays a role in the inhibitory effect on bladder carcinogenesis promotion via androgen signaling[1]. Brassicasterol shows dual anti-infective properties against HSV-1 (IC50=1.2 μM) and Mycobacterium tuberculosis, and cardiovascular protective effect[2]. Brassicasterol exerts an anti-cancer effect by dual-targeting AKT and androgen receptor signaling in prostate cancer[3]. Brassicasterol is a metabolite of Ergosterol and has cardiovascular protective effects. Brassicasterol exerts anticancer effects in prostate cancer through dual targeting of AKT and androgen receptor signaling pathways. Brassicasterol inhibits HSV-1 (IC50=1.2 μM) and Mycobacterium tuberculosis. Brassicasterol also inhibits sterol δ 24-reductase, slowing the progression of atherosclerosis. Brassicasterol is also a cerebrospinal fluid biomarker for Alzheimer's disease[1][2][3][4][5][6]. Brassicasterol, a metabolite of Ergosterol, plays a role in the inhibitory effect on bladder carcinogenesis promotion via androgen signaling[1]. Brassicasterol shows dual anti-infective properties against HSV-1 (IC50=1.2 μM) and Mycobacterium tuberculosis, and cardiovascular protective effect[2]. Brassicasterol exerts an anti-cancer effect by dual-targeting AKT and androgen receptor signaling in prostate cancer[3].

   
   

clionasterol

(3beta,24S)-stigmast-5-en-3-ol

C29H50O (414.386145)


A member of the class of phytosterols that is poriferast-5-ene carrying a beta-hydroxy substituent at position 3. D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents D009676 - Noxae > D000963 - Antimetabolites

   

methyl (5z,9e,14z,17z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate

methyl (5z,9e,14z,17z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate

C47H78O16 (898.5289587999999)


   

(5z,9e,14z)-11-{[(4z,9e)-15-carboxy-8,11-dihydroxypentadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14-trienoic acid

(5z,9e,14z)-11-{[(4z,9e)-15-carboxy-8,11-dihydroxypentadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14-trienoic acid

C45H76O16 (872.5133096)


   

methyl (5e,9e)-hexacosa-5,9-dienoate

methyl (5e,9e)-hexacosa-5,9-dienoate

C27H50O2 (406.38106)


   

2-[3-(furan-3-yl)propylidene]-6,10-dimethylundeca-5,9-dienal

2-[3-(furan-3-yl)propylidene]-6,10-dimethylundeca-5,9-dienal

C20H28O2 (300.2089188)


   

(1r,2s,3r)-3-[(2s,5e)-6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl]cyclopentane-1,2-dicarbaldehyde

(1r,2s,3r)-3-[(2s,5e)-6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl]cyclopentane-1,2-dicarbaldehyde

C20H30O3 (318.21948299999997)


   

3-bromo-5-(hydroxymethyl)benzene-1,2-diol

3-bromo-5-(hydroxymethyl)benzene-1,2-diol

C7H7BrO3 (217.95785320000002)


   

(1e,5e,9e)-2-[(1e)-2-(acetyloxy)ethenyl]-6,10-dimethyl-14-methylidene-12,15-dioxopentadeca-1,5,9-trien-1-yl acetate

(1e,5e,9e)-2-[(1e)-2-(acetyloxy)ethenyl]-6,10-dimethyl-14-methylidene-12,15-dioxopentadeca-1,5,9-trien-1-yl acetate

C24H32O6 (416.2198772)


   

(3r,4e,6z,15z)-3-hydroxyoctadeca-4,6,15-trienoic acid

(3r,4e,6z,15z)-3-hydroxyoctadeca-4,6,15-trienoic acid

C18H30O3 (294.21948299999997)


   

(3r,4e,6z)-3-hydroxyhexadeca-4,6-dienoic acid

(3r,4e,6z)-3-hydroxyhexadeca-4,6-dienoic acid

C16H28O3 (268.2038338)


   

2-[2-(acetyloxy)ethenyl]-6,10-dimethyl-14-methylidene-12,15-dioxopentadeca-1,5,9-trien-1-yl acetate

