NCBI Taxonomy: 163718

Amorpheae (ncbi_taxid: 163718)

found 304 associated metabolites at tribe taxonomy rank level.

Ancestor: dalbergioids sensu lato

Child Taxonomies: Amorpha, Dalea, Marina, Parryella, Apoplanesia, Errazurizia, Eysenhardtia, Psorothamnus

Catechin

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

C15H14O6 (290.079)


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.

   

Isoliquiritigenin

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

C15H12O4 (256.0736)


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.

   

Calycosin

4H-1-Benzopyran-4-one, 7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-

C16H12O5 (284.0685)


Calycosin is a member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at the 3 position and a methoxy group at the 4 position. It has a role as a metabolite and an antioxidant. It is a member of 7-hydroxyisoflavones and a member of 4-methoxyisoflavones. It is functionally related to an isoflavone. It is a conjugate acid of a calycosin(1-). Calycosin is a natural product found in Thermopsis lanceolata, Hedysarum polybotrys, and other organisms with data available. A polyphenol metabolite detected in biological fluids [PhenolExplorer] Calycosin is a natural compound with antioxidant and anti-inflammatory activity. Calycosin is a natural compound with antioxidant and anti-inflammatory activity.

   

Eriodictyol

(S) -2- (3,4-Dihydroxyphenyl) -2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one

C15H12O6 (288.0634)


Eriodictyol, also known as 3,4,5,7-tetrahydroxyflavanone or 2,3-dihydroluteolin, belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. Thus, eriodictyol is considered to be a flavonoid lipid molecule. Outside of the human body, eriodictyol has been detected, but not quantified in, several different foods, such as common oregano, common thymes, parsley, sweet basils, and tarragons. This could make eriodictyol a potential biomarker for the consumption of these foods. Eriodictyol is a compound isolated from Eriodictyon californicum and can be used in medicine as an expectorant. BioTransformer predicts that eriodictiol is a product of luteolin metabolism via a flavonoid-c-ring-reduction reaction catalyzed by an unspecified-gut microbiota enzyme (PMID: 30612223). Eriodictyol, also known as 5735-tetrahydroxyflavanone, is a member of the class of compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. Eriodictyol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Eriodictyol can be found in a number of food items such as rowal, grape, cardamom, and lemon balm, which makes eriodictyol a potential biomarker for the consumption of these food products. Eriodictyol is a bitter-masking flavanone, a flavonoid extracted from yerba santa (Eriodictyon californicum), a plant native to North America. Eriodictyol is one of the four flavanones identified in this plant as having taste-modifying properties, the other three being homoeriodictyol, its sodium salt, and sterubin . Eriodictyol is a tetrahydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 7, 3 and 4 respectively. It is a tetrahydroxyflavanone and a member of 3-hydroxyflavanones. Eriodictyol is a natural product found in Eupatorium album, Eupatorium hyssopifolium, and other organisms with data available. A tetrahydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 7, 3 and 4 respectively. Acquisition and generation of the data is financially supported in part by CREST/JST. Eriodictyol is a flavonoid isolated from the Chinese herb, with antioxidant and anti-inflammatory activity. Eriodictyol induces Nrf2 signaling pathway. Eriodictyol is also a potent influenza RNA-dependent RNA polymerase inhibitor with an IC50 of 18 nM. Eriodictyol is a flavonoid isolated from the Chinese herb, with antioxidant and anti-inflammatory activity. Eriodictyol induces Nrf2 signaling pathway. Eriodictyol is also a potent influenza RNA-dependent RNA polymerase inhibitor with an IC50 of 18 nM.

   

Formononetin

7-hydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one

C16H12O4 (268.0736)


Formononetin is a member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone substituted by a methoxy group at position 4. It has a role as a phytoestrogen and a plant metabolite. It is a member of 7-hydroxyisoflavones and a member of 4-methoxyisoflavones. It is functionally related to a daidzein. It is a conjugate acid of a formononetin(1-). Formononetin is under investigation in clinical trial NCT02174666 (Isoflavone Treatment for Postmenopausal Osteopenia.). Formononetin is a natural product found in Pterocarpus indicus, Ardisia paniculata, and other organisms with data available. See also: Astragalus propinquus root (part of); Trifolium pratense flower (part of). Formononetin are abundant in vegetables. It is a phyto-oestrogen that is a polyphenolic non-steroidal plant compound with oestrogen-like biological activity (PMID: 16108819). It can be the source of considerable estrogenic activity (http://www.herbalchem.net/Intermediate.htm). Widespread isoflavone found in soy beans (Glycine max), red clover (Trifolium pratense and chick peas (Cicer arietinum). Potential nutriceutical A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone substituted by a methoxy group at position 4. D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8803; ORIGINAL_PRECURSOR_SCAN_NO 8802 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8826; ORIGINAL_PRECURSOR_SCAN_NO 8825 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4484; ORIGINAL_PRECURSOR_SCAN_NO 4480 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4474; ORIGINAL_PRECURSOR_SCAN_NO 4471 DATA_PROCESSING MERGING RMBmix ver. 0.2.7; CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4474; ORIGINAL_PRECURSOR_SCAN_NO 4470 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8863; ORIGINAL_PRECURSOR_SCAN_NO 8861 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4474; ORIGINAL_PRECURSOR_SCAN_NO 4470 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8847; ORIGINAL_PRECURSOR_SCAN_NO 8844 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8852; ORIGINAL_PRECURSOR_SCAN_NO 8851 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8822; ORIGINAL_PRECURSOR_SCAN_NO 8821 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4569; ORIGINAL_PRECURSOR_SCAN_NO 4566 CONFIDENCE standard compound; INTERNAL_ID 301; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4507; ORIGINAL_PRECURSOR_SCAN_NO 4504 Acquisition and generation of the data is financially supported in part by CREST/JST. INTERNAL_ID 2291; CONFIDENCE Reference Standard (Level 1) CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2291 IPB_RECORD: 481; CONFIDENCE confident structure Formononetin is a potent FGFR2 inhibitor with an IC50 of ~4.31 μM. Formononetin potently inhibits angiogenesis and tumor growth[1]. Formononetin is a potent FGFR2 inhibitor with an IC50 of ~4.31 μM. Formononetin potently inhibits angiogenesis and tumor growth[1].

   

D-Pinitol

(1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


Widely distributed in plants. Pinitol is a cyclitol, a cyclic polyol. It is a known anti-diabetic agent isolated from Sutherlandia frutescens leaves. D-Pinitol is a biomarker for the consumption of soy beans and other soy products. D-Pinitol is found in many foods, some of which are ginkgo nuts, carob, soy bean, and common pea. D-Pinitol is found in carob. D-Pinitol is widely distributed in plants.Pinitol is a cyclitol, a cyclic polyol. It is a known anti-diabetic agent isolated from Sutherlandia frutescens leaves. (Wikipedia). D-Pinitol is a biomarker for the consumption of soy beans and other soy products. D-pinitol (3-O-Methyl-D-chiro-inositol) is a natural compound presented in several plants, like Pinaceae and Leguminosae plants. D-pinitol exerts hypoglycemic activity and protective effects in the cardiovascular system[1][2]. D-pinitol has antiviral and larvicidal activities[3]. D-pinitol (3-O-Methyl-D-chiro-inositol) is a natural compound presented in several plants, like Pinaceae and Leguminosae plants. D-pinitol exerts hypoglycemic activity and protective effects in the cardiovascular system[1][2]. D-pinitol has antiviral and larvicidal activities[3].

   

Stigmasterol

(3S,8S,9S,10R,13R,14S,17R)-17-((2R,5S,E)-5-ethyl-6-methylhept-3-en-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-ol

C29H48O (412.3705)


Stigmasterol is a phytosterol, meaning it is steroid derived from plants. As a food additive, phytosterols have cholesterol-lowering properties (reducing cholesterol absorption in intestines), and may act in cancer prevention. Phytosterols naturally occur in small amount in vegetable oils, especially soybean oil. One such phytosterol complex, isolated from vegetable oil, is cholestatin, composed of campesterol, stigmasterol, and brassicasterol, and is marketed as a dietary supplement. Sterols can reduce cholesterol in human subjects by up to 15\\%. The mechanism behind phytosterols and the lowering of cholesterol occurs as follows : the incorporation of cholesterol into micelles in the gastrointestinal tract is inhibited, decreasing the overall amount of cholesterol absorbed. This may in turn help to control body total cholesterol levels, as well as modify HDL, LDL and TAG levels. Many margarines, butters, breakfast cereals and spreads are now enriched with phytosterols and marketed towards people with high cholesterol and a wish to lower it. Stigmasterol is found to be associated with phytosterolemia, which is an inborn error of metabolism. Stigmasterol is a 3beta-sterol that consists of 3beta-hydroxystigmastane having double bonds at the 5,6- and 22,23-positions. It has a role as a plant metabolite. It is a 3beta-sterol, a stigmastane sterol, a 3beta-hydroxy-Delta(5)-steroid and a member of phytosterols. It derives from a hydride of a stigmastane. Stigmasterol is a natural product found in Ficus auriculata, Xylopia aromatica, and other organisms with data available. Stigmasterol is a steroid derivative characterized by the hydroxyl group in position C-3 of the steroid skeleton, and unsaturated bonds in position 5-6 of the B ring, and position 22-23 in the alkyl substituent. Stigmasterol is found in the fats and oils of soybean, calabar bean and rape seed, as well as several other vegetables, legumes, nuts, seeds, and unpasteurized milk. See also: Comfrey Root (part of); Saw Palmetto (part of); Plantago ovata seed (part of). Stigmasterol is an unsaturated plant sterol occurring in the plant fats or oils of soybean, calabar bean, and rape seed, and in a number of medicinal herbs, including the Chinese herbs Ophiopogon japonicus (Mai men dong) and American Ginseng. Stigmasterol is also found in various vegetables, legumes, nuts, seeds, and unpasteurized milk. A 3beta-sterol that consists of 3beta-hydroxystigmastane having double bonds at the 5,6- and 22,23-positions. C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol

   

Lupeol

(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-ol

C30H50O (426.3861)


Lupeol is a pentacyclic triterpenoid that is lupane in which the hydrogen at the 3beta position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex of fig trees and of rubber plants. It is also found in many edible fruits and vegetables. It has a role as an anti-inflammatory drug and a plant metabolite. It is a secondary alcohol and a pentacyclic triterpenoid. It derives from a hydride of a lupane. Lupeol has been investigated for the treatment of Acne. Lupeol is a natural product found in Ficus auriculata, Ficus septica, and other organisms with data available. See also: Calendula Officinalis Flower (part of). A pentacyclic triterpenoid that is lupane in which the hydrogen at the 3beta position is substituted by a hydroxy group. It occurs in the skin of lupin seeds, as well as in the latex of fig trees and of rubber plants. It is also found in many edible fruits and vegetables. D000893 - Anti-Inflammatory Agents Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1]. Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1].

   

Betulinic acid

(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid

C30H48O3 (456.3603)


Betulinic acid is a pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-carboxy substituents. It is found in the bark and other plant parts of several species of plants including Syzygium claviflorum. It exhibits anti-HIV, antimalarial, antineoplastic and anti-inflammatory properties. It has a role as an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, an anti-HIV agent, an antimalarial, an anti-inflammatory agent, an antineoplastic agent and a plant metabolite. It is a pentacyclic triterpenoid and a hydroxy monocarboxylic acid. It derives from a hydride of a lupane. Betulinic Acid has been used in trials studying the treatment of Dysplastic Nevus Syndrome. Betulinic acid is a natural product found in Ficus auriculata, Gladiolus italicus, and other organisms with data available. Betulinic Acid is a pentacyclic lupane-type triterpene derivative of betulin (isolated from the bark of Betula alba, the common white birch) with antiinflammatory, anti-HIV and antineoplastic activities. Betulinic acid induces apoptosis through induction of changes in mitochondrial membrane potential, production of reactive oxygen species, and opening of mitochondrial permeability transition pores, resulting in the release of mitochondrial apogenic factors, activation of caspases, and DNA fragmentation. Although originally thought to exhibit specific cytotoxicity against melanoma cells, this agent has been found to be cytotoxic against non-melanoma tumor cell types including neuroectodermal and brain tumor cells. A lupane-type triterpene derivative of betulin which was originally isolated from BETULA or birch tree. It has anti-inflammatory, anti-HIV and antineoplastic activities. See also: Jujube fruit (part of); Paeonia lactiflora root (part of). Betulinic acid is found in abiyuch. Betulinic acid is a naturally occurring pentacyclic triterpenoid which has anti-retroviral, anti-malarial, and anti-inflammatory properties, as well as a more recently discovered potential as an anticancer agent, by inhibition of topoisomerase. It is found in the bark of several species of plants, principally the white birch (Betula pubescens) from which it gets its name, but also the Ber tree (Ziziphus mauritiana), the tropical carnivorous plants Triphyophyllum peltatum and Ancistrocladus heyneanus, Diospyros leucomelas a member of the persimmon family, Tetracera boiviniana, the jambul (Syzygium formosanum), flowering quince (Chaenomeles sinensis), Rosemary, and Pulsatilla chinensis. Controversial is a role of p53 in betulinic acid-induced apoptosis. Fulda suggested p53-independent mechanism of the apoptosis, basing on fact of no accumulation of wild-type p53 detected upon treatment with the betulinic acid, whereas wild-type p53 protein strongly increased after treatment with doxorubicin. The suggestion is supported by study of Raisova. On the other hand Rieber suggested that betulinic acid exerts its inhibitory effect on human metastatic melanoma partly by increasing p53 A pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-carboxy substituents. It is found in the bark and other plant parts of several species of plants including Syzygium claviflorum. It exhibits anti-HIV, antimalarial, antineoplastic and anti-inflammatory properties. C308 - Immunotherapeutic Agent > C2139 - Immunostimulant Betulinic acid is a natural pentacyclic triterpenoid, acts as a eukaryotic topoisomerase I inhibitor, with an IC50 of 5 μM, and possesses anti-HIV, anti-malarial, anti-inflammatory and anti-tumor properties[1][2][3][4]. Betulinic acid is a natural pentacyclic triterpenoid, acts as a eukaryotic topoisomerase I inhibitor, with an IC50 of 5 μM, and possesses anti-HIV, anti-malarial, anti-inflammatory and anti-tumor properties[1][2][3][4]. Epibetulinic acid exhibits potent inhibitory effects on NO and prostaglandin E2 (PGE2) production in mouse macrophages (RAW 264.7) stimulated with bacterial endotoxin with IC50s of 0.7 and 0.6 μM, respectively. Anti-inflammatory activity[1].

