NCBI Taxonomy: 2791031
Halimedineae (ncbi_taxid: 2791031)
found 383 associated metabolites at suborder taxonomy rank level.
Ancestor: Bryopsidales
Child Taxonomies: Udoteaceae, Caulerpaceae, Halimedaceae, Pseudocodiaceae, Dichotomosiphonaceae
Phytol
Phytol, also known as trans-phytol or 3,7,11,15-tetramethylhexadec-2-en-1-ol, is a member of the class of compounds known as acyclic diterpenoids. Acyclic diterpenoids are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. Thus, phytol is considered to be an isoprenoid lipid molecule. Phytol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Phytol can be found in a number of food items such as salmonberry, rose hip, malus (crab apple), and black raspberry, which makes phytol a potential biomarker for the consumption of these food products. Phytol can be found primarily in human fibroblasts tissue. Phytol is an acyclic diterpene alcohol that can be used as a precursor for the manufacture of synthetic forms of vitamin E and vitamin K1. In ruminants, the gut fermentation of ingested plant materials liberates phytol, a constituent of chlorophyll, which is then converted to phytanic acid and stored in fats. In shark liver it yields pristane . Phytol is a diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15. It has a role as a plant metabolite, a schistosomicide drug and an algal metabolite. It is a diterpenoid and a long-chain primary fatty alcohol. Phytol is a natural product found in Elodea canadensis, Wendlandia formosana, and other organisms with data available. Phytol is an acyclic diterpene alcohol and a constituent of chlorophyll. Phytol is commonly used as a precursor for the manufacture of synthetic forms of vitamin E and vitamin K1. Furthermore, phytol also was shown to modulate transcription in cells via transcription factors PPAR-alpha and retinoid X receptor (RXR). Acyclic diterpene used in making synthetic forms of vitamin E and vitamin K1. Phytol is a natural linear diterpene alcohol which is used in the preparation of vitamins E and K1. It is also a decomposition product of chlorophyll. It is an oily liquid that is nearly insoluble in water, but soluble in most organic solvents. -- Wikipedia. A diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15. C1907 - Drug, Natural Product > C28269 - Phytochemical Acquisition and generation of the data is financially supported in part by CREST/JST. Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1]. Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1].
Sphinganine
Sphinganine, also known as c18-dihydrosphingosine or safingol, is a member of the class of compounds known as 1,2-aminoalcohols. 1,2-aminoalcohols are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. Thus, sphinganine is considered to be a sphingoid base lipid molecule. Sphinganine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Sphinganine can be found in a number of food items such as agar, biscuit, herbs and spices, and pasta, which makes sphinganine a potential biomarker for the consumption of these food products. Sphinganine can be found primarily in blood, feces, and urine, as well as throughout most human tissues. Sphinganine exists in all eukaryotes, ranging from yeast to humans. In humans, sphinganine is involved in few metabolic pathways, which include globoid cell leukodystrophy, metachromatic leukodystrophy (MLD), and sphingolipid metabolism. Sphinganine is also involved in few metabolic disorders, which include fabry disease, gaucher disease, and krabbe disease. Moreover, sphinganine is found to be associated with pregnancy. Sphinganine is a lyso-sphingolipid protein kinase inhibitor. It has the molecular formula C18H39NO2 and is a colorless solid. Medicinally, safingol has demonstrated promising anticancer potential as a modulator of multi-drug resistance and as an inducer of necrosis. The administration of safingol alone has not been shown to exert a significant effect on tumor cell growth. However, preclinical and clinical studies have shown that combining safingol with conventional chemotherapy agents such as fenretinide, vinblastine, irinotecan and mitomycin C can dramatically potentiate their antitumor effects. Currently in Phase I clinical trials, it is believed to be safe to co-administer with cisplatin . Sphinganine belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. Thus, sphinganine is considered to be a sphingoid base lipid molecule. Sphinganine is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Sphinganine exists in all living species, ranging from bacteria to humans. Within humans, sphinganine participates in a number of enzymatic reactions. In particular, sphinganine can be converted into 3-dehydrosphinganine through its interaction with the enzyme 3-ketodihydrosphingosine reductase. In addition, sphinganine can be converted into sphinganine 1-phosphate; which is catalyzed by the enzyme sphingosine kinase 2. Outside of the human body, sphinganine has been detected, but not quantified in, several different foods, such as Mexican oregano, jostaberries, winter squash, angelica, and epazotes. This could make sphinganine a potential biomarker for the consumption of these foods. Sphinganine blocks postlysosomal cholesterol transport by inhibiting low-density lipoprotein-induced esterification of cholesterol and causing unesterified cholesterol to accumulate in perinuclear vesicles. It has been suggested that endogenous sphinganine may inhibit cholesterol transport in Niemann-Pick Type C (NPC) disease (PMID: 1817037). D004791 - Enzyme Inhibitors KEIO_ID D078 D-Erythro-dihydrosphingosin directly inhibits cytosolic phospholipase A2α (cPLA2α) activity. D-Erythro-dihydrosphingosin directly inhibits cytosolic phospholipase A2α (cPLA2α) activity.
