NCBI Taxonomy: 76959

Clausena excavata (ncbi_taxid: 76959)

found 279 associated metabolites at species taxonomy rank level.

Ancestor: Clausena

Child Taxonomies: Clausena excavata var. excavata, Clausena excavata var. quadrangulata

Scopoletin

7-hydroxy-6-methoxy-2H-chromen-2-one

C10H8O4 (192.0422568)


Scopoletin is a hydroxycoumarin that is umbelliferone bearing a methoxy substituent at position 6. It has a role as a plant growth regulator and a plant metabolite. It is functionally related to an umbelliferone. Scopoletin is a natural product found in Ficus auriculata, Haplophyllum cappadocicum, and other organisms with data available. Scopoletin is a coumarin compound found in several plants including those in the genus Scopolia and the genus Brunfelsia, as well as chicory (Cichorium), redstem wormwood (Artemisia scoparia), stinging nettle (Urtica dioica), passion flower (Passiflora), noni (Morinda citrifolia fruit) and European black nightshade (Solanum nigrum) that is comprised of umbelliferone with a methoxy group substituent at position 6. Scopoletin is used to standardize and establish pharmacokinetic properties for products derived from the plants that produce it, such as noni extract. Although the mechanism(s) of action have not yet been established, this agent has potential antineoplastic, antidopaminergic, antioxidant, anti-inflammatory and anticholinesterase effects. Plant growth factor derived from the root of Scopolia carniolica or Scopolia japonica. See also: Arnica montana Flower (part of); Lycium barbarum fruit (part of); Viburnum opulus root (part of). Isolated from Angelica acutiloba (Dong Dang Gui). Scopoletin is found in many foods, some of which are lambsquarters, lemon, sunflower, and sherry. Scopoletin is found in anise. Scopoletin is isolated from Angelica acutiloba (Dong Dang Gui A hydroxycoumarin that is umbelliferone bearing a methoxy substituent at position 6. Acquisition and generation of the data is financially supported in part by CREST/JST. [Raw Data] CBA72_Scopoletin_pos_20eV.txt [Raw Data] CBA72_Scopoletin_pos_40eV.txt [Raw Data] CBA72_Scopoletin_neg_30eV.txt [Raw Data] CBA72_Scopoletin_neg_50eV.txt [Raw Data] CBA72_Scopoletin_pos_50eV.txt [Raw Data] CBA72_Scopoletin_pos_10eV.txt [Raw Data] CBA72_Scopoletin_neg_40eV.txt [Raw Data] CBA72_Scopoletin_neg_10eV.txt [Raw Data] CBA72_Scopoletin_pos_30eV.txt [Raw Data] CBA72_Scopoletin_neg_20eV.txt Scopoletin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=92-61-5 (retrieved 2024-07-12) (CAS RN: 92-61-5). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Scopoletin is an inhibitor of acetylcholinesterase (AChE). Scopoletin is an inhibitor of acetylcholinesterase (AChE).

   

Umbelliferone

7-Hydroxy-2H-1-benzopyran-2-one

C9H6O3 (162.03169259999999)


Umbelliferone is a hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7. It has a role as a fluorescent probe, a plant metabolite and a food component. Umbelliferone is a natural product found in Ficus septica, Artemisia ordosica, and other organisms with data available. See also: Chamomile (part of). Occurs widely in plants including Angelica subspecies Phytoalexin of infected sweet potato. Umbelliferone is found in many foods, some of which are macadamia nut, silver linden, quince, and capers. Umbelliferone is found in anise. Umbelliferone occurs widely in plants including Angelica species Phytoalexin of infected sweet potat A hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7. [Raw Data] CB220_Umbelliferone_pos_50eV_CB000077.txt [Raw Data] CB220_Umbelliferone_pos_40eV_CB000077.txt [Raw Data] CB220_Umbelliferone_pos_30eV_CB000077.txt [Raw Data] CB220_Umbelliferone_pos_10eV_CB000077.txt [Raw Data] CB220_Umbelliferone_pos_20eV_CB000077.txt [Raw Data] CB220_Umbelliferone_neg_40eV_000039.txt [Raw Data] CB220_Umbelliferone_neg_10eV_000039.txt [Raw Data] CB220_Umbelliferone_neg_30eV_000039.txt [Raw Data] CB220_Umbelliferone_neg_20eV_000039.txt Umbelliferone. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=93-35-6 (retrieved 2024-07-12) (CAS RN: 93-35-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Umbelliferone (7-Hydroxycoumarin), a natural product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent. Umbelliferone (7-Hydroxycoumarin), a natural product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent.

   

Isoliquiritigenin

(E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

C15H12O4 (256.0735552)


Isoliquiritigenin is a member of the class of chalcones that is trans-chalcone hydroxylated at C-2, -4 and -4. It has a role as an EC 1.14.18.1 (tyrosinase) inhibitor, a biological pigment, a NMDA receptor antagonist, a GABA modulator, a metabolite, an antineoplastic agent and a geroprotector. It is functionally related to a trans-chalcone. It is a conjugate acid of an isoliquiritigenin(1-). Isoliquiritigenin is a precursor to several flavonones in many plants. Isoliquiritigenin is a natural product found in Pterocarpus indicus, Dracaena draco, and other organisms with data available. See also: Glycyrrhiza Glabra (part of); Glycyrrhiza uralensis Root (part of); Pterocarpus marsupium wood (part of). Isolated from Medicago subspecies Isoliquiritigenin is found in many foods, some of which are cocoa bean, purple mangosteen, blackcurrant, and chives. A member of the class of chalcones that is trans-chalcone hydroxylated at C-2, -4 and -4. Isoliquiritigenin is found in pulses. Isoliquiritigenin is isolated from Medicago specie D004791 - Enzyme Inhibitors Isoliquiritigenin is an anti-tumor flavonoid from the root of Glycyrrhiza uralensis Fisch., which inhibits aldose reductase with an IC50 of 320 nM. Isoliquiritigenin is a potent inhibitor of influenza virus replication with an EC50 of 24.7 μM. Isoliquiritigenin is an anti-tumor flavonoid from the root of Glycyrrhiza uralensis Fisch., which inhibits aldose reductase with an IC50 of 320 nM. Isoliquiritigenin is a potent inhibitor of influenza virus replication with an EC50 of 24.7 μM.

   

Osthol

InChI=1/C15H16O3/c1-10(2)4-7-12-13(17-3)8-5-11-6-9-14(16)18-15(11)12/h4-6,8-9H,7H2,1-3H

C15H16O3 (244.1099386)


Osthol, also known as 7-methoxy-8-(3-methylpent-2-enyl)coumarin, belongs to coumarins and derivatives class of compounds. Those are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Osthol is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Osthol can be found in a number of food items such as wild celery, lemon, parsley, and wild carrot, which makes osthol a potential biomarker for the consumption of these food products. Osthol is an O-methylated coumarin. It is a calcium channel blocker, found in plants such as Cnidium monnieri, Angelica archangelica and Angelica pubescens . Osthole is a member of coumarins and a botanical anti-fungal agent. It has a role as a metabolite. Osthole is a natural product found in Murraya alata, Pentaceras australe, and other organisms with data available. See also: Angelica pubescens root (part of). D002317 - Cardiovascular Agents > D002121 - Calcium Channel Blockers D000077264 - Calcium-Regulating Hormones and Agents D049990 - Membrane Transport Modulators D007155 - Immunologic Factors Osthole (Osthol) is a natural antihistamine alternative. Osthole may be a potential inhibitor of histamine H1 receptor activity. Osthole also suppresses the secretion of HBV in cells. Osthole (Osthol) is a natural antihistamine alternative. Osthole may be a potential inhibitor of histamine H1 receptor activity. Osthole also suppresses the secretion of HBV in cells. Osthole (Osthol) is a natural antihistamine alternative. Osthole may be a potential inhibitor of histamine H1 receptor activity. Osthole also suppresses the secretion of HBV in cells.