   

Oleanolic acid

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

C30H48O3 (456.3603)


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

   

Afzelechin

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

C15H14O5 (274.0841)


Afzelechin is a tetrahydroxyflavan that is (2S)-flavan substituted by hydroxy groups at positions 3, 5, 7 and 4 respectively. It has a role as a plant metabolite and an EC 3.2.1.20 (alpha-glucosidase) inhibitor. It is a tetrahydroxyflavan and a catechin. It derives from a hydride of a (2S)-flavan. Afzelechin is a natural product found in Cassipourea gummiflua, Bergenia ligulata, and other organisms with data available. A tetrahydroxyflavan that is (2S)-flavan substituted by hydroxy groups at positions 3, 5, 7 and 4 respectively.

   

Medicarpin

9-Methoxy-6a,11a-dimethyl-6a,11a-dihydro-6H-\ 1-benzofuro[3,2-c]chromen-3-ol from Dalbergia Oliveri

C16H14O4 (270.0892)


A member of the class of pterocarpans that is 3-hydroxyptercarpan with a methoxy substituent at position 9. (+)-medicarpin is the (+)-enantiomer of medicarpin. It is an enantiomer of a (-)-medicarpin. (+)-Medicarpin is a natural product found in Dalbergia sissoo, Machaerium acutifolium, and other organisms with data available. The (+)-enantiomer of medicarpin. (-)-medicarpin is the (-)-enantiomer of medicarpin. It has a role as a plant metabolite. It is an enantiomer of a (+)-medicarpin. Medicarpin is a natural product found in Cicer chorassanicum, Melilotus dentatus, and other organisms with data available. See also: Glycyrrhiza uralensis Root (part of); Medicago sativa whole (part of). The (-)-enantiomer of medicarpin. Medicarpin is a flavonoid isolated from Medicago sativa. Medicarpin induces apoptosis and overcome multidrug resistance in leukemia P388 cells by modulating P-gp-mediated efflux of agents[1]. Medicarpin is a flavonoid isolated from Medicago sativa. Medicarpin induces apoptosis and overcome multidrug resistance in leukemia P388 cells by modulating P-gp-mediated efflux of agents[1].

   

(-)-Maackiain

(1R,12R)-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol

C16H12O5 (284.0685)


(-)-maackiain is the (-)-enantiomer of maackiain. It is an enantiomer of a (+)-maackiain. Maackiain is a natural product found in Tephrosia virginiana, Leptolobium bijugum, and other organisms with data available. (-)-Maackiain. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=2035-15-6 (retrieved 2024-07-09) (CAS RN: 2035-15-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). (-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens. (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts[1]. (-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens. (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts[1]. (-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens. (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts[1]. (-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens. (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts[1].

   

Pterostilbene

Phenol, 4-[(1Z)-2-(3,5-dimethoxyphenyl)ethenyl]-

C16H16O3 (256.1099)


C26170 - Protective Agent > C275 - Antioxidant Pterostilbene is a stilbenoid isolated from blueberries and Pterocarpus marsupium[1]. Shows anti-oxidant, anti-inflammatory, anti-carcinogenic, anti-diabetic and anti-obesity properties[1][4]. Pterostilbene blocks ROS production[3], also exhibits inhibitory activity against various free radicals such as DPPH, ABTS, hydroxyl, superoxide and hydrogen peroxide[4]. Pterostilbene is a stilbenoid isolated from blueberries and Pterocarpus marsupium[1]. Shows anti-oxidant, anti-inflammatory, anti-carcinogenic, anti-diabetic and anti-obesity properties[1][4]. Pterostilbene blocks ROS production[3], also exhibits inhibitory activity against various free radicals such as DPPH, ABTS, hydroxyl, superoxide and hydrogen peroxide[4].

   

Ononin

3-(4-methoxyphenyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

C22H22O9 (430.1264)


Widely distributed in the Leguminosae subfamily Papilionoideae, e.g. in Medicago sativa (alfalfa) and Trifolium subspecies Formononetin 7-glucoside is found in chickpea, soy bean, and pulses. Ononin is found in chickpea. Ononin is widely distributed in the Leguminosae subfamily Papilionoideae, e.g. in Medicago sativa (alfalfa) and Trifolium species. IPB_RECORD: 381; CONFIDENCE confident structure Ononin is an isoflavone that inhibits the growth of Pluchea lanceolata in soil. Ononin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=486-62-4 (retrieved 2025-02-26) (CAS RN: 486-62-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Tephrosin

(1R,14R)-14-hydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one

C23H22O7 (410.1365)


Tephrosin is a member of the class of rotenones that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted with geminal methyl groups at position 3, hydroxy group at position 7a and methoxy groups at positions 9 and 10 (the 7aR,13aR stereoisomer). It is isolated from the leaves and twigs of Antheroporum pierrei and exhibits antineoplastic and pesticidal activities. It has a role as a pesticide, an antineoplastic agent and a metabolite. It is an organic heteropentacyclic compound, an aromatic ether, a cyclic ketone and a member of rotenones. Tephrosin is a natural product found in Millettia ferruginea, Tephrosia vogelii, and other organisms with data available. A member of the class of rotenones that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted with geminal methyl groups at position 3, hydroxy group at position 7a and methoxy groups at positions 9 and 10 (the 7aR,13aR stereoisomer). It is isolated from the leaves and twigs of Antheroporum pierrei and exhibits antineoplastic and pesticidal activities.

   

Rotenonone

(R) -1,2-Dihydro-8,9-dimethoxy-2- (1-methylethenyl) [ 1 ] benzopyrano [ 3,4-b ] furo [ 2,3-h ] [ 1 ] benzopyran-6,12-dione

C23H18O7 (406.1052)


   
   

Sorbitol

(2R,3R,4R,5S)-Hexane-1,2,3,4,5,6-hexol

C6H14O6 (182.079)


Sorbitol is a polyhydric alcohol with about half the sweetness of sucrose. Sorbitol occurs naturally and is also produced synthetically from glucose. It was formerly used as a diuretic and may still be used as a laxative and in irrigating solutions for some surgical procedures. It is also used in many manufacturing processes, as a pharmaceutical aid, and in several research applications. Ascorbic acid fermentation; in solution form for moisture-conditioning of cosmetic creams and lotions, toothpaste, tobacco, gelatin; bodying agent for paper, textiles, and liquid pharmaceuticals; softener for candy; sugar crystallization inhibitor; surfactants; urethane resins and rigid foams; plasticizer, stabilizer for vinyl resins; food additive (sweetener, humectant, emulsifier, thickener, anticaking agent); dietary supplement. (Hawleys Condensed Chemical Dictionary) Biological Source: Occurs widely in plants ranging from algae to the higher orders. Fruits of the plant family Rosaceae, which include apples, pears, cherries, apricots, contain appreciable amounts. Rich sources are the fruits of the Sorbus and Crataegus species Use/Importance: Used for manufacturing of sorbose, propylene glycol, ascorbic acid, resins, plasticizers and as antifreeze mixtures with glycerol or glycol. Tablet diluent, sweetening agent and humectant, other food uses. Sorbitol is used in photometric determination of Ru(VI) and Ru(VIII); in acid-base titration of borate (Dictionary of Organic Compounds). Occurs widely in plants ranging from algae to the higher orders. Fruits of the plant family Rosaceae, which include apples, pears, cherries, apricots, contain appreciable amounts. Rich sources are the fruits of the Sorbus and Crataegus subspecies Sweetening agent and humectant and many other food uses. D-Glucitol is found in many foods, some of which are common salsify, other bread, wild rice, and common chokecherry. A - Alimentary tract and metabolism > A06 - Drugs for constipation > A06A - Drugs for constipation > A06AD - Osmotically acting laxatives A - Alimentary tract and metabolism > A06 - Drugs for constipation > A06A - Drugs for constipation > A06AG - Enemas B - Blood and blood forming organs > B05 - Blood substitutes and perfusion solutions > B05C - Irrigating solutions V - Various > V04 - Diagnostic agents > V04C - Other diagnostic agents > V04CC - Tests for bile duct patency Acquisition and generation of the data is financially supported in part by CREST/JST. D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents D000074385 - Food Ingredients > D005503 - Food Additives D010592 - Pharmaceutic Aids > D005421 - Flavoring Agents D005765 - Gastrointestinal Agents > D002400 - Cathartics D-Sorbitol (Sorbitol) is a six-carbon sugar alcohol and can used as a sugar substitute. D-Sorbitol can be used as a stabilizing excipient and/or isotonicity agent, sweetener, humectant, thickener and dietary supplement[1]. D-Sorbitol (Sorbitol) is a six-carbon sugar alcohol and can used as a sugar substitute. D-Sorbitol can be used as a stabilizing excipient and/or isotonicity agent, sweetener, humectant, thickener and dietary supplement[1].

   

Pinitol

(1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentaol

C7H14O6 (194.079)


D-pinitol is the D-enantiomer of pinitol. It has a role as a geroprotector and a member of compatible osmolytes. It is functionally related to a 1D-chiro-inositol. It is an enantiomer of a L-pinitol. Methylinositol has been used in trials studying the treatment of Dementia and Alzheimers Disease. D-Pinitol is a natural product found in Aegialitis annulata, Senna macranthera var. micans, and other organisms with data available. A member of the class of methyl myo-inositols that is cyclohexane-1,2,3,4,5-pentol substituted by a methoxy group at position 6 (the 1R,2S,3S,4S,5S,6S-isomer). D-pinitol (3-O-Methyl-D-chiro-inositol) is a natural compound presented in several plants, like Pinaceae and Leguminosae plants. D-pinitol exerts hypoglycemic activity and protective effects in the cardiovascular system[1][2]. D-pinitol has antiviral and larvicidal activities[3]. D-pinitol (3-O-Methyl-D-chiro-inositol) is a natural compound presented in several plants, like Pinaceae and Leguminosae plants. D-pinitol exerts hypoglycemic activity and protective effects in the cardiovascular system[1][2]. D-pinitol has antiviral and larvicidal activities[3].

   

(-)-Maackiain

5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13(18),14,16-hexaen-16-ol

C16H12O5 (284.0685)


(-)-Maackiain is found in chickpea. (-)-Maackiain is widespread in the Leguminosae subfamily. (-)-Maackiain is a constituent of Trifolium pratense (red clover). (-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens. (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts[1]. (-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens. (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts[1]. (-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens. (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts[1]. (-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens. (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts[1].

   

Wistin

6-methoxy-3-(4-methoxyphenyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

C23H24O10 (460.1369)


Present in alfalfa (Medicago sativa). Afrormosin 7-glucoside is found in alfalfa and pulses. Wistin is found in alfalfa. Wistin is present in alfalfa (Medicago sativa

   
   

Calycosin 7-galactoside

3-(3-hydroxy-4-methoxyphenyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

C22H22O10 (446.1213)


Calycosin 7-galactoside is found in herbs and spices. Calycosin 7-galactoside is isolated from Trifolium pratense (red clover). Isolated from Trifolium pratense (red clover). Calycosin 7-galactoside is found in tea, herbs and spices, and pulses.

   

(S)-5,7-Dihydroxy-6-prenylflavanone

5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

C20H20O4 (324.1362)


(S)-5,7-Dihydroxy-6-prenylflavanone is found in herbs and spices. (S)-5,7-Dihydroxy-6-prenylflavanone is a constituent of Glycyrrhiza glabra (licorice). Constituent of Glycyrrhiza glabra (licorice). (S)-5,7-Dihydroxy-6-prenylflavanone is found in tea and herbs and spices.