2-[2-(acetyloxy)ethenyl]-6,10-dimethyl-14-methylidene-12,15-dioxopentadeca-1,5,9-trien-1-yl acetate

C24H32O6 (416.2198772)


   

(3e,5e,7e,9e)-1-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-18-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-(hydroxymethyl)-7,12,16-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one

(3e,5e,7e,9e)-1-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-18-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-(hydroxymethyl)-7,12,16-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one

C40H56O4 (600.4178376)


   

(1e,3e)-3-[(3e)-4,8-dimethylnona-3,7-dien-1-ylidene]-4-oxobut-1-en-1-yl acetate

(1e,3e)-3-[(3e)-4,8-dimethylnona-3,7-dien-1-ylidene]-4-oxobut-1-en-1-yl acetate

C17H24O3 (276.1725354)


   

methyl 11-[(8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl)oxy]-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate

methyl 11-[(8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl)oxy]-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate

C47H78O16 (898.5289587999999)


   

5-(6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl)-2-(hydroxymethyl)cyclopent-1-ene-1-carbaldehyde

5-(6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl)-2-(hydroxymethyl)cyclopent-1-ene-1-carbaldehyde

C20H30O3 (318.21948299999997)


   

2-[2-(acetyloxy)ethenyl]-6,10,14-trimethylpentadec-1-en-1-yl acetate

2-[2-(acetyloxy)ethenyl]-6,10,14-trimethylpentadec-1-en-1-yl acetate

C24H42O4 (394.30829320000004)


   

(1e,3e,6e,10z)-3-[(acetyloxy)methylidene]-7-methyl-11-(4-methylpent-3-en-1-yl)-12-oxododeca-1,6,10-trien-1-yl acetate

(1e,3e,6e,10z)-3-[(acetyloxy)methylidene]-7-methyl-11-(4-methylpent-3-en-1-yl)-12-oxododeca-1,6,10-trien-1-yl acetate

C24H34O5 (402.24061140000003)


   

(2s)-1-{[(2s,3r,4s,5s,6r)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(octadecanoyloxy)propan-2-yl octadecanoate

(2s)-1-{[(2s,3r,4s,5s,6r)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(octadecanoyloxy)propan-2-yl octadecanoate

C45H87NO9 (785.6380492)


   

(4e)-3-hydroxyhexadeca-4,6-dienoic acid

(4e)-3-hydroxyhexadeca-4,6-dienoic acid

C16H28O3 (268.2038338)


   

[(3r)-3-[(2s,5e)-6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl]-2-formylcyclopent-1-en-1-yl]methyl acetate

[(3r)-3-[(2s,5e)-6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl]-2-formylcyclopent-1-en-1-yl]methyl acetate

C22H32O4 (360.2300472)


   

1-{[6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(octadecanoyloxy)propan-2-yl octadecanoate

1-{[6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(octadecanoyloxy)propan-2-yl octadecanoate

C45H87NO9 (785.6380492)


   

(1e,3z)-4-(acetyloxy)-3-[(1s,4r,6s)-1-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl]buta-1,3-dien-1-yl acetate

(1e,3z)-4-(acetyloxy)-3-[(1s,4r,6s)-1-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl]buta-1,3-dien-1-yl acetate

C24H32O7 (432.2147922)


   

(4e)-3-hydroxyoctadeca-4,6-dienoic acid

(4e)-3-hydroxyoctadeca-4,6-dienoic acid

C18H32O3 (296.2351322)


   

methyl (5z,9e,14z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14-trienoate

methyl (5z,9e,14z)-11-{[(4z,9e)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14-trienoate

C47H80O16 (900.544608)


   

(1e,3z)-4-(acetyloxy)-3-[(1r,4s,6r)-1-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl]buta-1,3-dien-1-yl acetate

(1e,3z)-4-(acetyloxy)-3-[(1r,4s,6r)-1-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl]buta-1,3-dien-1-yl acetate

C24H32O7 (432.2147922)


   