Choline
[C5H14NO]+ (104.10753340000001)
Choline is a basic constituent of lecithin that is found in many plants and animal organs. It is important as a precursor of acetylcholine, as a methyl donor in various metabolic processes, and in lipid metabolism. Choline is now considered to be an essential vitamin. While humans can synthesize small amounts (by converting phosphatidylethanolamine to phosphatidylcholine), it must be consumed in the diet to maintain health. Required levels are between 425 mg/day (female) and 550 mg/day (male). Milk, eggs, liver, and peanuts are especially rich in choline. Most choline is found in phospholipids, namely phosphatidylcholine or lecithin. Choline can be oxidized to form betaine, which is a methyl source for many reactions (i.e. conversion of homocysteine into methionine). Lack of sufficient amounts of choline in the diet can lead to a fatty liver condition and general liver damage. This arises from the lack of VLDL, which is necessary to transport fats away from the liver. Choline deficiency also leads to elevated serum levels of alanine amino transferase and is associated with increased incidence of liver cancer. Nutritional supplement. Occurs free and combined in many animal and vegetable foods with highest concentrations found in egg yolk, meat, fish, milk, cereaks and legumes Choline. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=62-49-7 (retrieved 2024-06-29) (CAS RN: 62-49-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
trans-zeatin riboside
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
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
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
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
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
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
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
alpha-Tocopherolquinone
Isolated from spinach (Spinacia oleracea) chloroplasts and many other plant sources. alpha-Tocopherolquinone is found in many foods, some of which are brassicas, spinach, barley, and anise. alpha-Tocopherolquinone is found in anise. alpha-Tocopherolquinone is isolated from spinach (Spinacia oleracea) chloroplasts and many other plant source D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D006401 - Hematologic Agents > D000925 - Anticoagulants D020011 - Protective Agents > D000975 - Antioxidants D-α-Tocopherylquinone (α-Tocopherylquinone) is a quinone, can be isolated from Phaeodactylum tricornutum. D-α-Tocopherylquinone is a oxidation product of α-Tocopherol (vitamin E). D-α-Tocopherylquinone can act as an anticoagulant and as an antioxidant[1][2].
Poriferasterol
Siphonaxanthin
Choline
[C5H14NO]+ (104.10753340000001)
D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D008082 - Lipotropic Agents D002491 - Central Nervous System Agents > D018697 - Nootropic Agents D009676 - Noxae > D000963 - Antimetabolites D005765 - Gastrointestinal Agents
sitosterol
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
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
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
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].
Choline
[C5H14NO]+ (104.10753340000001)
MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; OEYIOHPDSNJKLS_STSL_0152_Choline_0125fmol_180430_S2_LC02_MS02_80; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D008082 - Lipotropic Agents D002491 - Central Nervous System Agents > D018697 - Nootropic Agents IPB_RECORD: 922; CONFIDENCE confident structure D009676 - Noxae > D000963 - Antimetabolites D005765 - Gastrointestinal Agents
Brassicasterol
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].
Phytol
Phytol is a key acyclic diterpene alcohol that is a precursor for vitamins E and K1. Phytol is an extremely common terpenoid, found in all plants esterified to Chlorophyll to confer lipid solubility[citation needed].; Phytol is a natural linear diterpene alcohol which is used in the preparation of vitamins E and K1. It is also a decomposition product of chlorophyll. It is an oily liquid that is nearly insoluble in water, but soluble in most organic solvents. -- Wikipedia C1907 - Drug, Natural Product > C28269 - Phytochemical Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1]. Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1].
