NCBI Taxonomy: 76433

Cyperus longus (ncbi_taxid: 76433)

found 232 associated metabolites at species taxonomy rank level.

Ancestor: C4 Cyperus incertae sedis

Child Taxonomies: none taxonomy data.

Epicatechin

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

C15H14O6 (290.0790344)


Epicatechin is an antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms. Catechin is a tannin peculiar to green and white tea because the black tea oxidation process reduces catechins in black tea. Catechin is a powerful, water soluble polyphenol and antioxidant that is easily oxidized. Several thousand types are available in the plant world. As many as two thousand are known to have a flavon structure and are called flavonoids. Catechin is one of them. Green tea is manufactured from fresh, unfermented tea leaves; the oxidation of catechins is minimal, and hence they are able to serve as antioxidants. Researchers believe that catechin is effective because it easily sticks to proteins, blocking bacteria from adhering to cell walls and disrupting their ability to destroy them. Viruses have hooks on their surfaces and can attach to cell walls. The catechin in green tea prevents viruses from adhering and causing harm. Catechin reacts with toxins created by harmful bacteria (many of which belong to the protein family) and harmful metals such as lead, mercury, chrome, and cadmium. From its NMR espectra, there is a doubt on 2 and 3 atoms configuration. It seems to be that they are in trans position. Epicatechin, also known as (+)-cyanidanol-3 or 2,3-cis-epicatechin, is a member of the class of compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-tiol. Thus, epicatechin is considered to be a flavonoid lipid molecule. Epicatechin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Epicatechin can be found in cashew nut, which makes epicatechin a potential biomarker for the consumption of this food product. Epicatechin can be found primarily in blood, feces, and urine, as well as throughout most human tissues. Epicatechin is a flavan-3-ol, a type of natural phenol and antioxidant. It is a plant secondary metabolite. It belongs to the group of flavan-3-ols (or simply flavanols), part of the chemical family of flavonoids . (-)-epicatechin is a catechin with (2R,3R)-configuration. It has a role as an antioxidant. It is a polyphenol and a catechin. It is an enantiomer of a (+)-epicatechin. Epicatechin has been used in trials studying the treatment of Pre-diabetes. (-)-Epicatechin is a natural product found in Visnea mocanera, Litsea rotundifolia, and other organisms with data available. An antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms. See also: Crofelemer (monomer of); Bilberry (part of); Cats Claw (part of) ... View More ... A catechin with (2R,3R)-configuration. [Raw Data] CB030_(-)-Epicatechin_pos_20eV_CB000016.txt [Raw Data] CB030_(-)-Epicatechin_pos_50eV_CB000016.txt [Raw Data] CB030_(-)-Epicatechin_pos_40eV_CB000016.txt [Raw Data] CB030_(-)-Epicatechin_pos_10eV_CB000016.txt [Raw Data] CB030_(-)-Epicatechin_pos_30eV_CB000016.txt [Raw Data] CB030_(-)-Epicatechin_neg_50eV_000009.txt [Raw Data] CB030_(-)-Epicatechin_neg_30eV_000009.txt [Raw Data] CB030_(-)-Epicatechin_neg_10eV_000009.txt [Raw Data] CB030_(-)-Epicatechin_neg_40eV_000009.txt [Raw Data] CB030_(-)-Epicatechin_neg_20eV_000009.txt Epicatechin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=490-46-0 (retrieved 2024-07-09) (CAS RN: 490-46-0). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). (-)-Epicatechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 3.2 μM. (-)-Epicatechin inhibits the IL-1β-induced expression of iNOS by blocking the nuclear localization of the p65 subunit of NF-κB. (-)-Epicatechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 3.2 μM. (-)-Epicatechin inhibits the IL-1β-induced expression of iNOS by blocking the nuclear localization of the p65 subunit of NF-κB. (-)-Epicatechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 3.2 μM. (-)-Epicatechin inhibits the IL-1β-induced expression of iNOS by blocking the nuclear localization of the p65 subunit of NF-κB. (-)-Epicatechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 3.2 μM. (-)-Epicatechin inhibits the IL-1β-induced expression of iNOS by blocking the nuclear localization of the p65 subunit of NF-κB.

   

Catechin

(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

C15H14O6 (290.0790344)


Catechin, also known as cyanidanol or catechuic acid, belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-tiol. Catechin also belongs to the group of compounds known as flavan-3-ols (or simply flavanols), part of the chemical family of flavonoids. Catechin is one of the 4 catechin known diastereoisomers. Two of the isomers are in trans configuration and are called catechin and the other two are in cis configuration and are called epicatechin. The most common catechin isomer is the (+)-catechin. The other stereoisomer is (-)-catechin or ent-catechin. The most common epicatechin isomer is (-)-epicatechin. Catechin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Catechin is a bitter tasting compound and is associated with the bitterness in tea. Catechin is a plant secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Catechin is an antioxidant flavonoid, occurring especially in woody plants as both Catechin and (-)-Catechin (cis) forms. Outside of the human body, Catechin is found, on average, in the highest concentration in foods, such as blackcurrants (Ribes nigrum), evergreen blackberries (Rubus laciniatus), and blackberries (Rubus) and in a lower concentration in dills (Anethum graveolens), hot chocolates, and medlars (Mespilus germanica). Catechin has also been detected, but not quantified in, several different foods, such as rice (Oryza sativa), apple ciders, peanuts (Arachis hypogaea), fruit juices, and red teas. This could make catechin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Catechin. (+)-catechin is the (+)-enantiomer of catechin and a polyphenolic antioxidant plant metabolite. It has a role as an antioxidant and a plant metabolite. It is an enantiomer of a (-)-catechin. An antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms. Cianidanol is a natural product found in Visnea mocanera, Salacia chinensis, and other organisms with data available. Catechin is a metabolite found in or produced by Saccharomyces cerevisiae. An antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms. See also: Gallocatechin (related); Crofelemer (monomer of); Bilberry (part of) ... View More ... Present in red wine. Widespread in plants; found in a variety of foodstuffs especies apricots, broad beans, cherries, chocolate, grapes, nectarines, red wine, rhubarb, strawberries and tea The (+)-enantiomer of catechin and a polyphenolic antioxidant plant metabolite. Catechin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=154-23-4 (retrieved 2024-07-12) (CAS RN: 154-23-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). (±)-Catechin (rel-Cianidanol) is the racemate of Catechin. (±)-Catechin has two steric forms of (+)-Catechin and its enantiomer (-)-Catechin. (+)-Catechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM. Anticancer, anti-obesity, antidiabetic, anticardiovascular, anti-infectious, hepatoprotective, and neuroprotective effects[1]. (±)-Catechin (rel-Cianidanol) is the racemate of Catechin. (±)-Catechin has two steric forms of (+)-Catechin and its enantiomer (-)-Catechin. (+)-Catechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM. Anticancer, anti-obesity, antidiabetic, anticardiovascular, anti-infectious, hepatoprotective, and neuroprotective effects[1]. 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.

