Umbelliferone

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

C9H6O3 (162.03169259999999)


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

   

Vanillic acid

4-hydroxy-3-methoxybenzoic acid

C8H8O4 (168.0422568)


Vanillic acid is a phenolic acid found in some forms of vanilla and many other plant extracts. It is a flavouring and scent agent that produces a pleasant, creamy odour. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin (J Biotechnol 1996;50(2-3):107-13). Vanillic acid, which is a chlorogenic acid, is an oxidized form of vanillin. It is also an intermediate in the production of vanillin from ferulic acid. Vanillic acid is a metabolic byproduct of caffeic acid and is often found in the urine of humans who have consumed coffee, chocolate, tea, and vanilla-flavoured confectionary. Vanillic acid selectively and specifically inhibits 5nucleotidase activity (PMID: 16899266). Vanillic acid is a microbial metabolite found in Amycolatopsis, Delftia, and Pseudomonas (PMID: 11152072, 10543794, 11728709, 9579070). Vanillic acid is a phenolic acid found in some forms of vanilla and many other plant extracts. It is a flavoring and scent agent that produces a pleasant, creamy odor. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. (J Biotechnol 1996;50(2-3):107-13). Vanillic acid, which is a chlorogenic acid, is an oxidized form of vanillin. It is also an intermediate in the production of vanillin from ferulic acid. Vanillic acid is a metabolic byproduct of caffeic acid and is often found in the urine of humans who have consumed coffee, chocolate, tea and vanilla-flavored confectionary. Vanillic acid selectively and specifically inhibits 5nucleotidase activity. (PMID: 16899266). Vanillic acid is a monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted by a methoxy group at position 3. It has a role as a plant metabolite. It is a monohydroxybenzoic acid and a methoxybenzoic acid. It is a conjugate acid of a vanillate. Vanillic acid is a natural product found in Ficus septica, Haplophyllum cappadocicum, and other organisms with data available. Vanillic acid is a metabolite found in or produced by Saccharomyces cerevisiae. A flavoring agent. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. (J Biotechnol 1996;50(2-3):107-13). A monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted by a methoxy group at position 3. Vanillic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=121-34-6 (retrieved 2024-06-29) (CAS RN: 121-34-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1]. Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1].

   

Allantoin

(2,5-dioxoimidazolidin-4-yl)urea

C4H6N4O3 (158.0439886)


Allantoin is an imidazolidine-2,4-dione that is 5-aminohydantoin in which a carbamoyl group is attached to the exocyclic nitrogen. It has a role as a vulnerary, a human metabolite, a Saccharomyces cerevisiae metabolite and an Escherichia coli metabolite. It is a member of ureas and an imidazolidine-2,4-dione. It is functionally related to a hydantoin. It is a tautomer of a 1-(5-hydroxy-2-oxo-2,3-dihydroimidazol-4-yl)urea. Allantoin is a substance that is endogenous to the human body and also found as a normal component of human diets. In healthy human volunteers, the mean plasma concentration of allantoin is about 2-3 mg/l. During exercise, the plasma allantoin concentration rapidly increases about two fold and remains elevated. In human muscle, urate is oxidized to allantoin during such exercise. The concentration of allantoin in muscles increases from a resting value of about 5000 ug/kg to about 16000 ug/kg immediately after short-term exhaustive cycling exercise. More specifically, allantoin is a diureide of glyoxylic acid that is produced from uric acid. It is a major metabolic intermediate in most organisms. Allantoin is found in OTC cosmetic products and other commercial products such as oral hygiene products, in shampoos, lipsticks, anti-acne products, sun care products, and clarifying lotions. Allantoin has also demonstrated to ameliorate the wound healing process in some studies. Allantoin is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Allantoin is a natural product found in Aristolochia gigantea, Rhinacanthus, and other organisms with data available. Allantoin is a mineral with formula of C4H6N4O3. The corresponding IMA (International Mineralogical Association) number is IMA2020-004a. The IMA symbol is Aan. Allantoin is a diureide of glyoxylic acid with the chemical formula C4H6N4O3. It is also called 5-ureidohydantoin, glyoxyldiureide, and 5-ureidohydantoin. It is a product of oxidation of uric acid. It is a product of purine metabolism in most mammals except higher apes, and it is present in their urine. In humans, uric acid is excreted instead of allantoin. The presence of allantoin in the urine can be an indication of microbial overgrowth or it can be created via non-enzymatic means through high levels of reactive oxygen species. In this regard Allantoin is sometimes used as a marker of oxidative stress. Allantoin can be isolated from cow urine or as a botanical extract of the comfrey plant. It has long been used for its healing, soothing, and anti-irritating properties. Allantoin helps to heal wounds and skin irritations and stimulates the growth of healthy tissue. Allantoin can be found in anti-acne products, sun care products, and clarifying lotions because of its ability to help heal minor wounds and promote healthy skin. Allantoin is frequently present in toothpaste, mouthwash, and other oral hygiene products as well as shampoos, lipsticks, various cosmetic lotions and creams and other cosmetic and pharmaceutical products. Allantoin is a metabolite found in or produced by Saccharomyces cerevisiae. A urea hydantoin that is found in URINE and PLANTS and is used in dermatological preparations. See also: Alcloxa (active moiety of); Comfrey Leaf (part of); Comfrey Root (part of) ... View More ... Allantoin is a chemical compound with formula C4H6N4O3. It is also called 5-ureidohydantoin or glyoxyldiureide. It is a diureide of glyoxylic acid. Named after the allantois, an amniote embryonic excretory organ in which it concentrates during development in most mammals except humans and higher apes, it is a product of oxidation of uric acid by purine catabolism. After birth, it is the predominant means by which nitrogenous waste is excreted in the urine of these animals. In humans and higher apes, the metabolic pathway for conversion of uric acid to allantoin is not present, so the former is excreted. Recombinant rasburicase is sometimes used as a drug to catalyze this metabolic conversion in patients. In fish, allantoin is broken down further (into ammonia) before excretion. Allantoin is a major metabolic intermediate in many other organisms including plants and bacteria.; Its chemical formula is C4H6N4O3. It is also called 5-ureidohydantoin, glyoxyldiureide, and 5-ureidohydantoin. It is a product of oxidation of uric acid. It is a diureide of glyoxylic acid. It is a product of purine metabolism in most mammals except higher apes, and it is present in their urine. Allantoin is a botanical extract of the comfrey plant and is used for its healing, soothing, and anti-irritating properties. Allantoin helps to heal wounds and skin irritations and stimulate growth of healthy tissue. This extract can be found in anti-acne products, sun care products, and clarifying lotions because of its ability to help heal minor wounds and promote healthy skin. Allantoin is a diureide of glyoxylic acid with the chemical formula C4H6N4O3. It is also called 5-ureidohydantoin or glyoxyldiureide. It is a product of the oxidation of uric acid. It is also a product of purine metabolism in most mammals except for higher apes, and it is present in their urine. In humans, uric acid is excreted instead of allantoin. The presence of allantoin in the urine can be an indication of microbial overgrowth or it can be created via non-enzymatic means through high levels of reactive oxygen species. In this regard, allantoin is sometimes used as a marker of oxidative stress. Allantoin can be isolated from cow urine or as a botanical extract of the comfrey plant. It has long been used for its healing, soothing, and anti-irritating properties. Allantoin helps to heal wounds and skin irritations and stimulates the growth of healthy tissue. Allantoin can be found in anti-acne products, sun care products, and clarifying lotions because of its ability to help heal minor wounds and promote healthy skin. Allantoin is frequently present in toothpaste, mouthwash, and other oral hygiene products as well as in shampoos, lipsticks, various cosmetic lotions and creams, and other cosmetic and pharmaceutical products. It is also a metabolite of Bacillus (PMID: 18302748) and Streptomyces (PMID: 24292080). An imidazolidine-2,4-dione that is 5-aminohydantoin in which a carbamoyl group is attached to the exocyclic nitrogen. Allantoin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=5377-33-3 (retrieved 2024-06-29) (CAS RN: 97-59-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Allantoin is a skin conditioning agent that promotes healthy skin, stimulates new and healthy tissue growth. Allantoin is a skin conditioning agent that promotes healthy skin, stimulates new and healthy tissue growth.