   

1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-(2-hydroxyphenyl)prop-2-en-1-one

1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-(2-hydroxyphenyl)prop-2-en-1-one

C18H18O5 (314.1154)


   

(S)-5,7-Dihydroxy-6,8-dimethylflavanone

5,7-dihydroxy-6,8-dimethyl-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

C17H16O4 (284.1049)


(S)-5,7-Dihydroxy-6,8-dimethylflavanone is found in fruits. (S)-5,7-Dihydroxy-6,8-dimethylflavanone is isolated from Eugenia javanica (Java apple

   

Epicatechin 3-glucoside

2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C21H24O11 (452.1319)


Epicatechin 3-glucoside is found in chinese cinnamon. Epicatechin 3-glucoside is isolated from Chinese cinnamon (Cinnamomum cassia) bark. Isolated from Chinese cinnamon (Cinnamomum cassia) bark. Epicatechin 3-glucoside is found in chinese cinnamon and herbs and spices.

   

Dihydroformononetin

7-hydroxy-3-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

C16H14O4 (270.0892)


Dihydroformononetin is a constituent of Myroxylon balsamum (Tolu balsam) trunkwood. Constituent of Myroxylon balsamum (Tolu balsam) trunkwood.

   

Octacosane

CH3-[CH2]26-CH3

C28H58 (394.4538)


Octacosane, also known as ch3-[ch2]26-ch3, is a member of the class of compounds known as alkanes. Alkanes are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Thus, octacosane is considered to be a hydrocarbon lipid molecule. Octacosane can be found in a number of food items such as peach, linden, apple, and carrot, which makes octacosane a potential biomarker for the consumption of these food products. Octacosane can be found primarily in saliva. The term higher alkanes is sometimes used literally as "alkanes with a higher number of carbon atoms". One definition distinguishes the higher alkanes as the n-alkanes that are solid under natural conditions . Octacosane, also known as CH3-[CH2]26-CH3, belongs to the class of organic compounds known as alkanes. These are acyclic branched or unbranched hydrocarbons having the general formula CnH2n+2 , and therefore consisting entirely of hydrogen atoms and saturated carbon atoms. Octacosane is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Thus, octacosane is considered to be a hydrocarbon lipid molecule. Octacosane has been detected, but not quantified, in several different foods, such as peachs, coconuts, apples, sweet cherries, and lindens. This could make octacosane a potential biomarker for the consumption of these foods. A straight-chain alkane containing 28 carbon atoms.

   

1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one

(2E)-1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenylprop-2-en-1-one

C18H18O4 (298.1205)


1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one is found in herbs and spices. 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one is isolated from Myrica gale (bog myrtle). Isolated from Myrica gale (bog myrtle). 1-(2,4-Dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-phenyl-2-propen-1-one is found in herbs and spices.

   

Afzelechin

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

C15H14O5 (274.0841)


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

   

(E)-3,5,4'-Trimethoxystilbene

1,3-dimethoxy-5-[2-(4-methoxyphenyl)ethenyl]benzene

C17H18O3 (270.1256)


   

7-Glucosyl-luteolin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

C21H20O12 (464.0955)


   

CC(C)=CCCC(C)=CCc1c(O)ccc(C(=O)C=Cc2ccc(O)cc2)c1O

1-[3-(3,7-dimethylocta-2,6-dien-1-yl)-2,4-dihydroxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

C25H28O4 (392.1987)


   

Alpinetin

7-hydroxy-5-methoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

C16H14O4 (270.0892)


   

D-Iditol

hexane-1,2,3,4,5,6-hexol

C6H14O6 (182.079)


Permitted bulk sweetener for foods. Sweetening agent. Food additive, used as anticaking agent, lubricant, for stabiliser and thickener, and for other uses in food processing

   

Deguelin

17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁵,²⁰]docosa-3,5,9,11,15(20),16,18-heptaen-13-one

C23H22O6 (394.1416)


   

Lupeol acetate

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

C32H52O2 (468.3967)


   

Medicarpin

14-methoxy-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2,4,6,11(16),12,14-hexaen-5-ol

C16H14O4 (270.0892)


Medicarpin is a member of the class of compounds known as pterocarpans. Pterocarpans are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. Medicarpin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Medicarpin can be found in black-eyed pea, broad bean, and chickpea, which makes medicarpin a potential biomarker for the consumption of these food products. Medicarpin is a pterocarpan, a derivative of isoflavonoids . Medicarpin is a flavonoid isolated from Medicago sativa. Medicarpin induces apoptosis and overcome multidrug resistance in leukemia P388 cells by modulating P-gp-mediated efflux of agents[1]. Medicarpin is a flavonoid isolated from Medicago sativa. Medicarpin induces apoptosis and overcome multidrug resistance in leukemia P388 cells by modulating P-gp-mediated efflux of agents[1].

   

3-Hydroxy-4-isopentenyl-5-methoxybibenzyl-2-carboxylic acid

2-hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)-6-(2-phenylethyl)benzoic acid

C21H24O4 (340.1675)


3-hydroxy-4-isopentenyl-5-methoxybibenzyl-2-carboxylic acid, also known as amorfrutin a, 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. 3-hydroxy-4-isopentenyl-5-methoxybibenzyl-2-carboxylic acid is practically insoluble (in water) and a moderately acidic compound (based on its pKa). 3-hydroxy-4-isopentenyl-5-methoxybibenzyl-2-carboxylic acid can be found in pigeon pea, which makes 3-hydroxy-4-isopentenyl-5-methoxybibenzyl-2-carboxylic acid a potential biomarker for the consumption of this food product. D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates

   

Oleanolic acid 3-acetate

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

C32H50O4 (498.3709)


Oleanolic acid 3-acetate, also known as 3-O-acetyloleanolic acid, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Oleanolic acid 3-acetate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Oleanolic acid 3-acetate can be found in black-eyed pea and rosemary, which makes oleanolic acid 3-acetate a potential biomarker for the consumption of these food products.

   

Pterostilbene

4-[(Z)-2-(3,5-dimethoxyphenyl)ethenyl]phenol

C16H16O3 (256.1099)


Pterostilbene 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. Pterostilbene is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Pterostilbene can be found in common grape and grape wine, which makes pterostilbene a potential biomarker for the consumption of these food products. Pterostilbene is a stilbenoid chemically related to resveratrol. In plants, it serves a defensive phytoalexin role . Pterostilbene is a stilbenoid isolated from blueberries and Pterocarpus marsupium[1]. Shows anti-oxidant, anti-inflammatory, anti-carcinogenic, anti-diabetic and anti-obesity properties[1][4]. Pterostilbene blocks ROS production[3], also exhibits inhibitory activity against various free radicals such as DPPH, ABTS, hydroxyl, superoxide and hydrogen peroxide[4]. Pterostilbene is a stilbenoid isolated from blueberries and Pterocarpus marsupium[1]. Shows anti-oxidant, anti-inflammatory, anti-carcinogenic, anti-diabetic and anti-obesity properties[1][4]. Pterostilbene blocks ROS production[3], also exhibits inhibitory activity against various free radicals such as DPPH, ABTS, hydroxyl, superoxide and hydrogen peroxide[4].

   

Alpinetin

4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-5-methoxy-2-phenyl-, (2S)-

C16H14O4 (270.0892)


Alpinetin is a phytochemical isolated from a variety of plants including those of the genus Alpinia.[1] It is going through tests to see if it is a vasorelaxant.[2] Alpinetin is a natural product found in Alpinia blepharocalyx, Alnus firma, and other organisms with data available. Alpinetin is a flavonoid isolated from cardamom and has anti-inflammatory activity. Alpinetin inhibits lipopolysaccharide (LPS)-induced inflammation, activates PPAR-γ, activates Nrf2, and inhibits TLR4 expression to protect LPS-induced renal injury[1][2]. Alpinetin is a flavonoid isolated from Alpinia katsumadai Hayata, activates activates PPAR-γ, with potent anti-inflammatory activity[1]. Alpinetin is a flavonoid isolated from Alpinia katsumadai Hayata, activates activates PPAR-γ, with potent anti-inflammatory activity[1].

   

Deguelin

(1S,14S)-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one

C23H22O6 (394.1416)


Deguelin is a rotenone that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted by methoxy groups at positions 9 and 10, and by two methyl groups at position 3 (the 7aS,13aS-stereoisomer). It exists in abundant quantities in the bark, roots, and leaves of the Leguminosae family of plants and reported to exert anti-tumour effects in various cancers. It has a role as an apoptosis inducer, an antineoplastic agent, a plant metabolite, an angiogenesis inhibitor, an antiviral agent, a mitochondrial NADH:ubiquinone reductase inhibitor, an anti-inflammatory agent and an EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor. It is a member of rotenones, an aromatic ether, an organic heteropentacyclic compound and a diether. Deguelin is a natural product found in Tephrosia vogelii, Derris montana, and other organisms with data available. A rotenone that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted by methoxy groups at positions 9 and 10, and by two methyl groups at position 3 (the 7aS,13aS-stereoisomer). It exists in abundant quantities in the bark, roots, and leaves of the Leguminosae family of plants and reported to exert anti-tumour effects in various cancers. Deguelin, a naturally occurring rotenoid, acts as a chemopreventive agent by blocking multiple pathways like PI3K-Akt, IKK-NF-κB, and MAPK-mTOR-survivin-mediated apoptosis. Deguelin binding to Hsp90 leads to a decreased expression of numerous oncogenic proteins, including MEK1/2, Akt, HIF1α, COX-2, and NF-κB. Deguelin, a naturally occurring rotenoid, acts as a chemopreventive agent by blocking multiple pathways like PI3K-Akt, IKK-NF-κB, and MAPK-mTOR-survivin-mediated apoptosis. Deguelin binding to Hsp90 leads to a decreased expression of numerous oncogenic proteins, including MEK1/2, Akt, HIF1α, COX-2, and NF-κB. Deguelin, a naturally occurring rotenoid, acts as a chemopreventive agent by blocking multiple pathways like PI3K-Akt, IKK-NF-κB, and MAPK-mTOR-survivin-mediated apoptosis. Deguelin binding to Hsp90 leads to a decreased expression of numerous oncogenic proteins, including MEK1/2, Akt, HIF1α, COX-2, and NF-κB.

   

Ononin

3-(4-methoxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one

C22H22O9 (430.1264)


Ononin is a 4-methoxyisoflavone that is formononetin attached to a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as a plant metabolite. It is a monosaccharide derivative, a member of 4-methoxyisoflavones and a 7-hydroxyisoflavones 7-O-beta-D-glucoside. It is functionally related to a formononetin. Ononin is a natural product found in Cicer chorassanicum, Thermopsis lanceolata, and other organisms with data available. See also: Astragalus propinquus root (part of). A 4-methoxyisoflavone that is formononetin attached to a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. Ononin is an isoflavone that inhibits the growth of Pluchea lanceolata in soil. Ononin is an isoflavone that inhibits the growth of Pluchea lanceolata in soil.

   

Pterostilbene

trans-1-(3,5-Dimethoxyphenyl)-2-(4-hydroxyphenyl)ethylene

C16H16O3 (256.1099)


Pterostilbene is a stilbenol that consists of trans-stilbene bearing a hydroxy group at position 4 as well as two methoxy substituents at positions 3 and 5. It has a role as an antioxidant, an antineoplastic agent, a neurotransmitter, a plant metabolite, an apoptosis inducer, a neuroprotective agent, an anti-inflammatory agent, a radical scavenger and a hypoglycemic agent. It is a stilbenol, a member of methoxybenzenes and a diether. It derives from a hydride of a trans-stilbene. Pterostilbene is a natural product found in Vitis rupestris, Pterocarpus marsupium, and other organisms with data available. Pterostilbene is a naturally-derived stilbenoid structurally related to resveratrol, with potential antioxidant, anti-inflammatory, pro-apoptotic, antineoplastic and cytoprotective activities. Upon administration, pterostilbene exerts its anti-oxidant activity by scavenging reactive oxygen species (ROS), thereby preventing oxidative stress and ROS-induced cell damage. It may also activate the nuclear factor erythroid 2-related factor 2 (Nrf2)-mediated pathway and increase the expression of various antioxidant enzymes, such as superoxide dismutase (SOD). In addition, pterostilbene is able to inhibit inflammation by reducing the expression of various inflammatory mediators, such as interleukin (IL) 1beta, tumor necrosis factor alpha (TNF-a), inducible nitric oxide synthase (iNOS), cyclooxygenases (COX), and nuclear factor kappa B (NF-kB). It also inhibits or prevents the activation of many signaling pathways involved in carcinogenesis, and increases expression of various tumor suppressor genes while decreasing expression of certain tumor promoting genes. It also directly induces apoptosis in tumor cells. See also: Pterocarpus marsupium wood (part of). A stilbenol that consists of trans-stilbene bearing a hydroxy group at position 4 as well as two methoxy substituents at positions 3 and 5. C26170 - Protective Agent > C275 - Antioxidant Pterostilbene is a stilbenoid isolated from blueberries and Pterocarpus marsupium[1]. Shows anti-oxidant, anti-inflammatory, anti-carcinogenic, anti-diabetic and anti-obesity properties[1][4]. Pterostilbene blocks ROS production[3], also exhibits inhibitory activity against various free radicals such as DPPH, ABTS, hydroxyl, superoxide and hydrogen peroxide[4]. Pterostilbene is a stilbenoid isolated from blueberries and Pterocarpus marsupium[1]. Shows anti-oxidant, anti-inflammatory, anti-carcinogenic, anti-diabetic and anti-obesity properties[1][4]. Pterostilbene blocks ROS production[3], also exhibits inhibitory activity against various free radicals such as DPPH, ABTS, hydroxyl, superoxide and hydrogen peroxide[4].