   

Luteolin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

C15H10O6 (286.047736)


Luteolin is a naturally occurring flavonoid. (PMID:17168665). The flavonoids are polyphenolic compounds found as integral components of the human diet. They are universally present as constituents of flowering plants, particularly of food plants. The flavonoids are phenyl substituted chromones (benzopyran derivatives) consisting of a 15-carbon basic skeleton (C6-C3-C6), composed of a chroman (C6-C3) nucleus (the benzo ring A and the heterocyclic ring C), also shared by the tocopherols, with a phenyl (the aromatic ring B) substitution usually at the 2-position. Different substitutions can typically occur in the rings, A and B. Several plants and spices containing flavonoid derivatives have found application as disease preventive and therapeutic agents in traditional medicine in Asia for thousands of years. The selection of a particular food plant, plant tissue or herb for its potential health benefits appears to mirror its flavonoid composition. The much lower risk of colon, prostate and breast cancers in Asians, who consume more vegetables, fruits and tea than populations in the Western hemisphere do, raises the question of whether flavonoid components mediate the protective effects of diets rich in these foodstuffs by acting as natural chemopreventive and anticancer agents. An impressive body of information exists on the antitumoral action of plant flavonoids. In vitro work has concentrated on the direct and indirect actions of flavonoids on tumor cells, and has found a variety of anticancer effects such as cell growth and kinase activity inhibition, apoptosis induction, suppression of the secretion of matrix metalloproteinases and of tumor invasive behavior. Furthermore, some studies have reported the impairment of in vivo angiogenesis by dietary flavonoids. Experimental animal studies indicate that certain dietary flavonoids possess antitumoral activity. The hydroxylation pattern of the B ring of the flavones and flavonols, such as luteolin seems to critically influence their activities, especially the inhibition of protein kinase activity and antiproliferation. The different mechanisms underlying the potential anticancer action of plant flavonoids await further elucidation. Certain dietary flavonols and flavones targeting cell surface signal transduction enzymes, such as protein tyrosine and focal adhesion kinases, and the processes of angiogenesis appear to be promising candidates as anticancer agents. Further in vivo studies of these bioactive constituents is deemed necessary in order to develop flavonoid-based anticancer strategies. In view of the increasing interest in the association between dietary flavonoids and cancer initiation and progression, this important field is likely to witness expanded effort and to attract and stimulate further vigorous investigations (PMID:16097445). Luteolin is a tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 4, 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers. It has a role as an EC 2.3.1.85 (fatty acid synthase) inhibitor, an antineoplastic agent, a vascular endothelial growth factor receptor antagonist, a plant metabolite, a nephroprotective agent, an angiogenesis inhibitor, a c-Jun N-terminal kinase inhibitor, an anti-inflammatory agent, an apoptosis inducer, a radical scavenger and an immunomodulator. It is a 3-hydroxyflavonoid and a tetrahydroxyflavone. It is a conjugate acid of a luteolin-7-olate. Luteolin is a natural product found in Verbascum lychnitis, Carex fraseriana, and other organisms with data available. Luteolin is a naturally-occurring flavonoid, with potential anti-oxidant, anti-inflammatory, apoptosis-inducing and chemopreventive activities. Upon administration, luteolin scavenges free radicals, protects cells from reactive oxygen species (ROS)-induced damage and induces direct cell cycle arrest and apoptosis in tumor cells. This inhibits tumor cell proliferation and suppresses metastasis. 5,7,3,4-tetrahydroxy-flavone, one of the FLAVONES. See also: Chamomile (part of); Cannabis sativa subsp. indica top (part of); Fenugreek seed (part of). A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 4, 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers. Flavone v. widespread in plant world; found especies in celery, peppermint, rosemary, thyme and Queen Annes Lace leaves (wild carrot). Potential nutriceutical. Luteolin is found in many foods, some of which are soy bean, ginger, abalone, and swiss chard. Acquisition and generation of the data is financially supported in part by CREST/JST. IPB_RECORD: 361; CONFIDENCE confident structure CONFIDENCE standard compound; INTERNAL_ID 48 Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3]. Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3].

   

Resveratrol

(E)-5-(2-(4-hydroxyphenyl)ethenyl)-1,3-benzenediol(E)-5-(2-(4-hydroxyphenyl)ethenyl)-1,3-benzenediol

C14H12O3 (228.0786402)