   

4-Hydroxybenzaldehyde

4-hydroxybenzaldehyde

C7H6O2 (122.0367776)


4-Hydroxybenzaldehyde, also known as 4-formylphenol or 4-hydroxybenzenecarbonal, belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group. A hydroxybenzaldehyde that is benzaldehyde substituted with a hydroxy group at position C-4. 4-Hydroxybenzaldehyde exists in all living organisms, ranging from bacteria to humans. 4-Hydroxybenzaldehyde is a sweet, almond, and balsam tasting compound. 4-Hydroxybenzaldehyde is found, on average, in the highest concentration within vinegars and oats. 4-Hydroxybenzaldehyde has also been detected, but not quantified, in several different foods, such as cardoons, colorado pinyons, oyster mushrooms, common chokecherries, and potato. This could make 4-hydroxybenzaldehyde a potential biomarker for the consumption of these foods. 4-hydroxybenzaldehyde is a hydroxybenzaldehyde that is benzaldehyde substituted with a hydroxy group at position C-4. It has a role as a plant metabolite, a mouse metabolite and an EC 1.14.17.1 (dopamine beta-monooxygenase) inhibitor. 4-Hydroxybenzaldehyde is a natural product found in Ficus septica, Visnea mocanera, and other organisms with data available. Occurs naturally combined in many glycosides. Constituent of vanillin. Isol. in free state from opium poppy (Papaver somniferum) A hydroxybenzaldehyde that is benzaldehyde substituted with a hydroxy group at position C-4. 4-Hydroxybenzaldehyde. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=123-08-0 (retrieved 2024-07-02) (CAS RN: 123-08-0). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations. p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations. p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations.

   

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 (412.37049579999996)


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

   

beta-Sitosterol

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

C29H50O (414.386145)


beta-Sitosterol, a main dietary phytosterol found in plants, may have the potential for prevention and therapy for human cancer. Phytosterols are plant sterols found in foods such as oils, nuts, and vegetables. Phytosterols, in the same way as cholesterol, contain a double bond and are susceptible to oxidation, and are characterized by anti-carcinogenic and anti-atherogenic properties (PMID:13129445, 11432711). beta-Sitosterol is a phytopharmacological extract containing a mixture of phytosterols, with smaller amounts of other sterols, bonded with glucosides. These phytosterols are commonly derived from the South African star grass, Hypoxis rooperi, or from species of Pinus and Picea. The purported active constituent is termed beta-sitosterol. Additionally, the quantity of beta-sitosterol-beta-D-glucoside is often reported. Although the exact mechanism of action of beta-sitosterols is unknown, it may be related to cholesterol metabolism or anti-inflammatory effects (via interference with prostaglandin metabolism). Compared with placebo, beta-sitosterol improved urinary symptom scores and flow measures (PMID:10368239). A plant food-based diet modifies the serum beta-sitosterol concentration in hyperandrogenic postmenopausal women. This finding indicates that beta-sitosterol can be used as a biomarker of exposure in observational studies or as a compliance indicator in dietary intervention studies of cancer prevention (PMID:14652381). beta-Sitosterol induces apoptosis and activates key caspases in MDA-MB-231 human breast cancer cells (PMID:12579296). Sitosterol is a member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3. It has a role as a sterol methyltransferase inhibitor, an anticholesteremic drug, an antioxidant, a plant metabolite and a mouse metabolite. It is a 3beta-sterol, a stigmastane sterol, a 3beta-hydroxy-Delta(5)-steroid, a C29-steroid and a member of phytosterols. It derives from a hydride of a stigmastane. Active fraction of Solanum trilobatum; reduces side-effects of radiation-induced toxicity. Beta-Sitosterol is a natural product found in Elodea canadensis, Ophiopogon intermedius, and other organisms with data available. beta-Sitosterol is one of several phytosterols (plant sterols) with chemical structures similar to that of cholesterol. Sitosterols are white, waxy powders with a characteristic odor. They are hydrophobic and soluble in alcohols. beta-Sitosterol is found in many foods, some of which are ginseng, globe artichoke, sesbania flower, and common oregano. 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].