   
   

Amorin

(2S) -2- (2,2-Dimethyl-8-hydroxy-2H-1-benzopyran-6-yl) -5-hydroxy-8,8-dimethyl-10-prenyl-2H,8H-benzo [ 1,2-b:5,4-b ] dipyran-4 (3H) -one

C30H32O6 (488.2199)


   

Pawhuskin A

Pawhuskin A

C29H36O4 (448.2613)


   

Amorisin

5,7,3,4-Tetrahydroxy-6,8,5-tri-C-prenylflavanone

C30H36O6 (492.2512)


   

11-Hydroxytephrosin

13,13a-Dihydro-6,7a-dihydroxy-9,10-dimethoxy-3,3-dimethyl-3H-bis [ 1 ] benzopyrano [ 3,4-b:6,5-e ] pyran-7 (7aH) -one

C23H22O8 (426.1315)


   

Isoduartin

(+-) -7,2-Dihydroxy-8,3,4-trimethoxyisoflavan

C18H20O6 (332.126)


   

amorilin

5,7,4-Trihydroxy-6,8,3-tri-C-prenylflavanone

C30H36O5 (476.2563)


   
   

Dehydrodalpanol

6a,12a-Didehydro-6,7-Dihydro-6-hydroxyrotenone

C23H22O7 (410.1365)


   

4-Hydroxymaackiain

3,4-Dihydroxy-8,9-methylenedioxypterocarpan

C16H12O6 (300.0634)


   

Amorphaquinone

7-Hydroxy-8,3,4-trimethoxyisoflavanquinone

C18H18O7 (346.1052)


   

Amoritin

5,7,4-Trihydroxy-3-methoxy-6,8,5-tri-C-prenylflavanone

C31H38O6 (506.2668)


   

dalpanol

6,7-Dihydro-6-hydroxyrotenone

C23H24O7 (412.1522)


   

Petalopurpurenol

(-) -3,5,7-Trihydroxy-2- [ 8-hydroxy-2-methyl-2- (4-methyl-3-pentenyl) -2H-1-benzopyran-5-yl ] -4H-1-benzopyran-4-one

C25H24O7 (436.1522)


   

Amorinin

5,7,3-Trihydroxy-6,8-di-C-prenyl-6",6"-dimethylpyrano [ 2",3":4,5 ] flavanone

C30H34O6 (490.2355)


   

Amoradinin

5,4-Dihydroxy-7,3-dimethoxy-6,8-di-C-prenylflavanone

C27H32O6 (452.2199)


   

Amoradicin

(S) -2,3-Dihydro-5-hydroxy-2- (3,4-dihydroxyphenyl) -7-methoxy-6,8-bis (3-methyl-2-butenyl) -4H-1-benzopyran-4-one

C26H30O6 (438.2042)


   

β-Amyrin

beta-amyrin-H2O

C30H50O (426.3861)


Beta-amyrin, also known as amyrin or (3beta)-olean-12-en-3-ol, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Thus, beta-amyrin is considered to be an isoprenoid lipid molecule. Beta-amyrin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Beta-amyrin can be synthesized from oleanane. Beta-amyrin is also a parent compound for other transformation products, including but not limited to, erythrodiol, glycyrrhetaldehyde, and 24-hydroxy-beta-amyrin. Beta-amyrin can be found in a number of food items such as thistle, pepper (c. baccatum), wakame, and endive, which makes beta-amyrin a potential biomarker for the consumption of these food products. The amyrins are three closely related natural chemical compounds of the triterpene class. They are designated α-amyrin (ursane skeleton), β-amyrin (oleanane skeleton) and δ-amyrin. Each is a pentacyclic triterpenol with the chemical formula C30H50O. They are widely distributed in nature and have been isolated from a variety of plant sources such as epicuticular wax. In plant biosynthesis, α-amyrin is the precursor of ursolic acid and β-amyrin is the precursor of oleanolic acid. All three amyrins occur in the surface wax of tomato fruit. α-Amyrin is found in dandelion coffee . β-Amyrin, an ingredient of Celastrus hindsii, blocks amyloid β (Aβ)-induced long-term potentiation (LTP) impairment. β-amyrin is a promising candidate of treatment for AD[1]. β-Amyrin, an ingredient of Celastrus hindsii, blocks amyloid β (Aβ)-induced long-term potentiation (LTP) impairment. β-amyrin is a promising candidate of treatment for AD[1].

   

Amoricin

5,4-Dihydroxy-3-methoxy-8,5-di-C-prenyl-6",6"-dimethylpyrano [ 2",3":7,6 ] flavanone

C31H36O6 (504.2512)


   

Lupeol acetate

Acetic acid (1R,3aR,4S,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-yl ester

C32H52O2 (468.3967)


Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1]. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1].

   

Xanthoangelol

Xanthoangelol

C25H28O4 (392.1987)


Xanthoangelol, extracted from Angelica keiskei, suppresses obesity-induced inflammatory responses. Xanthoangelol possesses antibacterial activity[1][2]. Xanthoangelol inhibits monoamine oxidases[3]. Xanthoangelol induces apoptosis in neuroblastoma and leukemia cells[4].

   

Petalostemumol G

2-[3,4-Dihydroxy-2,6-bis(3-methyl-2-butenyl)phenyl]-3,5,7-trihydroxy-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one

C30H34O7 (506.2304)


   

sitosterol

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

C29H50O (414.3861)


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

   

Dehydrotoxicarol

7,13-Dihydro-6-hydroxy-9,10-dimethoxy-3,3-dimethyl-3H-bis [ 1 ] benzopyrano [ 3,4-b:6,5-e ] pyran-7-one

C23H20O7 (408.1209)


   

8-O-Methylretusin

5-Hydroxy-3,7,3,4-tetramethoxy-8-O-methylflavone

C17H14O5 (298.0841)


   

Flemichapparin C

3-Methoxy-8,9-methylenedioxycoumestan

C17H10O6 (310.0477)


   

fremontin

3- [2,4-Dihydroxy-5- (2-methylbut-3-en-2-yl) phenyl] -5,7-dihydroxychromen-4-one

C20H18O6 (354.1103)


   

Fremontone

5,7,2,4-Tetrahydroxy-3-prenyl-5- (1",1"-dimethylallyl) isoflavone

C25H26O6 (422.1729)


   

isoamoritin

5,7,3-Trihydroxy-4-methoxy-6,8,5-triprenylflavanone

C31H38O6 (506.2668)


   

Cuneatin

7-Hydroxy-3- (6-methoxy-1,3-benzodioxole-5-yl) -4H-1-benzopyran-4-one

C17H12O6 (312.0634)


   

Stigmasterol

Stigmasterol

C29H48O (412.3705)


Disclaimer: While authors make an effort to ensure that the content of this record is accurate, the authors make no representations or warranties in relation to the accuracy or completeness of the record. This record do not reflect any viewpoints of the affiliation and organization to which the authors belong.

   

Aurentiacin A

4,6-Dihydroxy-2-methoxy-3-methylchalcone

C17H16O4 (284.1049)


   

Obovatin

5-Hydroxy-6",6"-dimethylpyrano [ 2",3":7,8 ] flavanone

C20H18O4 (322.1205)


A natural product found in Dalea boliviana and Tephrosia.

   

afzelechin

[ 2R,3S, (+) ] -3,4-Dihydro-2- (4-hydroxyphenyl) -2H-1-benzopyran-3,5,7-triol

C15H14O5 (274.0841)


Afzelechin is a flavan-3ol, a type of flavonoids. It can be found in Bergenia ligulata (aka Paashaanbhed in Ayurveda traditional Indian medicine).; Afzelechin-(4alpha?8)-afzelechin (molecular formula : C30H26O10, molar mass : 546.52 g/mol, exact mass : 546.152597, CAS number : 101339-37-1, Pubchem CID : 12395) is a B type proanthocyanidin. Ent-epiafzelechin-3-O-p-hydroxybenzoate-(4??8,2??O?7)-epiafzelechin) is an A-type proanthocyanidin found in apricots (Prunus armeniaca).

   

Eriodictyol

(S) -2- (3,4-Dihydroxyphenyl) -2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one

C15H12O6 (288.0634)


Constituent of the leaves and branches of Phyllanthus emblica (emblic). Eriodictyol 7-(6-coumaroylglucoside) is found in fruits. Annotation level-1 Eriodictyol is a flavonoid isolated from the Chinese herb, with antioxidant and anti-inflammatory activity. Eriodictyol induces Nrf2 signaling pathway. Eriodictyol is also a potent influenza RNA-dependent RNA polymerase inhibitor with an IC50 of 18 nM. Eriodictyol is a flavonoid isolated from the Chinese herb, with antioxidant and anti-inflammatory activity. Eriodictyol induces Nrf2 signaling pathway. Eriodictyol is also a potent influenza RNA-dependent RNA polymerase inhibitor with an IC50 of 18 nM.

   

ononin

3-(4-methoxyphenyl)-7-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy]-4-chromenone

C22H22O9 (430.1264)


Origin: Plant; Formula(Parent): C22H22O9; Bottle Name:Ononin; PRIME Parent Name:Formononetin-7-O-glucoside; PRIME in-house No.:S0305, Pyrans Annotation level-1 Ononin is an isoflavone that inhibits the growth of Pluchea lanceolata in soil. Ononin is an isoflavone that inhibits the growth of Pluchea lanceolata in soil.

   

Dihydroformononetin

7-Hydroxy-4-methoxyisoflavanone

C16H14O4 (270.0892)


   

Amorfrutin 1

Amorfrutin 1

C21H24O4 (340.1675)


   

lupeol

Lup-20(29)-en-3.beta.-ol

C30H50O (426.3861)


D000893 - Anti-Inflammatory Agents Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1]. Lupeol (Clerodol; Monogynol B; Fagarasterol) is an active pentacyclic?triterpenoid, has anti-oxidant, anti-mutagenic, anti-tumor and anti-inflammatory activity. Lupeol is a potent?androgen receptor (AR)?inhibitor and can be used for cancer research, especially prostate cancer of androgen-dependent phenotype (ADPC) and castration resistant phenotype (CRPC)[1].

   

2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanedioic Acid

2-hydroxy-2-[(4-hydroxyphenyl)methyl]butanedioic Acid

C11H12O6 (240.0634)


   

betulinic acid

betulinic acid

C30H48O3 (456.3603)


Betulinic acid is a natural pentacyclic triterpenoid, acts as a eukaryotic topoisomerase I inhibitor, with an IC50 of 5 μM, and possesses anti-HIV, anti-malarial, anti-inflammatory and anti-tumor properties[1][2][3][4]. Betulinic acid is a natural pentacyclic triterpenoid, acts as a eukaryotic topoisomerase I inhibitor, with an IC50 of 5 μM, and possesses anti-HIV, anti-malarial, anti-inflammatory and anti-tumor properties[1][2][3][4].

   

Oleanolic Acid

Oleanolic Acid

C30H48O3 (456.3603)


   

5-METHOXYCOUMARIN

5-METHOXYCOUMARIN

C10H8O3 (176.0473)


   

Xanthoangelol

InChI=1/C25H28O4/c1-17(2)5-4-6-18(3)7-13-21-24(28)16-14-22(25(21)29)23(27)15-10-19-8-11-20(26)12-9-19/h5,7-12,14-16,26,28-29H,4,6,13H2,1-3H3/b15-10+,18-7

C25H28O4 (392.1987)


Xanthoangelol is a natural product found in Artocarpus altilis, Artocarpus nobilis, and other organisms with data available. See also: Angelica keiskei top (part of); Angelica keiskei root (part of). D004791 - Enzyme Inhibitors > D054328 - Proton Pump Inhibitors Xanthoangelol, extracted from Angelica keiskei, suppresses obesity-induced inflammatory responses. Xanthoangelol possesses antibacterial activity[1][2]. Xanthoangelol inhibits monoamine oxidases[3]. Xanthoangelol induces apoptosis in neuroblastoma and leukemia cells[4].