Resveratrol is a stilbenol that is stilbene in which the phenyl groups are substituted at positions 3, 5, and 4 by hydroxy groups. It has a role as a phytoalexin, an antioxidant, a glioma-associated oncogene inhibitor and a geroprotector. It is a stilbenol, a polyphenol and a member of resorcinols. Resveratrol (3,5,4-trihydroxystilbene) is a polyphenolic phytoalexin. It is a stilbenoid, a derivate of stilbene, and is produced in plants with the help of the enzyme stilbene synthase. It exists as cis-(Z) and trans-(E) isomers. The trans- form can undergo isomerisation to the cis- form when heated or exposed to ultraviolet irradiation. In a 2004 issue of Science, Dr. Sinclair of Harvard University said resveratrol is not an easy molecule to protect from oxidation. It has been claimed that it is readily degraded by exposure to light, heat, and oxygen. However, studies find that Trans-resveratrol undergoes negligible oxidation in normal atmosphere at room temperature. Resveratrol is a plant polyphenol found in high concentrations in red grapes that has been proposed as a treatment for hyperlipidemia and to prevent fatty liver, diabetes, atherosclerosis and aging. Resveratrol use has not been associated with serum enzyme elevations or with clinically apparent liver injury. Resveratrol is a natural product found in Vitis rotundifolia, Vitis amurensis, and other organisms with data available. Resveratrol is a phytoalexin derived from grapes and other food products with antioxidant and potential chemopreventive activities. Resveratrol induces phase II drug-metabolizing enzymes (anti-initiation activity); mediates anti-inflammatory effects and inhibits cyclooxygenase and hydroperoxidase functions (anti-promotion activity); and induces promyelocytic leukemia cell differentiation (anti-progression activity), thereby exhibiting activities in three major steps of carcinogenesis. This agent may inhibit TNF-induced activation of NF-kappaB in a dose- and time-dependent manner. (NCI05) Resveratrol is a metabolite found in or produced by Saccharomyces cerevisiae. A stilbene and non-flavonoid polyphenol produced by various plants including grapes and blueberries. It has anti-oxidant, anti-inflammatory, cardioprotective, anti-mutagenic, and anti-carcinogenic properties. It also inhibits platelet aggregation and the activity of several DNA HELICASES in vitro. Resveratrol is a polyphenolic phytoalexin. It is also classified as a stilbenoid, a derivate of stilbene, and is produced in plants with the help of the enzyme stilbene synthase. The levels of resveratrol found in food vary greatly. Red wine contains between 0.2 and 5.8 mg/L depending on the grape variety, while white wine has much less. The reason for this difference is that red wine is fermented with grape skins, allowing the wine to absorb the resveratrol, whereas white wine is fermented after the skin has been removed. Resveratrol is also sold as a nutritional supplement. A number of beneficial health effects, such as anti-cancer, antiviral, neuroprotective, anti-aging, anti-inflammatory, and life-prolonging effects have been reported for resveratrol. The fact that resveratrol is found in the skin of red grapes and as a constituent of red wine may explain the "French paradox". This paradox is based on the observation that the incidence of coronary heart disease is relatively low in southern France despite high dietary intake of saturated fats. Resveratrol is thought to achieve these cardioprotective effects by a number of different routes: (1) inhibition of vascular cell adhesion molecule expression; (2) inhibition of vascular smooth muscle cell proliferation; (3) stimulation of endothelial nitric oxide synthase (eNOS) activity; (4) inhibition of platelet aggregation; and (5) inhibition of LDL peroxidation (PMID: 17875315, 14676260, 9678525). Resveratrol is a biomarker for the consumption of grapes and raisins. A stilbenol that is stilbene in which the phenyl groups are substituted at positions 3, 5, and 4 by hydroxy groups. COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials D006401 - Hematologic Agents > D010975 - Platelet Aggregation Inhibitors C1892 - Chemopreventive Agent > C54630 - Phase II Enzymes Inducer D020011 - Protective Agents > D000975 - Antioxidants C26170 - Protective Agent > C275 - Antioxidant D004791 - Enzyme Inhibitors Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS CONFIDENCE standard compound; INTERNAL_ID 1110; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9638; ORIGINAL_PRECURSOR_SCAN_NO 9635 CONFIDENCE standard compound; INTERNAL_ID 1110; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9646; ORIGINAL_PRECURSOR_SCAN_NO 9641 CONFIDENCE standard compound; INTERNAL_ID 1110; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4381; ORIGINAL_PRECURSOR_SCAN_NO 4379 CONFIDENCE standard compound; INTERNAL_ID 1110; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9607; ORIGINAL_PRECURSOR_SCAN_NO 9606 CONFIDENCE standard compound; INTERNAL_ID 1110; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9642; ORIGINAL_PRECURSOR_SCAN_NO 9638 CONFIDENCE standard compound; INTERNAL_ID 1110; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4383; ORIGINAL_PRECURSOR_SCAN_NO 4379 CONFIDENCE standard compound; INTERNAL_ID 1110; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4396; ORIGINAL_PRECURSOR_SCAN_NO 4394 CONFIDENCE standard compound; INTERNAL_ID 1110; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4381; ORIGINAL_PRECURSOR_SCAN_NO 4376 CONFIDENCE standard compound; INTERNAL_ID 1110; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9641; ORIGINAL_PRECURSOR_SCAN_NO 9638 CONFIDENCE standard compound; INTERNAL_ID 1110; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4375; ORIGINAL_PRECURSOR_SCAN_NO 4373 CONFIDENCE standard compound; INTERNAL_ID 1110; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9614; ORIGINAL_PRECURSOR_SCAN_NO 9611 CONFIDENCE standard compound; INTERNAL_ID 1110; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4398; ORIGINAL_PRECURSOR_SCAN_NO 4397 IPB_RECORD: 1781; CONFIDENCE confident structure IPB_RECORD: 321; CONFIDENCE confident structure Resveratrol (trans-Resveratrol; SRT501), a natural polyphenolic phytoalexin that possesses anti-oxidant, anti-inflammatory, cardioprotective, and anti-cancer properties. Resveratrol (SRT 501) has a wide spectrum of targets including mTOR, JAK, β-amyloid, Adenylyl cyclase, IKKβ, DNA polymerase. Resveratrol also is a specific SIRT1 activator[1][2][3][4]. Resveratrol is a potent pregnane X receptor (PXR) inhibitor[5]. Resveratrol is an Nrf2 activator, ameliorates aging-related progressive renal injury in mice model[6]. Resveratrol increases production of NO in endothelial cells[7]. Resveratrol (trans-Resveratrol; SRT501), a natural polyphenolic phytoalexin that possesses anti-oxidant, anti-inflammatory, cardioprotective, and anti-cancer properties. Resveratrol (SRT 501) has a wide spectrum of targets including mTOR, JAK, β-amyloid, Adenylyl cyclase, IKKβ, DNA polymerase. Resveratrol also is a specific SIRT1 activator[1][2][3][4]. Resveratrol is a potent pregnane X receptor (PXR) inhibitor[5]. Resveratrol is an Nrf2 activator, ameliorates aging-related progressive renal injury in mice model[6]. Resveratrol increases production of NO in endothelial cells[7]. Resveratrol (trans-Resveratrol; SRT501), a natural polyphenolic phytoalexin that possesses anti-oxidant, anti-inflammatory, cardioprotective, and anti-cancer properties. Resveratrol (SRT 501) has a wide spectrum of targets including mTOR, JAK, β-amyloid, Adenylyl cyclase, IKKβ, DNA polymerase. Resveratrol also is a specific SIRT1 activator[1][2][3][4]. Resveratrol is a potent pregnane X receptor (PXR) inhibitor[5]. Resveratrol is an Nrf2 activator, ameliorates aging-related progressive renal injury in mice model[6]. Resveratrol increases production of NO in endothelial cells[7].

   

3,3',4'5-Tetrahydroxystilbene

(E)-4-[2-(3,5Dihydroxyphenyl)ethenyl]1,2-benzenediol, 3,3a?4,5a?Tetrahydroxy-trans-stilbene

C14H12O4 (244.0735552)


Piceatannol is a stilbenol that is trans-stilbene in which one of the phenyl groups is substituted by hydroxy groups at positions 3 and 4, while the other phenyl group is substituted by hydroxy groups at positions 3 and 5. It has a role as a protein kinase inhibitor, a tyrosine kinase inhibitor, an antineoplastic agent, a plant metabolite, a hypoglycemic agent, an apoptosis inducer and a geroprotector. It is a stilbenol, a member of resorcinols, a member of catechols and a polyphenol. It derives from a hydride of a trans-stilbene. Piceatannol is a natural product found in Vitis amurensis, Smilax bracteata, and other organisms with data available. Piceatannol is a polyhydroxylated stilbene extract from the seeds of Euphorbia lagascae, which inhibits protein tyrosine kinase Syk and induces apoptosis. (NCI) Piceatannol is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Wine grape (part of); Robinia pseudoacacia whole (part of); Tsuga canadensis bark (part of). 3,3,45-Tetrahydroxystilbene (or Piceatannol) is a phenolic stilbenoid. It is a metabolite of resveratrol found in red wine. A viral protein-tyrosine kinase (LMP2A) implicated in leukemia, non-Hodgkins lymphoma and other diseases associated with Epstein-Barr virus, was recently found to be blocked by picetannol in vitro (PMID 2590224). Therefore there is research interest in piceatannol as an anti-cancer and anti-EBV drug. Piceatannol can also act as an agonist for estrogen receptor alpha in human breast cancer cells (PMID: 16216908). [HMDB] 3,3,45-Tetrahydroxystilbene (or Piceatannol) is a phenolic stilbenoid. It is a metabolite of resveratrol found in red wine. A viral protein-tyrosine kinase (LMP2A) implicated in leukemia, non-Hodgkins lymphoma and other diseases associated with Epstein-Barr virus, was recently found to be blocked by picetannol in vitro (PMID 2590224). Therefore there is research interest in piceatannol as an anti-cancer and anti-EBV drug. Piceatannol can also act as an agonist for estrogen receptor alpha in human breast cancer cells (PMID: 16216908). A stilbenol that is trans-stilbene in which one of the phenyl groups is substituted by hydroxy groups at positions 3 and 4, while the other phenyl group is substituted by hydroxy groups at positions 3 and 5. C471 - Enzyme Inhibitor > C1404 - Protein Kinase Inhibitor > C1967 - Tyrosine Kinase Inhibitor Piceatannol is a well-known Syk inhibitor and reduces the expression of iNOS induced by TNF. Piceatannol is an effective agent for research of acute lung injury (ALI)[1]. Piceatannol is a naturally occurring polyphenolic stilbene found in various fruits and vegetables and exhibits anticancer and anti-inflammatory properties[2]. Piceatannol induces apoptosis in DLBCL cell lines[3]. Piceatannol induces autophagy and apoptosis in MOLT-4 human leukemia cells[4]. Piceatannol is a well-known Syk inhibitor and reduces the expression of iNOS induced by TNF. Piceatannol is an effective agent for research of acute lung injury (ALI)[1]. Piceatannol is a naturally occurring polyphenolic stilbene found in various fruits and vegetables and exhibits anticancer and anti-inflammatory properties[2]. Piceatannol induces apoptosis in DLBCL cell lines[3]. Piceatannol induces autophagy and apoptosis in MOLT-4 human leukemia cells[4].