   

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 (426.386145)


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].

   

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

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

C35H60O6 (576.4389659999999)


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

   

Amyrin

(3S,4aR,5R,6aR,6bR,8S,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-Octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-eicosahydro-picen-3-ol

C30H50O (426.386145)


Beta-amyrin is a pentacyclic triterpenoid that is oleanane substituted at the 3beta-position by a hydroxy group and containing a double bond between positions 12 and 13. It is one of the most commonly occurring triterpenoids in higher plants. It has a role as a plant metabolite and an Aspergillus metabolite. It is a pentacyclic triterpenoid and a secondary alcohol. It derives from a hydride of an oleanane. beta-Amyrin is a natural product found in Ficus pertusa, Ficus septica, and other organisms with data available. See also: Calendula Officinalis Flower (part of); Viburnum opulus bark (part of); Centaurium erythraea whole (part of). A pentacyclic triterpenoid that is oleanane substituted at the 3beta-position by a hydroxy group and containing a double bond between positions 12 and 13. It is one of the most commonly occurring triterpenoids in higher plants. 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].

   

Syringic acid

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

C9H10O5 (198.052821)


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

   

Wogonin

4H-1-Benzopyran-4-one, 5,7-dihydroxy-8-methoxy-2-phenyl-; Flavone, 5,7-dihydroxy-8-methoxy- (7CI,8CI); Wogonin (6CI); 5,7-Dihydroxy-8-methoxy-2-phenyl-4H-1-benzopyran-4-one; 5,7-Dihydroxy-8-methoxyflavone

C16H12O5 (284.0684702)


Wogonin is a dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-8. It has a role as a cyclooxygenase 2 inhibitor, an antineoplastic agent, an angiogenesis inhibitor and a plant metabolite. It is a dihydroxyflavone and a monomethoxyflavone. It is a conjugate acid of a wogonin(1-). Wogonin is a natural product found in Scutellaria likiangensis, Scutellaria amoena, and other organisms with data available. A dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-8. Annotation level-1 Wogonin is a naturally occurring mono-flavonoid, can inhibit the activity of CDK8 and Wnt, and exhibits anti-inflammatory and anti-tumor effects. Wogonin is a naturally occurring mono-flavonoid, can inhibit the activity of CDK8 and Wnt, and exhibits anti-inflammatory and anti-tumor effects.

   

Tectoquinone

2-methylanthracene-9,10-dione

C15H10O2 (222.06807600000002)


CONFIDENCE standard compound; INTERNAL_ID 1128; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9354; ORIGINAL_PRECURSOR_SCAN_NO 9353 CONFIDENCE standard compound; INTERNAL_ID 1128; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9397; ORIGINAL_PRECURSOR_SCAN_NO 9396 CONFIDENCE standard compound; INTERNAL_ID 1128; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9371; ORIGINAL_PRECURSOR_SCAN_NO 9370 CONFIDENCE standard compound; INTERNAL_ID 1128; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9424; ORIGINAL_PRECURSOR_SCAN_NO 9423 CONFIDENCE standard compound; INTERNAL_ID 1128; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9336; ORIGINAL_PRECURSOR_SCAN_NO 9335 CONFIDENCE standard compound; INTERNAL_ID 1128; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9398; ORIGINAL_PRECURSOR_SCAN_NO 9396 Tectoquinone (2-Methylanthraquinone) is a SARSCoV-2 main protease inhibitor against COVID-19. Tectoquinone exhibits strong mosquito larvicidal activity with the LC50 values of 3.3 and 5.4 μg/ml against A. aegypti and A. albopictus in 24 h, respectively[1][2]. Tectoquinone (2-Methylanthraquinone) is a SARSCoV-2 main protease inhibitor against COVID-19. Tectoquinone exhibits strong mosquito larvicidal activity with the LC50 values of 3.3 and 5.4 μg/ml against A. aegypti and A. albopictus in 24 h, respectively[1][2].

   

Glutinol

glutin-5-en-3beta-ol

C30H50O (426.386145)


   

(R)-Allantoin

1-(2,5-Dioxo-4-imidazolidinyl)ure

C4H6N4O3 (158.0439886)


   

Methyl vanillate

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

C9H10O4 (182.057906)