2-[2-(acetyloxy)ethenyl]-6,10-dimethylundeca-1,5,9-trien-1-yl acetate

2-[2-(acetyloxy)ethenyl]-6,10-dimethylundeca-1,5,9-trien-1-yl acetate

C19H28O4 (320.19874880000003)


   

[(1s,3r,7s,8r,11r,12s,15r,16r)-7-(hydroxymethyl)-12,16-dimethyl-15-[(2r)-6-methyl-4-oxoheptan-2-yl]-6-oxopentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-7-yl]methoxysulfonic acid

[(1s,3r,7s,8r,11r,12s,15r,16r)-7-(hydroxymethyl)-12,16-dimethyl-15-[(2r)-6-methyl-4-oxoheptan-2-yl]-6-oxopentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-7-yl]methoxysulfonic acid

C30H48O7S (552.3120578)


   

(1e,3e,6e,10e,15z)-16-(acetyloxy)-15-[(acetyloxy)methyl]-3-[(acetyloxy)methylidene]-7,11-dimethyl-13-oxohexadeca-1,6,10,15-tetraen-1-yl acetate

(1e,3e,6e,10e,15z)-16-(acetyloxy)-15-[(acetyloxy)methyl]-3-[(acetyloxy)methylidene]-7,11-dimethyl-13-oxohexadeca-1,6,10,15-tetraen-1-yl acetate

C28H38O9 (518.2515698)


   

(1e,3e,7s,11r)-3-[(acetyloxy)methylidene]-7,11,15-trimethylhexadec-1-en-1-yl acetate

(1e,3e,7s,11r)-3-[(acetyloxy)methylidene]-7,11,15-trimethylhexadec-1-en-1-yl acetate

C24H42O4 (394.30829320000004)


   

(4e)-3-hydroxyoctadeca-4,6,15-trienoic acid

(4e)-3-hydroxyoctadeca-4,6,15-trienoic acid

C18H30O3 (294.21948299999997)


   

(1e,5e,9e)-2-[(1e)-2-(acetyloxy)ethenyl]-6-methyl-10-(4-methylpent-3-en-1-yl)-11-oxoundeca-1,5,9-trien-1-yl acetate

(1e,5e,9e)-2-[(1e)-2-(acetyloxy)ethenyl]-6-methyl-10-(4-methylpent-3-en-1-yl)-11-oxoundeca-1,5,9-trien-1-yl acetate

C24H34O5 (402.24061140000003)


   

tricos-15-enoic acid

tricos-15-enoic acid

C23H44O2 (352.3341124)


   

(2s)-1-(hexadecanoyloxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl (5z,8z,11z,14z)-icosa-5,8,11,14-tetraenoate

(2s)-1-(hexadecanoyloxy)-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl (5z,8z,11z,14z)-icosa-5,8,11,14-tetraenoate

C45H78O10 (778.5594688)


   

[(1s,3r,7s,8r,11s,12s,15r,16r)-7-(hydroxymethyl)-12,16-dimethyl-15-[(2r)-6-methyl-4-oxoheptan-2-yl]-6-oxopentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-7-yl]methoxysulfonic acid

[(1s,3r,7s,8r,11s,12s,15r,16r)-7-(hydroxymethyl)-12,16-dimethyl-15-[(2r)-6-methyl-4-oxoheptan-2-yl]-6-oxopentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-7-yl]methoxysulfonic acid

C30H48O7S (552.3120578)


   

[(1r,3ar,5ar,6r,7s,9as,11ar)-3a,6,9a,11a-tetramethyl-1-[(2r)-6-methyl-4-oxoheptan-2-yl]-6-[(sulfooxy)methyl]-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-yl]oxidanesulfonic acid

[(1r,3ar,5ar,6r,7s,9as,11ar)-3a,6,9a,11a-tetramethyl-1-[(2r)-6-methyl-4-oxoheptan-2-yl]-6-[(sulfooxy)methyl]-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-yl]oxidanesulfonic acid

C30H50O9S2 (618.289609)


   

(3e,5e,7e,9e,11e,13e,15e,17e)-1-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-18-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-(hydroxymethyl)-7,12,16-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one

