Protocatechuic acid

3,4-dihydroxybenzoic acid

C7H6O4 (154.0266076)


Protocatechuic acid, also known as protocatechuate or 3,4-dihydroxybenzoate, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. The enzyme protocatechuate 3,4-dioxygenase uses 3,4-dihydroxybenzoate and O2 to produce 3-carboxy-cis,cis-muconate. Protocatechuic acid is a drug. In the analogous hardening of the cockroach ootheca, the phenolic substance concerned is protocatechuic acid. Protocatechuic acid is a mild, balsamic, and phenolic tasting compound. Outside of the human body, protocatechuic acid is found, on average, in the highest concentration in a few different foods, such as garden onions, cocoa powders, and star anises and in a lower concentration in lentils, liquors, and red raspberries. Protocatechuic acid has also been detected, but not quantified in several different foods, such as cloud ear fungus, american pokeweeds, common mushrooms, fruits, and feijoa. This could make protocatechuic acid a potential biomarker for the consumption of these foods. It is also found in Allium cepa (17,540 ppm). It is a major metabolite of antioxidant polyphenols found in green tea. Similarly, PCA was reported to increase proliferation and inhibit apoptosis of neural stem cells. In vitro testing documented antioxidant and anti-inflammatory activity of PCA, while liver protection in vivo was measured by chemical markers and histological assessment. 3,4-dihydroxybenzoic acid, also known as protocatechuic acid or 4-carboxy-1,2-dihydroxybenzene, belongs to hydroxybenzoic acid derivatives class of compounds. Those are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. 3,4-dihydroxybenzoic acid is soluble (in water) and a weakly acidic compound (based on its pKa). 3,4-dihydroxybenzoic acid can be synthesized from benzoic acid. 3,4-dihydroxybenzoic acid is also a parent compound for other transformation products, including but not limited to, methyl 3,4-dihydroxybenzoate, ethyl 3,4-dihydroxybenzoate, and 1-(3,4-dihydroxybenzoyl)-beta-D-glucopyranose. 3,4-dihydroxybenzoic acid is a mild, balsamic, and phenolic tasting compound and can be found in a number of food items such as white mustard, grape wine, abalone, and asian pear, which makes 3,4-dihydroxybenzoic acid a potential biomarker for the consumption of these food products. 3,4-dihydroxybenzoic acid can be found primarily in blood, feces, and urine, as well as in human fibroblasts and testes tissues. 3,4-dihydroxybenzoic acid exists in all eukaryotes, ranging from yeast to humans. Protocatechuic acid (PCA) is a dihydroxybenzoic acid, a type of phenolic acid. It is a major metabolite of antioxidant polyphenols found in green tea. It has mixed effects on normal and cancer cells in in vitro and in vivo studies . 3,4-dihydroxybenzoic acid is a dihydroxybenzoic acid in which the hydroxy groups are located at positions 3 and 4. It has a role as a human xenobiotic metabolite, a plant metabolite, an antineoplastic agent, an EC 1.1.1.25 (shikimate dehydrogenase) inhibitor and an EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor. It is a member of catechols and a dihydroxybenzoic acid. It is functionally related to a benzoic acid. It is a conjugate acid of a 3,4-dihydroxybenzoate. 3,4-Dihydroxybenzoic acid is a natural product found in Visnea mocanera, Amomum subulatum, and other organisms with data available. Protocatechuic acid is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Black Cohosh (part of); Vaccinium myrtillus Leaf (part of); Menyanthes trifoliata leaf (part of) ... View More ... A dihydroxybenzoic acid in which the hydroxy groups are located at positions 3 and 4. Protocatechuic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=99-50-3 (retrieved 2024-06-29) (CAS RN: 99-50-3). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Protocatechuic acid is a phenolic compound which exhibits neuroprotective effect. Protocatechuic acid is a phenolic compound which exhibits neuroprotective effect.

   

Taraxerol

(3S,4aR,6aR,8aR,12aR,12bS,14aR,14bR)-4,4,6a,8a,11,11,12b,14b-octamethyl-1,2,3,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicen-3-ol

C30H50O (426.386145)


Taraxerol is a pentacyclic triterpenoid that is oleanan-3-ol lacking the methyl group at position 14, with an alpha-methyl substituent at position 13 and a double bond between positions 14 and 15. It has a role as a metabolite. It is a pentacyclic triterpenoid and a secondary alcohol. Taraxerol is a natural product found in Diospyros morrisiana, Liatris acidota, and other organisms with data available. See also: Myrica cerifera root bark (part of). Constituent of Taraxacum officinale (dandelion). Taraxerol is found in many foods, some of which are kiwi, scarlet bean, prairie turnip, and grapefruit/pummelo hybrid. Taraxerol is found in alcoholic beverages. Taraxerol is a constituent of Taraxacum officinale (dandelion)

   

Friedelin

3(2H)-PICENONE, EICOSAHYDRO-4,4A,6B,8A,11,11,12B,14A-OCTAMETHYL-, (4R-(4.ALPHA.,4A.ALPHA.,6A.BETA.,6B.ALPHA.,8A.ALPHA.,12A.ALPHA.,12B.BETA.,14A.ALPHA.,14B.BETA.))-

