NCBI Taxonomy: 183080

Spilanthes (ncbi_taxid: 183080)

found 307 associated metabolites at genus taxonomy rank level.

Ancestor: Heliantheae

Child Taxonomies: Spilanthes urens, Spilanthes nervosa, Spilanthes americana, Spilanthes leiocarpa, Spilanthes iabadicensis, unclassified Spilanthes

Scopoletin

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

C10H8O4 (192.0422568)


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

   

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].

   

Ferulic acid

(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

C10H10O4 (194.057906)


trans-Ferulic acid is a highly abundant phenolic phytochemical which is present in plant cell walls. Ferulic acid is a phenolic acid that can be absorbed by the small intestine and excreted through the urine. It is one of the most abundant phenolic acids in plants, varying from 5 g/kg in wheat bran to 9 g/kg in sugar-beet pulp and 50 g/kg in corn kernel. It occurs primarily in seeds and leaves both in its free form (albeit rarely) and covalently linked to lignin and other biopolymers. It is usually found as ester cross-links with polysaccharides in the cell wall, such as arabinoxylans in grasses, pectin in spinach and sugar beet, and xyloglucans in bamboo. It also can cross-link with proteins. Due to its phenolic nucleus and an extended side chain conjugation (carbohydrates and proteins), it readily forms a resonance-stabilized phenoxy radical which accounts for its potent antioxidant potential. Food supplementation with curcumin and ferulic acid is considered a nutritional approach to reducing oxidative damage and amyloid pathology in Alzheimer disease (PMID:17127365, 1398220, 15453708, 9878519). Ferulic acid can be found in Pseudomonas and Saccharomyces (PMID:8395165). Ferulic acid is a ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 3 and 4 respectively on the phenyl ring. It has a role as an antioxidant, a MALDI matrix material, a plant metabolite, an anti-inflammatory agent, an apoptosis inhibitor and a cardioprotective agent. It is a conjugate acid of a ferulate. Ferulic acid is a natural product found in Haplophyllum griffithianum, Visnea mocanera, and other organisms with data available. Ferulic acid is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Angelica sinensis root (part of). Widely distributed in plants, first isolated from Ferula foetida (asafoetida). Antioxidant used to inhibit oxidn. of fats, pastry products, etc. Antifungal agent used to prevent fruit spoilage. trans-Ferulic acid is found in many foods, some of which are deerberry, peach, shea tree, and common bean. A ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 3 and 4 respectively on the phenyl ring. D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents D002491 - Central Nervous System Agents > D000700 - Analgesics D000975 - Antioxidants > D016166 - Free Radical Scavengers D006401 - Hematologic Agents > D000925 - Anticoagulants D020011 - Protective Agents > D000975 - Antioxidants D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents Acquisition and generation of the data is financially supported in part by CREST/JST. KEIO_ID H074 (E)-Ferulic acid is a isomer of Ferulic acid which is an aromatic compound, abundant in plant cell walls. (E)-Ferulic acid causes the phosphorylation of β-catenin, resulting in proteasomal degradation of β-catenin and increases the expression of pro-apoptotic factor Bax and decreases the expression of pro-survival factor survivin. (E)-Ferulic acid shows a potent ability to remove reactive oxygen species (ROS) and inhibits lipid peroxidation. (E)-Ferulic acid exerts both anti-proliferation and anti-migration effects in the human lung cancer cell line H1299[1]. (E)-Ferulic acid is a isomer of Ferulic acid which is an aromatic compound, abundant in plant cell walls. (E)-Ferulic acid causes the phosphorylation of β-catenin, resulting in proteasomal degradation of β-catenin and increases the expression of pro-apoptotic factor Bax and decreases the expression of pro-survival factor survivin. (E)-Ferulic acid shows a potent ability to remove reactive oxygen species (ROS) and inhibits lipid peroxidation. (E)-Ferulic acid exerts both anti-proliferation and anti-migration effects in the human lung cancer cell line H1299[1]. Ferulic acid is a novel fibroblast growth factor receptor 1 (FGFR1) inhibitor with IC50s of 3.78 and 12.5 μM for FGFR1 and FGFR2, respectively. Ferulic acid is a novel fibroblast growth factor receptor 1 (FGFR1) inhibitor with IC50s of 3.78 and 12.5 μM for FGFR1 and FGFR2, respectively.