   

1,3-Benzenediol, 5-[(1Z)-2-(4-hydroxyphenyl)ethenyl]-

1,3-Benzenediol, 5-[(1Z)-2-(4-hydroxyphenyl)ethenyl]-

C14H12O3 (228.0786402)


Resveratrol (trans-Resveratrol; SRT501), a natural polyphenolic phytoalexin that possesses anti-oxidant, anti-inflammatory, cardioprotective, and anti-cancer properties. Resveratrol (SRT 501) has a wide spectrum of targets including mTOR, JAK, β-amyloid, Adenylyl cyclase, IKKβ, DNA polymerase. Resveratrol also is a specific SIRT1 activator[1][2][3][4]. Resveratrol is a potent pregnane X receptor (PXR) inhibitor[5]. Resveratrol is an Nrf2 activator, ameliorates aging-related progressive renal injury in mice model[6]. Resveratrol increases production of NO in endothelial cells[7]. Resveratrol (trans-Resveratrol; SRT501), a natural polyphenolic phytoalexin that possesses anti-oxidant, anti-inflammatory, cardioprotective, and anti-cancer properties. Resveratrol (SRT 501) has a wide spectrum of targets including mTOR, JAK, β-amyloid, Adenylyl cyclase, IKKβ, DNA polymerase. Resveratrol also is a specific SIRT1 activator[1][2][3][4]. Resveratrol is a potent pregnane X receptor (PXR) inhibitor[5]. Resveratrol is an Nrf2 activator, ameliorates aging-related progressive renal injury in mice model[6]. Resveratrol increases production of NO in endothelial cells[7]. Resveratrol (trans-Resveratrol; SRT501), a natural polyphenolic phytoalexin that possesses anti-oxidant, anti-inflammatory, cardioprotective, and anti-cancer properties. Resveratrol (SRT 501) has a wide spectrum of targets including mTOR, JAK, β-amyloid, Adenylyl cyclase, IKKβ, DNA polymerase. Resveratrol also is a specific SIRT1 activator[1][2][3][4]. Resveratrol is a potent pregnane X receptor (PXR) inhibitor[5]. Resveratrol is an Nrf2 activator, ameliorates aging-related progressive renal injury in mice model[6]. Resveratrol increases production of NO in endothelial cells[7].

   

Sobrepin

5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-en-1-ol

C10H18O2 (170.1306728)


   

Pallidol

8,16-bis(4-hydroxyphenyl)tetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-2,4,6,10(15),11,13-hexaene-4,6,12,14-tetrol

C28H22O6 (454.1416312)


Pallidol is a member of the class of compounds known as indanes. Indanes are compounds containing an indane moiety, which consists of a cyclopentane fused to a benzene ring. Pallidol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Pallidol can be found in grape wine, which makes pallidol a potential biomarker for the consumption of this food product. Pallidol is a resveratrol dimer. It can be found in red wine, in Cissus pallida or in Parthenocissus laetevirens .

   

Piceatannol

4-[(Z)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol

C14H12O4 (244.0735552)


Piceatannol, also known as (Z)-3,5,3,4-tetrahydroxystilbene, is a member of the class of compounds known as stilbenes. Stilbenes are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Piceatannol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Piceatannol can be synthesized from cis-stilbene. Piceatannol can also be synthesized into cis-astringin. Piceatannol can be found in common grape and grape wine, which makes piceatannol a potential biomarker for the consumption of these food products. Piceatannol is a stilbenoid, a type of phenolic compound .

   

Resveratrol

3,4,5-Trihydroxystilbene

C14H12O3 (228.0786402)


COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials D006401 - Hematologic Agents > D010975 - Platelet Aggregation Inhibitors C1892 - Chemopreventive Agent > C54630 - Phase II Enzymes Inducer D020011 - Protective Agents > D000975 - Antioxidants CONFIDENCE standard compound; EAWAG_UCHEM_ID 3241 C26170 - Protective Agent > C275 - Antioxidant D004791 - Enzyme Inhibitors Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Resveratrol (trans-Resveratrol; SRT501), a natural polyphenolic phytoalexin that possesses anti-oxidant, anti-inflammatory, cardioprotective, and anti-cancer properties. Resveratrol (SRT 501) has a wide spectrum of targets including mTOR, JAK, β-amyloid, Adenylyl cyclase, IKKβ, DNA polymerase. Resveratrol also is a specific SIRT1 activator[1][2][3][4]. Resveratrol is a potent pregnane X receptor (PXR) inhibitor[5]. Resveratrol is an Nrf2 activator, ameliorates aging-related progressive renal injury in mice model[6]. Resveratrol increases production of NO in endothelial cells[7]. Resveratrol (trans-Resveratrol; SRT501), a natural polyphenolic phytoalexin that possesses anti-oxidant, anti-inflammatory, cardioprotective, and anti-cancer properties. Resveratrol (SRT 501) has a wide spectrum of targets including mTOR, JAK, β-amyloid, Adenylyl cyclase, IKKβ, DNA polymerase. Resveratrol also is a specific SIRT1 activator[1][2][3][4]. Resveratrol is a potent pregnane X receptor (PXR) inhibitor[5]. Resveratrol is an Nrf2 activator, ameliorates aging-related progressive renal injury in mice model[6]. Resveratrol increases production of NO in endothelial cells[7]. Resveratrol (trans-Resveratrol; SRT501), a natural polyphenolic phytoalexin that possesses anti-oxidant, anti-inflammatory, cardioprotective, and anti-cancer properties. Resveratrol (SRT 501) has a wide spectrum of targets including mTOR, JAK, β-amyloid, Adenylyl cyclase, IKKβ, DNA polymerase. Resveratrol also is a specific SIRT1 activator[1][2][3][4]. Resveratrol is a potent pregnane X receptor (PXR) inhibitor[5]. Resveratrol is an Nrf2 activator, ameliorates aging-related progressive renal injury in mice model[6]. Resveratrol increases production of NO in endothelial cells[7].