Methyl vanillate is a member of the class of compounds known as m-methoxybenzoic acids and derivatives. These compounds are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group. Methyl vanillate is considered to be a slightly soluble in water acidic compound. Methyl vanillate can be synthesized from vanillic acid. Vanillic acid is a phenolic acid or chlorogenic acid that is an oxidized form of vanillin. Vanillic acid is also an intermediate in the production of vanillin from ferulic acid. It is found in some forms of vanilla and many other plant extracts. It is a flavouring and scent agent that produces a pleasant, creamy odour. Vanillic acid is also found in wine and vinegar. Vanillic acid is a metabolic by-product of caffeic acid and is often found in the urine of humans who have consumed coffee, chocolate, tea, and vanilla-flavoured confectionary. Vanillic acid selectively and specifically inhibits 5-nucleotidase activity (PMID:16899266 ). Vanillic acid is also a microbial metabolite found in several bacterial genera including Amycolatopsis, Delftia, and Pseudomonas (PMID:11152072 , 10543794 , 11728709 , 9579070 ). Methyl vanillate has been identified in foods such as cows milk (PMID:4682334) and beer (PMID:20800742). Methyl vanillate is a benzoate ester that is the methyl ester of vanillic acid. It has a role as an antioxidant and a plant metabolite. It is a benzoate ester, a member of phenols and an aromatic ether. It is functionally related to a vanillic acid. Methyl vanillate is a natural product found in Cestrum parqui, Aristolochia elegans, and other organisms with data available. Methyl vanillate is a metabolite found in or produced by Saccharomyces cerevisiae. A benzoate ester that is the methyl ester of vanillic acid. Flavouring compound [Flavornet] Methyl vanillate, one of the ingredients in Oryza sativa Linn., is a Wnt/β-catenin pathway activator[1]. A benzoate ester that is the methyl ester of vanillic acid. It has a role as an antioxidant and a plant metabolite. Methyl vanillate, one of the ingredients in Oryza sativa Linn., is a Wnt/β-catenin pathway activator[1]. A benzoate ester that is the methyl ester of vanillic acid. It has a role as an antioxidant and a plant metabolite.

   

Syringaldehyde

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

C9H10O4 (182.057906)


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

   

Stigmasteryl glucoside

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

C35H58O6 (574.4233168000001)


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

   

Oroxylin A

Oroxylin A

C16H12O5 (284.0684702)


Oroxylin A is an active flavonoid compound with strong anti-cancer effects. Oroxylin A is an active flavonoid compound with strong anti-cancer effects. Oroxylin A inhibits the IL-6/STAT3 pathway and NF-κB signaling, inhibits cell proliferation and induces apoptosis. Oroxylin A inhibits colitis-related carcinogenesis[1][2][3][4][5]. Oroxylin A is an active flavonoid compound with strong anti-cancer effects.

   

beta-Amyrin

4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-ol

C30H50O (426.386145)


Beta-amryin, also known as B-amryin, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Beta-amryin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Beta-amryin can be found in pigeon pea, which makes beta-amryin a potential biomarker for the consumption of this food product.

   

Rhinacanthin C

3-(1-Hydroxy-3,4-dioxo-3,4-dihydronaphthalen-2-yl)-2,2-dimethylpropyl 2,6-dimethylocta-2,6-dienoic acid

C25H30O5 (410.209313)


   

Syringaldehyde

3,5-Dimethoxy-4-hydroxy-benzaldehyde

C9H10O4 (182.057906)


4-hydroxy-3,5-dimethoxybenzaldehyde, also known as sinapaldehyde or 2,6-dimethoxy-4-formylphenol, is a member of the class of compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 4-hydroxy-3,5-dimethoxybenzaldehyde is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 4-hydroxy-3,5-dimethoxybenzaldehyde is a mild, sweet, and plastic tasting compound and can be found in a number of food items such as whisky, common grape, garden tomato (variety), and coriander, which makes 4-hydroxy-3,5-dimethoxybenzaldehyde a potential biomarker for the consumption of these food products. 4-hydroxy-3,5-dimethoxybenzaldehyde may be a unique S.cerevisiae (yeast) metabolite. Because it contains many functional groups, it can be classified in many ways - aromatic, aldehyde, phenol. It is a colorless solid (impure samples appear yellowish) that is soluble in alcohol and polar organic solvents. Its refractive index is 1.53 . Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1]. Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1].

   

Propiovanillone

1-(4-hydroxy-3-methoxyphenyl)propan-1-one

C10H12O3 (180.0786402)


Propiovanillone is a member of the class of compounds known as alkyl-phenylketones. Alkyl-phenylketones are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Propiovanillone is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Propiovanillone can be found in sunflower, which makes propiovanillone a potential biomarker for the consumption of this food product.

   

Oroxylin_A

4H-1-Benzopyran-4-one, 5,7-dihydroxy-6-methoxy-2-phenyl-

C16H12O5 (284.0684702)


Oroxylin A is a dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-6. It has a role as an antineoplastic agent and an EC 1.14.13.39 (nitric oxide synthase) inhibitor. It is a monomethoxyflavone and a dihydroxyflavone. It is a conjugate acid of an oroxylin A(1-). Oroxylin A is a natural product found in Scutellaria likiangensis, Scutellaria amoena, and other organisms with data available. Oroxylin A is an active flavonoid compound with strong anti-cancer effects. Oroxylin A is an active flavonoid compound with strong anti-cancer effects. Oroxylin A inhibits the IL-6/STAT3 pathway and NF-κB signaling, inhibits cell proliferation and induces apoptosis. Oroxylin A inhibits colitis-related carcinogenesis[1][2][3][4][5]. Oroxylin A is an active flavonoid compound with strong anti-cancer effects.

   

Rhinacanthin D

Rhinacanthin D

C23H20O7 (408.120897)


A carboxylic ester obtained by the formal condensation of 2-hydroxy-3-(3-hydroxy-2,2-dimethylpropyl)naphthalene-1,4-dione with 1,3-benzodioxole-5-carboxylic acid. Isolated from Rhinacanthus nasutus, it exhibits antiviral activity.

   

Rhinacanthin C

Rhinacanthin C

C25H30O5 (410.209313)


A naphthoquinone isolated from Rhinacanthus nasutus and has been shown to exhibit antiviral activity.

   
   
   
   
   

β-Amyrin

beta-amyrin-H2O

C30H50O (426.386145)


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].

   

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 (414.386145)


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].

   

Stigmasterol

Stigmasterol

C29H48O (412.37049579999996)


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.