   

Hyperoside

Quercetin 3-beta-D-galactopyranoside

C21H20O12 (464.0955)


[Raw Data] CB050_Hyperoside_neg_50eV_000016.txt [Raw Data] CB050_Hyperoside_neg_40eV_000016.txt [Raw Data] CB050_Hyperoside_neg_30eV_000016.txt [Raw Data] CB050_Hyperoside_neg_20eV_000016.txt [Raw Data] CB050_Hyperoside_neg_10eV_000016.txt [Raw Data] CB050_Hyperoside_pos_50eV_CB000024.txt [Raw Data] CB050_Hyperoside_pos_40eV_CB000024.txt [Raw Data] CB050_Hyperoside_pos_30eV_CB000024.txt [Raw Data] CB050_Hyperoside_pos_20eV_CB000024.txt [Raw Data] CB050_Hyperoside_pos_10eV_CB000024.txt Hyperoside is a NF-κB inhibitor, found from Hypericum monogynum. Hyperoside shows anti-tumor, antifungal, anti-inflammatory, anti-viral, and anti-oxidative activities, and can induce apoptosis[1][2]. Hyperoside is a NF-κB inhibitor, found from Hypericum monogynum. Hyperoside shows anti-tumor, antifungal, anti-inflammatory, anti-viral, and anti-oxidative activities, and can induce apoptosis[1][2].

   

Sorbitol

(2R,3R,4R,5S)-Hexane-1,2,3,4,5,6-hexol

C6H14O6 (182.079)


A - Alimentary tract and metabolism > A06 - Drugs for constipation > A06A - Drugs for constipation > A06AD - Osmotically acting laxatives A - Alimentary tract and metabolism > A06 - Drugs for constipation > A06A - Drugs for constipation > A06AG - Enemas B - Blood and blood forming organs > B05 - Blood substitutes and perfusion solutions > B05C - Irrigating solutions V - Various > V04 - Diagnostic agents > V04C - Other diagnostic agents > V04CC - Tests for bile duct patency D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents D000074385 - Food Ingredients > D005503 - Food Additives D010592 - Pharmaceutic Aids > D005421 - Flavoring Agents D005765 - Gastrointestinal Agents > D002400 - Cathartics CONFIDENCE standard compound; INTERNAL_ID 229 Acquisition and generation of the data is financially supported by the Max-Planck-Society D-Sorbitol (Sorbitol) is a six-carbon sugar alcohol and can used as a sugar substitute. D-Sorbitol can be used as a stabilizing excipient and/or isotonicity agent, sweetener, humectant, thickener and dietary supplement[1]. D-Sorbitol (Sorbitol) is a six-carbon sugar alcohol and can used as a sugar substitute. D-Sorbitol can be used as a stabilizing excipient and/or isotonicity agent, sweetener, humectant, thickener and dietary supplement[1].

   

Formononetin

Formononetin (Biochanin B)

C16H12O4 (268.0736)


Annotation level-1 D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D004967 - Estrogens relative retention time with respect to 9-anthracene Carboxylic Acid is 1.059 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.061 Formononetin is a potent FGFR2 inhibitor with an IC50 of ~4.31 μM. Formononetin potently inhibits angiogenesis and tumor growth[1]. Formononetin is a potent FGFR2 inhibitor with an IC50 of ~4.31 μM. Formononetin potently inhibits angiogenesis and tumor growth[1].

   

Catechol

(+)-Catechin Hydrate

C15H14O6 (290.079)


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.

   

Isoliquiritigenin

Isoliquiritigenin

C15H12O4 (256.0736)


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.

   
   

Calycosin

4H-1-Benzopyran-4-one, 7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-

C16H12O5 (284.0685)


Calycosin is a member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at the 3 position and a methoxy group at the 4 position. It has a role as a metabolite and an antioxidant. It is a member of 7-hydroxyisoflavones and a member of 4-methoxyisoflavones. It is functionally related to an isoflavone. It is a conjugate acid of a calycosin(1-). Calycosin is a natural product found in Thermopsis lanceolata, Hedysarum polybotrys, and other organisms with data available. A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at the 3 position and a methoxy group at the 4 position. Calycosin is a natural compound with antioxidant and anti-inflammatory activity. Calycosin is a natural compound with antioxidant and anti-inflammatory activity.

   

VITAMIN E

DL-alpha-Tocopherol

C29H50O2 (430.3811)


Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE was 40 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan. COVID info from COVID-19 Disease Map, clinicaltrial, clinicaltrials, clinical trial, clinical trials D020011 - Protective Agents > D000975 - Antioxidants D018977 - Micronutrients > D014815 - Vitamins Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE was 15 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan. Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE was 20 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan. DL-alpha-Tocopherol is a synthetic vitamin E, with antioxidation effect. DL-alpha-Tocopherol protects human skin fibroblasts against the cytotoxic effect of UVB[1]. DL-alpha-Tocopherol is a synthetic vitamin E, with antioxidation effect. DL-alpha-Tocopherol protects human skin fibroblasts against the cytotoxic effect of UVB[1]. rel-α-Vitamin E (rel-D-α-Tocopherol) is a vitamin with antioxidant properties and also a mixture[1]. α-Vitamin E ((+)-α-Tocopherol), a naturally occurring vitamin E form, is a potent antioxidant[1][2]. α-Vitamin E ((+)-α-Tocopherol), a naturally occurring vitamin E form, is a potent antioxidant[1][2].

   

3-deoxysappanchalcone

3-deoxysappanchalcone

C16H14O4 (270.0892)


   

Maackiain

(-)-Maackiain

C16H12O5 (284.0685)


Widespread in the Leguminosae subfamily. Constituent of Trifolium pratense (red clover). (-)-Maackiain is found in many foods, some of which are nectarine, chickpea, alaska blueberry, and adzuki bean. (-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens. (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts[1]. (-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens. (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts[1]. (-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens. (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts[1]. (-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens. (-)-Maackiain is toxic to several genera of fungal pathogens of legume and non legume hosts[1].

   

Desmethoxymatteucinol

Desmethoxymatteucinol

C17H16O4 (284.1049)


   

Jyperin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

C21H20O12 (464.0955)


Hyperoside is a NF-κB inhibitor, found from Hypericum monogynum. Hyperoside shows anti-tumor, antifungal, anti-inflammatory, anti-viral, and anti-oxidative activities, and can induce apoptosis[1][2]. Hyperoside is a NF-κB inhibitor, found from Hypericum monogynum. Hyperoside shows anti-tumor, antifungal, anti-inflammatory, anti-viral, and anti-oxidative activities, and can induce apoptosis[1][2].

   

pinitol

(1R,2S,3R,4S,5S,6S)-6-methoxycyclohexane-1,2,3,4,5-pentol

C7H14O6 (194.079)


D-pinitol (3-O-Methyl-D-chiro-inositol) is a natural compound presented in several plants, like Pinaceae and Leguminosae plants. D-pinitol exerts hypoglycemic activity and protective effects in the cardiovascular system[1][2]. D-pinitol has antiviral and larvicidal activities[3]. D-pinitol (3-O-Methyl-D-chiro-inositol) is a natural compound presented in several plants, like Pinaceae and Leguminosae plants. D-pinitol exerts hypoglycemic activity and protective effects in the cardiovascular system[1][2]. D-pinitol has antiviral and larvicidal activities[3].

   

Epicatechin 3-glucoside

2-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C21H24O11 (452.1319)


   

Calycosin 7-galactoside

3-(3-hydroxy-4-methoxyphenyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

C22H22O10 (446.1213)


   

OCTACOSANE

OCTACOSANE

C28H58 (394.4538)


A straight-chain alkane containing 28 carbon atoms.

   

D-Sorbitol

(2R,3R,4R,5S)-hexane-1,2,3,4,5,6-hexol

C6H14O6 (182.079)


   

Lupeol acetate

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

C32H52O2 (468.3967)


Lupeyl acetate, also known as lupeyl acetic acid, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Lupeyl acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Lupeyl acetate can be found in burdock, date, and fig, which makes lupeyl acetate a potential biomarker for the consumption of these food products. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1]. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1].

   

Eucomic acid, (-)-

Eucomic acid, (-)-

C11H12O6 (240.0634)


A natural product found particularly in Lotus japonicus and Lycoris radiata.

   

12a-Hydroxyrotenone

12a-Hydroxyrotenone

C23H22O7 (410.1365)


   

Maackiain

Maackiain

C16H12O5 (284.0685)


Maackiain (DL-Maackiain) is isolated from Maackia amurensis Rupr.et Maxim. Maackiain (DL-Maackiain) is a larvicidal agent against Aedes aegypti mosquito.xp Parasitol with a LD50 of ?21.95 μg/mL[1]. Maackiain (DL-Maackiain) induces fragmentations of DNA to oligonucleosomal-sized fragments that like a characteristic of apoptosis in the HL-60 cells[2]. Maackiain (DL-Maackiain) is isolated from Maackia amurensis Rupr.et Maxim. Maackiain (DL-Maackiain) is a larvicidal agent against Aedes aegypti mosquito.xp Parasitol with a LD50 of ?21.95 μg/mL[1]. Maackiain (DL-Maackiain) induces fragmentations of DNA to oligonucleosomal-sized fragments that like a characteristic of apoptosis in the HL-60 cells[2].

   

(2s)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C21H22O5 (354.1467)


   

3-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxychromen-4-one

3-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxychromen-4-one

C20H18O6 (354.1103)


   

6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14,16,18-heptaen-12-one

6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14,16,18-heptaen-12-one

C23H20O7 (408.1209)


   

4-[(1e)-2-[5-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)chromen-7-yl]ethenyl]benzene-1,2-diol

4-[(1e)-2-[5-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)chromen-7-yl]ethenyl]benzene-1,2-diol

C24H26O4 (378.1831)


   

7-methoxy-3-(2,4,5-trimethoxyphenyl)chromen-4-one

7-methoxy-3-(2,4,5-trimethoxyphenyl)chromen-4-one

C19H18O6 (342.1103)


   

3-[4,5-dimethoxy-2-(2-methylbut-3-en-2-yl)phenyl]-5-hydroxy-7-methoxychromen-4-one

3-[4,5-dimethoxy-2-(2-methylbut-3-en-2-yl)phenyl]-5-hydroxy-7-methoxychromen-4-one

C23H24O6 (396.1573)


   

6-(chromen-2-ylidene)-5-methoxy-2,2,4-trimethylcyclohex-4-ene-1,3-dione

6-(chromen-2-ylidene)-5-methoxy-2,2,4-trimethylcyclohex-4-ene-1,3-dione

C19H18O4 (310.1205)


   

8-methyl-6-(3-methylbut-2-en-1-yl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

8-methyl-6-(3-methylbut-2-en-1-yl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C21H22O2 (306.162)


   

3-(3,7-dimethyloct-6-en-1-yl)-2-hydroxy-4-methoxy-6-(2-phenylethyl)benzoic acid

3-(3,7-dimethyloct-6-en-1-yl)-2-hydroxy-4-methoxy-6-(2-phenylethyl)benzoic acid

C26H34O4 (410.2457)


   

4-(7-methoxy-3,4-dihydro-2h-1-benzopyran-3-yl)-6-(2-methylbut-3-en-2-yl)benzene-1,3-diol

4-(7-methoxy-3,4-dihydro-2h-1-benzopyran-3-yl)-6-(2-methylbut-3-en-2-yl)benzene-1,3-diol

C21H24O4 (340.1675)


   

(1r,6r,13r)-13-hydroxy-6-(2-hydroxypropan-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3,8,10,14(19),15,17-hexaen-12-one

(1r,6r,13r)-13-hydroxy-6-(2-hydroxypropan-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3,8,10,14(19),15,17-hexaen-12-one

C23H24O8 (428.1471)


   

(1r,14r)-11,14-dihydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁵,²⁰]docosa-3,5,9,11,15(20),16,18-heptaen-13-one

(1r,14r)-11,14-dihydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁵,²⁰]docosa-3,5,9,11,15(20),16,18-heptaen-13-one

C23H22O8 (426.1315)


   

4-[(3s)-7-hydroxy-3,4-dihydro-2h-1-benzopyran-3-yl]-6-(2-methylbut-3-en-2-yl)benzene-1,3-diol

4-[(3s)-7-hydroxy-3,4-dihydro-2h-1-benzopyran-3-yl]-6-(2-methylbut-3-en-2-yl)benzene-1,3-diol

C20H22O4 (326.1518)


   

2-[3,4-dihydroxy-2,6-bis(3-methylbut-2-en-1-yl)phenyl]-3,5,7-trihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

2-[3,4-dihydroxy-2,6-bis(3-methylbut-2-en-1-yl)phenyl]-3,5,7-trihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C30H36O7 (508.2461)


   

2-(3,7-dimethylocta-2,6-dien-1-yl)-5-(2-phenylethenyl)benzene-1,3-diol

2-(3,7-dimethylocta-2,6-dien-1-yl)-5-(2-phenylethenyl)benzene-1,3-diol

C24H28O2 (348.2089)


   

(2r)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

(2r)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

C15H14O6 (290.079)


   

1-{2,4-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

1-{2,4-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]phenyl}-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

C20H22O11 (438.1162)


   

(2s)-1-{2,4-dihydroxy-3-[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl}-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

(2s)-1-{2,4-dihydroxy-3-[(2r,3s,4s,5r,6s)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl}-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

C21H24O11 (452.1319)


   

(2s)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methyl-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methyl-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C21H22O5 (354.1467)


   

5,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11,13,15-hexaen-6-ol

5,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11,13,15-hexaen-6-ol

C17H16O5 (300.0998)


   