   

Alantolactone

Naphtho(2,3-b)furan-2(3H)-one, 3a,5,6,7,8,8a,9,9a-octahydro-5,8a-dimethyl-3-methylene-, (3aR-(3a alpha,5beta,8a beta,9a alpha))-

C15H20O2 (232.14632200000003)


Alantolactone is a sesquiterpene lactone that is 3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2-one bearing two methyl substituents at positions 5 and 8a as well as a methylidene substituent at position 3. It has a role as a plant metabolite, an apoptosis inducer and an antineoplastic agent. It is a sesquiterpene lactone, a naphthofuran and an olefinic compound. Alantolactone is a natural product found in Eupatorium cannabinum, Pentanema britannicum, and other organisms with data available. Alantolactone is found in herbs and spices. Alantolactone is a constituent of Inula helenium (elecampane) Constituent of Inula helenium (elecampane). Alantolactone is found in herbs and spices. Alantolactone is a selective STAT3 inhibitor, with potent anticancer activity. Alantolactone induces apoptosis in cancer[1][2][3]. Alantolactone is a selective STAT3 inhibitor, with potent anticancer activity. Alantolactone induces apoptosis in cancer[1][2][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 (412.37049579999996)


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

   

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].

   

Phytol

2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (theta-(theta,theta-(E)))-

C20H40O (296.307899)


Phytol, also known as trans-phytol or 3,7,11,15-tetramethylhexadec-2-en-1-ol, is a member of the class of compounds known as acyclic diterpenoids. Acyclic diterpenoids are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. Thus, phytol is considered to be an isoprenoid lipid molecule. Phytol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Phytol can be found in a number of food items such as salmonberry, rose hip, malus (crab apple), and black raspberry, which makes phytol a potential biomarker for the consumption of these food products. Phytol can be found primarily in human fibroblasts tissue. Phytol is an acyclic diterpene alcohol that can be used as a precursor for the manufacture of synthetic forms of vitamin E and vitamin K1. In ruminants, the gut fermentation of ingested plant materials liberates phytol, a constituent of chlorophyll, which is then converted to phytanic acid and stored in fats. In shark liver it yields pristane . Phytol is a diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15. It has a role as a plant metabolite, a schistosomicide drug and an algal metabolite. It is a diterpenoid and a long-chain primary fatty alcohol. Phytol is a natural product found in Elodea canadensis, Wendlandia formosana, and other organisms with data available. Phytol is an acyclic diterpene alcohol and a constituent of chlorophyll. Phytol is commonly used as a precursor for the manufacture of synthetic forms of vitamin E and vitamin K1. Furthermore, phytol also was shown to modulate transcription in cells via transcription factors PPAR-alpha and retinoid X receptor (RXR). Acyclic diterpene used in making synthetic forms of vitamin E and vitamin K1. Phytol is a natural linear diterpene alcohol which is used in the preparation of vitamins E and K1. It is also a decomposition product of chlorophyll. It is an oily liquid that is nearly insoluble in water, but soluble in most organic solvents. -- Wikipedia. A diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15. C1907 - Drug, Natural Product > C28269 - Phytochemical Acquisition and generation of the data is financially supported in part by CREST/JST. Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1]. Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1].

   

Isoferulic acid

(2E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid

C10H10O4 (194.057906)