C30H50O (426.386145)


Friedelin is a pentacyclic triterpenoid that is perhydropicene which is substituted by an oxo group at position 3 and by methyl groups at the 4, 4a, 6b, 8a, 11, 11, 12b, and 14a-positions (the 4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS-enantiomer). It is the major triterpenoid constituent of cork. It has a role as an anti-inflammatory drug, a non-narcotic analgesic, an antipyretic and a plant metabolite. It is a pentacyclic triterpenoid and a cyclic terpene ketone. Friedelin is a natural product found in Diospyros eriantha, Salacia chinensis, and other organisms with data available. A pentacyclic triterpenoid that is perhydropicene which is substituted by an oxo group at position 3 and by methyl groups at the 4, 4a, 6b, 8a, 11, 11, 12b, and 14a-positions (the 4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS-enantiomer). It is the major triterpenoid constituent of cork. Friedelin is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Friedelin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Friedelin can be found in a number of food items such as pomegranate, sugar apple, apple, and mammee apple, which makes friedelin a potential biomarker for the consumption of these food products. Friedelin is a triterpenoid chemical compound found in Azima tetracantha, Orostachys japonica, and Quercus stenophylla. Friedelin is also found in the roots of the Cannabis plant .

   

Oleanolic acid

(4aS,5S,6aS,6bR,8R,8aR,10S,12aR,12bR,14bS)-10-Hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid

C30H48O3 (456.36032579999994)


Oleanolic acid is a pentacyclic triterpene, found in the non-glyceride fraction of olive pomace oil (Olive pomace oil, also known as "orujo" olive oil, is a blend of refined-pomace oil and virgin olive oil, fit for human consumption). Pentacyclic triterpenes are natural compounds which are widely distributed in plants. These natural products have been demonstrated to possess anti-inflammatory properties. Triterpenoids have been reported to possess antioxidant properties, since they prevent lipid peroxidation and suppress superoxide anion generation. The triterpenes have a history of medicinal use in many Asian countries. Oleanolic acid exhibits both pro- and anti-inflammatory properties depending on chemical structure and dose and may be useful in modulating the immune response; further studies are required to confirm the immunomodulatory behaviour of this triterpenoid, and characterise the mechanisms underlying the biphasic nature of some aspects of the inflammatory response. Oleanolic acid is a ubiquitous triterpenoid in plant kingdom, medicinal herbs, and is an integral part of the human diet. During the last decade over 700 research articles have been published on triterpenoids research, reflecting tremendous interest and progress in our understanding of these compounds. This included the isolation and purification of these tritepernoids from various plants and herbs, the chemical modifications to make more effective and water soluble derivatives, the pharmacological research on their beneficial effects, the toxicity studies, and the clinical use of these triterpenoids in various diseases including anticancer chemotherapies. (PMID:17292619, 15522132, 15994040). Oleanolic acid is a pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. It has a role as a plant metabolite. It is a pentacyclic triterpenoid and a hydroxy monocarboxylic acid. It is a conjugate acid of an oleanolate. It derives from a hydride of an oleanane. Oleanolic acid is a natural product found in Ophiopogon japonicus, Freziera, and other organisms with data available. A pentacyclic triterpene that occurs widely in many PLANTS as the free acid or the aglycone for many SAPONINS. It is biosynthesized from lupane. It can rearrange to the isomer, ursolic acid, or be oxidized to taraxasterol and amyrin. See also: Holy basil leaf (part of); Jujube fruit (part of); Paeonia lactiflora root (part of) ... View More ... Occurs as glycosides in cloves (Syzygium aromaticum), sugar beet (Beta vulgaris), olive leaves, etc. Very widely distributed aglycone A pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. [Raw Data] CBA90_Oleanolic-acid_neg_50eV.txt [Raw Data] CBA90_Oleanolic-acid_neg_20eV.txt [Raw Data] CBA90_Oleanolic-acid_neg_10eV.txt [Raw Data] CBA90_Oleanolic-acid_neg_30eV.txt [Raw Data] CBA90_Oleanolic-acid_neg_40eV.txt Oleanolic acid (Caryophyllin) is a natural compound from plants with anti-tumor activities. Oleanolic acid (Caryophyllin) is a natural compound from plants with anti-tumor activities.