   

Kaempferol_3-O-rutinoside

5,7-Dihydroxy-2-(4-hydroxyphenyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C27H30O15 (594.158463)


Kaempferol-3-rutinoside is a kaempferol O-glucoside that is kaempferol attached to a rutinosyl [6-deoxy-alpha-L-mannosyl-(1->6)-beta-D-glucosyl] residue at position 3 via a glycosidic linkage. It has been isolated from the leaves of Solanum campaniforme. It has a role as a metabolite, a radical scavenger and a plant metabolite. It is a rutinoside, a trihydroxyflavone, a disaccharide derivative and a kaempferol O-glucoside. Nicotiflorin is a natural product found in Visnea mocanera, Eupatorium cannabinum, and other organisms with data available. See also: Cocoa (part of). A kaempferol O-glucoside that is kaempferol attached to a rutinosyl [6-deoxy-alpha-L-mannosyl-(1->6)-beta-D-glucosyl] residue at position 3 via a glycosidic linkage. It has been isolated from the leaves of Solanum campaniforme. Nicotiflorin is a flavonoid glycoside extracted from a traditional Chinese medicine Carthamus tinctorius. Nicotiflorin shows potent antiglycation activity and neuroprotection effects. Nicotiflorin is a flavonoid glycoside extracted from a traditional Chinese medicine Carthamus tinctorius. Nicotiflorin shows potent antiglycation activity and neuroprotection effects.

   

Rutin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one;Rutin

C27H30O16 (610.153378)


Rutin is a flavonoid known to have a variety of biological activities including antiallergic, anti-inflammatory, antiproliferative, and anticarcinogenic properties. A large number of flavonoids, mostly O-glycosides, are polyphenolic compounds of natural origin that are present in most fruits and vegetables. The average intake of the compounds by humans on a normal diet is more than 1 g per day. Although flavonoids are devoid of classical nutritional value, they are increasingly viewed as beneficial dietary components that act as potential protectors against human diseases such as coronary heart disease, cancers, and inflammatory bowel disease. Rutin acts as a quercetin deliverer to the large intestine; moreover, quercetin is extensively metabolized in the large intestine, which suggests that quercetin liberated from rutin and/or its colonic metabolites may play a role. Rutins anti-inflammatory actions are mediated through a molecular mechanism that underlies the quercetin-mediated therapeutic effects: quercetin-mediated inhibition of tumor necrosis factor-alpha (TNF-alpha)-induced nuclear factor kappa B (NFkB) activation. TNF-alpha-induced NFkB activity plays a central role in the production of pro-inflammatory mediators involved in progression of gut inflammation. (PMID:16132362). Rutin is a rutinoside that is quercetin with the hydroxy group at position C-3 substituted with glucose and rhamnose sugar groups. It has a role as a metabolite and an antioxidant. It is a disaccharide derivative, a quercetin O-glucoside, a tetrahydroxyflavone and a rutinoside. A flavonol glycoside found in many plants, including buckwheat; tobacco; forsythia; hydrangea; viola, etc. It has been used therapeutically to decrease capillary fragility. Rutin is a natural product found in Ficus virens, Visnea mocanera, and other organisms with data available. A flavonol glycoside found in many plants, including BUCKWHEAT; TOBACCO; FORSYTHIA; HYDRANGEA; VIOLA, etc. It has been used therapeutically to decrease capillary fragility. See also: Quercetin (related); Ginkgo (part of); Chamomile (part of) ... View More ... First isolated from Ruta graveolens (rue). Bioflavanoid. Quercetin 3-rutinoside is found in many foods, some of which are tea, bilberry, common oregano, and lemon grass. A rutinoside that is quercetin with the hydroxy group at position C-3 substituted with glucose and rhamnose sugar groups. C - Cardiovascular system > C05 - Vasoprotectives > C05C - Capillary stabilizing agents > C05CA - Bioflavonoids IPB_RECORD: 541; CONFIDENCE confident structure [Raw Data] CBA04_Rutin_neg_50eV.txt [Raw Data] CBA04_Rutin_pos_50eV.txt [Raw Data] CBA04_Rutin_neg_40eV.txt [Raw Data] CBA04_Rutin_pos_10eV.txt [Raw Data] CBA04_Rutin_neg_20eV.txt [Raw Data] CBA04_Rutin_neg_10eV.txt [Raw Data] CBA04_Rutin_neg_30eV.txt [Raw Data] CBA04_Rutin_pos_40eV.txt [Raw Data] CBA04_Rutin_pos_30eV.txt [Raw Data] CBA04_Rutin_pos_20eV.txt Rutin (Rutoside) is a flavonoid found in many plants and shows a wide range of biological activities including anti-inflammatory, antidiabetic, antioxidant, neuroprotective, nephroprotective, hepatoprotective and reducing Aβ oligomer activities. Rutin can cross the blood brain barrier. Rutin attenuates vancomycin-induced renal tubular cell apoptosis via suppression of apoptosis, mitochondrial dysfunction, and oxidative stress[1][2][3]. Rutin (Rutoside) is a flavonoid found in many plants and shows a wide range of biological activities including anti-inflammatory, antidiabetic, antioxidant, neuroprotective, nephroprotective, hepatoprotective and reducing Aβ oligomer activities. Rutin can cross the blood brain barrier. Rutin attenuates vancomycin-induced renal tubular cell apoptosis via suppression of apoptosis, mitochondrial dysfunction, and oxidative stress[1][2][3].

   

Liquiritigenin

4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-, (2S)-

C15H12O4 (256.0735552)


Liquiritigenin is a dihydroxyflavanone compound having the two hydroxy substituents at the 4- and 7-positions. Isolated from the root of Glycyrrhizae uralensis, it is a selective agonist for oestrogen receptor beta. It has a role as a hormone agonist and a plant metabolite. 5-deoxyflavanone is a solid. This compound belongs to the flavanones. These are compounds containing a flavan-3-one moiety, whose structure is characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. MF101 is a novel estrogen receptor beta (ERβ) selective agonist and unlike currently available hormone therapies, does not activate the estrogen receptor alpha (ERα), known to be implicated in tumor formation. MF101 is an oral drug designed for the treatment of hot flashes and night sweats in peri-menopausal and menopausal women. Liquiritigenin is a natural product found in Dracaena draco, Pterocarpus marsupium, and other organisms with data available. See also: Glycyrrhiza Glabra (part of); Glycyrrhiza uralensis Root (part of); Pterocarpus marsupium wood (part of). Isolated from Glycyrrhiza, Medicago, Myroxylon, Cicer and all Leguminosae subspecies Several glycosides, particularly the rutinoside and neohesperidoside, are important in influencing citrus fruit flavour [DFC]. Liquiritigenin is found in many foods, some of which are sorrel, roselle, pepper (c. annuum), and black crowberry. Liquiritigenin is found in alfalfa. Liquiritigenin is isolated from Glycyrrhiza, Medicago, Myroxylon, Cicer, and all Leguminosae species. Several glycosides, particularly rutinoside and neohesperidoside, are important in influencing citrus fruit flavour. A dihydroxyflavanone compound having the two hydroxy substituents at the 4- and 7-positions. Isolated from the root of Glycyrrhizae uralensis, it is a selective agonist for oestrogen receptor beta. Liquiritigenin, a flavanone isolated from Glycyrrhiza uralensis, is a highly selective estrogen receptor β (ERβ) agonist with an EC50 of 36.5 nM for activation of the ERE tk-Luc. Liquiritigenin, a flavanone isolated from Glycyrrhiza uralensis, is a highly selective estrogen receptor β (ERβ) agonist with an EC50 of 36.5 nM for activation of the ERE tk-Luc.