(3e,5e,7e,9e,11e,13e,15e,17e)-1-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-18-(4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3-(hydroxymethyl)-7,12,16-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one

C40H56O4 (600.4178376)


   

(2e,5e)-2-[3-(furan-3-yl)propylidene]-6,10-dimethylundeca-5,9-dienal

(2e,5e)-2-[3-(furan-3-yl)propylidene]-6,10-dimethylundeca-5,9-dienal

C20H28O2 (300.2089188)


   

(5z,9e)-11-{[(2e,7z)-1-(3-carboxypropoxy)-1,4-dihydroxyundeca-2,7-dien-5-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyhenicosa-5,9-dienoic acid

(5z,9e)-11-{[(2e,7z)-1-(3-carboxypropoxy)-1,4-dihydroxyundeca-2,7-dien-5-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyhenicosa-5,9-dienoic acid

C45H78O17 (890.5238738)


   

(2s)-1-{[(2s,4s,5s)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(octadecanoyloxy)propan-2-yl octadecanoate

(2s)-1-{[(2s,4s,5s)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(octadecanoyloxy)propan-2-yl octadecanoate

C45H87NO9 (785.6380492)


   

(1e,3e,6z,10e)-7-[(acetyloxy)methyl]-3-[(acetyloxy)methylidene]-11,15-dimethylhexadeca-1,6,10,14-tetraen-1-yl acetate

(1e,3e,6z,10e)-7-[(acetyloxy)methyl]-3-[(acetyloxy)methylidene]-11,15-dimethylhexadeca-1,6,10,14-tetraen-1-yl acetate

C26H38O6 (446.2668248)


   

2-[2-(acetyloxy)ethenyl]-6-(4,8-dimethylnona-3,7-dien-1-yl)-7-oxohepta-1,5-dien-1-yl acetate

2-[2-(acetyloxy)ethenyl]-6-(4,8-dimethylnona-3,7-dien-1-yl)-7-oxohepta-1,5-dien-1-yl acetate

C24H34O5 (402.24061140000003)


   

[3-(6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl)-2-formylcyclopent-1-en-1-yl]methyl acetate

[3-(6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl)-2-formylcyclopent-1-en-1-yl]methyl acetate

C22H32O4 (360.2300472)


   

methyl (5z,8s,9e,11s,12s,14z)-11-{[(4z,7r,8s,9e,11r)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[(2r,3r,4s,5r,6r)-6-[(2r)-2,3-dihydroxypropoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14-trienoate

methyl (5z,8s,9e,11s,12s,14z)-11-{[(4z,7r,8s,9e,11r)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[(2r,3r,4s,5r,6r)-6-[(2r)-2,3-dihydroxypropoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14-trienoate

C47H80O16 (900.544608)


   

[(1s,3r,7s,8r,11r,12s,15r)-7-(hydroxymethyl)-12,16-dimethyl-15-[(2r)-6-methyl-4-oxoheptan-2-yl]-6-oxopentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-7-yl]methoxysulfonic acid

[(1s,3r,7s,8r,11r,12s,15r)-7-(hydroxymethyl)-12,16-dimethyl-15-[(2r)-6-methyl-4-oxoheptan-2-yl]-6-oxopentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-7-yl]methoxysulfonic acid

C30H48O7S (552.3120578)


   

[(1s,3r,6s,7r,8r,11s,12s,15r,16r)-15-[(2r,4s)-4-hydroxy-6-methylheptan-2-yl]-7,12,16-trimethyl-7-[(sulfooxy)methyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxidanesulfonic acid

[(1s,3r,6s,7r,8r,11s,12s,15r,16r)-15-[(2r,4s)-4-hydroxy-6-methylheptan-2-yl]-7,12,16-trimethyl-7-[(sulfooxy)methyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxidanesulfonic acid

C30H52O9S2 (620.3052582)


   

(5z,9e,14z,17z)-11-{[(4z,9e)-15-carboxy-8,11-dihydroxypentadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoic acid