   

Stearic acid

1-Heptadecanecarboxylic acid

C18H36O2 (284.2715156)


Stearic acid, also known as stearate or N-octadecanoic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, stearic acid is considered to be a fatty acid lipid molecule. Stearic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Stearic acid can be synthesized from octadecane. Stearic acid is also a parent compound for other transformation products, including but not limited to, 3-oxooctadecanoic acid, (9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoic acid, and 16-methyloctadecanoic acid. Stearic acid can be found in a number of food items such as green bell pepper, common oregano, ucuhuba, and babassu palm, which makes stearic acid a potential biomarker for the consumption of these food products. Stearic acid can be found primarily in most biofluids, including urine, feces, cerebrospinal fluid (CSF), and sweat, as well as throughout most human tissues. Stearic acid exists in all living species, ranging from bacteria to humans. In humans, stearic acid is involved in the plasmalogen synthesis. Stearic acid is also involved in mitochondrial beta-oxidation of long chain saturated fatty acids, which is a metabolic disorder. Moreover, stearic acid is found to be associated with schizophrenia. Stearic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Stearic acid ( STEER-ik, stee-ARR-ik) is a saturated fatty acid with an 18-carbon chain and has the IUPAC name octadecanoic acid. It is a waxy solid and its chemical formula is C17H35CO2H. Its name comes from the Greek word στέαρ "stéar", which means tallow. The salts and esters of stearic acid are called stearates. As its ester, stearic acid is one of the most common saturated fatty acids found in nature following palmitic acid. The triglyceride derived from three molecules of stearic acid is called stearin . Stearic acid, also known as octadecanoic acid or C18:0, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Stearic acid (its ester is called stearate) is a saturated fatty acid that has 18 carbons and is therefore a very hydrophobic molecule that is practically insoluble in water. It exists as a waxy solid. In terms of its biosynthesis, stearic acid is produced from carbohydrates via the fatty acid synthesis machinery wherein acetyl-CoA contributes two-carbon building blocks, up to the 16-carbon palmitate, via the enzyme complex fatty acid synthase (FA synthase), at which point a fatty acid elongase is needed to further lengthen it. After synthesis, there are a variety of reactions it may undergo, including desaturation to oleate via stearoyl-CoA desaturase (PMID: 16477801). Stearic acid is found in all living organisms ranging from bacteria to plants to animals. It is one of the useful types of saturated fatty acids that comes from many animal and vegetable fats and oils. For example, it is a component of cocoa butter and shea butter. It is used as a food additive, in cleaning and personal care products, and in lubricants. Its name comes from the Greek word stear, which means ‚Äòtallow‚Äô or ‚Äòhard fat‚Äô. Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils. Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils.

   

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].

   
   

Demethylcalabaxanthone

5,8-dihydroxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-2,6-dihydro-1,11-dioxatetracen-6-one

C23H22O5 (378.1467162)


Demethylcalabaxanthone is found in fruits. Demethylcalabaxanthone is a constituent of Garcinia mangostana (mangosteen) Constituent of Garcinia mangostana (mangosteen). Demethylcalabaxanthone is found in fruits and purple mangosteen.

   

Garcinone B

6,8,12-trihydroxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-2,5-dihydro-1,10-dioxatetraphen-5-one

C23H22O6 (394.1416312)


Constituent of Garcinia mangostana (mangosteen). Garcinone B is found in fruits and purple mangosteen. Garcinone B is found in fruits. Garcinone B is a constituent of Garcinia mangostana (mangosteen)

   

Afzelechin

2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

C15H14O5 (274.0841194)


Afzelechin is a flavan-3-ol, a type of flavonoid. It exists as at least 2 major epimers (afzelechin and epi-afzelechin). It is produced through the transformation of cis-3,4lecuopelargonidin through the action of (2R,3S)-catechin:NADP+ 4-oxidoreductase. Afzelechin can be found in many plants native to Asia such as: Astilbe rivularis (also known as waterside astilbe), Bergenia ligulate (also known as Paashaanbhed in Ayurveda traditional Indian medicine), and Wisteria floribunda (Japanese wisteria). Afzelechin also occurs in barley and rye as a member of the proanthocyanidins found in these crop plants. Afzelechin exhibits moderate inhibitory effects on tumor necrosis factor alpha (TNF-α) induced nuclear factor kappa-B (NF-kB) activation in HepG2 cells (PMID: 21985227). Afzelechin is only found in individuals who have consumed barley/rye or taken certain herbal medicines containing this compound.

   

Calanolide A

12-hydroxy-6,6,10,11-tetramethyl-4-propyl-6,10,11,12-tetrahydro-2H-1,5,9-trioxatriphenylen-2-one

C22H26O5 (370.17801460000004)


   

Friedelin

4,4a,6b,8a,11,11,12b,14a-octamethyl-docosahydropicen-3-one

C30H50O (426.386145)


Friedelin is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Friedelin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Friedelin can be found in a number of food items such as apple, pear, mammee apple, and sugar apple, which makes friedelin a potential biomarker for the consumption of these food products. Friedelin is a triterpenoid chemical compound found in Azima tetracantha, Orostachys japonica, and Quercus stenophylla. Friedelin is also found in the roots of the Cannabis plant .

   

Lupenone

1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-one

C30H48O (424.37049579999996)


1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-one belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-one is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Lupenone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Lupenone is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

   

Inophyllolide chromanol

Inophyllolide chromanol

C25H24O5 (404.1623654)


   

brasixanthone C

brasixanthone C

C23H22O7 (410.1365462)


A member of the class of pyranoxanthones that is 2H,6H-pyrano[3,2-b]xanthen-6-one substituted by a 2-hydroperoxy-3-methylbut-3-en-1-yl moiety at position 12, hydroxy groups at positions 5 and 8 and geminal methyl groups at position 2. It is isolated from the stem bark of Calophyllum brasiliense and exhibits significant inhibitory activity against 12-O-tetradecanoylphorbol-13-acetate induced Epstein-Barr virus early antigen activation in Raji cells.