Sphinganine
A 2-aminooctadecane-1,3-diol having (2S,3R)-configuration. D004791 - Enzyme Inhibitors D-Erythro-dihydrosphingosin directly inhibits cytosolic phospholipase A2α (cPLA2α) activity. D-Erythro-dihydrosphingosin directly inhibits cytosolic phospholipase A2α (cPLA2α) activity. DL-erythro-Dihydrosphingosine is a potent inhibitor of PKC and phospholipase A2 (PLA2)[1][2].
Choline
A choline that is the parent compound of the cholines class, consisting of ethanolamine having three methyl substituents attached to the amino function. D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D008082 - Lipotropic Agents D002491 - Central Nervous System Agents > D018697 - Nootropic Agents D009676 - Noxae > D000963 - Antimetabolites D005765 - Gastrointestinal Agents
Trimina
D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D006401 - Hematologic Agents > D000925 - Anticoagulants D020011 - Protective Agents > D000975 - Antioxidants D-α-Tocopherylquinone (α-Tocopherylquinone) is a quinone, can be isolated from Phaeodactylum tricornutum. D-α-Tocopherylquinone is a oxidation product of α-Tocopherol (vitamin E). D-α-Tocopherylquinone can act as an anticoagulant and as an antioxidant[1][2].
clionasterol
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
2-bromo-5-(3,7-dimethylocta-2,6-dien-1-yl)benzene-1,4-diol
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
(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
(1e,5e)-2-[(1e)-2-(acetyloxy)ethenyl]-8-[(1r,2r)-2-hydroxy-2,6,6-trimethylcyclohexyl]-6-methylocta-1,5-dien-1-yl acetate
(2r)-1-[(9z,12z,15z)-octadeca-9,12,15-trienoyloxy]-3-{[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl (9z,12z,15z)-octadeca-9,12,15-trienoate
2-[3-(furan-3-yl)propylidene]-6,10-dimethylundeca-5,9-dienal
(1r,2s,3r)-3-[(2s,5e)-6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl]cyclopentane-1,2-dicarbaldehyde
(1e,5e,9e)-2-[(1e)-2-(acetyloxy)ethenyl]-6,10-dimethyl-14-methylidene-12,15-dioxopentadeca-1,5,9-trien-1-yl acetate
(1s,5r)-5-[(1r,2s)-2-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-1-formylcyclopropyl]cyclopent-2-ene-1,2-dicarbaldehyde
2-[4-methyl-6-(2,6,6-trimethylcyclohex-2-en-1-yl)hex-3-en-1-yl]-4-oxobut-2-en-1-yl acetate
(3r,4e,6z,15z)-3-hydroxyoctadeca-4,6,15-trienoic acid
(1e,3e)-4-(acetyloxy)-2-{2-[(1r)-2,2-dimethyl-6-methylidenecyclohexyl]ethyl}buta-1,3-dien-1-yl acetate
2-[2-(acetyloxy)ethenyl]-6,10-dimethyl-14-methylidene-12,15-dioxopentadeca-1,5,9-trien-1-yl acetate
2,13-dimethyl 11,22-diazapentacyclo[13.7.0.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosa-1,3,5,7,9,12,14,16,18,20-decaene-2,13-dicarboxylate
[(4e)-6-{[(2e)-1,6-diphenylhexa-2,5-dien-1-yl]oxy}-6-phenylhexa-1,4-dien-1-yl]benzene
(1e,3z,4s,6e)-1-(acetyloxy)-3-[(acetyloxy)methylidene]-7,11-dimethyldodeca-1,6,10-trien-8-yn-4-yl acetate
(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
(1e,3e)-3-[(3e)-4,8-dimethylnona-3,7-dien-1-ylidene]-4-oxobut-1-en-1-yl acetate
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
5-(6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl)-2-(hydroxymethyl)cyclopent-1-ene-1-carbaldehyde