   

Clovanediol

Clovane-2beta,9alpha-diol

C15H26O2 (238.1932696)


   

Luteolin

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy- (9CI)

C15H10O6 (286.047736)


Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.976 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.975 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.968 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.971 Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3]. Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3].

   

Catechin

(+)-Catechin Hydrate

C15H14O6 (290.0790344)


Annotation level-1 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.

   

pallidol

pallidol

C28H22O6 (454.1416312)


A tetracyclic stilbenoid that is a homodimer obtained by cyclodimerisation of resveratrol.

   

Resveratrol

trans-resveratrol

C14H12O3 (228.0786402)


Resveratrol, also known as 3,4,5-trihydroxystilbene or trans-resveratrol, is a member of the class of compounds known as stilbenes. Stilbenes are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Thus, resveratrol is considered to be an aromatic polyketide lipid molecule. Resveratrol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Resveratrol is a bitter tasting compound and can be found in a number of food items such as broccoli, yellow wax bean, bilberry, and turnip, which makes resveratrol a potential biomarker for the consumption of these food products. Resveratrol can be found primarily in urine, as well as throughout most human tissues. Resveratrol exists in all eukaryotes, ranging from yeast to humans. Resveratrol (3,5,4′-trihydroxy-trans-stilbene) is a stilbenoid, a type of natural phenol, and a phytoalexin produced by several plants in response to injury or, when the plant is under attack by pathogens such as bacteria or fungi. Sources of resveratrol in food include the skin of grapes, blueberries, raspberries, mulberries . Resveratrol suppresses NF-kappaB (NF-kappaB) activation in HSV infected cells. Reports have indicated that HSV activates NF-kappaB during productive infection and this may be an essential aspect of its replication scheme [PMID: 9705914] (DrugBank). relative retention time with respect to 9-anthracene Carboxylic Acid is 0.738 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.740 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.730 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.733 Acquisition and generation of the data is financially supported by the Max-Planck-Society COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials D006401 - Hematologic Agents > D010975 - Platelet Aggregation Inhibitors C1892 - Chemopreventive Agent > C54630 - Phase II Enzymes Inducer D020011 - Protective Agents > D000975 - Antioxidants C26170 - Protective Agent > C275 - Antioxidant D004791 - Enzyme Inhibitors Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS IPB_RECORD: 2101; CONFIDENCE confident structure IPB_RECORD: 2901; CONFIDENCE confident structure Resveratrol (trans-Resveratrol; SRT501), a natural polyphenolic phytoalexin that possesses anti-oxidant, anti-inflammatory, cardioprotective, and anti-cancer properties. Resveratrol (SRT 501) has a wide spectrum of targets including mTOR, JAK, β-amyloid, Adenylyl cyclase, IKKβ, DNA polymerase. Resveratrol also is a specific SIRT1 activator[1][2][3][4]. Resveratrol is a potent pregnane X receptor (PXR) inhibitor[5]. Resveratrol is an Nrf2 activator, ameliorates aging-related progressive renal injury in mice model[6]. Resveratrol increases production of NO in endothelial cells[7]. Resveratrol (trans-Resveratrol; SRT501), a natural polyphenolic phytoalexin that possesses anti-oxidant, anti-inflammatory, cardioprotective, and anti-cancer properties. Resveratrol (SRT 501) has a wide spectrum of targets including mTOR, JAK, β-amyloid, Adenylyl cyclase, IKKβ, DNA polymerase. Resveratrol also is a specific SIRT1 activator[1][2][3][4]. Resveratrol is a potent pregnane X receptor (PXR) inhibitor[5]. Resveratrol is an Nrf2 activator, ameliorates aging-related progressive renal injury in mice model[6]. Resveratrol increases production of NO in endothelial cells[7]. Resveratrol (trans-Resveratrol; SRT501), a natural polyphenolic phytoalexin that possesses anti-oxidant, anti-inflammatory, cardioprotective, and anti-cancer properties. Resveratrol (SRT 501) has a wide spectrum of targets including mTOR, JAK, β-amyloid, Adenylyl cyclase, IKKβ, DNA polymerase. Resveratrol also is a specific SIRT1 activator[1][2][3][4]. Resveratrol is a potent pregnane X receptor (PXR) inhibitor[5]. Resveratrol is an Nrf2 activator, ameliorates aging-related progressive renal injury in mice model[6]. Resveratrol increases production of NO in endothelial cells[7].

   

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.

   

Piceatannol

1,2-Benzenediol, {4-[2-(3,} 5-dihydroxyphenyl)ethenyl]-, (E)-

C14H12O4 (244.0735552)


C471 - Enzyme Inhibitor > C1404 - Protein Kinase Inhibitor > C1967 - Tyrosine Kinase Inhibitor Piceatannol is a well-known Syk inhibitor and reduces the expression of iNOS induced by TNF. Piceatannol is an effective agent for research of acute lung injury (ALI)[1]. Piceatannol is a naturally occurring polyphenolic stilbene found in various fruits and vegetables and exhibits anticancer and anti-inflammatory properties[2]. Piceatannol induces apoptosis in DLBCL cell lines[3]. Piceatannol induces autophagy and apoptosis in MOLT-4 human leukemia cells[4]. Piceatannol is a well-known Syk inhibitor and reduces the expression of iNOS induced by TNF. Piceatannol is an effective agent for research of acute lung injury (ALI)[1]. Piceatannol is a naturally occurring polyphenolic stilbene found in various fruits and vegetables and exhibits anticancer and anti-inflammatory properties[2]. Piceatannol induces apoptosis in DLBCL cell lines[3]. Piceatannol induces autophagy and apoptosis in MOLT-4 human leukemia cells[4].

   

Guaidiol

1,4-dimethyl-7-(prop-1-en-2-yl)-decahydroazulene-1,4-diol

C15H26O2 (238.1932696)


   

KB-53

2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R-trans)-

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.

   

SRT-501

InChI=1\C14H12O3\c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11\h1-9,15-17H\b2-1

C14H12O3 (228.0786402)


COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials D006401 - Hematologic Agents > D010975 - Platelet Aggregation Inhibitors C1892 - Chemopreventive Agent > C54630 - Phase II Enzymes Inducer D020011 - Protective Agents > D000975 - Antioxidants C26170 - Protective Agent > C275 - Antioxidant D004791 - Enzyme Inhibitors Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Resveratrol (trans-Resveratrol; SRT501), a natural polyphenolic phytoalexin that possesses anti-oxidant, anti-inflammatory, cardioprotective, and anti-cancer properties. Resveratrol (SRT 501) has a wide spectrum of targets including mTOR, JAK, β-amyloid, Adenylyl cyclase, IKKβ, DNA polymerase. Resveratrol also is a specific SIRT1 activator[1][2][3][4]. Resveratrol is a potent pregnane X receptor (PXR) inhibitor[5]. Resveratrol is an Nrf2 activator, ameliorates aging-related progressive renal injury in mice model[6]. Resveratrol increases production of NO in endothelial cells[7]. Resveratrol (trans-Resveratrol; SRT501), a natural polyphenolic phytoalexin that possesses anti-oxidant, anti-inflammatory, cardioprotective, and anti-cancer properties. Resveratrol (SRT 501) has a wide spectrum of targets including mTOR, JAK, β-amyloid, Adenylyl cyclase, IKKβ, DNA polymerase. Resveratrol also is a specific SIRT1 activator[1][2][3][4]. Resveratrol is a potent pregnane X receptor (PXR) inhibitor[5]. Resveratrol is an Nrf2 activator, ameliorates aging-related progressive renal injury in mice model[6]. Resveratrol increases production of NO in endothelial cells[7]. Resveratrol (trans-Resveratrol; SRT501), a natural polyphenolic phytoalexin that possesses anti-oxidant, anti-inflammatory, cardioprotective, and anti-cancer properties. Resveratrol (SRT 501) has a wide spectrum of targets including mTOR, JAK, β-amyloid, Adenylyl cyclase, IKKβ, DNA polymerase. Resveratrol also is a specific SIRT1 activator[1][2][3][4]. Resveratrol is a potent pregnane X receptor (PXR) inhibitor[5]. Resveratrol is an Nrf2 activator, ameliorates aging-related progressive renal injury in mice model[6]. Resveratrol increases production of NO in endothelial cells[7].