   
   

3,6-Dihydroxy-2-methoxybenzoic acid

3,6-Dihydroxy-2-methoxybenzoic acid

C8H8O5 (184.0371718)


   

Lupenone

(1R,3aR,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-one

C30H48O (424.37049579999996)


Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2]. Lupenone is an orally active lupine-type triterpenoid that can be isolated from Musa basjoo. Lupenone Lupenone plays a role through the PI3K/Akt/mTOR and NF-κB signaling pathways. Lupenone has anti-inflammatory, antiviral, antidiabetic and anticancer activities[1][2][3]. Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2].

   

Taraxerol

(3S,4aR,6aR,8aR,12aR,12bS,14aR,14bR)-4,4,6a,8a,11,11,12b,14b-octamethyl-1,2,3,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicen-3-ol

C30H50O (426.386145)


Taraxerol is a pentacyclic triterpenoid that is oleanan-3-ol lacking the methyl group at position 14, with an alpha-methyl substituent at position 13 and a double bond between positions 14 and 15. It has a role as a metabolite. It is a pentacyclic triterpenoid and a secondary alcohol. Taraxerol is a natural product found in Diospyros morrisiana, Liatris acidota, and other organisms with data available. See also: Myrica cerifera root bark (part of). A pentacyclic triterpenoid that is oleanan-3-ol lacking the methyl group at position 14, with an alpha-methyl substituent at position 13 and a double bond between positions 14 and 15.

   

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].

   
   

Catechol

(+)-Catechin Hydrate

C15H14O6 (290.0790344)


Catechin ((+)-Catechin) inhibits cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM. Catechin ((+)-Catechin) inhibits cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM.

   

stearic acid

stearic acid

C18H36O2 (284.2715156)


Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils. Stearic acid is a long chain dietary saturated fatty acid which exists in many animal and vegetable fats and oils.

   

3,4-Dihydroxybenzoic acid

3,4-Dihydroxybenzoic acid

C7H6O4 (154.0266076)


   

Octadecanoic acid

Octadecanoic acid

C18H36O2 (284.2715156)


A C18 straight-chain saturated fatty acid component of many animal and vegetable lipids. As well as in the diet, it is used in hardening soaps, softening plastics and in making cosmetics, candles and plastics.

   

garcinone B

6,8,12-trihydroxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-2,5-dihydro-1,10-dioxatetraphen-5-one

C23H22O6 (394.1416312)


   

demethylcalabaxanthone

5,8-dihydroxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-2,6-dihydro-1,11-dioxatetracen-6-one

C23H22O5 (378.1467162)


   

8-Desoxygartanin

1,3,5-trihydroxy-2,4-bis(3-methylbut-2-en-1-yl)-9h-xanthen-9-one

C23H24O5 (380.1623654)


8-Deoxygartanin, a prenylated xanthones from G. mangostana, is a selective inhibitor of butyrylcholinesterase (BChE)[1]. 8-Deoxygartanin exhibits antiplasmodial activity with an IC50 of 11.8 μM for the W2 strain of Plasmodium falciparum[2]. 8-Deoxygartanin inhibits NF-κB (p65) activation with an IC50 of 11.3 μM[3]. 8-Deoxygartanin, a prenylated xanthones from G. mangostana, is a selective inhibitor of butyrylcholinesterase (BChE)[1]. 8-Deoxygartanin exhibits antiplasmodial activity with an IC50 of 11.8 μM for the W2 strain of Plasmodium falciparum[2]. 8-Deoxygartanin inhibits NF-κB (p65) activation with an IC50 of 11.3 μM[3].

   

Brasixanthone D

Brasixanthone D

C24H24O7 (424.1521954)


A member of the class of pyranoxanthones that is 2H,6H-pyrano[3,2-b]xanthen-6-one substituted by a 2-[(2S)-3,3-dimethyloxiran-2-yl]-2-hydroxyethyl group at position 12, hydroxy groups at positions 5 and 8 and geminal methyl groups at position 2. It is isolated from the stem bark of Calophyllum brasiliense and exhibits significant inhibitory activity against 12-O-tetradecanoylphorbol-13-acetate induced Epstein-Barr virus early antigen activation in Raji cells.