5-{2-[3,4-dihydroxy-2-(3-methylbut-2-en-1-yl)phenyl]ethenyl}-4-(3,7-dimethylocta-2,6-dien-1-yl)benzene-1,3-diol

5-{2-[3,4-dihydroxy-2-(3-methylbut-2-en-1-yl)phenyl]ethenyl}-4-(3,7-dimethylocta-2,6-dien-1-yl)benzene-1,3-diol

C29H36O4 (448.2613)


   

(2s)-5,7-dihydroxy-2-[2-hydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-2-[2-hydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C25H28O5 (408.1937)


   

1-{2,4-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)-2-methyloxan-2-yl]phenyl}-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

1-{2,4-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)-2-methyloxan-2-yl]phenyl}-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

C22H26O11 (466.1475)


   

calycosin 7-o-β-d-glucoside

calycosin 7-o-β-d-glucoside

C22H22O10 (446.1213)


   

3-[3,4-dimethoxy-5-(3-methylbut-2-en-1-yl)phenyl]-5,7-dimethoxychromen-4-one

3-[3,4-dimethoxy-5-(3-methylbut-2-en-1-yl)phenyl]-5,7-dimethoxychromen-4-one

C24H26O6 (410.1729)


   

2',4,4'-trihydroxychalcone

2',4,4'-trihydroxychalcone

C15H12O4 (256.0736)


   

3-[3,4-dihydroxy-2-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxychromen-4-one

3-[3,4-dihydroxy-2-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxychromen-4-one

C20H18O6 (354.1103)


   

(2s)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C26H30O5 (422.2093)


   

6-(3-{[(2s,3r,4s,5s,6r)-3-{[(2s,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

6-(3-{[(2s,3r,4s,5s,6r)-3-{[(2s,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

C34H40O16 (704.2316)


   

1-(4,6-dihydroxy-2-methoxy-3-methylphenyl)-3-phenylprop-2-en-1-one

1-(4,6-dihydroxy-2-methoxy-3-methylphenyl)-3-phenylprop-2-en-1-one

C17H16O4 (284.1049)


   

5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C26H30O5 (422.2093)


   

(1r,6s,13r)-16,17-dimethoxy-6-(3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5s)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

(1r,6s,13r)-16,17-dimethoxy-6-(3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5s)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

C34H40O16 (704.2316)


   

2-(3,7-dimethylocta-2,6-dien-1-yl)-5-[(1e)-2-phenylethenyl]benzene-1,3-diol

2-(3,7-dimethylocta-2,6-dien-1-yl)-5-[(1e)-2-phenylethenyl]benzene-1,3-diol

C24H28O2 (348.2089)


   

11-hydroxytephrosin

NA

C23H22O8 (426.1315)


{"Ingredient_id": "HBIN000455","Ingredient_name": "11-hydroxytephrosin","Alias": "NA","Ingredient_formula": "C23H22O8","Ingredient_Smile": "CC1(C=CC2=C(O1)C=C(C3=C2OC4COC5=CC(=C(C=C5C4(C3=O)O)OC)OC)O)C","Ingredient_weight": "426.4 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "10740","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "124355889","DrugBank_id": "NA"}

   

(3s)-6,7-dimethoxy-3-(2,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

(3s)-6,7-dimethoxy-3-(2,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C20H22O7 (374.1365)


   

6-methyl-8-(3-methylbut-2-en-1-yl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

6-methyl-8-(3-methylbut-2-en-1-yl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C21H22O2 (306.162)


   

(2s)-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C20H20O4 (324.1362)


   

(2s)-5-hydroxy-2-(8-hydroxy-2,2-dimethylchromen-6-yl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-2h,3h-pyrano[2,3-f]chromen-4-one

(2s)-5-hydroxy-2-(8-hydroxy-2,2-dimethylchromen-6-yl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-2h,3h-pyrano[2,3-f]chromen-4-one

C30H32O6 (488.2199)


   

(3s)-7-hydroxy-3-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

(3s)-7-hydroxy-3-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C16H14O4 (270.0892)


   

(1r,12'r,16's)-9'-hydroxy-3,4-dimethoxy-5',5'-dimethyl-6',14',17'-trioxaspiro[cyclohexane-1,13'-tetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]heptadecane]-1',2,3',4,7',9'-hexaene-6,11'-dione

(1r,12'r,16's)-9'-hydroxy-3,4-dimethoxy-5',5'-dimethyl-6',14',17'-trioxaspiro[cyclohexane-1,13'-tetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]heptadecane]-1',2,3',4,7',9'-hexaene-6,11'-dione

C23H22O8 (426.1315)


   

16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14(19),15,17-heptaene-12,21-dione

16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14(19),15,17-heptaene-12,21-dione

C23H18O7 (406.1052)


   

(2s)-2-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s)-2-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C25H28O6 (424.1886)


   

(1s,10s)-5,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11,13,15-hexaen-6-ol

(1s,10s)-5,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11,13,15-hexaen-6-ol

C17H16O5 (300.0998)


   

(2s)-5,7-dihydroxy-6,8-dimethyl-2-phenyl-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-6,8-dimethyl-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C17H16O4 (284.1049)


   

3,4-dimethoxy-5',5'-dimethyl-6',14',17'-trioxaspiro[cyclohexane-1,13'-tetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]heptadecane]-1'(10'),2,2'(7'),3',4,8'-hexaene-6,11'-dione

3,4-dimethoxy-5',5'-dimethyl-6',14',17'-trioxaspiro[cyclohexane-1,13'-tetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]heptadecane]-1'(10'),2,2'(7'),3',4,8'-hexaene-6,11'-dione

C23H22O7 (410.1365)


   

(2r)-1-{2,4-dihydroxy-3-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-methyloxan-2-yl]phenyl}-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

(2r)-1-{2,4-dihydroxy-3-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-methyloxan-2-yl]phenyl}-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

C22H26O11 (466.1475)


   

(2s)-5,7-dihydroxy-2-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-2-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C30H36O5 (476.2563)


   

13,13,15-trimethyl-9,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-1,3,5,7,10,15-hexaene-12,14-dione

13,13,15-trimethyl-9,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-1,3,5,7,10,15-hexaene-12,14-dione

C18H14O4 (294.0892)


   

5,7-dihydroxy-3-[5-hydroxy-4-methoxy-2-(2-methylbut-3-en-2-yl)phenyl]chromen-4-one

5,7-dihydroxy-3-[5-hydroxy-4-methoxy-2-(2-methylbut-3-en-2-yl)phenyl]chromen-4-one

C21H20O6 (368.126)


   

14-hydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁵,²⁰]docosa-3,5,9,11,15(20),16,18-heptaen-13-one

14-hydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁵,²⁰]docosa-3,5,9,11,15(20),16,18-heptaen-13-one

C23H22O7 (410.1365)


   

(2s)-5,7-dihydroxy-2-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-2-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C26H30O6 (438.2042)


   

(1r,12r)-16,17-dimethoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13,15,17-hexaene

(1r,12r)-16,17-dimethoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13,15,17-hexaene

C18H16O6 (328.0947)


   

6,7,8-trimethoxy-3-(3,4,5-trimethoxyphenyl)chromen-4-one

6,7,8-trimethoxy-3-(3,4,5-trimethoxyphenyl)chromen-4-one

C21H22O8 (402.1315)


   

2-(6-hydroxy-2h-1,3-benzodioxol-5-yl)-6-methoxy-1-benzofuran-3-carbaldehyde

2-(6-hydroxy-2h-1,3-benzodioxol-5-yl)-6-methoxy-1-benzofuran-3-carbaldehyde

C17H12O6 (312.0634)


   

(6s,21s)-21-hydroxy-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14,16,18-heptaen-12-one

(6s,21s)-21-hydroxy-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14,16,18-heptaen-12-one

C23H20O7 (408.1209)


   

7-hydroxy-3-(6-hydroxy-2h-1,3-benzodioxol-5-yl)-6-[4-hydroxy-3-(hydroxymethyl)but-2-en-1-yl]chromen-2-one

7-hydroxy-3-(6-hydroxy-2h-1,3-benzodioxol-5-yl)-6-[4-hydroxy-3-(hydroxymethyl)but-2-en-1-yl]chromen-2-one

C21H18O8 (398.1002)


   

7-hydroxy-3-(2,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

7-hydroxy-3-(2,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C18H18O6 (330.1103)


   

6-methoxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

6-methoxy-3-(4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C23H24O10 (460.1369)


   

(6r)-6-(2-hydroxypropan-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14(19),15,17-heptaen-12-one

(6r)-6-(2-hydroxypropan-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14(19),15,17-heptaen-12-one

C23H22O7 (410.1365)


   

5-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-2-(3,7-dimethylocta-2,6-dien-1-yl)benzene-1,3-diol

5-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-2-(3,7-dimethylocta-2,6-dien-1-yl)benzene-1,3-diol

C24H28O4 (380.1987)


   

(1r,6s,13r)-6-(2-hydroxypropan-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3,8,10,14(19),15,17-hexaen-12-one

(1r,6s,13r)-6-(2-hydroxypropan-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3,8,10,14(19),15,17-hexaen-12-one

C23H24O7 (412.1522)


   

(1r,2r,6r,9r,11s)-2-hydroxy-9,11,14,14-tetramethyl-6-phenyl-7,12-dioxatetracyclo[7.4.1.0²,¹¹.0³,⁸]tetradec-3(8)-ene-4,10-dione

(1r,2r,6r,9r,11s)-2-hydroxy-9,11,14,14-tetramethyl-6-phenyl-7,12-dioxatetracyclo[7.4.1.0²,¹¹.0³,⁸]tetradec-3(8)-ene-4,10-dione

C22H24O5 (368.1624)


   

(2s)-5-hydroxy-2-(8-hydroxy-2,2-dimethylchromen-6-yl)-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2h,3h-pyrano[3,2-g]chromen-4-one

(2s)-5-hydroxy-2-(8-hydroxy-2,2-dimethylchromen-6-yl)-8,8-dimethyl-10-(3-methylbut-2-en-1-yl)-2h,3h-pyrano[3,2-g]chromen-4-one

C30H32O6 (488.2199)


   

2-hydroxy-4-methoxy-3-(3-methylbutyl)-6-(2-phenylethyl)benzoic acid

2-hydroxy-4-methoxy-3-(3-methylbutyl)-6-(2-phenylethyl)benzoic acid

C21H26O4 (342.1831)


   

(4s)-4-acetyl-2-(chromen-2-ylidene)-4-hydroxy-5,5-dimethylcyclopentane-1,3-dione

(4s)-4-acetyl-2-(chromen-2-ylidene)-4-hydroxy-5,5-dimethylcyclopentane-1,3-dione

C18H16O5 (312.0998)


   

(3r)-2-[3,4-dihydroxy-2,6-bis(3-methylbut-2-en-1-yl)phenyl]-3,5,7-trihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(3r)-2-[3,4-dihydroxy-2,6-bis(3-methylbut-2-en-1-yl)phenyl]-3,5,7-trihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C30H36O7 (508.2461)


   

1-[2,4-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)phenyl]-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

1-[2,4-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)phenyl]-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

C20H22O10 (422.1213)


   

3-ethyl-4-(3h-imidazol-4-ylmethyl)oxolan-2-one

3-ethyl-4-(3h-imidazol-4-ylmethyl)oxolan-2-one

C10H14N2O2 (194.1055)


   

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

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

C29H48O (412.3705)


   

5-hydroxy-7-methoxy-6-(3-methylbut-2-en-1-yl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

5-hydroxy-7-methoxy-6-(3-methylbut-2-en-1-yl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C21H22O4 (338.1518)


   

7,8-dimethoxy-3-(3,4,5-trimethoxyphenyl)chromen-4-one

7,8-dimethoxy-3-(3,4,5-trimethoxyphenyl)chromen-4-one

C20H20O7 (372.1209)


   

(4s)-4-acetyl-2-[(2z)-chromen-2-ylidene]-4-hydroxy-5,5-dimethylcyclopentane-1,3-dione

(4s)-4-acetyl-2-[(2z)-chromen-2-ylidene]-4-hydroxy-5,5-dimethylcyclopentane-1,3-dione

C18H16O5 (312.0998)


   

(3s)-8-methoxy-3-(2,3,4,5-tetramethoxyphenyl)-3,4-dihydro-2h-1-benzopyran-7-ol

(3s)-8-methoxy-3-(2,3,4,5-tetramethoxyphenyl)-3,4-dihydro-2h-1-benzopyran-7-ol

C20H24O7 (376.1522)


   

5-[2-(3,4-dihydroxyphenyl)ethenyl]-2-(3,7-dimethylocta-2,6-dien-1-yl)benzene-1,3-diol

5-[2-(3,4-dihydroxyphenyl)ethenyl]-2-(3,7-dimethylocta-2,6-dien-1-yl)benzene-1,3-diol

C24H28O4 (380.1987)


   

13-hydroxy-6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

13-hydroxy-6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

C23H22O8 (426.1315)


   

(2r)-1-(2,4-dihydroxy-3-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}phenyl)-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

(2r)-1-(2,4-dihydroxy-3-{[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]oxy}phenyl)-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