3,7-dimethyl-9-(2,6,6-trimethylcyclohex-2-en-1-yl)nona-2,6-dien-1-yl acetate
2-[2-(acetyloxy)ethenyl]-6,10,14-trimethylpentadec-1-en-1-yl acetate
4-(acetyloxy)-2-[2-(2,6,6-trimethylcyclohex-2-en-1-yl)ethyl]buta-1,3-dien-1-yl acetate
(2e,6e)-3,7-dimethyl-9-[(1r)-2,6,6-trimethylcyclohex-2-en-1-yl]nona-2,6-dien-1-ol
(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
4-(acetyloxy)-3-[(acetyloxy)methylidene]-7,11-dimethyldodeca-6,10-dien-8-yn-1-yl icosa-5,8,11,14,17-pentaenoate
(2s)-1-{[(2s,3r,4s,5s,6r)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(octadecanoyloxy)propan-2-yl octadecanoate
2-[2-(acetyloxy)ethenyl]-6,10,14-trimethylpentadeca-1,5,9-trien-1-yl acetate
[(3r)-3-[(2s,5e)-6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl]-2-formylcyclopent-1-en-1-yl]methyl acetate
(1e,3z,4s,6e)-1-(acetyloxy)-3-[(acetyloxy)methylidene]-9-[(2r)-3,3-dimethyloxiran-2-yl]-7-methylnona-1,6-dien-8-yn-4-yl acetate
(1e,3e)-4-(acetyloxy)-2-{2-[(1s)-2,6,6-trimethylcyclohex-2-en-1-yl]ethyl}buta-1,3-dien-1-yl acetate
4-methyl-5-[(3r,7r)-3,7,11-trimethyldodecyl]-5h-furan-2-one
1-{[6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(octadecanoyloxy)propan-2-yl octadecanoate
4-(acetyloxy)-3-[(acetyloxy)methylidene]-7,11-dimethyldodeca-6,10-dien-8-yn-1-yl octadeca-9,12-dienoate
(1s,2s)-2-hydroxy-1-methoxy-1-methyl-7-(2-methylprop-1-en-1-yl)-2,3-dihydroindene-4-carbaldehyde
(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
(2z,3s,5e)-2-[2,2-bis(acetyloxy)ethylidene]-6,10-dimethyl-1-oxoundeca-5,9-dien-7-yn-3-yl acetate
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
3-[2-(2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-5-hydroxy-5h-furan-2-one
(2e)-2-{2-[(1r)-2,2-dimethyl-6-methylidenecyclohexyl]ethyl}but-2-enedial
(2s,5r,9s)-9-acetyl-9-hydroxy-2,7,8-trimethyl-2-[(4r,8r)-4,8,12-trimethyltridecyl]-1-oxaspiro[4.4]non-7-en-6-one
(1z,3s,5e)-3-(acetyloxy)-2-[2-(acetyloxy)ethyl]-6,10-dimethylundeca-1,5,9-trien-7-yn-1-yl acetate
(1r,3as,3bs,7s,9ar,9bs,11as)-1-[(2r,5z)-5-isopropylhept-5-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol
(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
2-[2-(acetyloxy)ethenyl]-6,10-dimethylundeca-1,5,9-trien-1-yl acetate
2-(4,8-dimethylnona-3,7-dien-1-yl)-2-methyl-3-(4,8,12-trimethyltrideca-3,7,11-trien-1-yl)oxirane
[(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
3-(acetyloxy)-2-[2-(acetyloxy)ethenyl]-6,10-dimethyl-11-oxoundeca-1,5,9-trien-7-yn-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
(2s,3s)-2-methyl-2-(4-methylpent-3-en-1-yl)-3-[(3e,7e,11e)-3,8,12,16-tetramethylheptadeca-3,7,11,15-tetraen-1-yl]oxirane
(3e)-1-{7-formylcyclopenta[c]pyran-4-yl}-4,8-dimethylnona-3,7-dien-2-yl acetate
2,6,10,15,19,23-hexamethyltetracosa-1,6,10,14,18,22-hexaen-3-ol
(1e,3e,7s,11r)-3-[(acetyloxy)methylidene]-7,11,15-trimethylhexadec-1-en-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
(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
[(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
[(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