   

cyperusol C

cyperusol C

C15H26O2 (238.1932696)


A natural product found in Sanicula lamelligera.

   

2-[(5r)-5-hydroxy-2-(prop-1-en-2-yl)hexyl]-3-methylcyclopent-2-en-1-one

2-[(5r)-5-hydroxy-2-(prop-1-en-2-yl)hexyl]-3-methylcyclopent-2-en-1-one

C15H24O2 (236.1776204)


   

4-[(2r,3s)-3-(3,5-dihydroxyphenyl)-7-[(1e)-2-(3,5-dihydroxyphenyl)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

4-[(2r,3s)-3-(3,5-dihydroxyphenyl)-7-[(1e)-2-(3,5-dihydroxyphenyl)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C28H22O8 (486.1314612)


   

2-[(2s,5r)-5-hydroxy-2-(prop-1-en-2-yl)hexyl]-3-methylcyclopent-2-en-1-one

2-[(2s,5r)-5-hydroxy-2-(prop-1-en-2-yl)hexyl]-3-methylcyclopent-2-en-1-one

C15H24O2 (236.1776204)


   

(3as,4r,7r)-3a-hydroxy-1,4-dimethyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydroazulen-2-one

(3as,4r,7r)-3a-hydroxy-1,4-dimethyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydroazulen-2-one

C15H22O2 (234.1619712)


   

(1s,5s)-5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-en-1-ol

(1s,5s)-5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-en-1-ol

C10H18O2 (170.1306728)


   

(1r,2z,5s,8e)-2,10,10-trimethyl-6-methylidenecycloundeca-2,8-diene-1,5-diol

(1r,2z,5s,8e)-2,10,10-trimethyl-6-methylidenecycloundeca-2,8-diene-1,5-diol

C15H24O2 (236.1776204)


   

(3s,5r,8s)-3,8-dihydroxy-3,8-dimethyl-5-(prop-1-en-2-yl)-4,5,6,7-tetrahydro-2h-azulen-1-one

(3s,5r,8s)-3,8-dihydroxy-3,8-dimethyl-5-(prop-1-en-2-yl)-4,5,6,7-tetrahydro-2h-azulen-1-one

C15H22O3 (250.1568862)


   

2,10,10-trimethyl-6-methylidenecycloundeca-2,8-diene-1,5-diol

2,10,10-trimethyl-6-methylidenecycloundeca-2,8-diene-1,5-diol

C15H24O2 (236.1776204)


   

1-(hydroxymethyl)-4,4,8-trimethyl-12-oxatricyclo[6.3.1.0²,⁵]dodecan-9-ol

1-(hydroxymethyl)-4,4,8-trimethyl-12-oxatricyclo[6.3.1.0²,⁵]dodecan-9-ol

C15H26O3 (254.1881846)


   

5-[(2s,3r)-2-(3,4-dihydroxyphenyl)-6-hydroxy-4-[(1e)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

5-[(2s,3r)-2-(3,4-dihydroxyphenyl)-6-hydroxy-4-[(1e)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

C28H22O7 (470.1365462)


   

(1s,8r,9s,16r)-8,16-bis(4-hydroxyphenyl)tetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-2,4,6,10,12,14-hexaene-4,6,12,14-tetrol

(1s,8r,9s,16r)-8,16-bis(4-hydroxyphenyl)tetracyclo[7.7.0.0²,⁷.0¹⁰,¹⁵]hexadeca-2,4,6,10,12,14-hexaene-4,6,12,14-tetrol

C28H22O6 (454.1416312)


   

5-[2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)ethenyl]-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

5-[2-(3,4-dihydroxyphenyl)-4-[2-(3,4-dihydroxyphenyl)ethenyl]-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

C28H22O8 (486.1314612)


   

(3r,5r,8s)-3,8-dihydroxy-3,8-dimethyl-5-(prop-1-en-2-yl)-4,5,6,7-tetrahydro-2h-azulen-1-one

(3r,5r,8s)-3,8-dihydroxy-3,8-dimethyl-5-(prop-1-en-2-yl)-4,5,6,7-tetrahydro-2h-azulen-1-one

C15H22O3 (250.1568862)


   

(4r,4ar,7r)-4-hydroxy-1,4a-dimethyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydronaphthalen-2-one

(4r,4ar,7r)-4-hydroxy-1,4a-dimethyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydronaphthalen-2-one

C15H22O2 (234.1619712)


   

(1s,2r,5r,8r,9s)-4,4,8-trimethyl-13-oxatricyclo[6.3.2.0²,⁵]tridecane-1,9-diol

(1s,2r,5r,8r,9s)-4,4,8-trimethyl-13-oxatricyclo[6.3.2.0²,⁵]tridecane-1,9-diol

C15H26O3 (254.1881846)


   

(1r,3s,5s,8s,10s,13r)-1,6,6,10-tetramethyl-4,9,14-trioxatetracyclo[11.1.0.0³,⁵.0⁸,¹⁰]tetradecane

(1r,3s,5s,8s,10s,13r)-1,6,6,10-tetramethyl-4,9,14-trioxatetracyclo[11.1.0.0³,⁵.0⁸,¹⁰]tetradecane

C15H24O3 (252.1725354)


   

4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalene-1,7-diol

4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalene-1,7-diol

C15H26O2 (238.1932696)


   

(1s,3as,4s,7r,8as)-1,4-dimethyl-7-(prop-1-en-2-yl)-octahydroazulene-1,4-diol

(1s,3as,4s,7r,8as)-1,4-dimethyl-7-(prop-1-en-2-yl)-octahydroazulene-1,4-diol

C15H26O2 (238.1932696)


   

4,4,8-trimethyl-13-oxatricyclo[6.3.2.0²,⁵]tridecane-1,9-diol

4,4,8-trimethyl-13-oxatricyclo[6.3.2.0²,⁵]tridecane-1,9-diol

C15H26O3 (254.1881846)


   

(1r,2r,5r,8r,9r)-1-(hydroxymethyl)-4,4,8-trimethyl-12-oxatricyclo[6.3.1.0²,⁵]dodecan-9-ol