   

Calanolide A

Calanolide A

C22H26O5 (370.17801460000004)


D000890 - Anti-Infective Agents > D000998 - Antiviral Agents > D044966 - Anti-Retroviral Agents

   

2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

C15H14O5 (274.0841194)


   

3-[(7r,8s)-5-hydroxy-2,2,7,8-tetramethyl-6-oxo-7h,8h-pyrano[3,2-g]chromen-10-yl]-3-phenylpropanoic acid

3-[(7r,8s)-5-hydroxy-2,2,7,8-tetramethyl-6-oxo-7h,8h-pyrano[3,2-g]chromen-10-yl]-3-phenylpropanoic acid

C25H26O6 (422.17292960000003)


   

(3s,4r,4as,6as,6br,8as,12as,12bs,14as,14bs)-8a-(hydroxymethyl)-4,4a,6b,11,11,12b,14a-heptamethyl-hexadecahydropicen-3-ol

(3s,4r,4as,6as,6br,8as,12as,12bs,14as,14bs)-8a-(hydroxymethyl)-4,4a,6b,11,11,12b,14a-heptamethyl-hexadecahydropicen-3-ol

C30H52O2 (444.3967092)


   

(3s)-3-[(2r,3r,8s)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoic acid

(3s)-3-[(2r,3r,8s)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoic acid

C32H46O6 (526.3294215999999)


   

(2r,3r,4s)-2,3,10,10-tetramethyl-6-oxo-8-phenyl-3,4-dihydro-2h-1,5,9-trioxatriphenylen-4-yl acetate

(2r,3r,4s)-2,3,10,10-tetramethyl-6-oxo-8-phenyl-3,4-dihydro-2h-1,5,9-trioxatriphenylen-4-yl acetate

C27H26O6 (446.17292960000003)


   

3-[(2r,3r)-5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]-3-phenylpropanoic acid

3-[(2r,3r)-5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]-3-phenylpropanoic acid

C35H44O6 (560.3137724000001)


   

(10r,11r,12s)-12-(4-bromobenzoyl)-6,6,10,11-tetramethyl-4-phenyl-11,12-dihydro-10h-1,5,9-trioxatriphenylen-2-one

(10r,11r,12s)-12-(4-bromobenzoyl)-6,6,10,11-tetramethyl-4-phenyl-11,12-dihydro-10h-1,5,9-trioxatriphenylen-2-one

C32H27BrO5 (570.1041752)


   

(3r)-3-[(2r,3r,6r)-6-{[(1s,3s)-2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-6-(3-methylbut-3-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid

(3r)-3-[(2r,3r,6r)-6-{[(1s,3s)-2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-hydroxy-2,3-dimethyl-6-(3-methylbut-3-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid

C32H46O6 (526.3294215999999)


   

(2r,3r)-7,9-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-12-methoxy-2,3-dihydro-1,4,5-trioxatetraphen-10-one

(2r,3r)-7,9-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-12-methoxy-2,3-dihydro-1,4,5-trioxatetraphen-10-one

C25H22O11 (498.11620619999997)


   

(5r,15s,16r,17r)-15-hydroxy-4,4,16,17-tetramethyl-9-phenyl-6,12,18-trioxapentacyclo[12.4.0.0²,⁷.0³,⁵.0⁸,¹³]octadeca-1,7,9,13-tetraen-11-one

(5r,15s,16r,17r)-15-hydroxy-4,4,16,17-tetramethyl-9-phenyl-6,12,18-trioxapentacyclo[12.4.0.0²,⁷.0³,⁵.0⁸,¹³]octadeca-1,7,9,13-tetraen-11-one

C25H24O5 (404.1623654)


   

5,9-dihydroxy-10-methoxy-1,1,2-trimethyl-7-(3-methylbut-2-en-1-yl)-2h-furo[2,3-c]xanthen-6-one

5,9-dihydroxy-10-methoxy-1,1,2-trimethyl-7-(3-methylbut-2-en-1-yl)-2h-furo[2,3-c]xanthen-6-one

C24H26O6 (410.17292960000003)


   

1,3,6-trihydroxy-2-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-5-methoxy-7-(3-methylbut-2-en-1-yl)xanthen-9-one

1,3,6-trihydroxy-2-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-5-methoxy-7-(3-methylbut-2-en-1-yl)xanthen-9-one

C24H26O7 (426.1678446)


   

(2s)-4-hydroxy-2-(2-hydroxypropan-2-yl)-5-[(2s)-2-methylbutanoyl]-9-phenyl-2h,3h-furo[2,3-f]chromen-7-one

(2s)-4-hydroxy-2-(2-hydroxypropan-2-yl)-5-[(2s)-2-methylbutanoyl]-9-phenyl-2h,3h-furo[2,3-f]chromen-7-one

C25H26O6 (422.17292960000003)


   

(6r,7r)-6,7,10,10-tetramethyl-4-phenyl-6,7-dihydro-1,5,9-trioxatriphenylene-2,8-dione

(6r,7r)-6,7,10,10-tetramethyl-4-phenyl-6,7-dihydro-1,5,9-trioxatriphenylene-2,8-dione

C25H22O5 (402.1467162)


   

2-hydroxy-1,8-dimethoxyxanthen-9-one

2-hydroxy-1,8-dimethoxyxanthen-9-one

C15H12O5 (272.0684702)


   

5-methoxy-2,2-dimethyl-6-(2-methylbut-2-enoyl)-10-propylpyrano[2,3-h]chromen-8-one