   

Oroxylin A

5,7-dihydroxy-6-methoxy-2-phenyl-4H-1-benzopyran-4-one

C16H12O5 (284.0684702)


Oroxylin A is an active flavonoid compound with strong anti-cancer effects. Oroxylin A is an active flavonoid compound with strong anti-cancer effects. Oroxylin A inhibits the IL-6/STAT3 pathway and NF-κB signaling, inhibits cell proliferation and induces apoptosis. Oroxylin A inhibits colitis-related carcinogenesis[1][2][3][4][5]. Oroxylin A is an active flavonoid compound with strong anti-cancer effects.

   

Syringaldehyde

Syringaldehyde

C9H10O4 (182.057906)


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

   

lupeol

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

C30H50O (426.386145)


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].

   

3-Methoxy-4-hydroxypropiophenone

1-(4-hydroxy-3-methoxyphenyl)propan-1-one

C10H12O3 (180.0786402)


   

Daucosterol

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

C35H60O6 (576.4389659999999)


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

   

2-Methylanthraquinone

InChI=1/C15H10O2/c1-9-6-7-12-13(8-9)15(17)11-5-3-2-4-10(11)14(12)16/h2-8H,1H

C15H10O2 (222.06807600000002)


2-methylanthraquinone is an anthraquinone that is 9,10-anthraquinone in which the hydrogen at position 2 is substituted by a methyl group. It is functionally related to a 9,10-anthraquinone. 2-Methylanthraquinone is a natural product found in Clausena heptaphylla, Ophiorrhiza pumila, and other organisms with data available. Tectoquinone (2-Methylanthraquinone) is a SARSCoV-2 main protease inhibitor against COVID-19. Tectoquinone exhibits strong mosquito larvicidal activity with the LC50 values of 3.3 and 5.4 μg/ml against A. aegypti and A. albopictus in 24 h, respectively[1][2]. Tectoquinone (2-Methylanthraquinone) is a SARSCoV-2 main protease inhibitor against COVID-19. Tectoquinone exhibits strong mosquito larvicidal activity with the LC50 values of 3.3 and 5.4 μg/ml against A. aegypti and A. albopictus in 24 h, respectively[1][2].

   

Allantoin

(2,5-dioxoimidazolidin-4-yl)urea

C4H6N4O3 (158.0439886)


C78284 - Agent Affecting Integumentary System > C29708 - Anti-psoriatic Agent C78284 - Agent Affecting Integumentary System > C29700 - Astringent D003879 - Dermatologic Agents MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; POJWUDADGALRAB-UHFFFAOYSA-N_STSL_0150_Allantoin_8000fmol_180425_S2_LC02_MS02_50; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. Allantoin is a skin conditioning agent that promotes healthy skin, stimulates new and healthy tissue growth. Allantoin is a skin conditioning agent that promotes healthy skin, stimulates new and healthy tissue growth.

   

Vanillic Acid

Vanillic acid hexoside

C8H8O4 (168.0422568)


Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1]. Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1].

   

Umbelliferone

7-hydroxycoumarine

C9H6O3 (162.03169259999999)


Umbelliferone (7-Hydroxycoumarin), a natural product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent. Umbelliferone (7-Hydroxycoumarin), a natural product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent.

   

p-Hydroxybenzaldehyde

p-Hydroxybenzaldehyde

C7H6O2 (122.0367776)


p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations. p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations. p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations.

   

Syringic acid

Syringic acid

C9H10O5 (198.052821)


Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation. Syringic acid is correlated with high antioxidant activity and inhibition of LDL oxidation.

   

4-Hydroxybenzaldehyde

4-Hydroxybenzaldehyde

C7H6O2 (122.0367776)


p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations. p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations. p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations.

   

4-Hydroxy-3,5-dimethoxybenzaldehyde

4-Hydroxy-3,5-dimethoxybenzaldehyde

C9H10O4 (182.057906)


   

Vanillate

4-Hydroxy-3-methoxybenzoic acid

C8H8O4 (168.0422568)


Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1]. Vanillic acid is a flavoring agent found in edible plants and fruits, also found in Angelica sinensis. Vanillic acid inhibits NF-κB activation. Anti-inflammatory, antibacterial, and chemopreventive effects[1].

   

Harzol

(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methyl-heptan-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 (414.386145)


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].

   

Stigmasterin

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

C29H48O (412.37049579999996)


C1907 - Drug, Natural Product > C28178 - Phytosterol > C68437 - Unsaturated Phytosterol

   

Cedar acid

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

C9H10O5 (198.052821)


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

   

FR-0985

4-08-00-00251 (Beilstein Handbook Reference)

C7H6O2 (122.0367776)


p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations. p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations. p-Hydroxybenzaldehyde is a one of the major components in vanilla aroma, with antagonistic effect on GABAA receptor of the α1β2γ2S subtype at high concentrations.

   

Skimmetin

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

C9H6O3 (162.03169259999999)


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

   

Oroxylin

4H-1-Benzopyran-4-one, 5,7-dihydroxy-6-methoxy-2-phenyl-

C16H12O5 (284.0684702)


Oroxylin A is an active flavonoid compound with strong anti-cancer effects. Oroxylin A is an active flavonoid compound with strong anti-cancer effects. Oroxylin A inhibits the IL-6/STAT3 pathway and NF-κB signaling, inhibits cell proliferation and induces apoptosis. Oroxylin A inhibits colitis-related carcinogenesis[1][2][3][4][5]. Oroxylin A is an active flavonoid compound with strong anti-cancer effects.