(5z,9e,14z,17z)-11-{[(4z,9e)-15-carboxy-8,11-dihydroxypentadeca-4,9-dien-7-yl]oxy}-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoic acid

C45H74O16 (870.4976604)


   

15-(acetyloxy)-2-[2-(acetyloxy)ethenyl]-14-[(acetyloxy)methyl]-6,10-dimethyl-12-oxopentadeca-1,5,9,14-tetraen-1-yl acetate

15-(acetyloxy)-2-[2-(acetyloxy)ethenyl]-14-[(acetyloxy)methyl]-6,10-dimethyl-12-oxopentadeca-1,5,9,14-tetraen-1-yl acetate

C28H38O9 (518.2515698)


   

methyl 11-[(8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl)oxy]-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14-trienoate

methyl 11-[(8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl)oxy]-8-{[6-(2,3-dihydroxypropoxy)-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14-trienoate

C47H80O16 (900.544608)


   

6-bromo-3-{[3-bromo-5-({5-bromo-2-[(3-bromo-4-hydroxyphenyl)methyl]-3,4-dihydroxyphenyl}methyl)-4-hydroxyphenyl]methyl}-4-(methoxymethyl)benzene-1,2-diol

6-bromo-3-{[3-bromo-5-({5-bromo-2-[(3-bromo-4-hydroxyphenyl)methyl]-3,4-dihydroxyphenyl}methyl)-4-hydroxyphenyl]methyl}-4-(methoxymethyl)benzene-1,2-diol

C29H24Br4O7 (799.8255394)


   

[(1s,3r,7s,8r,11s,12s,15r,16r)-7-[(acetyloxy)methyl]-12,16-dimethyl-15-[(2r)-6-methyl-4-oxoheptan-2-yl]-6-oxopentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-7-yl]methoxysulfonic acid

[(1s,3r,7s,8r,11s,12s,15r,16r)-7-[(acetyloxy)methyl]-12,16-dimethyl-15-[(2r)-6-methyl-4-oxoheptan-2-yl]-6-oxopentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-7-yl]methoxysulfonic acid

C32H50O8S (594.322622)


   

(1e,3e,6e,11r,15z)-16-(acetyloxy)-15-[(acetyloxy)methyl]-3-[(acetyloxy)methylidene]-7,11-dimethyl-13-oxohexadeca-1,6,15-trien-1-yl acetate

(1e,3e,6e,11r,15z)-16-(acetyloxy)-15-[(acetyloxy)methyl]-3-[(acetyloxy)methylidene]-7,11-dimethyl-13-oxohexadeca-1,6,15-trien-1-yl acetate

C28H40O9 (520.2672190000001)


   

(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5s)-5-ethyl-6-methylhept-6-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5s)-5-ethyl-6-methylhept-6-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C29H48O (412.37049579999996)


   

[(1s,3r,6s,7r,8r,11s,12s,15r,16r)-7,12,16-trimethyl-15-[(2r)-6-methyl-4-oxohept-5-en-2-yl]-7-[(sulfooxy)methyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxidanesulfonic acid

[(1s,3r,6s,7r,8r,11s,12s,15r,16r)-7,12,16-trimethyl-15-[(2r)-6-methyl-4-oxohept-5-en-2-yl]-7-[(sulfooxy)methyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxidanesulfonic acid

C30H48O9S2 (616.2739598000001)


   

(1e,3e,7s,11s)-3-[(acetyloxy)methylidene]-7,11,15-trimethylhexadec-1-en-1-yl acetate

(1e,3e,7s,11s)-3-[(acetyloxy)methylidene]-7,11,15-trimethylhexadec-1-en-1-yl acetate

C24H42O4 (394.30829320000004)


   

methyl (5z,8s,9e,11s,12r,14z,17z)-11-{[(4z,7s,8s,9e,11r)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[(2r,3r,4s,5r,6r)-6-[(2r)-2,3-dihydroxypropoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate

methyl (5z,8s,9e,11s,12r,14z,17z)-11-{[(4z,7s,8s,9e,11r)-8,11-dihydroxy-16-methoxy-16-oxohexadeca-4,9-dien-7-yl]oxy}-8-{[(2r,3r,4s,5r,6r)-6-[(2r)-2,3-dihydroxypropoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy}-12-hydroxyicosa-5,9,14,17-tetraenoate