Isoferulic acid (CAS: 537-73-5) is a chlorogenic acid (CGA). CGAs are formed by the esterification of hydroxycinnamic acids (e.g. caffeic acid, ferulic acid, and p-coumaric acid) with quinic acid. CGAs are abundant phenolic compounds in coffee, with caffeoylquinic (CQA), feruloylquinic (FQA), and dicaffeoylquinic (diCQA) acids being the major subclasses, and coffee is the most consumed food product in the world. Isoferulic acid is present in normal human urine in concentrations of 0.05-2.07 umol/mmol creatinine at baseline, and reaches 0.2-9.6 umol/mmol creatinine in four hours after a cup of coffee, with a large inter-individual variation (PMID:17884997). It is used as a food additive; listed in the EAFUS Food Additive Database (Jan 2001) KEIO_ID I024 Isoferulic acid (3-Hydroxy-4-methoxycinnamic acid) is a cinnamic acid derivative that has antidiabetic activity. Isoferulic acid binds to and activates α1-adrenergic receptors (IC50=1.4 μM) to enhance secretion of β-endorphin (EC50=52.2 nM) and increase glucose use. Isoferulic acid also has anti-influenza virus activities. Isoferulic acid (3-Hydroxy-4-methoxycinnamic acid) is a cinnamic acid derivative that has antidiabetic activity. Isoferulic acid binds to and activates α1-adrenergic receptors (IC50=1.4 μM) to enhance secretion of β-endorphin (EC50=52.2 nM) and increase glucose use. Isoferulic acid also has anti-influenza virus activities. Isoferulic acid (3-Hydroxy-4-methoxycinnamic acid) is a cinnamic acid derivative that has antidiabetic activity. Isoferulic acid binds to and activates α1-adrenergic receptors (IC50=1.4 μM) to enhance secretion of β-endorphin (EC50=52.2 nM) and increase glucose use. Isoferulic acid also has anti-influenza virus activities. trans-Isoferulic acid (trans-3-Hydroxy-4-methoxycinnamic acid) is an aromatic acid isolated from the roots of Clematis florida var. plena. trans-Isoferulic acid exhibits anti-inflammatory activity[1].trans-isoferulic acid suppresses NO and PGE2 production through the induction of Nrf2-dependent heme oxygenase-1 (HO-1)[2]. trans-Isoferulic acid (trans-3-Hydroxy-4-methoxycinnamic acid) is an aromatic acid isolated from the roots of Clematis florida var. plena. trans-Isoferulic acid exhibits anti-inflammatory activity[1].trans-isoferulic acid suppresses NO and PGE2 production through the induction of Nrf2-dependent heme oxygenase-1 (HO-1)[2].

   

Stearic acid

1-Heptadecanecarboxylic acid

C18H36O2 (284.2715156)


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

   

Ranunculin

(5S)-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]-5H-furan-2-one

C11H16O8 (276.0845136)


   
   

NA 16:6

2,4-Hexadienamide, N-(2-methylpropyl)-6-phenyl-, (E,E)-

C16H21NO (243.1623056)


   

Rhoifolin

7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one

C27H30O14 (578.163548)


Apigenin 7-O-neohesperidoside is an apigenin derivative having an alpha-(1->2)-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety attached to the 7-hydroxy group. It has a role as a metabolite. It is a neohesperidoside, a dihydroxyflavone and a glycosyloxyflavone. It is functionally related to an apigenin. Rhoifolin is a natural product found in Ligustrum robustum, Lonicera japonica, and other organisms with data available. Rhoifolin is a flavone glycoside can be isolated from Rhus succedanea. Rhoifolin has anti-diabetic effect acting through enhanced adiponectin secretion, tyrosine phosphorylation of insulin receptor-β and glucose transporter 4 (GLUT 4) translocation. Rhoifolin has an anti-inflammatory action via multi-level regulation of inflammatory mediators. Rhoifolin ameliorates titanium particle-stimulated osteolysis and attenuates osteoclastogenesis via RANKL-induced NF-κB and MAPK pathways. Rhoifolin also has cytotoxic activity against different cancer cell lines[1][2][3]. Rhoifolin is a flavone glycoside can be isolated from Rhus succedanea. Rhoifolin has anti-diabetic effect acting through enhanced adiponectin secretion, tyrosine phosphorylation of insulin receptor-β and glucose transporter 4 (GLUT 4) translocation. Rhoifolin has an anti-inflammatory action via multi-level regulation of inflammatory mediators. Rhoifolin ameliorates titanium particle-stimulated osteolysis and attenuates osteoclastogenesis via RANKL-induced NF-κB and MAPK pathways. Rhoifolin also has cytotoxic activity against different cancer cell lines[1][2][3]. Rhoifolin is a flavone glycoside can be isolated from Rhus succedanea. Rhoifolin has anti-diabetic effect acting through enhanced adiponectin secretion, tyrosine phosphorylation of insulin receptor-β and glucose transporter 4 (GLUT 4) translocation. Rhoifolin has an anti-inflammatory action via multi-level regulation of inflammatory mediators. Rhoifolin ameliorates titanium particle-stimulated osteolysis and attenuates osteoclastogenesis via RANKL-induced NF-κB and MAPK pathways. Rhoifolin also has cytotoxic activity against different cancer cell lines[1][2][3].