C20H22O11 (438.1162)


   

3-(3,7-dimethylocta-2,6-dien-1-yl)-2,4-dihydroxy-6-(2-phenylethyl)benzoic acid

3-(3,7-dimethylocta-2,6-dien-1-yl)-2,4-dihydroxy-6-(2-phenylethyl)benzoic acid

C25H30O4 (394.2144)


   

(2s)-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s)-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C27H32O6 (452.2199)


   

(2r)-1-{2,4-dihydroxy-3-[(2r,3r,4r,5r)-3,4,5-trihydroxyoxan-2-yl]phenyl}-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

(2r)-1-{2,4-dihydroxy-3-[(2r,3r,4r,5r)-3,4,5-trihydroxyoxan-2-yl]phenyl}-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

C20H22O10 (422.1213)


   

3-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

3-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C25H28O6 (424.1886)


   

(3r)-3-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(3r)-3-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C25H28O6 (424.1886)


   

(2s)-2-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s)-2-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C25H28O6 (424.1886)


   

5,7-dihydroxy-2-(4-hydroxyphenyl)-8-methyl-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

5,7-dihydroxy-2-(4-hydroxyphenyl)-8-methyl-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C21H22O5 (354.1467)


   

(2e)-1-[3-(3,7-dimethylocta-2,6-dien-1-yl)-2,4-dihydroxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

(2e)-1-[3-(3,7-dimethylocta-2,6-dien-1-yl)-2,4-dihydroxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

C25H28O4 (392.1987)


   

3-[(3r)-3,7-dimethyloct-6-en-1-yl]-2-hydroxy-4-methoxy-6-(2-phenylethyl)benzoic acid

3-[(3r)-3,7-dimethyloct-6-en-1-yl]-2-hydroxy-4-methoxy-6-(2-phenylethyl)benzoic acid

C26H34O4 (410.2457)


   

2-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

2-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C25H28O6 (424.1886)


   

(2r,3r)-2-[3,4-dihydroxy-2,6-bis(3-methylbut-2-en-1-yl)phenyl]-3,5,7-trihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2r,3r)-2-[3,4-dihydroxy-2,6-bis(3-methylbut-2-en-1-yl)phenyl]-3,5,7-trihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C30H36O7 (508.2461)


   

2-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)chromen-4-one

2-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)chromen-4-one

C25H26O6 (422.1729)


   

(2s)-5,7-dihydroxy-2-[4-hydroxy-3-methoxy-5-(3-methylbut-2-en-1-yl)phenyl]-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-2-[4-hydroxy-3-methoxy-5-(3-methylbut-2-en-1-yl)phenyl]-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C31H38O6 (506.2668)


   

6-[(2e)-chromen-2-ylidene]-5-methoxy-2,2,4-trimethylcyclohex-4-ene-1,3-dione

6-[(2e)-chromen-2-ylidene]-5-methoxy-2,2,4-trimethylcyclohex-4-ene-1,3-dione

C19H18O4 (310.1205)


   

5-[(3s)-7-hydroxy-8-methoxy-3,4-dihydro-2h-1-benzopyran-3-yl]-2,3-dimethoxycyclohexa-2,5-diene-1,4-dione

5-[(3s)-7-hydroxy-8-methoxy-3,4-dihydro-2h-1-benzopyran-3-yl]-2,3-dimethoxycyclohexa-2,5-diene-1,4-dione

C18H18O7 (346.1052)


   

2-hydroxy-9,11,14,14-tetramethyl-6-phenyl-7,12-dioxatetracyclo[7.4.1.0²,¹¹.0³,⁸]tetradec-3(8)-ene-4,10-dione

2-hydroxy-9,11,14,14-tetramethyl-6-phenyl-7,12-dioxatetracyclo[7.4.1.0²,¹¹.0³,⁸]tetradec-3(8)-ene-4,10-dione

C22H24O5 (368.1624)


   

(1r,12r)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13,15,17-hexaene-16,17-diol

(1r,12r)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13,15,17-hexaene-16,17-diol

C16H12O6 (300.0634)


   

(1r,14s)-11,14-dihydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁵,²⁰]docosa-3,5,9,11,15(20),16,18-heptaen-13-one

(1r,14s)-11,14-dihydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁵,²⁰]docosa-3,5,9,11,15(20),16,18-heptaen-13-one

C23H22O8 (426.1315)


   

(1r,12'r,16's)-3,4-dimethoxy-5',5'-dimethyl-6',14',17'-trioxaspiro[cyclohexane-1,13'-tetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]heptadecane]-1'(10'),2,2'(7'),3',4,8'-hexaene-6,11'-dione

(1r,12'r,16's)-3,4-dimethoxy-5',5'-dimethyl-6',14',17'-trioxaspiro[cyclohexane-1,13'-tetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]heptadecane]-1'(10'),2,2'(7'),3',4,8'-hexaene-6,11'-dione

C23H22O7 (410.1365)


   

4-[(3s)-7-methoxy-3,4-dihydro-2h-1-benzopyran-3-yl]-6-(2-methylbut-3-en-2-yl)benzene-1,3-diol

4-[(3s)-7-methoxy-3,4-dihydro-2h-1-benzopyran-3-yl]-6-(2-methylbut-3-en-2-yl)benzene-1,3-diol

C21H24O4 (340.1675)


   

4-hydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)-6-(2-phenylethyl)benzoic acid

4-hydroxy-2-methoxy-3-(3-methylbut-2-en-1-yl)-6-(2-phenylethyl)benzoic acid

C21H24O4 (340.1675)


   
   

(1r,12's,16'r)-3,4-dimethoxy-5',5'-dimethyl-6',14',17'-trioxaspiro[cyclohexane-1,13'-tetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]heptadecane]-1'(10'),2,2'(7'),3',4,8'-hexaene-6,11'-dione

(1r,12's,16'r)-3,4-dimethoxy-5',5'-dimethyl-6',14',17'-trioxaspiro[cyclohexane-1,13'-tetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]heptadecane]-1'(10'),2,2'(7'),3',4,8'-hexaene-6,11'-dione

C23H22O7 (410.1365)


   

3-hydroxy-1-methoxy-2-(3-methylbut-2-en-1-yl)-5-(2-phenylethyl)cyclohexa-2,4-diene-1-carboxylic acid

3-hydroxy-1-methoxy-2-(3-methylbut-2-en-1-yl)-5-(2-phenylethyl)cyclohexa-2,4-diene-1-carboxylic acid

C21H26O4 (342.1831)


   

17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,11-diol

17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,11-diol

C20H18O5 (338.1154)


   

2-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

2-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C35H60O6 (576.439)


   

4-{2-[5-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)chromen-7-yl]ethenyl}benzene-1,2-diol

4-{2-[5-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)chromen-7-yl]ethenyl}benzene-1,2-diol

C24H26O4 (378.1831)


   

(2s)-5,7-dihydroxy-2-[2-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-2-[2-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C25H28O5 (408.1937)


   

5,7-dihydroxy-2-[2-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

5,7-dihydroxy-2-[2-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C25H28O5 (408.1937)


   

2-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

2-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C25H28O6 (424.1886)


   

5-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-2-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]benzene-1,3-diol

5-[(1e)-2-(3,4-dihydroxyphenyl)ethenyl]-2-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]benzene-1,3-diol

C24H28O4 (380.1987)


   

2-(4-hydroxy-2-methoxyphenyl)-6-methoxy-1-benzofuran-3-carbaldehyde

2-(4-hydroxy-2-methoxyphenyl)-6-methoxy-1-benzofuran-3-carbaldehyde

C17H14O5 (298.0841)


   

3-[4,5-dihydroxy-2-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxychromen-4-one

3-[4,5-dihydroxy-2-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxychromen-4-one

C20H18O6 (354.1103)


   

(2r)-1-{2,4-dihydroxy-3-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl}-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

(2r)-1-{2,4-dihydroxy-3-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl}-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

C21H24O11 (452.1319)


   

3-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-4-hydroxy-2-methoxy-6-(2-phenylethyl)benzoic acid

3-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-4-hydroxy-2-methoxy-6-(2-phenylethyl)benzoic acid

C26H32O4 (408.23)


   

1-{2,4-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)-2-methyloxan-2-yl]phenyl}-2-hydroxy-3-(4-hydroxyphenyl)propan-1-one

1-{2,4-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)-2-methyloxan-2-yl]phenyl}-2-hydroxy-3-(4-hydroxyphenyl)propan-1-one

C22H26O10 (450.1526)


   

16,17-dimethoxy-6-{3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]prop-1-en-2-yl}-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

16,17-dimethoxy-6-{3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]prop-1-en-2-yl}-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

C34H40O16 (704.2316)


   

2-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-2h,3h-pyrano[2,3-f]chromen-4-one

2-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-2h,3h-pyrano[2,3-f]chromen-4-one

C30H34O6 (490.2355)


   

5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C21H22O5 (354.1467)


   

(2r)-5,7-dihydroxy-6-methyl-8-(3-methylbut-2-en-1-yl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

(2r)-5,7-dihydroxy-6-methyl-8-(3-methylbut-2-en-1-yl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C21H22O4 (338.1518)


   

(1r,2r,6s,9r,11s)-2-hydroxy-9,11,14,14-tetramethyl-6-phenyl-7,12-dioxatetracyclo[7.4.1.0²,¹¹.0³,⁸]tetradec-3(8)-ene-4,10-dione

(1r,2r,6s,9r,11s)-2-hydroxy-9,11,14,14-tetramethyl-6-phenyl-7,12-dioxatetracyclo[7.4.1.0²,¹¹.0³,⁸]tetradec-3(8)-ene-4,10-dione

C22H24O5 (368.1624)


   

(2s)-8-methyl-6-(3-methylbut-2-en-1-yl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

(2s)-8-methyl-6-(3-methylbut-2-en-1-yl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C21H22O2 (306.162)


   

(1s,6r,13s)-6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

(1s,6r,13s)-6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

C23H22O7 (410.1365)


   

(2s)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C26H30O6 (438.2042)


   

(3s)-3-(3-hydroxy-2,4,5-trimethoxyphenyl)-8-methoxy-3,4-dihydro-2h-1-benzopyran-7-ol

(3s)-3-(3-hydroxy-2,4,5-trimethoxyphenyl)-8-methoxy-3,4-dihydro-2h-1-benzopyran-7-ol

C19H22O7 (362.1365)


   

7-hydroxy-3-(2,4,5-trimethoxyphenyl)chromen-4-one

7-hydroxy-3-(2,4,5-trimethoxyphenyl)chromen-4-one

C18H16O6 (328.0947)


   

(2r)-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

(2r)-5,7-dihydroxy-6-(3-methylbut-2-en-1-yl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C20H20O4 (324.1362)


   

5-hydroxy-2-(8-hydroxy-2,2-dimethylchromen-6-yl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-2h,3h-pyrano[2,3-f]chromen-4-one

5-hydroxy-2-(8-hydroxy-2,2-dimethylchromen-6-yl)-8,8-dimethyl-6-(3-methylbut-2-en-1-yl)-2h,3h-pyrano[2,3-f]chromen-4-one

C30H32O6 (488.2199)


   

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2s,3s,4r,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2s,3s,4r,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C21H20O12 (464.0955)


   

2-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-5-[(1e)-2-phenylethenyl]benzene-1,3-diol

2-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-5-[(1e)-2-phenylethenyl]benzene-1,3-diol

C24H28O2 (348.2089)


   

(2r)-2-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2r)-2-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C30H36O6 (492.2512)


   

(2s)-5,7-dihydroxy-2-(8-hydroxy-2,2-dimethylchromen-6-yl)-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-2-(8-hydroxy-2,2-dimethylchromen-6-yl)-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C30H34O6 (490.2355)


   

(2s)-2-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s)-2-[3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-5,7-dihydroxy-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C30H36O6 (492.2512)


   

5,7-dihydroxy-3-(8-hydroxy-2,2-dimethyl-3,4-dihydro-1-benzopyran-5-yl)chromen-4-one

5,7-dihydroxy-3-(8-hydroxy-2,2-dimethyl-3,4-dihydro-1-benzopyran-5-yl)chromen-4-one

C20H18O6 (354.1103)


   

(2s)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-methyl-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-2-(4-hydroxyphenyl)-8-methyl-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C21H22O5 (354.1467)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.3861)


   

5,7-dihydroxy-2-[3-hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)phenyl]-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

5,7-dihydroxy-2-[3-hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)phenyl]-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C31H38O6 (506.2668)


   

4-[(1e)-2-[(2s)-5-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)chromen-7-yl]ethenyl]benzene-1,2-diol

4-[(1e)-2-[(2s)-5-hydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)chromen-7-yl]ethenyl]benzene-1,2-diol

C24H26O4 (378.1831)


   

21-hydroxy-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14,16,18-heptaen-12-one

21-hydroxy-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14,16,18-heptaen-12-one

C23H20O7 (408.1209)


   

(3s)-7-hydroxy-3-(2,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

(3s)-7-hydroxy-3-(2,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C18H18O6 (330.1103)


   