(1r,2r,5r,8r,9r)-1-(hydroxymethyl)-4,4,8-trimethyl-12-oxatricyclo[6.3.1.0²,⁵]dodecan-9-ol

C15H26O3 (254.1881846)


   

5-[(2s,3s)-2-(3,4-dihydroxyphenyl)-4-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

5-[(2s,3s)-2-(3,4-dihydroxyphenyl)-4-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

C28H22O8 (486.1314612)


   

2-[(1s)-4-(hydroxymethyl)cyclohex-3-en-1-yl]propan-2-ol

2-[(1s)-4-(hydroxymethyl)cyclohex-3-en-1-yl]propan-2-ol

C10H18O2 (170.1306728)


   

19-[2-(3,5-dihydroxyphenyl)ethenyl]-15,22-dioxapentacyclo[12.8.0.0²,⁷.0⁸,¹³.0¹⁶,²¹]docosa-2,4,6,8,10,12,16,18,20-nonaene-4,5,9,11-tetrol

19-[2-(3,5-dihydroxyphenyl)ethenyl]-15,22-dioxapentacyclo[12.8.0.0²,⁷.0⁸,¹³.0¹⁶,²¹]docosa-2,4,6,8,10,12,16,18,20-nonaene-4,5,9,11-tetrol

C28H20O8 (484.115812)


   

4-[3-(3,5-dihydroxyphenyl)-4-hydroxy-6-[2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-2-yl]benzene-1,2-diol

4-[3-(3,5-dihydroxyphenyl)-4-hydroxy-6-[2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-2-yl]benzene-1,2-diol

C28H22O7 (470.1365462)


   

(5s,6s)-6-(3,4-dihydroxyphenyl)-5-(3,5-dihydroxyphenyl)-3-[(1e)-2-phenylethenyl]cyclohept-2-en-1-one

(5s,6s)-6-(3,4-dihydroxyphenyl)-5-(3,5-dihydroxyphenyl)-3-[(1e)-2-phenylethenyl]cyclohept-2-en-1-one

C27H24O5 (428.1623654)


   

6-(3,4-dihydroxyphenyl)-5-(3,5-dihydroxyphenyl)-3-(2-phenylethenyl)cyclohept-2-en-1-one

6-(3,4-dihydroxyphenyl)-5-(3,5-dihydroxyphenyl)-3-(2-phenylethenyl)cyclohept-2-en-1-one

C27H24O5 (428.1623654)


   

(1r,2s,5r,8s,9s)-4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecane-1,9-diol

(1r,2s,5r,8s,9s)-4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecane-1,9-diol

C15H26O2 (238.1932696)


   

2-[(5s)-5-hydroxy-2-(prop-1-en-2-yl)hexyl]-3-methylcyclopent-2-en-1-one

2-[(5s)-5-hydroxy-2-(prop-1-en-2-yl)hexyl]-3-methylcyclopent-2-en-1-one

C15H24O2 (236.1776204)


   

3-methyl-2-[5-oxo-2-(prop-1-en-2-yl)hexyl]cyclopent-2-en-1-one

3-methyl-2-[5-oxo-2-(prop-1-en-2-yl)hexyl]cyclopent-2-en-1-one

C15H22O2 (234.1619712)


   

4-[(2r,3r)-3-(3,5-dihydroxyphenyl)-7-[(1e)-2-(3,5-dihydroxyphenyl)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

4-[(2r,3r)-3-(3,5-dihydroxyphenyl)-7-[(1e)-2-(3,5-dihydroxyphenyl)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C28H22O8 (486.1314612)


   

4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecane-1,9-diol

4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecane-1,9-diol

C15H26O2 (238.1932696)


   

(1r,2r,5s,8s,9s)-4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecane-1,9-diol

(1r,2r,5s,8s,9s)-4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecane-1,9-diol

C15H26O2 (238.1932696)


   

3,8-dihydroxy-3,8-dimethyl-5-(prop-1-en-2-yl)-4,5,6,7-tetrahydro-2h-azulen-1-one

3,8-dihydroxy-3,8-dimethyl-5-(prop-1-en-2-yl)-4,5,6,7-tetrahydro-2h-azulen-1-one

C15H22O3 (250.1568862)


   

(2s,4ar,5r,8r,8as)-2,4a-dihydroxy-2,5-dimethyl-8-(prop-1-en-2-yl)-hexahydro-3h-naphthalen-1-one

(2s,4ar,5r,8r,8as)-2,4a-dihydroxy-2,5-dimethyl-8-(prop-1-en-2-yl)-hexahydro-3h-naphthalen-1-one

C15H24O3 (252.1725354)


   

4-[(2s,3s)-3-(3,5-dihydroxyphenyl)-4-hydroxy-6-[(1e)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-2-yl]benzene-1,2-diol

4-[(2s,3s)-3-(3,5-dihydroxyphenyl)-4-hydroxy-6-[(1e)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-2-yl]benzene-1,2-diol

C28H22O7 (470.1365462)


   

(1r,2s,5r,8r,9r)-1-(hydroxymethyl)-4,4,8-trimethyl-12-oxatricyclo[6.3.1.0²,⁵]dodecan-9-ol

(1r,2s,5r,8r,9r)-1-(hydroxymethyl)-4,4,8-trimethyl-12-oxatricyclo[6.3.1.0²,⁵]dodecan-9-ol

C15H26O3 (254.1881846)


   

2-[(2s,5s)-5-hydroxy-2-(prop-1-en-2-yl)hexyl]-3-methylcyclopent-2-en-1-one

2-[(2s,5s)-5-hydroxy-2-(prop-1-en-2-yl)hexyl]-3-methylcyclopent-2-en-1-one

C15H24O2 (236.1776204)


   

4-[3-(3,5-dihydroxyphenyl)-7-[2-(3,5-dihydroxyphenyl)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

4-[3-(3,5-dihydroxyphenyl)-7-[2-(3,5-dihydroxyphenyl)ethenyl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2-diol

C28H22O8 (486.1314612)


   

5-[(2s,3s)-2-(3,4-dihydroxyphenyl)-6-hydroxy-4-[(1e)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

5-[(2s,3s)-2-(3,4-dihydroxyphenyl)-6-hydroxy-4-[(1e)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

C28H22O7 (470.1365462)


   

1,4a-dimethyl-7-(prop-1-en-2-yl)-octahydronaphthalene-1,4-diol

1,4a-dimethyl-7-(prop-1-en-2-yl)-octahydronaphthalene-1,4-diol

C15H26O2 (238.1932696)


   

(1s,5r,8r,9s)-4,4,8-trimethyl-13-oxatricyclo[6.3.2.0²,⁵]tridecane-1,9-diol

(1s,5r,8r,9s)-4,4,8-trimethyl-13-oxatricyclo[6.3.2.0²,⁵]tridecane-1,9-diol

C15H26O3 (254.1881846)


   

5-[2-(3,4-dihydroxyphenyl)-6-hydroxy-4-[2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

5-[2-(3,4-dihydroxyphenyl)-6-hydroxy-4-[2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

C28H22O7 (470.1365462)


   