   

Afzelin

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C21H20O10 (432.105642)


Afzelin is a glycosyloxyflavone that is kaempferol attached to an alpha-L-rhamnosyl residue at position 3 via a glycosidic linkage. It has a role as a plant metabolite, an antibacterial agent and an anti-inflammatory agent. It is a glycosyloxyflavone, a trihydroxyflavone and a monosaccharide derivative. It is functionally related to a kaempferol. It is a conjugate acid of an afzelin(1-). Afzelin is a natural product found in Premna odorata, Vicia tenuifolia, and other organisms with data available. [Raw Data] CBA27_Afzelin_neg_30eV_1-1_01_1585.txt [Raw Data] CBA27_Afzelin_pos_20eV_1-1_01_1549.txt [Raw Data] CBA27_Afzelin_pos_10eV_1-1_01_1540.txt [Raw Data] CBA27_Afzelin_neg_10eV_1-1_01_1576.txt [Raw Data] CBA27_Afzelin_neg_20eV_1-1_01_1584.txt [Raw Data] CBA27_Afzelin_neg_40eV_1-1_01_1586.txt [Raw Data] CBA27_Afzelin_pos_30eV_1-1_01_1550.txt [Raw Data] CBA27_Afzelin_pos_50eV_1-1_01_1552.txt [Raw Data] CBA27_Afzelin_pos_40eV_1-1_01_1551.txt [Raw Data] CBA27_Afzelin_neg_50eV_1-1_01_1587.txt Afzelin (Kaempferol-3-O-rhamnoside) is is a flavonol glycoside found in Houttuynia cordata Thunberg and is widely used in the preparation of antibacterial and antipyretic agents, detoxicants and for the treatment of inflammation. Afzelin attenuates the mitochondrial damage, enhances mitochondrial biogenesis and decreases the level of mitophagy-related proteins, parkin and PTEN-induced putative kinase 1. Afzelin improves the survival rate and reduces the serum levels of alanine aminotransferase and pro-inflammatory cytokines in D-galactosamine (GalN)/LPS -treated mice[1]. Afzelin (Kaempferol-3-O-rhamnoside)It is a flavonol glycoside that has anti-inflammatory, anti-oxidative stress response, anti-apoptotic, and anti-cardiac cytotoxic effects. AfzelinIt can reduce mitochondrial damage, enhance mitochondrial biosynthesis, and reduce mitochondria-related proteins. Parkinand PTENinduced putative kinase 1 (putative kinase 1)s level. AfzelinCan be improved D-galactosamine(GalN)/LPSSurvival rate of mice treated with doxorubicin prophylaxis (HY-15142A)Induced cardiotoxicity and scopolamine (HY-N0296)-induced neurological injury. AfzelinAlso inhibits asthma and allergies caused by ovalbumin[1][2][3][4]. Afzelin (Kaempferol-3-O-rhamnoside) is is a flavonol glycoside found in Houttuynia cordata Thunberg and is widely used in the preparation of antibacterial and antipyretic agents, detoxicants and for the treatment of inflammation. Afzelin attenuates the mitochondrial damage, enhances mitochondrial biogenesis and decreases the level of mitophagy-related proteins, parkin and PTEN-induced putative kinase 1. Afzelin improves the survival rate and reduces the serum levels of alanine aminotransferase and pro-inflammatory cytokines in D-galactosamine (GalN)/LPS -treated mice[1].

   

beta-Sitosterol 3-O-beta-D-galactopyranoside

(2R,3R,4S,5S,6R)-2-(((3S,8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5-Ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

C35H60O6 (576.4389659999999)


Daucosterol is a steroid saponin that is sitosterol attached to a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has bee isolated from Panax japonicus var. major and Breynia fruticosa. It has a role as a plant metabolite. It is a steroid saponin, a beta-D-glucoside and a monosaccharide derivative. It is functionally related to a sitosterol. It derives from a hydride of a stigmastane. Sitogluside is a natural product found in Ophiopogon intermedius, Ophiopogon jaburan, and other organisms with data available. beta-Sitosterol 3-O-beta-D-galactopyranoside is found in herbs and spices. beta-Sitosterol 3-O-beta-D-galactopyranoside is a constituent of Hibiscus sabdariffa (roselle) leaves. C308 - Immunotherapeutic Agent Daucosterol is a natural sterol compound. Daucosterol is a natural sterol compound.

   

Syringic acid

InChI=1/C9H10O5/c1-13-6-3-5(9(11)12)4-7(14-2)8(6)10/h3-4,10H,1-2H3,(H,11,12

C9H10O5 (198.052821)


Syringic acid, also known as syringate or cedar acid, belongs to the class of organic compounds known as gallic acid and derivatives. Gallic acid and derivatives are compounds containing a 3,4,5-trihydroxybenzoic acid moiety. Outside of the human body, Syringic acid is found, on average, in the highest concentration within a few different foods, such as common walnuts, swiss chards, and olives and in a lower concentration in apples, tarragons, and peanuts. Syringic acid has also been detected, but not quantified in several different foods, such as sweet marjorams, silver lindens, bulgurs, annual wild rices, and barley. This could make syringic acid a potential biomarker for the consumption of these foods. Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation. Research suggests that phenolics from wine may play a positive role against oxidation of low-density lipoprotein (LDL), which is a key step in the development of atherosclerosis. Syringic acid is a phenol present in some distilled alcohol beverages. It is also a product of microbial (gut) metabolism of anthocyanins and other polyphenols that have been consumed (in fruits and alcoholic beverages - PMID:18767860). Syringic acid is also a microbial metabolite that can be found in Bifidobacterium (PMID:24958563). Syringic acid is a dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid. It has a role as a plant metabolite. It is a member of benzoic acids, a dimethoxybenzene and a member of phenols. It is functionally related to a gallic acid. It is a conjugate acid of a syringate. Syringic acid is a natural product found in Visnea mocanera, Pittosporum illicioides, and other organisms with data available. Syringic acid is a metabolite found in or produced by Saccharomyces cerevisiae. Present in various plants free and combined, e.g. principal phenolic constituent of soyabean meal (Glycine max) A dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid. D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents KEIO_ID S018 Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation. Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation.

   

Safrole

4-Allyl-1,2-(methylenedioxy)benzene, 8ci

C10H10O2 (162.06807600000002)


Safrole, also known as shikimol, is a colorless or slightly yellow oily liquid. It is typically extracted from the root-bark or the fruit of sassafras plants in the form of sassafras oil, or synthesized from other related methylenedioxy compounds. It is the principal component of brown camphor oil, and is found in small amounts in a wide variety of plants, where it functions as a natural pesticide. Safrole is found in anise and nutmeg. Banned by FDA for use in food. Safrole is formerly used as a food flavour It is a precursor in the synthesis of the insecticide synergist piperonyl butoxide and the recreational drug MDMA ("Ecstacy"). Safrole is a natural plant constituent, found in oil of sassafras and certain other essential oils. It is a member of the methylenedioxybenzene group of compounds, many of which (e.g. piperonyl butoxide) are extensively used as insecticide synergists. Safrole is a major source of human exposure to safrole is through consumption of spices, such as nutmeg, cinnamon and black pepper, in which safrole is a constituent. Safrole is also present in root beer, and has been used as an additive in chewing gum, toothpaste, soaps and certain pharmaceutical preparations. Safrole is a weak hepatocarcinogen and it is a matter of considerable interest whether the ally1 moiety or the methylenedioxy group, or both, are involved in the mechanism of its carcinogenesis. Safrole is extensively metabolized, giving rise to a large number of metabolites. Metabolism involves essentially two major routes, oxidation of the ally1 side chain, and oxidation of the methylenedioxy group with subsequent cleavage to form the catechol. Safrole undergoes oxidation of the allylic group to yield the 2, 3-epoxide (safrole epoxide). The dihydrodiol is one of the metabolites of safrole, and presumably arises from the hydration of the 2, 3-epoxide. The principal route of metabolism of safrole is through cleavage of the methylenedioxy group, the major metabolites being allylcatechol and its isomer, propenylcatechol. Eugenol and its isomer I-methoxy- 2-hydroxy-4-allylbenzene have been detected as minor metabolites in rat, mouse and human (PMID:6719936). The Ocotea cymbarum oil made of the Ocotea pretiosa, a plant growing in Brazil, and sassafras oil made of Sassafras albidum, a tree growing in eastern North America, are the main natural sources for safrole. It has a characteristic "candy-shop" aroma Occurs in nutmeg. Banned by FDA for use in food. Formerly used as a food flavour

   

Xanthyletin

8,8-dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one

C14H12O3 (228.0786402)


Xanthyletin is a member of the class of compounds known as linear pyranocoumarins. Linear pyranocoumarins are organic compounds containing a pyran (or a hydrogenated derivative) linearly fused to a coumarin moiety. Xanthyletin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Xanthyletin can be found in lemon, lime, mandarin orange (clementine, tangerine), and sweet orange, which makes xanthyletin a potential biomarker for the consumption of these food products.