5-[(1e)-2-[3,4-dihydroxy-2-(3-methylbut-2-en-1-yl)phenyl]ethenyl]-4-(3,7-dimethylocta-2,6-dien-1-yl)benzene-1,3-diol

5-[(1e)-2-[3,4-dihydroxy-2-(3-methylbut-2-en-1-yl)phenyl]ethenyl]-4-(3,7-dimethylocta-2,6-dien-1-yl)benzene-1,3-diol

C29H36O4 (448.2613)


   

1-hydroxy-6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

1-hydroxy-6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

C23H22O8 (426.1315)


   

16,17-dimethoxy-6-{3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]prop-1-en-2-yl}-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14,16,18-heptaen-12-one

16,17-dimethoxy-6-{3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl)oxy]prop-1-en-2-yl}-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14,16,18-heptaen-12-one

C34H38O16 (702.216)


   

5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methyl-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methyl-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C21H22O5 (354.1467)


   

(1s,12s)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13,15,17-hexaene-16,17-diol

(1s,12s)-5,7,11,19-tetraoxapentacyclo[10.8.0.0²,¹⁰.0⁴,⁸.0¹³,¹⁸]icosa-2,4(8),9,13,15,17-hexaene-16,17-diol

C16H12O6 (300.0634)


   

5-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

5-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C22H22O11 (462.1162)


   

(2r,3r,4s,5r,6r)-2-{[(2r,3s)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2h-1-benzopyran-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5r,6r)-2-{[(2r,3s)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2h-1-benzopyran-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C21H24O11 (452.1319)


   

(2r)-1-{2,4-dihydroxy-3-[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]phenyl}-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

(2r)-1-{2,4-dihydroxy-3-[(2s,3r,4s,5r)-3,4,5-trihydroxyoxan-2-yl]phenyl}-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

C20H22O10 (422.1213)


   

11-(4-hydroxy-2-methoxyphenyl)-4,6,10-trioxatricyclo[7.3.0.0³,⁷]dodeca-1,3(7),8,11-tetraene-12-carbaldehyde

11-(4-hydroxy-2-methoxyphenyl)-4,6,10-trioxatricyclo[7.3.0.0³,⁷]dodeca-1,3(7),8,11-tetraene-12-carbaldehyde

C17H12O6 (312.0634)


   

3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl acetate

3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-yl acetate

C32H52O2 (468.3967)


   

(2s,10r,11r)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,11-diol

(2s,10r,11r)-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(13),4,6,8,14(19),15,20-heptaene-6,11-diol

C20H18O5 (338.1154)


   

(3s)-3-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(3s)-3-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C25H28O6 (424.1886)


   

(1r,6r,13r)-13-hydroxy-6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

(1r,6r,13r)-13-hydroxy-6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

C23H22O8 (426.1315)


   

(2r,3r,4s,5s,6r)-2-{[(2r,3s)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2h-1-benzopyran-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-{[(2r,3s)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2h-1-benzopyran-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C21H24O11 (452.1319)


   

4-(7-hydroxy-3,4-dihydro-2h-1-benzopyran-3-yl)-6-(2-methylbut-3-en-2-yl)benzene-1,3-diol

4-(7-hydroxy-3,4-dihydro-2h-1-benzopyran-3-yl)-6-(2-methylbut-3-en-2-yl)benzene-1,3-diol

C20H22O4 (326.1518)


   

13-hydroxy-6-(2-hydroxypropan-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3,8,10,14(19),15,17-hexaen-12-one

13-hydroxy-6-(2-hydroxypropan-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3,8,10,14(19),15,17-hexaen-12-one

C23H24O8 (428.1471)


   

6,7-dimethoxy-3-(2,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

6,7-dimethoxy-3-(2,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

C20H22O7 (374.1365)


   

5-hydroxy-2-[2-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8,8-dimethyl-2h,3h-pyrano[2,3-f]chromen-4-one

5-hydroxy-2-[2-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8,8-dimethyl-2h,3h-pyrano[2,3-f]chromen-4-one

C25H26O5 (406.178)


   

(2s)-5-hydroxy-2-[2-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8,8-dimethyl-2h,3h-pyrano[2,3-f]chromen-4-one

(2s)-5-hydroxy-2-[2-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8,8-dimethyl-2h,3h-pyrano[2,3-f]chromen-4-one

C25H26O5 (406.178)


   

6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

C23H22O7 (410.1365)


   

6-(chromen-2-ylidene)-2,2,4,4-tetramethylcyclohexane-1,3,5-trione

6-(chromen-2-ylidene)-2,2,4,4-tetramethylcyclohexane-1,3,5-trione

C19H18O4 (310.1205)


   

(2s)-5,7-dihydroxy-2-(4-methoxyphenyl)-6-methyl-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-2-(4-methoxyphenyl)-6-methyl-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C22H24O5 (368.1624)


   

(4as,6as,6br,8as,10s,12ar,12bs,14br)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

(4as,6as,6br,8as,10s,12ar,12bs,14br)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

C30H48O3 (456.3603)


   

(2s,3r)-2-[3,4-dihydroxy-2,6-bis(3-methylbut-2-en-1-yl)phenyl]-3,5,7-trihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s,3r)-2-[3,4-dihydroxy-2,6-bis(3-methylbut-2-en-1-yl)phenyl]-3,5,7-trihydroxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C30H36O7 (508.2461)


   

(22s)-11,22-dihydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁵,²⁰]docosa-1(14),3,5,9,11,15(20),16,18-octaen-13-one

(22s)-11,22-dihydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁵,²⁰]docosa-1(14),3,5,9,11,15(20),16,18-octaen-13-one

C23H20O8 (424.1158)


   

(6r)-6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14,16,18-heptaen-12-one

(6r)-6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14,16,18-heptaen-12-one

C23H20O7 (408.1209)


   

(1s,6s,13r)-1-hydroxy-6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

(1s,6s,13r)-1-hydroxy-6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

C23H22O8 (426.1315)


   

3',5'-dimethoxy-4-stilbenol

3',5'-dimethoxy-4-stilbenol

C16H16O3 (256.1099)


   

3-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxy-6-(2-phenylethyl)benzoic acid

3-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2,4-dihydroxy-6-(2-phenylethyl)benzoic acid

C25H30O4 (394.2144)


   

3-[4,5-dimethoxy-2-(2-methylbut-3-en-2-yl)phenyl]-5,7-dimethoxychromen-4-one

3-[4,5-dimethoxy-2-(2-methylbut-3-en-2-yl)phenyl]-5,7-dimethoxychromen-4-one

C24H26O6 (410.1729)


   

(3s)-3-(2-hydroxy-3,4-dimethoxyphenyl)-8-methoxy-3,4-dihydro-2h-1-benzopyran-7-ol

(3s)-3-(2-hydroxy-3,4-dimethoxyphenyl)-8-methoxy-3,4-dihydro-2h-1-benzopyran-7-ol

C18H20O6 (332.126)


   

(1s,6s,13s)-13-hydroxy-16,17-dimethoxy-6-(3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

(1s,6s,13s)-13-hydroxy-16,17-dimethoxy-6-(3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

C29H32O13 (588.1843)


   

5,7-dihydroxy-2-[2-hydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

5,7-dihydroxy-2-[2-hydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C25H28O5 (408.1937)


   

(6r)-16,17-dimethoxy-6-(3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5s)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14,16,18-heptaen-12-one

(6r)-16,17-dimethoxy-6-(3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5s)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14,16,18-heptaen-12-one

C34H38O16 (702.216)


   

(2r)-2,5,7,8-tetramethyl-2-[(4s,8s)-4,8,12-trimethyltridecyl]-3,4-dihydro-1-benzopyran-6-ol

(2r)-2,5,7,8-tetramethyl-2-[(4s,8s)-4,8,12-trimethyltridecyl]-3,4-dihydro-1-benzopyran-6-ol

C29H50O2 (430.3811)


   

7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)-6-methoxychromen-4-one

7-hydroxy-3-(2-hydroxy-4-methoxyphenyl)-6-methoxychromen-4-one

C17H14O6 (314.079)


   

(1s,6s,13s)-17-hydroxy-6-(3-hydroxyprop-1-en-2-yl)-16-methoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

(1s,6s,13s)-17-hydroxy-6-(3-hydroxyprop-1-en-2-yl)-16-methoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

C22H20O7 (396.1209)


   

(2s)-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

(2s)-5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C21H22O5 (354.1467)


   

(2e)-1-(4-hydroxy-2-methoxyphenyl)-3-phenylprop-2-en-1-one

(2e)-1-(4-hydroxy-2-methoxyphenyl)-3-phenylprop-2-en-1-one

C16H14O3 (254.0943)


   

5,7-dihydroxy-2-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

5,7-dihydroxy-2-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one

C26H30O6 (438.2042)


   

16,17-dimethoxy-6-(3-{[(2r,4s,5s)-3,4,5-trihydroxy-6-({[(2s,5s)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

16,17-dimethoxy-6-(3-{[(2r,4s,5s)-3,4,5-trihydroxy-6-({[(2s,5s)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

C34H40O16 (704.2316)


   

(2r)-1-{2,4-dihydroxy-3-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-methyloxan-2-yl]phenyl}-2-hydroxy-3-(4-hydroxyphenyl)propan-1-one

(2r)-1-{2,4-dihydroxy-3-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-methyloxan-2-yl]phenyl}-2-hydroxy-3-(4-hydroxyphenyl)propan-1-one

C22H26O10 (450.1526)


   

(1s,14r)-11,14-dihydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁵,²⁰]docosa-3,5,9,11,15(20),16,18-heptaen-13-one

(1s,14r)-11,14-dihydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁵,²⁰]docosa-3,5,9,11,15(20),16,18-heptaen-13-one

C23H22O8 (426.1315)


   

(1s,6r,13s)-16,17-dimethoxy-6-(2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3,8,10,14(19),15,17-hexaen-12-one

(1s,6r,13s)-16,17-dimethoxy-6-(2-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3,8,10,14(19),15,17-hexaen-12-one

C29H34O12 (574.205)


   

(2e)-1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-(2-hydroxyphenyl)prop-2-en-1-one

(2e)-1-(2,4-dihydroxy-6-methoxy-3,5-dimethylphenyl)-3-(2-hydroxyphenyl)prop-2-en-1-one

C18H18O5 (314.1154)


   

(2s)-6-methyl-8-(3-methylbut-2-en-1-yl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

(2s)-6-methyl-8-(3-methylbut-2-en-1-yl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one

C21H22O2 (306.162)


   

3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxy-2-methoxy-6-(2-phenylethyl)benzoic acid

3-(3,7-dimethylocta-2,6-dien-1-yl)-4-hydroxy-2-methoxy-6-(2-phenylethyl)benzoic acid

C26H32O4 (408.23)


   

(1s,6r,13s)-16,17-dimethoxy-6-(3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5s)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

(1s,6r,13s)-16,17-dimethoxy-6-(3-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2s,3r,4s,5s)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)oxan-2-yl]oxy}prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one

C34H40O16 (704.2316)


   

(6r,21s)-21-hydroxy-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14,16,18-heptaen-12-one

(6r,21s)-21-hydroxy-16,17-dimethoxy-6-(prop-1-en-2-yl)-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1(13),3,8,10,14,16,18-heptaen-12-one

C23H20O7 (408.1209)


   

2-(acetyloxy)-4-[5,7-bis(acetyloxy)-4-oxochromen-3-yl]-5-(2-methylbut-3-en-2-yl)phenyl acetate

2-(acetyloxy)-4-[5,7-bis(acetyloxy)-4-oxochromen-3-yl]-5-(2-methylbut-3-en-2-yl)phenyl acetate

C28H26O10 (522.1526)


   

5-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

5-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-7-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C22H22O11 (462.1162)


   

9'-hydroxy-3,4-dimethoxy-5',5'-dimethyl-6',14',17'-trioxaspiro[cyclohexane-1,13'-tetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]heptadecane]-1',2,3',4,7',9'-hexaene-6,11'-dione

9'-hydroxy-3,4-dimethoxy-5',5'-dimethyl-6',14',17'-trioxaspiro[cyclohexane-1,13'-tetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]heptadecane]-1',2,3',4,7',9'-hexaene-6,11'-dione

C23H22O8 (426.1315)


   

(1s,6r,13s)-6-(2-hydroxypropan-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3,8,10,14(19),15,17-hexaen-12-one

(1s,6r,13s)-6-(2-hydroxypropan-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-3,8,10,14(19),15,17-hexaen-12-one

C23H24O7 (412.1522)


   

5,7-dihydroxy-3-(8-hydroxy-2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)chromen-4-one

5,7-dihydroxy-3-(8-hydroxy-2,2-dimethyl-3,4-dihydro-1-benzopyran-6-yl)chromen-4-one

C20H18O6 (354.1103)


   

2-acetyl-13,13,15-trimethyl-9,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-1,3,5,7,10,15-hexaene-12,14-dione

2-acetyl-13,13,15-trimethyl-9,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-1,3,5,7,10,15-hexaene-12,14-dione

C20H16O5 (336.0998)


   

1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-2-hydroxypropan-1-one

C15H14O6 (290.079)