(2e,7r,11r)-3,7,11,15-tetramethylhexadec-2-en-1-yl 3-(5-hydroxy-4-methyl-2-oxopyrrol-3-yl)propanoate
2-[4-methyl-6-(2,6,6-trimethylcyclohex-2-en-1-yl)hex-3-en-1-yl]but-2-enedial
1-(acetyloxy)-3-[1-(acetyloxy)-4,8-dimethylnona-3,7-dien-5-yn-1-yl]-4-oxobut-2-en-1-yl acetate
(2e,6e)-3,7-dimethyl-9-[(1s)-2,6,6-trimethylcyclohex-2-en-1-yl]nona-2,6-dien-1-yl (9z,12z)-octadeca-9,12-dienoate
(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
(2r,5r,10r)-10-hydroxy-2,7,8,10-tetramethyl-2-[(4r,8r)-4,8,12-trimethyltridecyl]-1-oxaspiro[4.5]dec-7-ene-6,9-dione
(2e,5e)-2-[3-(furan-3-yl)propylidene]-6,10-dimethylundeca-5,9-dienal
13-(methoxycarbonyl)-11,22-diazapentacyclo[13.7.0.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosa-1,3,5,7,9,12,14,16,18,20-decaene-2-carboxylic acid
3'-[(1z)-2,6-dimethylhepta-1,5-dien-1-yl]-1-oxo-3,4a,5,7a-tetrahydrospiro[cyclopenta[c]pyran-4,1'-cyclopropane]-7-carbaldehyde
(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
(1e,3z,4s,6e,10e)-1-(acetyloxy)-3-[(acetyloxy)methylidene]-7,11-dimethyl-12-oxododeca-1,6,10-trien-8-yn-4-yl acetate
(2s)-1-{[(2s,4s,5s)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-(octadecanoyloxy)propan-2-yl octadecanoate
(1e,3e,6z,10e)-7-[(acetyloxy)methyl]-3-[(acetyloxy)methylidene]-11,15-dimethylhexadeca-1,6,10,14-tetraen-1-yl acetate
2-[2-(acetyloxy)ethenyl]-6-(4,8-dimethylnona-3,7-dien-1-yl)-7-oxohepta-1,5-dien-1-yl acetate
[3-(6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl)-2-formylcyclopent-1-en-1-yl]methyl acetate
2-[2-(acetyloxy)ethenyl]-6-methyl-1-oxo-8-(2,6,6-trimethylcyclohex-2-en-1-yl)oct-5-en-2-yl acetate
(3e,6r)-6-[(1r,3as,3bs,7s,9ar,9bs,11ar)-7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-3-isopropylhept-3-en-2-one
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
[(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
4-(acetyloxy)-2-[2-(2,2-dimethyl-6-methylidenecyclohexyl)ethyl]buta-1,3-dien-1-yl acetate
1-{7-formylcyclopenta[c]pyran-4-yl}-4,8-dimethylnona-3,7-dien-2-yl acetate
(3's,4r,4ar,7ar)-3'-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-1-oxo-3,4a,5,7a-tetrahydrospiro[cyclopenta[c]pyran-4,1'-cyclopropane]-7-carbaldehyde
[(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,5s)-5-[(1r,2r)-2-[(1e)-2,6-dimethylhepta-1,5-dien-1-yl]-1-formylcyclopropyl]cyclopent-2-ene-1,2-dicarbaldehyde
2-methyl-2-(4-methylpent-3-en-1-yl)-3-(3,8,12,16-tetramethylheptadeca-3,7,11,15-tetraen-1-yl)oxirane
(2e)-3-[(3e)-4-methyl-6-[(1s)-2,6,6-trimethylcyclohex-2-en-1-yl]hex-3-en-1-yl]-4-oxobut-2-en-1-yl acetate
3,7-dimethyl-9-(2,6,6-trimethylcyclohex-2-en-1-yl)nona-2,6-dien-1-yl octadec-9-enoate
(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
(2e,6e)-3,7-dimethyl-9-[(1s)-2,6,6-trimethylcyclohex-2-en-1-yl]nona-2,6-dien-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
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
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
(2e)-2-[(1s,3e)-1-(acetyloxy)-4,8-dimethylnona-3,7-dien-5-yn-1-yl]-4-oxobut-2-en-1-yl acetate
(1e,3r)-3-(acetyloxy)-3-[(3e)-4-methyl-6-[(1s)-2,6,6-trimethylcyclohex-2-en-1-yl]hex-3-en-1-yl]-4-oxobut-1-en-1-yl acetate