   

Zapoterin

7-(furan-3-yl)-10-hydroxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icos-13-ene-5,15,20-trione

C26H30O8 (470.194058)


Zapoterin is found in pomes. Zapoterin is a constituent of the seeds of Casimiroa edulis (Mexican apple) Constituent of the seeds of Casimiroa edulis (Mexican apple). Zapoterin is found in pomes.

   

(+)-Mahanimbine

(+)-3,11-Dihydro-3,5-dimethyl-3-(4-methyl-3-pentenyl)pyrano[3,2-a]carbazole

C23H25NO (331.193604)


(±)-Mahanimbine is found in herbs and spices. (±)-Mahanimbine is an alkaloid from the stem bark of Murraya koenigii (curryleaf tree Alkaloid from the stem bark of Murraya koenigii (curryleaf tree). (±)-Mahanimbine is found in herbs and spices.

   

Murrayanine

1-Methoxy-9H-carbazole-3-carboxaldehyde, 9ci

C14H11NO2 (225.0789746)


Murrayanine is found in herbs and spices. Murrayanine is an alkaloid from the stem bark of Murraya koenigii (curryleaf tree). Alkaloid from the stem bark of Murraya koenigii (curryleaf tree). Murrayanine is found in herbs and spices.

   

Glutinol

glutin-5-en-3beta-ol

C30H50O (426.386145)


   

Syringaldehyde

InChI=1/C9H10O4/c1-12-7-3-6(5-10)4-8(13-2)9(7)11/h3-5,11H,1-2H

C9H10O4 (182.057906)


Syringaldehyde is a hydroxybenzaldehyde that is 4-hydroxybenzaldehyde substituted by methoxy groups at positions 3 and 5. Isolated from Pisonia aculeata and Panax japonicus var. major, it exhibits hypoglycemic activity. It has a role as a hypoglycemic agent and a plant metabolite. It is a hydroxybenzaldehyde and a dimethoxybenzene. Syringaldehyde is a natural product found in Ficus septica, Mikania laevigata, and other organisms with data available. Syringaldehyde is a metabolite found in or produced by Saccharomyces cerevisiae. A hydroxybenzaldehyde that is 4-hydroxybenzaldehyde substituted by methoxy groups at positions 3 and 5. Isolated from Pisonia aculeata and Panax japonicus var. major, it exhibits hypoglycemic activity. Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1]. Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1].

   

Stigmasteryl glucoside

(2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,1R,4S)-4-ethyl-1,5-dimethyl-hex-2-enyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

C35H58O6 (574.4233168000001)


Stigmasterol 3-O-beta-D-glucoside is a steroid saponin that is (3beta,22E)-stigmasta-5,22-dien-3-ol attached to a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It is isolated from Symplocos lancifolia. It has a role as a metabolite. It is a member of phytosterols, a steroid saponin, a beta-D-glucoside and a monosaccharide derivative. It is functionally related to a stigmasterol. It derives from a hydride of a stigmastane. Stigmasterol glucoside is a natural product found in Ficus virens, Annona purpurea, and other organisms with data available. A steroid saponin that is (3beta,22E)-stigmasta-5,22-dien-3-ol attached to a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It is isolated from Symplocos lancifolia. Isolated from soya bean oil (Glycine max). Stigmasteryl glucoside is found in fats and oils, pulses, and cloves. Stigmasteryl glucoside is found in cloves. Stigmasteryl glucoside is isolated from soya bean oil (Glycine max

   

Xanthoxyletin

7-HYDROXY-5-METHOXY-2,2-DIMETHYL-2H-1-BENZOPYRAN-6-ACRYLIC ACID .DELTA.-LACTONE

C15H14O4 (258.0892044)


Xanthoxyletin is a member of coumarins. It has a role as a metabolite. Xanthoxyletin is a natural product found in Zanthoxylum dipetalum, Murraya siamensis, and other organisms with data available. Isolated from Zanthoxylum americanum (prickly ash). Xanthoxyletin is found in lemon, sweet orange, and herbs and spices. Xanthoxyletin is found in herbs and spices. Xanthoxyletin is isolated from Zanthoxylum americanum (prickly ash). A natural product found in Clausena harmandiana.

   

Girinimbine

5,5,8-trimethyl-6-oxa-17-azatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1,3,7,9,11,13,15-heptaene

C18H17NO (263.1310072)


Girinimbine is a member of carbazoles. It has a role as a metabolite. Girinimbine is a natural product found in Clausena vestita, Murraya euchrestifolia, and other organisms with data available. Girinimbine is found in herbs and spices. Girinimbine is an alkaloid from the roots of Murraya koenigii (curry leaf tree A natural product found in Clausena harmandiana.

   

Heptaphylline

2-Hydroxy-1-(3-methyl-2-butenyl)-9H-carbazole-3-carboxaldehyde, 9ci

C18H17NO2 (279.1259222)


Heptaphylline is found in fruits. Heptaphylline is an alkaloid from the leaves of Clausena lansium (wampee

   

Mukoenine B

1-[(2Z)-3,7-dimethylocta-2,6-dien-1-yl]-2-hydroxy-9H-carbazole-3-carbaldehyde

C23H25NO2 (347.188519)


Mukoenine B is found in herbs and spices. Mukoenine B is an alkaloid from Murraya koenigii (curryleaf tree). Alkaloid from Murraya koenigii (curryleaf tree). Mukoenine B is found in herbs and spices.

   

2-Hydroxy-3-methyl-9H-carbazole

2-Hydroxy-3-methyl-9H-carbazole

C13H11NO (197.0840596)


2-Hydroxy-3-methyl-9H-carbazole is found in herbs and spices. 2-Hydroxy-3-methyl-9H-carbazole is an alkaloid from the roots of Murraya koenigii (curryleaf tree). Alkaloid from the roots of Murraya koenigii (curryleaf tree). 2-Hydroxy-3-methyl-9H-carbazole is found in herbs and spices.

   

Clausine L

Methyl 2-methoxy-9H-carbazole-3-carboxylic acid

C15H13NO3 (255.0895388)


Clausine L is found in herbs and spices. Clausine L is an alkaloid from stem bark of Murraya koenigii (curryleaf tree

   

7-Hydroxyheptaphylline

2,7-Dihydroxy-1-(3-methyl-2-butenyl)-9H-carbazole-3-carboxaldehyde, 9ci

C18H17NO3 (295.1208372)


7-Hydroxyheptaphylline is found in fruits. 7-Hydroxyheptaphylline is an alkaloid from root bark of Clausena lansium (wampee). Alkaloid from root bark of Clausena lansium (wampee). 7-Hydroxyheptaphylline is found in fruits.

   

methyl 3-(4-hydroxyphenyl)prop-2-enoate

methyl 3-(4-hydroxyphenyl)prop-2-enoate

C10H10O3 (178.062991)


   

Kinocoumarin

5-hydroxy-8,8-dimethyl-7,10-bis(2-methylbut-3-en-2-yl)-2H,8H-pyrano[3,2-g]chromen-2-one

C24H28O4 (380.19874880000003)


Kinocoumarin is found in citrus. Kinocoumarin is a constituent of Citrus medica (citron). Constituent of Citrus medica (citron). Kinocoumarin is found in citrus.