C47H78O16 (898.5289587999999)


   

(15e)-tricos-15-enoic acid

(15e)-tricos-15-enoic acid

C23H44O2 (352.3341124)


   

6-bromo-3-[(3-bromo-4-hydroxyphenyl)methyl]-4-(methoxymethyl)benzene-1,2-diol

6-bromo-3-[(3-bromo-4-hydroxyphenyl)methyl]-4-(methoxymethyl)benzene-1,2-diol

C15H14Br2O4 (415.92587640000005)


   

(5r)-5-[(2s,5e)-6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl]-2-(hydroxymethyl)cyclopent-1-ene-1-carbaldehyde

(5r)-5-[(2s,5e)-6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl]-2-(hydroxymethyl)cyclopent-1-ene-1-carbaldehyde

C20H30O3 (318.21948299999997)


   

[(1s,3r,7s,8r,11r,12s,15r,16r)-7-[(acetyloxy)methyl]-12,16-dimethyl-15-[(2r)-6-methyl-4-oxoheptan-2-yl]-6-oxopentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-7-yl]methoxysulfonic acid

[(1s,3r,7s,8r,11r,12s,15r,16r)-7-[(acetyloxy)methyl]-12,16-dimethyl-15-[(2r)-6-methyl-4-oxoheptan-2-yl]-6-oxopentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-7-yl]methoxysulfonic acid

C32H50O8S (594.322622)


   

3-bromo-4-[(3-bromo-4,5-dihydroxyphenyl)methyl]-5-(hydroxymethyl)benzene-1,2-diol

3-bromo-4-[(3-bromo-4,5-dihydroxyphenyl)methyl]-5-(hydroxymethyl)benzene-1,2-diol

C14H12Br2O5 (417.9051422)


   

6-bromo-3-[(3-bromo-4-hydroxyphenyl)methyl]-4-(hydroxymethyl)benzene-1,2-diol

6-bromo-3-[(3-bromo-4-hydroxyphenyl)methyl]-4-(hydroxymethyl)benzene-1,2-diol

C14H12Br2O4 (401.9102272)


   

[7-(hydroxymethyl)-12,16-dimethyl-15-(6-methyl-4-oxoheptan-2-yl)-6-oxopentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-7-yl]methoxysulfonic acid

[7-(hydroxymethyl)-12,16-dimethyl-15-(6-methyl-4-oxoheptan-2-yl)-6-oxopentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-7-yl]methoxysulfonic acid

C30H48O7S (552.3120578)


   

4-(acetyloxy)-2-{[5-(4,8-dimethylnona-3,7-dien-1-yl)-4-oxo-3,6-dioxabicyclo[3.1.0]hexan-2-yl]methyl}buta-1,3-dien-1-yl acetate

4-(acetyloxy)-2-{[5-(4,8-dimethylnona-3,7-dien-1-yl)-4-oxo-3,6-dioxabicyclo[3.1.0]hexan-2-yl]methyl}buta-1,3-dien-1-yl acetate

C24H32O7 (432.2147922)


   

(1e,5e,9e)-2-[(1e)-2-(acetyloxy)ethenyl]-6,10,14-trimethylpentadeca-1,5,9,13-tetraen-1-yl acetate

(1e,5e,9e)-2-[(1e)-2-(acetyloxy)ethenyl]-6,10,14-trimethylpentadeca-1,5,9,13-tetraen-1-yl acetate

C24H36O4 (388.2613456)


   

(1e,3e,7r)-3-[(acetyloxy)methylidene]-7-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-8-oxooct-1-en-1-yl acetate

(1e,3e,7r)-3-[(acetyloxy)methylidene]-7-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-8-oxooct-1-en-1-yl acetate

C24H36O5 (404.2562606)


   

4-(acetyloxy)-3-[1-(4,8-dimethylnona-3,7-dien-1-yl)-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl]buta-1,3-dien-1-yl acetate