3-methyl-2-[(2s)-5-oxo-2-(prop-1-en-2-yl)hexyl]cyclopent-2-en-1-one

3-methyl-2-[(2s)-5-oxo-2-(prop-1-en-2-yl)hexyl]cyclopent-2-en-1-one

C15H22O2 (234.1619712)


   

(1r,2s,9s,10s)-1,5,8,8-tetramethylbicyclo[8.1.0]undec-5-ene-2,9-diol

(1r,2s,9s,10s)-1,5,8,8-tetramethylbicyclo[8.1.0]undec-5-ene-2,9-diol

C15H26O2 (238.1932696)


   

3-methyl-2-[(2r)-5-oxo-2-(prop-1-en-2-yl)hexyl]cyclopent-2-en-1-one

3-methyl-2-[(2r)-5-oxo-2-(prop-1-en-2-yl)hexyl]cyclopent-2-en-1-one

C15H22O2 (234.1619712)


   

(1r,2r,5r,8s,9s)-4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecane-1,9-diol

(1r,2r,5r,8s,9s)-4,4,8-trimethyltricyclo[6.3.1.0²,⁵]dodecane-1,9-diol

C15H26O2 (238.1932696)


   

(1s,2s,5s,8s,9r)-4,4,8-trimethyltricyclo[6.3.1.0¹,⁵]dodecane-2,9-diol

(1s,2s,5s,8s,9r)-4,4,8-trimethyltricyclo[6.3.1.0¹,⁵]dodecane-2,9-diol

C15H26O2 (238.1932696)


   

2,4a-dihydroxy-2,5-dimethyl-8-(prop-1-en-2-yl)-hexahydro-3h-naphthalen-1-one

2,4a-dihydroxy-2,5-dimethyl-8-(prop-1-en-2-yl)-hexahydro-3h-naphthalen-1-one

C15H24O3 (252.1725354)


   

(1s,2s,5r,8r,9s)-4,4,8-trimethyl-13-oxatricyclo[6.3.2.0²,⁵]tridecane-1,9-diol

(1s,2s,5r,8r,9s)-4,4,8-trimethyl-13-oxatricyclo[6.3.2.0²,⁵]tridecane-1,9-diol

C15H26O3 (254.1881846)


   

4,4,8-trimethyltricyclo[6.3.1.0¹,⁵]dodecane-2,9-diol

4,4,8-trimethyltricyclo[6.3.1.0¹,⁵]dodecane-2,9-diol

C15H26O2 (238.1932696)


   

3a-hydroxy-1,4-dimethyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydroazulen-2-one

3a-hydroxy-1,4-dimethyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydroazulen-2-one

C15H22O2 (234.1619712)


   

4-hydroxy-1,4a-dimethyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydronaphthalen-2-one

4-hydroxy-1,4a-dimethyl-7-(prop-1-en-2-yl)-3,4,5,6,7,8-hexahydronaphthalen-2-one

C15H22O2 (234.1619712)


   

6-(3,4-dihydroxyphenyl)-5-(3,5-dihydroxyphenyl)-3-[2-(4-hydroxyphenyl)ethenyl]cyclohept-2-en-1-one

6-(3,4-dihydroxyphenyl)-5-(3,5-dihydroxyphenyl)-3-[2-(4-hydroxyphenyl)ethenyl]cyclohept-2-en-1-one

C27H24O6 (444.1572804)


   

(5r)-5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-en-1-ol

(5r)-5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-en-1-ol

C10H18O2 (170.1306728)


   

(1r,2r,4r,5r,8s,9s)-4,8,11,11-tetramethyltricyclo[7.2.0.0²,⁴]undecane-5,8-diol

(1r,2r,4r,5r,8s,9s)-4,8,11,11-tetramethyltricyclo[7.2.0.0²,⁴]undecane-5,8-diol

C15H26O2 (238.1932696)


   

2-[4-(hydroxymethyl)cyclohex-3-en-1-yl]propan-2-ol

2-[4-(hydroxymethyl)cyclohex-3-en-1-yl]propan-2-ol

C10H18O2 (170.1306728)


   

(1r,14r)-19-[(1e)-2-(3,5-dihydroxyphenyl)ethenyl]-15,22-dioxapentacyclo[12.8.0.0²,⁷.0⁸,¹³.0¹⁶,²¹]docosa-2,4,6,8,10,12,16,18,20-nonaene-4,5,9,11-tetrol

(1r,14r)-19-[(1e)-2-(3,5-dihydroxyphenyl)ethenyl]-15,22-dioxapentacyclo[12.8.0.0²,⁷.0⁸,¹³.0¹⁶,²¹]docosa-2,4,6,8,10,12,16,18,20-nonaene-4,5,9,11-tetrol

C28H20O8 (484.115812)


   

1,6,6,10-tetramethyl-4,9,14-trioxatetracyclo[11.1.0.0³,⁵.0⁸,¹⁰]tetradecane

1,6,6,10-tetramethyl-4,9,14-trioxatetracyclo[11.1.0.0³,⁵.0⁸,¹⁰]tetradecane

C15H24O3 (252.1725354)


   

(1s,4s,4ar,7r,8as)-4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalene-1,7-diol

(1s,4s,4ar,7r,8as)-4-isopropyl-1,6-dimethyl-3,4,4a,7,8,8a-hexahydro-2h-naphthalene-1,7-diol

C15H26O2 (238.1932696)


   

(1r,5r,8r,9r)-1-(hydroxymethyl)-4,4,8-trimethyl-12-oxatricyclo[6.3.1.0²,⁵]dodecan-9-ol

(1r,5r,8r,9r)-1-(hydroxymethyl)-4,4,8-trimethyl-12-oxatricyclo[6.3.1.0²,⁵]dodecan-9-ol

C15H26O3 (254.1881846)


   

(1r,3s,5r,8s,10s,13r)-1,6,6,10-tetramethyl-4,9,14-trioxatetracyclo[11.1.0.0³,⁵.0⁸,¹⁰]tetradecane

(1r,3s,5r,8s,10s,13r)-1,6,6,10-tetramethyl-4,9,14-trioxatetracyclo[11.1.0.0³,⁵.0⁸,¹⁰]tetradecane

C15H24O3 (252.1725354)


   
   

1,5,8,8-tetramethylbicyclo[8.1.0]undec-5-ene-2,9-diol

1,5,8,8-tetramethylbicyclo[8.1.0]undec-5-ene-2,9-diol

C15H26O2 (238.1932696)


   

(1r,2s,5e,9s,10s)-1,5,8,8-tetramethylbicyclo[8.1.0]undec-5-ene-2,9-diol

(1r,2s,5e,9s,10s)-1,5,8,8-tetramethylbicyclo[8.1.0]undec-5-ene-2,9-diol

C15H26O2 (238.1932696)


   

(5s,6s)-6-(3,4-dihydroxyphenyl)-5-(3,5-dihydroxyphenyl)-3-[(1e)-2-(4-hydroxyphenyl)ethenyl]cyclohept-2-en-1-one

(5s,6s)-6-(3,4-dihydroxyphenyl)-5-(3,5-dihydroxyphenyl)-3-[(1e)-2-(4-hydroxyphenyl)ethenyl]cyclohept-2-en-1-one

C27H24O6 (444.1572804)