   

AI3-28796

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

C9H10O4 (182.057906)


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

   

Tectochinon

InChI=1\C15H10O2\c1-9-6-7-12-13(8-9)15(17)11-5-3-2-4-10(11)14(12)16\h2-8H,1H

C15H10O2 (222.06807600000002)


Tectoquinone (2-Methylanthraquinone) is a SARSCoV-2 main protease inhibitor against COVID-19. Tectoquinone exhibits strong mosquito larvicidal activity with the LC50 values of 3.3 and 5.4 μg/ml against A. aegypti and A. albopictus in 24 h, respectively[1][2]. Tectoquinone (2-Methylanthraquinone) is a SARSCoV-2 main protease inhibitor against COVID-19. Tectoquinone exhibits strong mosquito larvicidal activity with the LC50 values of 3.3 and 5.4 μg/ml against A. aegypti and A. albopictus in 24 h, respectively[1][2].

   

Allantoin, (-)-

1-(2,5-Dioxo-4-imidazolidinyl)ure

C4H6N4O3 (158.0439886)


   

(3r)-2,2-dimethyl-5,10-dioxo-3h,4h-naphtho[2,3-b]pyran-3-yl (2e,6s)-6-hydroxy-2,6-dimethylocta-2,7-dienoate

(3r)-2,2-dimethyl-5,10-dioxo-3h,4h-naphtho[2,3-b]pyran-3-yl (2e,6s)-6-hydroxy-2,6-dimethylocta-2,7-dienoate

C25H28O6 (424.1885788)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl benzoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl benzoate

C22H20O5 (364.13106700000003)


   

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 1-hydroxy-4-methoxynaphthalene-2-carboxylate

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 1-hydroxy-4-methoxynaphthalene-2-carboxylate

C27H24O7 (460.1521954)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 5-(2,3-dimethyloxiran-2-yl)-2-methylpent-2-enoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 5-(2,3-dimethyloxiran-2-yl)-2-methylpent-2-enoate

C25H30O6 (426.204228)


   

β-sitostenone

NA

C29H48O (412.37049579999996)


{"Ingredient_id": "HBIN018272","Ingredient_name": "\u03b2-sitostenone","Alias": "NA","Ingredient_formula": "C29H48O","Ingredient_Smile": "CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(=O)C4)C)C)C(C)C","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "19965","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

methyl (3r,21s,22s)-16-ethenyl-11-ethyl-4-hydroxy-22-(3-methoxy-3-oxopropyl)-12,17,21,26-tetramethyl-7,23,24,25-tetraazahexacyclo[18.2.1.1⁵,⁸.1¹⁰,¹³.1¹⁵,¹⁸.0²,⁶]hexacosa-1,4,6,8(26),9,11,13(25),14,16,18(24),19-undecaene-3-carboxylate

methyl (3r,21s,22s)-16-ethenyl-11-ethyl-4-hydroxy-22-(3-methoxy-3-oxopropyl)-12,17,21,26-tetramethyl-7,23,24,25-tetraazahexacyclo[18.2.1.1⁵,⁸.1¹⁰,¹³.1¹⁵,¹⁸.0²,⁶]hexacosa-1,4,6,8(26),9,11,13(25),14,16,18(24),19-undecaene-3-carboxylate

C36H38N4O5 (606.2842058)


   

n-[(4r)-2,5-dihydroxy-4h-imidazol-4-yl]carbamimidic acid

n-[(4r)-2,5-dihydroxy-4h-imidazol-4-yl]carbamimidic acid

C4H6N4O3 (158.0439886)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e,6r)-6-hydroxy-2,6-dimethylocta-2,7-dienoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e,6r)-6-hydroxy-2,6-dimethylocta-2,7-dienoate

C25H30O6 (426.204228)


   

(3s)-3-hydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione

(3s)-3-hydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione

C15H14O4 (258.0892044)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e)-2-methyl-6-methylidene-7-oxooct-2-enoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e)-2-methyl-6-methylidene-7-oxooct-2-enoate

C25H28O6 (424.1885788)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e,7r)-7-hydroxy-2-methyl-6-methylideneoct-2-enoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e,7r)-7-hydroxy-2-methyl-6-methylideneoct-2-enoate

C25H30O6 (426.204228)


   

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e)-2-methyl-6-methylidene-7-oxooct-2-enoate

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e)-2-methyl-6-methylidene-7-oxooct-2-enoate

C25H28O6 (424.1885788)


   

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 2,3,6-trihydroxy-2,6-dimethyloct-7-enoate

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 2,3,6-trihydroxy-2,6-dimethyloct-7-enoate

C25H32O8 (460.20970719999997)


   

(3r)-2,2-dimethyl-5,10-dioxo-3h,4h-naphtho[2,3-b]pyran-3-yl (2e)-6-hydroxy-2,6-dimethylocta-2,7-dienoate

(3r)-2,2-dimethyl-5,10-dioxo-3h,4h-naphtho[2,3-b]pyran-3-yl (2e)-6-hydroxy-2,6-dimethylocta-2,7-dienoate

C25H28O6 (424.1885788)


   

(3r)-3-hydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione

(3r)-3-hydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione

C15H14O4 (258.0892044)


   

1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C29H46O (410.3548466)


   

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

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

C29H46O (410.3548466)


   

1,4-dimethyl 2-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(7-methoxy-2h-1,3-benzodioxol-5-yl)methyl]butanedioate

1,4-dimethyl 2-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(7-methoxy-2h-1,3-benzodioxol-5-yl)methyl]butanedioate

C23H24O9 (444.14202539999997)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e)-5-[(2r,3s)-2,3-dimethyloxiran-2-yl]-2-methylpent-2-enoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e)-5-[(2r,3s)-2,3-dimethyloxiran-2-yl]-2-methylpent-2-enoate

C25H30O6 (426.204228)


   

(3r)-2,2-dimethyl-5,10-dioxo-3h,4h-naphtho[2,3-b]pyran-3-yl (2e,6e)-2,6-dimethylocta-2,6-dienoate