5-methoxy-2,2-dimethyl-6-(2-methylbut-2-enoyl)-10-propylpyrano[2,3-h]chromen-8-one

C23H26O5 (382.17801460000004)


   

1,5-dihydroxy-6,7-dimethoxyxanthen-9-one

1,5-dihydroxy-6,7-dimethoxyxanthen-9-one

C15H12O6 (288.06338519999997)


   

(1s,5r,7r)-1-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-6,6-dimethyl-5,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]nonane-2,4,9-trione

(1s,5r,7r)-1-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-6,6-dimethyl-5,7-bis(3-methylbut-2-en-1-yl)bicyclo[3.3.1]nonane-2,4,9-trione

C31H46O3 (466.34467659999996)


   

(8r,9s)-5-hydroxy-8,9-dimethyl-6-(3-methylbut-2-en-1-yl)-4-phenyl-8h,9h-pyrano[2,3-h]chromene-2,10-dione

(8r,9s)-5-hydroxy-8,9-dimethyl-6-(3-methylbut-2-en-1-yl)-4-phenyl-8h,9h-pyrano[2,3-h]chromene-2,10-dione

C25H24O5 (404.1623654)


   

5,8,9-trihydroxy-2,2-dimethyl-10-(3-methylbut-2-en-1-yl)-1,11-dioxatetracen-6-one

5,8,9-trihydroxy-2,2-dimethyl-10-(3-methylbut-2-en-1-yl)-1,11-dioxatetracen-6-one

C23H22O6 (394.1416312)


   

(3r)-3-[(7r,8s)-5-hydroxy-2,2,7,8-tetramethyl-6-oxo-7h,8h-pyrano[3,2-g]chromen-10-yl]octanoic acid

(3r)-3-[(7r,8s)-5-hydroxy-2,2,7,8-tetramethyl-6-oxo-7h,8h-pyrano[3,2-g]chromen-10-yl]octanoic acid

C24H32O6 (416.2198772)


   

methyl 3-[(2r,3r)-5-methoxy-2,3-dimethyl-6-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-6-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoate

methyl 3-[(2r,3r)-5-methoxy-2,3-dimethyl-6-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-6-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoate

C34H50O6 (554.36072)


   

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

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

C29H50O (414.386145)


   

methyl (3r)-3-[(7s,8r)-5-hydroxy-2,2,7,8-tetramethyl-6-oxo-7h,8h-pyrano[3,2-g]chromen-10-yl]-3-phenylpropanoate

methyl (3r)-3-[(7s,8r)-5-hydroxy-2,2,7,8-tetramethyl-6-oxo-7h,8h-pyrano[3,2-g]chromen-10-yl]-3-phenylpropanoate

C26H28O6 (436.1885788)


   

1,3,5-trihydroxy-2-methoxyxanthen-9-one

1,3,5-trihydroxy-2-methoxyxanthen-9-one

C14H10O6 (274.047736)


   

1,3,6-trihydroxy-2-methoxyxanthen-9-one

1,3,6-trihydroxy-2-methoxyxanthen-9-one

C14H10O6 (274.047736)


   

8a-(hydroxymethyl)-4,4a,6b,11,11,12b,14a-heptamethyl-hexadecahydropicen-3-ol

8a-(hydroxymethyl)-4,4a,6b,11,11,12b,14a-heptamethyl-hexadecahydropicen-3-ol

C30H52O2 (444.3967092)


   

1,3,6-trihydroxy-5-methoxy-2,7-bis(3-methylbut-2-en-1-yl)xanthen-9-one

1,3,6-trihydroxy-5-methoxy-2,7-bis(3-methylbut-2-en-1-yl)xanthen-9-one

C24H26O6 (410.17292960000003)


   

6,11-dihydroxy-2,2-dimethyl-12-(2-methylbut-3-en-2-yl)-1,5-dioxatetraphen-10-one

6,11-dihydroxy-2,2-dimethyl-12-(2-methylbut-3-en-2-yl)-1,5-dioxatetraphen-10-one

C23H22O5 (378.1467162)


   

(2s)-5,9-dihydroxy-10-methoxy-1,1,2-trimethyl-7-(3-methylbut-2-en-1-yl)-2h-furo[2,3-c]xanthen-6-one

(2s)-5,9-dihydroxy-10-methoxy-1,1,2-trimethyl-7-(3-methylbut-2-en-1-yl)-2h-furo[2,3-c]xanthen-6-one

C24H26O6 (410.17292960000003)


   

(3r)-3-[(2r,3r,6s)-6-decyl-5-hydroxy-2,3-dimethyl-4,7-dioxo-6-pentyl-2,3-dihydro-1-benzopyran-8-yl]-3-phenylpropanoic acid

(3r)-3-[(2r,3r,6s)-6-decyl-5-hydroxy-2,3-dimethyl-4,7-dioxo-6-pentyl-2,3-dihydro-1-benzopyran-8-yl]-3-phenylpropanoic acid

C35H50O6 (566.36072)


   

(3r)-3-[(2r,3s)-5-hydroxy-7-methoxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4-oxo-2,3-dihydro-1-benzopyran-6-yl]hexanoic acid