   

Mukonine

9H-Carbazole-3-carboxylic acid, 1-methoxy-, methyl ester

C15H13NO3 (255.0895388)


Mukonine is found in herbs and spices. Mukonine is an alkaloid from the stem bark of Murraya koenigii (curryleaf tree

   

Mukonal

2-Hydroxy-9H-carbazole-3-carboxaldehyde, 9ci

C13H9NO2 (211.0633254)


Mukonal is found in herbs and spices. Mukonal is an alkaloid from the stem bark of Murraya koenigii (curryleaf tree

   

9H-Carbazole-3-carboxaldehyde

Formaldehyde, mixt. with 2-methoxyphenol (9ci)

C13H9NO (195.06841039999998)


9H-Carbazole-3-carboxaldehyde is found in fruits. 9H-Carbazole-3-carboxaldehyde is an alkaloid from the roots of Clausena lansium (wampee

   

Methyl 3-carbazolecarboxylate

Methyl 9H-carbazole-3-carboxylic acid

C14H11NO2 (225.0789746)


Methyl 3-carbazolecarboxylate is found in fruits. Methyl 3-carbazolecarboxylate is an alkaloid from the roots of Clausena lansium (wampee

   

Mukonidine

Methyl 2-hydroxy-9H-carbazole-3-carboxylic acid

C14H11NO3 (241.0738896)


Mukonidine is found in herbs and spices. Mukonidine is an alkaloid from the stem bark of Murraya koenigii (curryleaf tree

   

Afzelin

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4H-chromen-4-one

C21H20O10 (432.105642)


5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4h-chromen-4-one is a member of the class of compounds known as flavonoid-3-o-glycosides. Flavonoid-3-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4h-chromen-4-one is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4h-chromen-4-one can be found in a number of food items such as endive, linden, peach, and ginkgo nuts, which makes 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-4h-chromen-4-one a potential biomarker for the consumption of these food products. Afzelin (Kaempferol-3-O-rhamnoside) is is a flavonol glycoside found in Houttuynia cordata Thunberg and is widely used in the preparation of antibacterial and antipyretic agents, detoxicants and for the treatment of inflammation. Afzelin attenuates the mitochondrial damage, enhances mitochondrial biogenesis and decreases the level of mitophagy-related proteins, parkin and PTEN-induced putative kinase 1. Afzelin improves the survival rate and reduces the serum levels of alanine aminotransferase and pro-inflammatory cytokines in D-galactosamine (GalN)/LPS -treated mice[1]. Afzelin (Kaempferol-3-O-rhamnoside)It is a flavonol glycoside that has anti-inflammatory, anti-oxidative stress response, anti-apoptotic, and anti-cardiac cytotoxic effects. AfzelinIt can reduce mitochondrial damage, enhance mitochondrial biosynthesis, and reduce mitochondria-related proteins. Parkinand PTENinduced putative kinase 1 (putative kinase 1)s level. AfzelinCan be improved D-galactosamine(GalN)/LPSSurvival rate of mice treated with doxorubicin prophylaxis (HY-15142A)Induced cardiotoxicity and scopolamine (HY-N0296)-induced neurological injury. AfzelinAlso inhibits asthma and allergies caused by ovalbumin[1][2][3][4]. Afzelin (Kaempferol-3-O-rhamnoside) is is a flavonol glycoside found in Houttuynia cordata Thunberg and is widely used in the preparation of antibacterial and antipyretic agents, detoxicants and for the treatment of inflammation. Afzelin attenuates the mitochondrial damage, enhances mitochondrial biogenesis and decreases the level of mitophagy-related proteins, parkin and PTEN-induced putative kinase 1. Afzelin improves the survival rate and reduces the serum levels of alanine aminotransferase and pro-inflammatory cytokines in D-galactosamine (GalN)/LPS -treated mice[1].

   

Methyl p-coumarate

4-coumaric acid methyl ester, (E)-isomer

C10H10O3 (178.062991)


Methyl p-coumarate, also known as 4-coumaric acid methyl ester, is a member of the class of compounds known as coumaric acid esters. Coumaric acid esters are aromatic compounds containing an ester derivative of coumaric acid. Methyl p-coumarate is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Methyl p-coumarate can be found in bamboo shoots and garden onion, which makes methyl p-coumarate a potential biomarker for the consumption of these food products. Methyl p-coumarate (Methyl 4-hydroxycinnamate), an esterified derivative of p-Coumaric acid (pCA), is isolated from the flower of Trixis michuacana var longifolia. Methyl p-coumarate could inhibit the melanin formation in B16 mouse melanoma cells. Methyl p-coumarate also has strong in vitro inhibitory effect on A. alternata and other pathogens[1][2]. Methyl p-coumarate (Methyl 4-hydroxycinnamate), an esterified derivative of p-Coumaric acid (pCA), is isolated from the flower of Trixis michuacana var longifolia. Methyl p-coumarate could inhibit the melanin formation in B16 mouse melanoma cells. Methyl p-coumarate also has strong in vitro inhibitory effect on A. alternata and other pathogens[1][2].

   

Nordentatin

5-hydroxy-2,2-dimethyl-6-(2-methylbut-3-en-2-yl)-2H,8H-pyrano[2,3-h]chromen-8-one

C19H20O4 (312.13615200000004)


Nordentatin is a member of the class of compounds known as angular pyranocoumarins. Angular pyranocoumarins are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety. Nordentatin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Nordentatin can be found in sweet orange, which makes nordentatin a potential biomarker for the consumption of this food product.

   
   

clauslactone B

(+)-Clauslactone B

C19H20O8 (376.115812)


   
   

Clausine-V

2,7-dimethoxy-9h-carbazole

C14H13NO2 (227.09462380000002)


   
   
   
   

8-hydroxy-10H-furo[3,2-a]carbazole-4-carbaldehyde

8-hydroxy-10H-furo[3,2-a]carbazole-4-carbaldehyde

C15H9NO3 (251.0582404)


   
   
   
   

Afzelin

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C21H20O10 (432.105642)


Afzelin is a glycosyloxyflavone that is kaempferol attached to an alpha-L-rhamnosyl residue at position 3 via a glycosidic linkage. It has a role as a plant metabolite, an antibacterial agent and an anti-inflammatory agent. It is a glycosyloxyflavone, a trihydroxyflavone and a monosaccharide derivative. It is functionally related to a kaempferol. It is a conjugate acid of an afzelin(1-). Afzelin is a natural product found in Premna odorata, Vicia tenuifolia, and other organisms with data available. A glycosyloxyflavone that is kaempferol attached to an alpha-L-rhamnosyl residue at position 3 via a glycosidic linkage. Acquisition and generation of the data is financially supported in part by CREST/JST. Afzelin (Kaempferol-3-O-rhamnoside) is is a flavonol glycoside found in Houttuynia cordata Thunberg and is widely used in the preparation of antibacterial and antipyretic agents, detoxicants and for the treatment of inflammation. Afzelin attenuates the mitochondrial damage, enhances mitochondrial biogenesis and decreases the level of mitophagy-related proteins, parkin and PTEN-induced putative kinase 1. Afzelin improves the survival rate and reduces the serum levels of alanine aminotransferase and pro-inflammatory cytokines in D-galactosamine (GalN)/LPS -treated mice[1]. Afzelin (Kaempferol-3-O-rhamnoside)It is a flavonol glycoside that has anti-inflammatory, anti-oxidative stress response, anti-apoptotic, and anti-cardiac cytotoxic effects. AfzelinIt can reduce mitochondrial damage, enhance mitochondrial biosynthesis, and reduce mitochondria-related proteins. Parkinand PTENinduced putative kinase 1 (putative kinase 1)s level. AfzelinCan be improved D-galactosamine(GalN)/LPSSurvival rate of mice treated with doxorubicin prophylaxis (HY-15142A)Induced cardiotoxicity and scopolamine (HY-N0296)-induced neurological injury. AfzelinAlso inhibits asthma and allergies caused by ovalbumin[1][2][3][4]. Afzelin (Kaempferol-3-O-rhamnoside) is is a flavonol glycoside found in Houttuynia cordata Thunberg and is widely used in the preparation of antibacterial and antipyretic agents, detoxicants and for the treatment of inflammation. Afzelin attenuates the mitochondrial damage, enhances mitochondrial biogenesis and decreases the level of mitophagy-related proteins, parkin and PTEN-induced putative kinase 1. Afzelin improves the survival rate and reduces the serum levels of alanine aminotransferase and pro-inflammatory cytokines in D-galactosamine (GalN)/LPS -treated mice[1].

   

Liquiritigenin

(S) -2,3-Dihydro-7-hydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one

C15H12O4 (256.0735552)


Origin: Plant; Formula(Parent): C15H12O4; Bottle Name:Liquiritigenin; PRIME Parent Name:4,7-Dihydroxyflavanone; PRIME in-house No.:T0084, Pyrans Bottle Name:Liquiritigenin; Origin: Plant; Formula(Parent): C15H12O4; PRIME Parent Name:4,7-Dihydroxyflavanone; PRIME in-house No.:T0084, Pyrans Liquiritigenin, a flavanone isolated from Glycyrrhiza uralensis, is a highly selective estrogen receptor β (ERβ) agonist with an EC50 of 36.5 nM for activation of the ERE tk-Luc. Liquiritigenin, a flavanone isolated from Glycyrrhiza uralensis, is a highly selective estrogen receptor β (ERβ) agonist with an EC50 of 36.5 nM for activation of the ERE tk-Luc.