[(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
(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
3-[4-methyl-6-(2,6,6-trimethylcyclohex-2-en-1-yl)hex-3-en-1-yl]-4-oxobut-2-en-1-yl acetate
(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
[(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)
3-(acetyloxy)-2-[2-(acetyloxy)ethenyl]-3,6,10-trimethylundeca-1,5-dien-7-yn-1-yl acetate
{6-[(3,6-diphenylhexa-1,5-dien-1-yl)oxy]-4-phenylhexa-1,5-dien-1-yl}benzene
(3s)-3-(acetyloxy)-2-[2-(acetyloxy)ethyl]-6,10-dimethylundeca-1,5,9-trien-7-yn-1-yl acetate
(3s,6e,10e,14e,18e)-2,6,10,15,19,23-hexamethyltetracosa-1,6,10,14,18,22-hexaen-3-ol
(2s,3e)-1-{7-formylcyclopenta[c]pyran-4-yl}-4,8-dimethylnona-3,7-dien-2-yl acetate
(2e,4s,5e)-2-[(3s,4z,5e)-3,6-bis(acetyloxy)-4-[(acetyloxy)methylidene]hex-5-en-1-ylidene]-6,10-dimethyl-1-oxoundeca-5,9-dien-4-yl acetate
4-oxo-3-[2-(2,6,6-trimethylcyclohex-2-en-1-yl)ethyl]but-2-en-1-yl acetate
11,22-diazapentacyclo[13.7.0.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosa-1,3,5,7,9,12,14,16,18,20-decaene-2,13-dicarboxylic acid
1-(3-formylphenyl)-4,8-dimethylnona-3,7-dien-2-yl acetate
3-(acetyloxy)-2-[2-(acetyloxy)ethenyl]-6,10-dimethylundeca-1,5,9-trien-7-yn-1-yl acetate
2-[2-(acetyloxy)ethenyl]-8-(2-hydroxy-2,6,6-trimethylcyclohexyl)-6-methylocta-1,5-dien-1-yl acetate
4-formyl-1-hydroxy-1-methyl-7-(2-methylprop-1-en-1-yl)-2,3-dihydroinden-2-yl acetate
(1e,3e,7s,11s)-3-[(acetyloxy)methylidene]-7,11,15-trimethylhexadec-1-en-1-yl acetate
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
(1e,3s)-3-(acetyloxy)-4-oxo-3-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]but-1-en-1-yl acetate
(1z)-2-[(1s,3e)-1-(acetyloxy)-4,8-dimethylnona-3,7-dien-5-yn-1-yl]-4-oxobut-1-en-1-yl acetate
3,7-dimethyl-9-(2,6,6-trimethylcyclohex-2-en-1-yl)nona-2,6-dien-1-yl octadeca-9,12,15-trienoate
(3z,4s,6e)-4-(acetyloxy)-3-[(acetyloxy)methylidene]-7,11-dimethyldodeca-6,10-dien-8-yn-1-yl (9e,12e)-octadeca-9,12-dienoate
(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5s)-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
6-bromo-3-[(3-bromo-4-hydroxyphenyl)methyl]-4-(methoxymethyl)benzene-1,2-diol
C15H14Br2O4 (415.92587640000005)
(1e,5e)-2-[(1e)-2-(acetyloxy)ethenyl]-8-[(1s,2s)-2-hydroxy-2,6,6-trimethylcyclohexyl]-6-methylocta-1,5-dien-1-yl acetate
(5r)-5-[(2s,5e)-6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl]-2-(hydroxymethyl)cyclopent-1-ene-1-carbaldehyde
[(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
(2e,6e)-3,7-dimethyl-9-[(1s)-2,6,6-trimethylcyclohex-2-en-1-yl]nona-2,6-dien-1-yl (5z,8z,11z,14z)-icosa-5,8,11,14-tetraenoate
4-(acetyloxy)-3-[(acetyloxy)methylidene]-7,11-dimethyldodeca-6,10-dien-8-yn-1-yl hexadecanoate
2-[2-(acetyloxy)ethylidene]-6-methyl-8-(2,6,6-trimethylcyclohex-2-en-1-yl)oct-5-en-1-yl acetate
3-bromo-4-[(3-bromo-4,5-dihydroxyphenyl)methyl]-5-(hydroxymethyl)benzene-1,2-diol
6-bromo-3-[(3-bromo-4-hydroxyphenyl)methyl]-4-(hydroxymethyl)benzene-1,2-diol
2-[2-(acetyloxy)ethenyl]-6-methyl-8-(2,6,6-trimethylcyclohex-2-en-1-yl)octa-1,5-dien-1-yl acetate