(3r)-3-[(2r,3s)-5-hydroxy-7-methoxy-2,3-dimethyl-8-(3-methylbut-2-en-1-yl)-4-oxo-2,3-dihydro-1-benzopyran-6-yl]hexanoic acid

C23H32O6 (404.2198772)


   

5,9,10-trihydroxy-2,2-dimethyl-8,12-bis(3-methylbut-2-en-1-yl)-1,11-dioxatetracen-6-one

5,9,10-trihydroxy-2,2-dimethyl-8,12-bis(3-methylbut-2-en-1-yl)-1,11-dioxatetracen-6-one

C28H30O6 (462.204228)


   

5-hydroxy-6-[(2r)-2-methylbutanoyl]-4-phenylfuro[2,3-h]chromen-2-one

5-hydroxy-6-[(2r)-2-methylbutanoyl]-4-phenylfuro[2,3-h]chromen-2-one

C22H18O5 (362.1154178)


   

(8r,9r)-5-methoxy-8,9-dimethyl-6-(3-methylbut-2-en-1-yl)-4-phenyl-8h,9h-pyrano[2,3-h]chromene-2,10-dione

(8r,9r)-5-methoxy-8,9-dimethyl-6-(3-methylbut-2-en-1-yl)-4-phenyl-8h,9h-pyrano[2,3-h]chromene-2,10-dione

C26H26O5 (418.17801460000004)


   

5,7-dihydroxy-8-(3-methylbutanoyl)-4-pentylchromen-2-one

5,7-dihydroxy-8-(3-methylbutanoyl)-4-pentylchromen-2-one

C19H24O5 (332.1623654)


   
   

(2s)-5,9,10-trihydroxy-1,1,2-trimethyl-2h-furo[2,3-c]xanthen-6-one

(2s)-5,9,10-trihydroxy-1,1,2-trimethyl-2h-furo[2,3-c]xanthen-6-one

C18H16O6 (328.0946836)


   

methyl 3-[(2r,3r)-6-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-methoxy-2,3-dimethyl-6-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-8-yl]nonanoate

methyl 3-[(2r,3r)-6-{[2,2-dimethyl-3-(prop-1-en-2-yl)cyclobutyl]methyl}-5-methoxy-2,3-dimethyl-6-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-8-yl]nonanoate

C37H56O6 (596.4076676)


   

12-methoxy-6,6,10,11-tetramethyl-4-propyl-11,12-dihydro-10h-1,5,9-trioxatriphenylen-2-one

12-methoxy-6,6,10,11-tetramethyl-4-propyl-11,12-dihydro-10h-1,5,9-trioxatriphenylen-2-one

C23H28O5 (384.1936638)


   

6,8-dihydroxy-1,1,7-tris(3-methylbut-2-en-1-yl)xanthene-2,9-dione

6,8-dihydroxy-1,1,7-tris(3-methylbut-2-en-1-yl)xanthene-2,9-dione

C28H32O5 (448.2249622)


   

(3r)-3-[(7r,8s)-5-hydroxy-2,2,7,8-tetramethyl-6-oxo-7h,8h-pyrano[3,2-g]chromen-10-yl]hexanoic acid

(3r)-3-[(7r,8s)-5-hydroxy-2,2,7,8-tetramethyl-6-oxo-7h,8h-pyrano[3,2-g]chromen-10-yl]hexanoic acid

C22H28O6 (388.1885788)


   

3,8-dihydroxy-2,2-dimethyl-3,4-dihydro-1,12-dioxatetraphen-7-one

3,8-dihydroxy-2,2-dimethyl-3,4-dihydro-1,12-dioxatetraphen-7-one

C18H16O5 (312.0997686)


   

3-[(2s,3r)-7-hydroxy-2,3-dimethyl-6-(3-methylbut-3-en-1-yl)-6-(2-methylprop-1-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]-3-phenylpropanoic acid

3-[(2s,3r)-7-hydroxy-2,3-dimethyl-6-(3-methylbut-3-en-1-yl)-6-(2-methylprop-1-en-1-yl)-4,5-dioxo-2,3-dihydro-1-benzopyran-8-yl]-3-phenylpropanoic acid

C29H34O6 (478.2355264)


   

6-hydroxy-1,2-dimethoxyxanthen-9-one

6-hydroxy-1,2-dimethoxyxanthen-9-one

C15H12O5 (272.0684702)


   

5-hydroxy-7,8-dimethyl-10-(3-methylbut-2-en-1-yl)-4-phenyl-7h,8h-pyrano[3,2-g]chromene-2,6-dione

5-hydroxy-7,8-dimethyl-10-(3-methylbut-2-en-1-yl)-4-phenyl-7h,8h-pyrano[3,2-g]chromene-2,6-dione

C25H24O5 (404.1623654)


   

(3r)-3-[(2s,3r,6r)-5-hydroxy-2,3-dimethyl-6-[(2s)-5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-6-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid

(3r)-3-[(2s,3r,6r)-5-hydroxy-2,3-dimethyl-6-[(2s)-5-methyl-2-(prop-1-en-2-yl)hex-5-en-1-yl]-6-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-8-yl]hexanoic acid

C32H46O6 (526.3294215999999)


   

(5r,5as,7as,7br,9as,13as,13bs,15ar,15bs)-9a-(hydroxymethyl)-5,5a,7b,12,12,13b,15a-heptamethyl-tetradecahydro-1h-chryseno[2,1-c]oxepin-3-one

(5r,5as,7as,7br,9as,13as,13bs,15ar,15bs)-9a-(hydroxymethyl)-5,5a,7b,12,12,13b,15a-heptamethyl-tetradecahydro-1h-chryseno[2,1-c]oxepin-3-one

C30H50O3 (458.37597500000004)


   

3-[(7r,8r)-2,2,7,8-tetramethyl-6h,7h,8h-pyrano[3,2-g]chromen-10-yl]heptanoic acid

3-[(7r,8r)-2,2,7,8-tetramethyl-6h,7h,8h-pyrano[3,2-g]chromen-10-yl]heptanoic acid

C23H32O4 (372.2300472)


   

(3s)-3-[(2r,3s,8s)-5-hydroxy-2,3-dimethyl-8-[(2s)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]-3-phenylpropanoic acid

(3s)-3-[(2r,3s,8s)-5-hydroxy-2,3-dimethyl-8-[(2s)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]-3-phenylpropanoic acid

C35H44O6 (560.3137724000001)


   

(10r,11r,12s)-12-hydroxy-6,6,10,11-tetramethyl-4-phenyl-11,12-dihydro-10h-1,5,9-trioxatriphenylen-2-one

(10r,11r,12s)-12-hydroxy-6,6,10,11-tetramethyl-4-phenyl-11,12-dihydro-10h-1,5,9-trioxatriphenylen-2-one

C25H24O5 (404.1623654)


   

(3r)-3-[(2s,3r)-5-hydroxy-2,3,8,8-tetramethyl-4-oxo-2h,3h-pyrano[2,3-f]chromen-6-yl]hexanoic acid

(3r)-3-[(2s,3r)-5-hydroxy-2,3,8,8-tetramethyl-4-oxo-2h,3h-pyrano[2,3-f]chromen-6-yl]hexanoic acid

C22H28O6 (388.1885788)


   

(3r)-3-[(2r,3r,6s)-4-hydroxy-2,3-dimethyl-6-[(2r)-5-methyl-2-(2-methylprop-1-en-1-yl)hex-5-en-1-yl]-6-(3-methylbut-2-en-1-yl)-5,7-dioxo-2,3-dihydro-1-benzopyran-8-yl]-3-phenylpropanoic acid

(3r)-3-[(2r,3r,6s)-4-hydroxy-2,3-dimethyl-6-[(2r)-5-methyl-2-(2-methylprop-1-en-1-yl)hex-5-en-1-yl]-6-(3-methylbut-2-en-1-yl)-5,7-dioxo-2,3-dihydro-1-benzopyran-8-yl]-3-phenylpropanoic acid

C36H46O6 (574.3294215999999)


   

8-hydroxy-1,2-dimethoxyxanthen-9-one

8-hydroxy-1,2-dimethoxyxanthen-9-one

C15H12O5 (272.0684702)


   

1,3,6,8-tetrahydroxy-2-methoxyxanthen-9-one

1,3,6,8-tetrahydroxy-2-methoxyxanthen-9-one

C14H10O7 (290.042651)


   

4,4,16,17-tetramethyl-9-phenyl-6,12,18-trioxapentacyclo[12.4.0.0²,⁷.0³,⁵.0⁸,¹³]octadeca-1,7,9,13-tetraene-11,15-dione

4,4,16,17-tetramethyl-9-phenyl-6,12,18-trioxapentacyclo[12.4.0.0²,⁷.0³,⁵.0⁸,¹³]octadeca-1,7,9,13-tetraene-11,15-dione

C25H22O5 (402.1467162)


   
   

(3r)-3-[(2r,3s,8r)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoic acid

(3r)-3-[(2r,3s,8r)-5-hydroxy-2,3-dimethyl-8-[(2r)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl]hexanoic acid

C32H46O6 (526.3294215999999)


   

3,4-dihydroxy-2,2-dimethyl-3,4-dihydro-1,12-dioxatetraphen-7-one

3,4-dihydroxy-2,2-dimethyl-3,4-dihydro-1,12-dioxatetraphen-7-one

C18H16O5 (312.0997686)


   

3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}hexanoic acid

3-{5-hydroxy-2,3-dimethyl-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-8-(3-methylbut-2-en-1-yl)-4,7-dioxo-2,3-dihydro-1-benzopyran-6-yl}hexanoic acid

C32H46O6 (526.3294215999999)


   

8-[(2r,3s)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydro-1-benzopyran-3-yl]-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one

8-[(2r,3s)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydro-1-benzopyran-3-yl]-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one

C30H20O12 (572.095472)