(3r)-2,2-dimethyl-5,10-dioxo-3h,4h-naphtho[2,3-b]pyran-3-yl (2e,6e)-2,6-dimethylocta-2,6-dienoate

C25H28O5 (408.1936638)


   

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

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

C29H48O2 (428.36541079999995)


   

(1r,3as,3br,9as,9bs,11ar)-1-[(2r,5s)-5-ethyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-7-one

(1r,3as,3br,9as,9bs,11ar)-1-[(2r,5s)-5-ethyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-7-one

C29H48O (412.37049579999996)


   

4-hydroxy-3,5-dimethoxy-4-(2-oxopropyl)cyclohexa-2,5-dien-1-one

4-hydroxy-3,5-dimethoxy-4-(2-oxopropyl)cyclohexa-2,5-dien-1-one

C11H14O5 (226.08411940000002)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 2,3,6-trihydroxy-2,6-dimethyloct-7-enoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 2,3,6-trihydroxy-2,6-dimethyloct-7-enoate

C25H32O8 (460.20970719999997)


   

(3r)-2,2-dimethyl-5,10-dioxo-3h,4h-naphtho[2,3-b]pyran-3-yl (2e)-5-[(2r,3r)-2,3-dimethyloxiran-2-yl]-2-methylpent-2-enoate

(3r)-2,2-dimethyl-5,10-dioxo-3h,4h-naphtho[2,3-b]pyran-3-yl (2e)-5-[(2r,3r)-2,3-dimethyloxiran-2-yl]-2-methylpent-2-enoate

C25H28O6 (424.1885788)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e,6s,7s)-6,7-dihydroxy-2,6-dimethyloct-2-enoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e,6s,7s)-6,7-dihydroxy-2,6-dimethyloct-2-enoate

C25H32O7 (444.2147922)


   

2,2-dimethyl-5,10-dioxo-3h,4h-naphtho[2,3-b]pyran-3-yl 2,6-dimethylocta-2,6-dienoate

2,2-dimethyl-5,10-dioxo-3h,4h-naphtho[2,3-b]pyran-3-yl 2,6-dimethylocta-2,6-dienoate

C25H28O5 (408.1936638)


   

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e)-6-hydroxy-2,6-dimethylocta-2,7-dienoate

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e)-6-hydroxy-2,6-dimethylocta-2,7-dienoate

C25H30O6 (426.204228)


   

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e)-6,7-dihydroxy-2,6-dimethyloct-2-enoate

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e)-6,7-dihydroxy-2,6-dimethyloct-2-enoate

C25H32O7 (444.2147922)


   

1-(5-ethyl-6-methylhept-3-en-2-yl)-5-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

1-(5-ethyl-6-methylhept-3-en-2-yl)-5-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C29H46O2 (426.34976159999997)


   

1-(5-ethyl-6-methylheptan-2-yl)-5-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

1-(5-ethyl-6-methylheptan-2-yl)-5-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C29H48O2 (428.36541079999995)


   

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

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

C29H46O2 (426.34976159999997)


   

2,2-dimethyl-5,10-dioxo-3h,4h-naphtho[2,3-b]pyran-3-yl 6-hydroxy-2,6-dimethylocta-2,7-dienoate

2,2-dimethyl-5,10-dioxo-3h,4h-naphtho[2,3-b]pyran-3-yl 6-hydroxy-2,6-dimethylocta-2,7-dienoate

C25H28O6 (424.1885788)


   

1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C29H48O (412.37049579999996)


   

1,4-dimethyl 2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(7-methoxy-2h-1,3-benzodioxol-5-yl)methyl]butanedioate

1,4-dimethyl 2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(7-methoxy-2h-1,3-benzodioxol-5-yl)methyl]butanedioate

C23H22O9 (442.1263762)


   

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e)-7-hydroxy-2-methyl-6-methylideneoct-2-enoate

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e)-7-hydroxy-2-methyl-6-methylideneoct-2-enoate

C25H30O6 (426.204228)


   

1,4-dimethyl (2r,3r)-2-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(7-methoxy-2h-1,3-benzodioxol-5-yl)methyl]butanedioate

1,4-dimethyl (2r,3r)-2-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(7-methoxy-2h-1,3-benzodioxol-5-yl)methyl]butanedioate

C23H24O9 (444.14202539999997)


   

(3s)-2,2-dimethyl-5,10-dioxo-3h,4h-naphtho[2,3-b]pyran-3-yl (2e,6e)-2,6-dimethylocta-2,6-dienoate

(3s)-2,2-dimethyl-5,10-dioxo-3h,4h-naphtho[2,3-b]pyran-3-yl (2e,6e)-2,6-dimethylocta-2,6-dienoate

C25H28O5 (408.1936638)


   

3-hydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione

3-hydroxy-2,2-dimethyl-3h,4h-naphtho[2,3-b]pyran-5,10-dione

C15H14O4 (258.0892044)


   

1,4-dimethyl (2z)-2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(7-methoxy-2h-1,3-benzodioxol-5-yl)methyl]butanedioate

1,4-dimethyl (2z)-2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(7-methoxy-2h-1,3-benzodioxol-5-yl)methyl]butanedioate

C23H22O9 (442.1263762)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e)-5-[(2s,3r)-2,3-dimethyloxiran-2-yl]-2-methylpent-2-enoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e)-5-[(2s,3r)-2,3-dimethyloxiran-2-yl]-2-methylpent-2-enoate

C25H30O6 (426.204228)


   

1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-7-one

1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-7-one

C29H50O (414.386145)


   

3,3-dimethyl-2h,4h-naphtho[1,2-b]pyran-5,6-dione

3,3-dimethyl-2h,4h-naphtho[1,2-b]pyran-5,6-dione

C15H14O3 (242.0942894)