3,7-dimethyl-9-(2,6,6-trimethylcyclohex-2-en-1-yl)nona-2,6-dien-1-yl icosa-5,8,11,14-tetraenoate
1-(octadeca-9,12,15-trienoyloxy)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl octadeca-9,12,15-trienoate
(2e,4s,5e)-2-[(3r,4z,5e)-3,6-bis(acetyloxy)-4-[(acetyloxy)methylidene]hex-5-en-1-ylidene]-6,10-dimethyl-1-oxoundeca-5,9-dien-4-yl acetate
(2e)-4-oxo-3-{2-[(1s)-2,6,6-trimethylcyclohex-2-en-1-yl]ethyl}but-2-en-1-yl acetate
4-oxo-2-(4,8,12-trimethyltrideca-3,7,11-trien-1-yl)but-2-en-1-yl acetate
[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
3-(acetyloxy)-2-[2-(acetyloxy)ethenyl]-5-hydroxy-10-methyl-6-methylideneundeca-1,9-dien-7-yn-1-yl acetate
(2e,6e)-3,7-dimethyl-9-[(1s)-2,6,6-trimethylcyclohex-2-en-1-yl]nona-2,6-dien-1-yl (9z,12z,15z)-octadeca-9,12,15-trienoate
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
(2z,7s,11s)-3,7,11,15-tetramethylhexadec-2-en-1-ol
(1e,3z,4s,6e)-1-(acetyloxy)-3-[(acetyloxy)methylidene]-4,7,11-trimethyldodeca-1,6-dien-8-yn-4-yl acetate
(1e,5e,9e)-2-[(1e)-2-(acetyloxy)ethenyl]-6,10,14-trimethylpentadeca-1,5,9,13-tetraen-1-yl acetate
3'-(2,6-dimethylhepta-1,5-dien-1-yl)-1-oxo-3,4a,5,7a-tetrahydrospiro[cyclopenta[c]pyran-4,1'-cyclopropane]-7-carbaldehyde
2-bromo-5-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]benzene-1,4-diol
(1s,3e)-1-(furan-3-yl)-4,8-dimethylnona-3,7-dien-5-yn-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
2-[1-(acetyloxy)-4,8-dimethylnona-3,7-dien-5-yn-1-yl]-4-oxobut-2-en-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
3,7-dimethyl-9-(2,6,6-trimethylcyclohex-2-en-1-yl)nona-2,6-dien-1-yl octadeca-9,12-dienoate
(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
{3-[(3-phenylprop-2-en-1-yl)oxy]prop-1-en-1-yl}benzene
1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol
(3z,4s,6e)-4-(acetyloxy)-3-[(acetyloxy)methylidene]-7,11-dimethyldodeca-6,10-dien-8-yn-1-yl (5e,8e,11e,14e,17e)-icosa-5,8,11,14,17-pentaenoate
3-(acetyloxy)-2-[2-(acetyloxy)ethenyl]-6,10-dimethylundeca-1,5,9-trien-1-yl acetate
{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
(1e,5e)-2-[(1e)-2-(acetyloxy)ethenyl]-6,10-dimethylundeca-1,5,9-trien-1-yl acetate
2-[2-(acetyloxy)ethenyl]-6,10,14-trimethyl-1-oxopentadeca-5,9,13-trien-2-yl acetate
(2z)-2-[(3e)-4-methyl-6-[(1r)-2,6,6-trimethylcyclohex-2-en-1-yl]hex-3-en-1-yl]-4-oxobut-2-en-1-yl acetate
(1e,5e)-2-[(1e)-2-(acetyloxy)ethenyl]-6-methyl-8-[(1s)-2,6,6-trimethylcyclohex-2-en-1-yl]octa-1,5-dien-1-yl acetate
5-[2-(2,6-dimethylhepta-1,5-dien-1-yl)-1-formylcyclopropyl]cyclopent-2-ene-1,2-dicarbaldehyde
{3-[(5z)-6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl]-2-formylcyclopent-1-en-1-yl}methyl acetate
(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
(2s,3s)-2-[(3e)-4,8-dimethylnona-3,7-dien-1-yl]-2-methyl-3-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]oxirane
2,13-dimethyl (14z)-11,22-diazapentacyclo[13.7.0.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosa-1,3,5,7,9,12,14,16,18,20-decaene-2,13-dicarboxylate
(1e,5e,9e)-2-[(1e)-2-(acetyloxy)ethenyl]-6,10,14-trimethylpentadeca-1,5,9-trien-1-yl acetate