   

Syringaldehyde

Syringaldehyde

C9H10O4 (182.057906)


Acquisition and generation of the data is financially supported in part by CREST/JST. IPB_RECORD: 303; CONFIDENCE confident structure Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1]. Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1].

   
   
   
   
   

Rutin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-2-tetrahydropyranyl]oxymethyl]-2-tetrahydropyranyl]oxy]-4-chromenone

C27H30O16 (610.153378)


C - Cardiovascular system > C05 - Vasoprotectives > C05C - Capillary stabilizing agents > C05CA - Bioflavonoids CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2352 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.724 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.728 Acquisition and generation of the data is financially supported by the Max-Planck-Society IPB_RECORD: 1921; CONFIDENCE confident structure Rutin (Rutoside) is a flavonoid found in many plants and shows a wide range of biological activities including anti-inflammatory, antidiabetic, antioxidant, neuroprotective, nephroprotective, hepatoprotective and reducing Aβ oligomer activities. Rutin can cross the blood brain barrier. Rutin attenuates vancomycin-induced renal tubular cell apoptosis via suppression of apoptosis, mitochondrial dysfunction, and oxidative stress[1][2][3]. Rutin (Rutoside) is a flavonoid found in many plants and shows a wide range of biological activities including anti-inflammatory, antidiabetic, antioxidant, neuroprotective, nephroprotective, hepatoprotective and reducing Aβ oligomer activities. Rutin can cross the blood brain barrier. Rutin attenuates vancomycin-induced renal tubular cell apoptosis via suppression of apoptosis, mitochondrial dysfunction, and oxidative stress[1][2][3].

   

1,6-Dihydroxy-9H-carbazole-3-carboxylic acid methyl ester

1,6-Dihydroxy-9H-carbazole-3-carboxylic acid methyl ester

C14H11NO4 (257.0688046)


   

Osthol

InChI=1/C15H16O3/c1-10(2)4-7-12-13(17-3)8-5-11-6-9-14(16)18-15(11)12/h4-6,8-9H,7H2,1-3H

C15H16O3 (244.1099386)


Osthole is a member of coumarins and a botanical anti-fungal agent. It has a role as a metabolite. Osthole is a natural product found in Murraya alata, Pentaceras australe, and other organisms with data available. See also: Angelica pubescens root (part of). A natural product found in Peucedanum ostruthium and Angelica pubescens. D002317 - Cardiovascular Agents > D002121 - Calcium Channel Blockers D000077264 - Calcium-Regulating Hormones and Agents D049990 - Membrane Transport Modulators D007155 - Immunologic Factors Origin: Plant, Coumarins Osthole (Osthol) is a natural antihistamine alternative. Osthole may be a potential inhibitor of histamine H1 receptor activity. Osthole also suppresses the secretion of HBV in cells. Osthole (Osthol) is a natural antihistamine alternative. Osthole may be a potential inhibitor of histamine H1 receptor activity. Osthole also suppresses the secretion of HBV in cells. Osthole (Osthol) is a natural antihistamine alternative. Osthole may be a potential inhibitor of histamine H1 receptor activity. Osthole also suppresses the secretion of HBV in cells.

   

Daucosterol

(2R,3R,4S,5S,6R)-2-(((3S,8S,9S,10R,13R,14S,17R)-17-((2R,5R)-5-Ethyl-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

C35H60O6 (576.4389659999999)


Daucosterol is a steroid saponin that is sitosterol attached to a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has bee isolated from Panax japonicus var. major and Breynia fruticosa. It has a role as a plant metabolite. It is a steroid saponin, a beta-D-glucoside and a monosaccharide derivative. It is functionally related to a sitosterol. It derives from a hydride of a stigmastane. Sitogluside is a natural product found in Ophiopogon intermedius, Ophiopogon jaburan, and other organisms with data available. A steroid saponin that is sitosterol attached to a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has bee isolated from Panax japonicus var. major and Breynia fruticosa. C308 - Immunotherapeutic Agent Daucosterol is a natural sterol compound. Daucosterol is a natural sterol compound.

   

Clausine O

Clausine O

C13H9NO3 (227.0582404)


A natural product found in Clausena harmandiana.

   
   
   
   
   

Scopoletin

Scopoletin

C10H8O4 (192.0422568)


relative retention time with respect to 9-anthracene Carboxylic Acid is 0.636 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.637 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.629 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.631 IPB_RECORD: 1582; CONFIDENCE confident structure Scopoletin is an inhibitor of acetylcholinesterase (AChE). Scopoletin is an inhibitor of acetylcholinesterase (AChE).

   

Kaempferol-3-rutinoside

Kaempferol-7-O-neohesperidoside

C27H30O15 (594.158463)


Kaempferol 3-rhamno-glucoside, also known as nicotiflorin or kaempferol 3-rutinoside, is a member of the class of compounds known as flavonoid-3-o-glycosides. Flavonoid-3-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Kaempferol 3-rhamno-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Kaempferol 3-rhamno-glucoside can be found in ginkgo nuts and tea, which makes kaempferol 3-rhamno-glucoside a potential biomarker for the consumption of these food products. Acquisition and generation of the data is financially supported in part by CREST/JST. Nicotiflorin is a flavonoid glycoside extracted from a traditional Chinese medicine Carthamus tinctorius. Nicotiflorin shows potent antiglycation activity and neuroprotection effects. Nicotiflorin is a flavonoid glycoside extracted from a traditional Chinese medicine Carthamus tinctorius. Nicotiflorin shows potent antiglycation activity and neuroprotection effects.

   

Isoliquiritigenin

Isoliquiritigenin

C15H12O4 (256.0735552)


Isoliquiritigenin is an anti-tumor flavonoid from the root of Glycyrrhiza uralensis Fisch., which inhibits aldose reductase with an IC50 of 320 nM. Isoliquiritigenin is a potent inhibitor of influenza virus replication with an EC50 of 24.7 μM. Isoliquiritigenin is an anti-tumor flavonoid from the root of Glycyrrhiza uralensis Fisch., which inhibits aldose reductase with an IC50 of 320 nM. Isoliquiritigenin is a potent inhibitor of influenza virus replication with an EC50 of 24.7 μM.

   
   

safrole

safrole

C10H10O2 (162.06807600000002)


A member of the class of benzodioxoles that is 1,3-benzodioxole which is substituted by an allyl group at position 5. It is found in several plants, including black pepper, cinnamon and nutmeg, and is present in several essential oils, notably that of sassafras. It has insecticidal properties and has been used as a topical antiseptic. Although not thought to pose a significant carcinogenic risk to humans, findings of weak carcinogenicity in rats have resulted in the banning of its (previously widespread) use in perfumes and soaps, and as a food additive.

   

Formalin guaiacol

Formaldehyde, mixt. with 2-methoxyphenol (9ci)

C13H9NO (195.06841039999998)


   

Methyl 3-carbazolecarboxylate

methyl 9H-carbazole-3-carboxylate

C14H11NO2 (225.0789746)


   

mukonidine

methyl 2-hydroxy-9H-carbazole-3-carboxylate

C14H11NO3 (241.0738896)


   

Clausine L

methyl 2-methoxy-9H-carbazole-3-carboxylate

C15H13NO3 (255.0895388)


   

Mukonal

2-Hydroxy-9H-carbazole-3-carboxaldehyde, 9ci

C13H9NO2 (211.0633254)


   

Heptaphylline

2-Hydroxy-1-(3-methyl-2-butenyl)-9H-carbazole-3-carboxaldehyde, 9ci

C18H17NO2 (279.1259222)


A natural product found in Clausena harmandiana.