4-(acetyloxy)-3-[1-(4,8-dimethylnona-3,7-dien-1-yl)-2-oxo-3,7-dioxabicyclo[4.1.0]heptan-4-yl]buta-1,3-dien-1-yl acetate

C24H32O7 (432.2147922)


   

(1e,5e)-2-[(1e)-2-(acetyloxy)ethenyl]-6-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-7-oxohepta-1,5-dien-1-yl acetate

(1e,5e)-2-[(1e)-2-(acetyloxy)ethenyl]-6-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-7-oxohepta-1,5-dien-1-yl acetate

C24H34O5 (402.24061140000003)


   

3-(acetyloxy)-2-[2-(acetyloxy)ethenyl]-6,10-dimethylundeca-1,5,9-trien-1-yl acetate

3-(acetyloxy)-2-[2-(acetyloxy)ethenyl]-6,10-dimethylundeca-1,5,9-trien-1-yl acetate

C21H30O6 (378.204228)


   

{7-[(acetyloxy)methyl]-12,16-dimethyl-15-(6-methyl-4-oxoheptan-2-yl)-6-oxopentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-7-yl}methoxysulfonic acid

{7-[(acetyloxy)methyl]-12,16-dimethyl-15-(6-methyl-4-oxoheptan-2-yl)-6-oxopentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-7-yl}methoxysulfonic acid

C32H50O8S (594.322622)


   

(1e,5e)-2-[(1e)-2-(acetyloxy)ethenyl]-6,10-dimethylundeca-1,5,9-trien-1-yl acetate

(1e,5e)-2-[(1e)-2-(acetyloxy)ethenyl]-6,10-dimethylundeca-1,5,9-trien-1-yl acetate

C19H28O4 (320.19874880000003)


   

{3-[(5z)-6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl]-2-formylcyclopent-1-en-1-yl}methyl acetate

{3-[(5z)-6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl]-2-formylcyclopent-1-en-1-yl}methyl acetate

C22H32O4 (360.2300472)


   

(3e,5e,7e,9e,11e,13e,15e,17e)-1-[(4r)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-18-[(4s)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3-(hydroxymethyl)-7,12,16-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one

(3e,5e,7e,9e,11e,13e,15e,17e)-1-[(4r)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-18-[(4s)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3-(hydroxymethyl)-7,12,16-trimethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one

C40H56O4 (600.4178376)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.386145)


   

(1e,3e)-4-(acetyloxy)-2-{[(1r,2r,5r)-5-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-4-oxo-3,6-dioxabicyclo[3.1.0]hexan-2-yl]methyl}buta-1,3-dien-1-yl acetate

(1e,3e)-4-(acetyloxy)-2-{[(1r,2r,5r)-5-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-4-oxo-3,6-dioxabicyclo[3.1.0]hexan-2-yl]methyl}buta-1,3-dien-1-yl acetate

C24H32O7 (432.2147922)


   

2-(3-methylbut-1-en-1-yl)-3h-purin-6-amine

2-(3-methylbut-1-en-1-yl)-3h-purin-6-amine

C10H13N5 (203.11708980000003)


   

2-[2-(acetyloxy)ethenyl]-6,10,14-trimethylpentadeca-1,5,9,13-tetraen-1-yl acetate

2-[2-(acetyloxy)ethenyl]-6,10,14-trimethylpentadeca-1,5,9,13-tetraen-1-yl acetate

C24H36O4 (388.2613456)


   

1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C29H48O2 (428.36541079999995)


   

(7s)-1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

(7s)-1-(5-hydroxy-5-isopropylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C29H48O2 (428.36541079999995)


   

1-(5-ethyl-6-methylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

1-(5-ethyl-6-methylhept-6-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C29H48O (412.37049579999996)


   

methyl hexacosa-5,9-dienoate

methyl hexacosa-5,9-dienoate

C27H50O2 (406.38106)


   

2-[2-(acetyloxy)ethenyl]-6-(4,8-dimethylnona-3,7-dien-1-yl)-7-oxohept-1-en-1-yl acetate