(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-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
(1e,3z,4s,6s)-1-(acetyloxy)-3-[(acetyloxy)methylidene]-6-hydroxy-11-methyl-7-methylidenedodeca-1,10-dien-8-yn-4-yl acetate
(4e,6r)-6-[(1r,3as,3bs,7s,9ar,9bs,11ar)-7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-methylhept-4-en-3-one
3-(acetyloxy)-2-[2-(acetyloxy)ethenyl]-8-(3,3-dimethyloxiran-2-yl)-6-methylocta-1,5-dien-7-yn-1-yl acetate
(2e)-2-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]but-2-enedial
(3z)-13-(methoxycarbonyl)-11,22-diazapentacyclo[13.7.0.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosa-1,3,5,7,9,12,14,16,18,20-decaene-2-carboxylic acid
(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
2-[1-(acetyloxy)-4,8-dimethylnona-3,7-dien-5-yn-1-yl]-4-oxobut-1-en-1-yl acetate
3-(acetyloxy)-6-[2-(acetyloxy)-4,8-dimethylnona-3,7-dien-1-yl]-2-[2-(acetyloxy)ethenyl]-7-oxohepta-1,5-dien-1-yl acetate
2-{[4-(ethylimino)-6-methoxy-1h-1,3,5-triazin-2-yl]amino}-2-methylpropanenitrile
C10H16N6O (236.13855259999997)
2-[2-(acetyloxy)ethenyl]-6,10,14-trimethylpentadeca-1,5,9,13-tetraen-1-yl acetate
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
methyl (2z)-2-hydroxy-3-(4-hydroxyphenyl)prop-2-enoate
9a,11a-dimethyl-1-(6-methyl-5-methylideneheptan-2-yl)-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol
(1e,3e)-2-{2-[(1r,4ar,8ar)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]ethyl}-4-(acetyloxy)buta-1,3-dien-1-yl acetate
3,7-dimethyl-9-(2,6,6-trimethylcyclohex-2-en-1-yl)nona-2,6-dien-1-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
(2e,7s,11s)-3,7,11,15-tetramethylhexadec-2-en-1-ol
(2e,6e)-3,7-dimethyl-9-[(1s)-2,6,6-trimethylcyclohex-2-en-1-yl]nona-2,6-dien-1-yl (9z)-octadec-9-enoate
2-[2-(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)ethyl]-4-(acetyloxy)buta-1,3-dien-1-yl acetate
3-phenylprop-2-en-1-yl 3-(cyclohexa-2,4-dien-1-yl)prop-2-enoate
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
2-[2-(2,2-dimethyl-6-methylidenecyclohexyl)ethyl]but-2-enedial
2-[2-(acetyloxy)ethenyl]-6-(4,8-dimethylnona-3,7-dien-1-yl)-7-oxohept-1-en-1-yl acetate
(3z,4s,6e)-4-(acetyloxy)-3-[(acetyloxy)methylidene]-7,11-dimethyldodeca-6,10-dien-8-yn-1-yl hexadecanoate
3-(6,10-dimethyl-1-oxoundeca-5,9-dien-2-yl)cyclopentane-1,2-dicarbaldehyde
(1e,3z,4r,6e)-1-(acetyloxy)-3-[(acetyloxy)methylidene]-7,11-dimethyldodeca-1,6,10-trien-4-yl acetate
methyl 2-oxo-10,21-diazapentacyclo[12.7.0.0³,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-1(14),3(11),4(9),5,7,12,15(20),16,18-nonaene-12-carboxylate
C21H14N2O3 (342.10043740000003)
(5s)-3-{2-[(1r)-2,2-dimethyl-6-methylidenecyclohexyl]ethyl}-5-hydroxy-5h-furan-2-one
(14z)-11,22-diazapentacyclo[13.7.0.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosa-1,3,5,7,9,12,14,16,18,20-decaene-2,13-dicarboxylic acid
1-(hexadecanoyloxy)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl icosa-5,8,11,14-tetraenoate
(1s,2s)-4-formyl-1-hydroxy-1-methyl-7-(2-methylprop-1-en-1-yl)-2,3-dihydroinden-2-yl acetate
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)