   

girinimbin

5,5,8-trimethyl-6-oxa-17-azatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1,3,7,9,11,13,15-heptaene

C18H17NO (263.1310072)


   

Mukonine

9H-Carbazole-3-carboxylic acid, 1-methoxy-, methyl ester

C15H13NO3 (255.0895388)


   

2-Hydroxy-3-methylcarbazole

2-Hydroxy-3-methyl-9H-carbazole

C13H11NO (197.0840596)


   

Xanthoxyloin

5-Methoxy-8,8-dimethyl-2H,8H-benzo[1,2-b:5,4-b']dipyran-2-one,9CI

C15H14O4 (258.0892044)


   

Kinocoumarin

5-hydroxy-8,8-dimethyl-7,10-bis(2-methylbut-3-en-2-yl)-2H,8H-pyrano[3,2-g]chromen-2-one

C24H28O4 (380.19874880000003)


A member of the class of coumarins that is 2H,8H-pyrano[3,2-g]chromen-2-one substituted by geminal methyl groups at position 8, a hydroxy group at position 5, and a 2-methylbut-3-en-2-yl group at positions 7 and 10.

   

7-Hydroxyheptaphylline

2,7-Dihydroxy-1-(3-methyl-2-butenyl)-9H-carbazole-3-carboxaldehyde, 9ci

C18H17NO3 (295.1208372)


A natural product found in Clausena harmandiana.

   

Scopoletol

2H-1-Benzopyran-2-one, 7-hydroxy-6-methoxy- (9CI)

C10H8O4 (192.0422568)


Scopoletin is an inhibitor of acetylcholinesterase (AChE). Scopoletin is an inhibitor of acetylcholinesterase (AChE).

   

Safrol

InChI=1\C10H10O2\c1-2-3-8-4-5-9-10(6-8)12-7-11-9\h2,4-6H,1,3,7H

C10H10O2 (162.06807600000002)


   

Ostol

InChI=1\C15H16O3\c1-10(2)4-7-12-13(17-3)8-5-11-6-9-14(16)18-15(11)12\h4-6,8-9H,7H2,1-3H

C15H16O3 (244.1099386)


D002317 - Cardiovascular Agents > D002121 - Calcium Channel Blockers D000077264 - Calcium-Regulating Hormones and Agents D049990 - Membrane Transport Modulators D007155 - Immunologic Factors Osthole (Osthol) is a natural antihistamine alternative. Osthole may be a potential inhibitor of histamine H1 receptor activity. Osthole also suppresses the secretion of HBV in cells. Osthole (Osthol) is a natural antihistamine alternative. Osthole may be a potential inhibitor of histamine H1 receptor activity. Osthole also suppresses the secretion of HBV in cells. Osthole (Osthol) is a natural antihistamine alternative. Osthole may be a potential inhibitor of histamine H1 receptor activity. Osthole also suppresses the secretion of HBV in cells.

   

Liquiritigenin

4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-, (S)-

C15H12O4 (256.0735552)


Liquiritigenin, a flavanone isolated from Glycyrrhiza uralensis, is a highly selective estrogen receptor β (ERβ) agonist with an EC50 of 36.5 nM for activation of the ERE tk-Luc. Liquiritigenin, a flavanone isolated from Glycyrrhiza uralensis, is a highly selective estrogen receptor β (ERβ) agonist with an EC50 of 36.5 nM for activation of the ERE tk-Luc.

   

Cedar acid

InChI=1\C9H10O5\c1-13-6-3-5(9(11)12)4-7(14-2)8(6)10\h3-4,10H,1-2H3,(H,11,12

C9H10O5 (198.052821)


D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation. Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation.

   

Skimmetin

InChI=1\C9H6O3\c10-7-3-1-6-2-4-9(11)12-8(6)5-7\h1-5,10

C9H6O3 (162.03169259999999)


COVID info from PDB, Protein Data Bank Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Umbelliferone (7-Hydroxycoumarin), a natural product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent. Umbelliferone (7-Hydroxycoumarin), a natural product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent.

   

AI3-28796

InChI=1\C9H10O4\c1-12-7-3-6(5-10)4-8(13-2)9(7)11\h3-5,11H,1-2H

C9H10O4 (182.057906)


Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1]. Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1].

   

84-99-1

2-Propenoic acid, 3-(7-hydroxy-5-methoxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-, .delta.-lactone

C15H14O4 (258.0892044)


   

Murrayanine

Murrayanine

C14H11NO2 (225.0789746)


A natural product found in Clausena harmandiana.

   
   

3-Formylcarbazole

9H-Carbazole-3-carbaldehyde

C13H9NO (195.06841039999998)


   

2-hydroxy-9H-carbazole-3-carbaldehyde

2-hydroxy-9H-carbazole-3-carbaldehyde

C13H9NO2 (211.0633254)


   

3-methyl-9H-carbazol-2-ol

3-methyl-9H-carbazol-2-ol

C13H11NO (197.0840596)


   

methyl 2-methoxy-9H-carbazole-3-carboxylate

methyl 2-methoxy-9H-carbazole-3-carboxylate

C15H13NO3 (255.0895388)


   

(1r,2r,4s,7s,8s,11r,12r,13r,16r)-7-(furan-3-yl)-13-(methoxymethyl)-1,8,12,15,15-pentamethyl-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecane-5,18-dione

(1r,2r,4s,7s,8s,11r,12r,13r,16r)-7-(furan-3-yl)-13-(methoxymethyl)-1,8,12,15,15-pentamethyl-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecane-5,18-dione

C26H34O7 (458.2304414)


   

7-({3-[(4-methylidene-5-oxooxolan-2-yl)methyl]but-2-en-1-yl}oxy)chromen-2-one

7-({3-[(4-methylidene-5-oxooxolan-2-yl)methyl]but-2-en-1-yl}oxy)chromen-2-one

C19H18O5 (326.1154178)


   

7-[(2s,3r)-2,3-dihydroxy-3-methyl-4-[(2s,4s)-4-methyl-5-oxooxolan-2-yl]butoxy]-8-methoxychromen-2-one

7-[(2s,3r)-2,3-dihydroxy-3-methyl-4-[(2s,4s)-4-methyl-5-oxooxolan-2-yl]butoxy]-8-methoxychromen-2-one

C20H24O8 (392.1471104)


   

9-hydroxy-2,2-dimethyl-11h-pyrano[2,3-a]carbazole-8-carbaldehyde

9-hydroxy-2,2-dimethyl-11h-pyrano[2,3-a]carbazole-8-carbaldehyde

C18H15NO3 (293.105188)


   

7-({3-methyl-3-[(4-methyl-5-oxo-2h-furan-2-yl)methyl]oxiran-2-yl}methoxy)chromen-2-one

7-({3-methyl-3-[(4-methyl-5-oxo-2h-furan-2-yl)methyl]oxiran-2-yl}methoxy)chromen-2-one

C19H18O6 (342.11033280000004)


   

(1s,2r)-1,6-dihydroxy-2-(2-hydroxypropan-2-yl)-1h,2h,7h-pyrano[3,4-c]carbazol-4-one

(1s,2r)-1,6-dihydroxy-2-(2-hydroxypropan-2-yl)-1h,2h,7h-pyrano[3,4-c]carbazol-4-one

C18H17NO5 (327.1106672)


   

1-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2-hydroxy-9h-carbazole-3-carbaldehyde

1-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2-hydroxy-9h-carbazole-3-carbaldehyde

C23H25NO2 (347.188519)


   

7-{[(2r)-2-hydroxy-3-[(4-methyl-5-oxo-2h-furan-2-yl)methyl]but-3-en-1-yl]oxy}chromen-2-one

7-{[(2r)-2-hydroxy-3-[(4-methyl-5-oxo-2h-furan-2-yl)methyl]but-3-en-1-yl]oxy}chromen-2-one

C19H18O6 (342.11033280000004)


   

2-hydroxy-1-(2-hydroxy-3-methylbut-3-en-1-yl)-9h-carbazole-3-carbaldehyde

2-hydroxy-1-(2-hydroxy-3-methylbut-3-en-1-yl)-9h-carbazole-3-carbaldehyde

C18H17NO3 (295.1208372)


   

(2s)-6-hydroxy-2-(2-hydroxypropan-2-yl)-1h,2h,7h-pyrano[3,4-c]carbazol-4-one

(2s)-6-hydroxy-2-(2-hydroxypropan-2-yl)-1h,2h,7h-pyrano[3,4-c]carbazol-4-one

C18H17NO4 (311.11575220000003)