2-[2-(acetyloxy)ethenyl]-6-(4,8-dimethylnona-3,7-dien-1-yl)-7-oxohept-1-en-1-yl acetate

C24H36O5 (404.2562606)


   

3-(6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl)cyclopentane-1,2-dicarbaldehyde

3-(6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl)cyclopentane-1,2-dicarbaldehyde

C20H30O3 (318.21948299999997)


   

(1e,3z,4r,6e)-1-(acetyloxy)-3-[(acetyloxy)methylidene]-7,11-dimethyldodeca-1,6,10-trien-4-yl acetate

(1e,3z,4r,6e)-1-(acetyloxy)-3-[(acetyloxy)methylidene]-7,11-dimethyldodeca-1,6,10-trien-4-yl acetate

C21H30O6 (378.204228)


   

1-(hexadecanoyloxy)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl icosa-5,8,11,14-tetraenoate

1-(hexadecanoyloxy)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl icosa-5,8,11,14-tetraenoate

C45H78O10 (778.5594688)


   

3-bromo-4-({5-bromo-2-[(3-bromo-4-hydroxyphenyl)methyl]-3,4-dihydroxyphenyl}methyl)-6-[(3-bromo-4-hydroxyphenyl)methyl]-5-(hydroxymethyl)benzene-1,2-diol

3-bromo-4-({5-bromo-2-[(3-bromo-4-hydroxyphenyl)methyl]-3,4-dihydroxyphenyl}methyl)-6-[(3-bromo-4-hydroxyphenyl)methyl]-5-(hydroxymethyl)benzene-1,2-diol

C28H22Br4O7 (785.8098901999999)


   

15-(acetyloxy)-2-[2-(acetyloxy)ethenyl]-14-[(acetyloxy)methyl]-6,10-dimethyl-12-oxopentadeca-1,5,14-trien-1-yl acetate

15-(acetyloxy)-2-[2-(acetyloxy)ethenyl]-14-[(acetyloxy)methyl]-6,10-dimethyl-12-oxopentadeca-1,5,14-trien-1-yl acetate

C28H40O9 (520.2672190000001)


   

2-[6-(acetyloxy)-4-[(acetyloxy)methylidene]hex-5-en-1-ylidene]-6,10-dimethylundeca-5,9-dien-1-yl acetate

2-[6-(acetyloxy)-4-[(acetyloxy)methylidene]hex-5-en-1-ylidene]-6,10-dimethylundeca-5,9-dien-1-yl acetate

C26H38O6 (446.2668248)


   

(3r,4e,6z)-3-hydroxyoctadeca-4,6-dienoic acid

(3r,4e,6z)-3-hydroxyoctadeca-4,6-dienoic acid

C18H32O3 (296.2351322)


   

[(1s,3r,6s,7r,8r,11s,12s,15r,16r)-7,12,16-trimethyl-15-[(2r)-6-methyl-4-oxoheptan-2-yl]-7-[(sulfooxy)methyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxidanesulfonic acid

[(1s,3r,6s,7r,8r,11s,12s,15r,16r)-7,12,16-trimethyl-15-[(2r)-6-methyl-4-oxoheptan-2-yl]-7-[(sulfooxy)methyl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-yl]oxidanesulfonic acid

C30H50O9S2 (618.289609)


   

(1e)-3-(4,8-dimethylnona-3,7-dien-1-ylidene)-4-oxobut-1-en-1-yl acetate

(1e)-3-(4,8-dimethylnona-3,7-dien-1-ylidene)-4-oxobut-1-en-1-yl acetate

C17H24O3 (276.1725354)


   

2-[2-(acetyloxy)ethenyl]-6-methyl-10-(4-methylpent-3-en-1-yl)-11-oxoundeca-1,5,9-trien-1-yl acetate

2-[2-(acetyloxy)ethenyl]-6-methyl-10-(4-methylpent-3-en-1-yl)-11-oxoundeca-1,5,9-trien-1-yl acetate

C24H34O5 (402.24061140000003)