   

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 (576.4389659999999)


   

1,4-dimethyl (2z,3s)-2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(7-methoxy-2h-1,3-benzodioxol-5-yl)methyl]butanedioate

1,4-dimethyl (2z,3s)-2-(2h-1,3-benzodioxol-5-ylmethylidene)-3-[(7-methoxy-2h-1,3-benzodioxol-5-yl)methyl]butanedioate

C23H22O9 (442.1263762)


   

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 2h-1,3-benzodioxole-5-carboxylate

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 2h-1,3-benzodioxole-5-carboxylate

C23H20O7 (408.120897)


   

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

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

C29H46O (410.3548466)


   

(1r,3as,3br,9as,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-7-one

(1r,3as,3br,9as,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-7-one

C29H50O (414.386145)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 6,7-dihydroxy-2,6-dimethyloct-2-enoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 6,7-dihydroxy-2,6-dimethyloct-2-enoate

C25H32O7 (444.2147922)


   

1,4-dimethyl (2s,3s)-2-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(7-methoxy-2h-1,3-benzodioxol-5-yl)methyl]butanedioate

1,4-dimethyl (2s,3s)-2-(2h-1,3-benzodioxol-5-ylmethyl)-3-[(7-methoxy-2h-1,3-benzodioxol-5-yl)methyl]butanedioate

C23H24O9 (444.14202539999997)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 1,4-dimethoxynaphthalene-2-carboxylate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 1,4-dimethoxynaphthalene-2-carboxylate

C28H26O7 (474.1678446)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.386145)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 7-hydroxy-2-methyl-6-methylideneoct-2-enoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 7-hydroxy-2-methyl-6-methylideneoct-2-enoate

C25H30O6 (426.204228)


   

(2r,3r,4s,5s,6r)-2-{[(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,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-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-{[(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,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-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C35H58O6 (574.4233168000001)


   

(1r,3ar,5ar,5br,7as,9s,11ar,11br,13ar,13br)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-ol

(1r,3ar,5ar,5br,7as,9s,11ar,11br,13ar,13br)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-ol

C30H50O (426.386145)


   

8,8-dimethyl-10-[(3-methylbutanoyl)oxy]-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl 2-methylbut-2-enoate

8,8-dimethyl-10-[(3-methylbutanoyl)oxy]-2-oxo-9h,10h-pyrano[2,3-h]chromen-9-yl 2-methylbut-2-enoate

C24H28O7 (428.1834938)


   

(1r,3as,3br,5as,9as,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-7-one

(1r,3as,3br,5as,9as,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-7-one

C29H50O (414.386145)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 6-hydroxy-2,6-dimethylocta-2,7-dienoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 6-hydroxy-2,6-dimethylocta-2,7-dienoate

C25H30O6 (426.204228)


   

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 1,4-dimethoxynaphthalene-2-carboxylate

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 1,4-dimethoxynaphthalene-2-carboxylate

C28H26O7 (474.1678446)


   

2,2-dimethyl-5,10-dioxo-3h,4h-naphtho[2,3-b]pyran-3-yl 5-(2,3-dimethyloxiran-2-yl)-2-methylpent-2-enoate

2,2-dimethyl-5,10-dioxo-3h,4h-naphtho[2,3-b]pyran-3-yl 5-(2,3-dimethyloxiran-2-yl)-2-methylpent-2-enoate

C25H28O6 (424.1885788)


   

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e,6e)-2,6-dimethylocta-2,6-dienoate

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e,6e)-2,6-dimethylocta-2,6-dienoate

C25H30O5 (410.209313)


   

1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-7-one

1-(5-ethyl-6-methylhept-3-en-2-yl)-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-7-one

C29H48O (412.37049579999996)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 2,6-dimethylocta-2,6-dienoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 2,6-dimethylocta-2,6-dienoate

C25H30O5 (410.209313)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2s,3r,6s)-2,3,6-trihydroxy-2,6-dimethyloct-7-enoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2s,3r,6s)-2,3,6-trihydroxy-2,6-dimethyloct-7-enoate

C25H32O8 (460.20970719999997)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e,6r,7r)-6,7-dihydroxy-2,6-dimethyloct-2-enoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e,6r,7r)-6,7-dihydroxy-2,6-dimethyloct-2-enoate

C25H32O7 (444.2147922)


   

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl benzoate

3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl benzoate

C22H20O5 (364.13106700000003)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 1-hydroxy-4-methoxynaphthalene-2-carboxylate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 1-hydroxy-4-methoxynaphthalene-2-carboxylate

C27H24O7 (460.1521954)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e,6s)-6-hydroxy-2,6-dimethylocta-2,7-dienoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2e,6s)-6-hydroxy-2,6-dimethylocta-2,7-dienoate

C25H30O6 (426.204228)


   

(1r,3as,3br,5as,9as,9bs,11ar)-1-[(2r,3e,5s)-5-ethyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-7-one

(1r,3as,3br,5as,9as,9bs,11ar)-1-[(2r,3e,5s)-5-ethyl-6-methylhept-3-en-2-yl]-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-7-one

C29H48O (412.37049579999996)


   

2,2-dimethylbenzo[g]chromene-5,10-dione

2,2-dimethylbenzo[g]chromene-5,10-dione

C15H12O3 (240.0786402)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 2-methyl-6-methylidene-7-oxooct-2-enoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl 2-methyl-6-methylidene-7-oxooct-2-enoate

C25H28O6 (424.1885788)


   

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2r,3r,6r)-2,3,6-trihydroxy-2,6-dimethyloct-7-enoate

3-(3-hydroxy-1,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl (2r,3r,6r)-2,3,6-trihydroxy-2,6-dimethyloct-7-enoate

C25H32O8 (460.20970719999997)