   

7-{[(2e)-5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl]oxy}chromen-2-one

7-{[(2e)-5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl]oxy}chromen-2-one

C19H22O4 (314.1518012)


   

1-(2,3-dihydroxy-3-methylbutyl)-2,8-dihydroxy-9h-carbazole-3-carbaldehyde

1-(2,3-dihydroxy-3-methylbutyl)-2,8-dihydroxy-9h-carbazole-3-carbaldehyde

C18H19NO5 (329.1263164)


   

7-{[(2e)-4-[(2r,4s)-4-hydroxy-4-(hydroxymethyl)-5-oxooxolan-2-yl]-3-methylbut-2-en-1-yl]oxy}chromen-2-one

7-{[(2e)-4-[(2r,4s)-4-hydroxy-4-(hydroxymethyl)-5-oxooxolan-2-yl]-3-methylbut-2-en-1-yl]oxy}chromen-2-one

C19H20O7 (360.120897)


   

(5r)-5-[(2r)-2-hydroxy-2-[(2s)-9-oxo-2h,3h-[1,4]dioxino[2,3-h]chromen-2-yl]propyl]-3-(hydroxymethyl)-5h-furan-2-one

(5r)-5-[(2r)-2-hydroxy-2-[(2s)-9-oxo-2h,3h-[1,4]dioxino[2,3-h]chromen-2-yl]propyl]-3-(hydroxymethyl)-5h-furan-2-one

C19H18O8 (374.1001628)


   

methyl 2,7-dimethoxy-9h-carbazole-3-carboxylate

methyl 2,7-dimethoxy-9h-carbazole-3-carboxylate

C16H15NO4 (285.100103)


   

10-hydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icos-13-ene-5,15,20-trione

10-hydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icos-13-ene-5,15,20-trione

C26H30O10 (502.183888)


   

7-{[(2e,5e)-7-hydroxy-3,7-dimethylocta-2,5-dien-1-yl]oxy}chromen-2-one

7-{[(2e,5e)-7-hydroxy-3,7-dimethylocta-2,5-dien-1-yl]oxy}chromen-2-one

C19H22O4 (314.1518012)


   

7-{[(2r,3s)-3-{[(2s)-4-(hydroxymethyl)-5-oxo-2h-furan-2-yl]methyl}-3-methyloxiran-2-yl]methoxy}chromen-2-one

7-{[(2r,3s)-3-{[(2s)-4-(hydroxymethyl)-5-oxo-2h-furan-2-yl]methyl}-3-methyloxiran-2-yl]methoxy}chromen-2-one

C19H18O7 (358.10524780000003)


   

7-[(2r,3s)-2,3-dihydroxy-3-{[(2s)-4-methylidene-5-oxooxolan-2-yl]methyl}butoxy]chromen-2-one

7-[(2r,3s)-2,3-dihydroxy-3-{[(2s)-4-methylidene-5-oxooxolan-2-yl]methyl}butoxy]chromen-2-one

C19H20O7 (360.120897)


   

(1s,2r)-1,2,9-trihydroxy-3,3-dimethyl-1h,2h,11h-pyrano[3,2-a]carbazole-5-carbaldehyde

(1s,2r)-1,2,9-trihydroxy-3,3-dimethyl-1h,2h,11h-pyrano[3,2-a]carbazole-5-carbaldehyde

C18H17NO5 (327.1106672)


   

8-methoxy-7-{[3-methyl-4-(4-methyl-5-oxo-2h-furan-2-yl)but-2-en-1-yl]oxy}chromen-2-one

8-methoxy-7-{[3-methyl-4-(4-methyl-5-oxo-2h-furan-2-yl)but-2-en-1-yl]oxy}chromen-2-one

C20H20O6 (356.125982)


   

methyl 1-hydroxy-6-methoxy-9h-carbazole-3-carboxylate

methyl 1-hydroxy-6-methoxy-9h-carbazole-3-carboxylate

C15H13NO4 (271.0844538)


   

methyl 1-hydroxy-4-(3-methylbut-2-en-1-yl)-9h-carbazole-3-carboxylate

methyl 1-hydroxy-4-(3-methylbut-2-en-1-yl)-9h-carbazole-3-carboxylate

C19H19NO3 (309.13648639999997)


   

1,7-dimethoxy-6-methyl-9h-carbazole

1,7-dimethoxy-6-methyl-9h-carbazole

C15H15NO2 (241.110273)


   

(5r)-5-[(2r)-2-hydroxy-2-[(2s)-9-oxo-2h,3h-[1,4]dioxino[2,3-h]chromen-2-yl]propyl]-3-methylideneoxolan-2-one

(5r)-5-[(2r)-2-hydroxy-2-[(2s)-9-oxo-2h,3h-[1,4]dioxino[2,3-h]chromen-2-yl]propyl]-3-methylideneoxolan-2-one

C19H18O7 (358.10524780000003)


   

7-[(2s,3s)-2,3-dihydroxy-3-methyl-4-[(2s,4r)-4-methyl-5-oxooxolan-2-yl]butoxy]-8-methoxychromen-2-one

7-[(2s,3s)-2,3-dihydroxy-3-methyl-4-[(2s,4r)-4-methyl-5-oxooxolan-2-yl]butoxy]-8-methoxychromen-2-one

C20H24O8 (392.1471104)


   

7-{[(2e)-3-{[(2r)-4-methylidene-5-oxooxolan-2-yl]methyl}but-2-en-1-yl]oxy}chromen-2-one

7-{[(2e)-3-{[(2r)-4-methylidene-5-oxooxolan-2-yl]methyl}but-2-en-1-yl]oxy}chromen-2-one

C19H18O5 (326.1154178)


   

2',4,4'-trihydroxychalcone

2',4,4'-trihydroxychalcone

C15H12O4 (256.0735552)


   

7-(furan-3-yl)-10,13-dihydroxy-1,8,12,13,15,15-hexamethyl-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecane-5,18-dione

7-(furan-3-yl)-10,13-dihydroxy-1,8,12,13,15,15-hexamethyl-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecane-5,18-dione

C25H32O8 (460.20970719999997)


   

7-{[(2e)-3-{[(2r)-4-methyl-5-oxo-2h-furan-2-yl]methyl}but-2-en-1-yl]oxy}chromen-2-one

7-{[(2e)-3-{[(2r)-4-methyl-5-oxo-2h-furan-2-yl]methyl}but-2-en-1-yl]oxy}chromen-2-one

C19H18O5 (326.1154178)


   

(5s)-5-[(2r)-2-hydroxy-2-[(2r)-9-oxo-2h,3h-[1,4]dioxino[2,3-h]chromen-2-yl]propyl]-3-methyl-5h-furan-2-one

(5s)-5-[(2r)-2-hydroxy-2-[(2r)-9-oxo-2h,3h-[1,4]dioxino[2,3-h]chromen-2-yl]propyl]-3-methyl-5h-furan-2-one

C19H18O7 (358.10524780000003)


   

7-({3-methyl-3-[(4-methylidene-5-oxooxolan-2-yl)methyl]oxiran-2-yl}methoxy)chromen-2-one

7-({3-methyl-3-[(4-methylidene-5-oxooxolan-2-yl)methyl]oxiran-2-yl}methoxy)chromen-2-one

C19H18O6 (342.11033280000004)


   

7-{[(2e)-4-[(2s)-4-(hydroxymethyl)-5-oxo-2h-furan-2-yl]-3-methylbut-2-en-1-yl]oxy}-8-methoxychromen-2-one

7-{[(2e)-4-[(2s)-4-(hydroxymethyl)-5-oxo-2h-furan-2-yl]-3-methylbut-2-en-1-yl]oxy}-8-methoxychromen-2-one

C20H20O7 (372.120897)


   

1-[(2z)-3,7-dimethylocta-2,6-dien-1-yl]-2,8-dihydroxy-9h-carbazole-3-carbaldehyde

1-[(2z)-3,7-dimethylocta-2,6-dien-1-yl]-2,8-dihydroxy-9h-carbazole-3-carbaldehyde

C23H25NO3 (363.18343400000003)