   

Rhoifolin

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

C27H30O14 (578.163548)


Isolated from Citrus aurantium (Seville orange). Rhoifolin is found in many foods, some of which are citrus, grapefruit/pummelo hybrid, german camomile, and lemon. Rhoifolin is found in citrus. Rhoifolin is isolated from Citrus aurantium (Seville orange). Rhoifolin is a flavone glycoside can be isolated from Rhus succedanea. Rhoifolin has anti-diabetic effect acting through enhanced adiponectin secretion, tyrosine phosphorylation of insulin receptor-β and glucose transporter 4 (GLUT 4) translocation. Rhoifolin has an anti-inflammatory action via multi-level regulation of inflammatory mediators. Rhoifolin ameliorates titanium particle-stimulated osteolysis and attenuates osteoclastogenesis via RANKL-induced NF-κB and MAPK pathways. Rhoifolin also has cytotoxic activity against different cancer cell lines[1][2][3]. Rhoifolin is a flavone glycoside can be isolated from Rhus succedanea. Rhoifolin has anti-diabetic effect acting through enhanced adiponectin secretion, tyrosine phosphorylation of insulin receptor-β and glucose transporter 4 (GLUT 4) translocation. Rhoifolin has an anti-inflammatory action via multi-level regulation of inflammatory mediators. Rhoifolin ameliorates titanium particle-stimulated osteolysis and attenuates osteoclastogenesis via RANKL-induced NF-κB and MAPK pathways. Rhoifolin also has cytotoxic activity against different cancer cell lines[1][2][3]. Rhoifolin is a flavone glycoside can be isolated from Rhus succedanea. Rhoifolin has anti-diabetic effect acting through enhanced adiponectin secretion, tyrosine phosphorylation of insulin receptor-β and glucose transporter 4 (GLUT 4) translocation. Rhoifolin has an anti-inflammatory action via multi-level regulation of inflammatory mediators. Rhoifolin ameliorates titanium particle-stimulated osteolysis and attenuates osteoclastogenesis via RANKL-induced NF-κB and MAPK pathways. Rhoifolin also has cytotoxic activity against different cancer cell lines[1][2][3].

   

alpha-Amyrin

4,4,6a,6b,8a,11,12,14b-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)


Epi-alpha-amyrin, also known as epi-α-amyrin, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Epi-alpha-amyrin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Epi-alpha-amyrin can be found in herbs and spices, pomes, and rosemary, which makes epi-alpha-amyrin a potential biomarker for the consumption of these food products.

   

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.

   

Lupenone

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

C30H48O (424.37049579999996)


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

   

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 (468.3967092)


   
   

cis-Isoferulic acid

3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid

C10H10O4 (194.057906)


   

Isoferulic acid

3-Hydroxy-4-methoxycinnamic acid, predominantly trans, 97\\%

C10H10O4 (194.057906)


Isoferulic acid (CAS: 537-73-5) is a chlorogenic acid (CGA). CGAs are formed by the esterification of hydroxycinnamic acids (e.g. caffeic acid, ferulic acid, and p-coumaric acid) with quinic acid. CGAs are abundant phenolic compounds in coffee, with caffeoylquinic (CQA), feruloylquinic (FQA), and dicaffeoylquinic (diCQA) acids being the major subclasses, and coffee is the most consumed food product in the world. Isoferulic acid is present in normal human urine in concentrations of 0.05-2.07 umol/mmol creatinine at baseline, and reaches 0.2-9.6 umol/mmol creatinine in four hours after a cup of coffee, with a large inter-individual variation (PMID:17884997). Isoferulic acid is a ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 4 and 3 respectively on the phenyl ring. It has a role as a metabolite, a biomarker and an antioxidant. Isoferulic acid is a natural product found in Sibiraea angustata, Astragalus onobrychis, and other organisms with data available. See also: Black Cohosh (part of); Ipomoea aquatica leaf (part of). It is used as a food additive; listed in the EAFUS Food Additive Database (Jan 2001) Isoferulic acid (3-Hydroxy-4-methoxycinnamic acid) is a cinnamic acid derivative that has antidiabetic activity. Isoferulic acid binds to and activates α1-adrenergic receptors (IC50=1.4 μM) to enhance secretion of β-endorphin (EC50=52.2 nM) and increase glucose use. Isoferulic acid also has anti-influenza virus activities. Isoferulic acid (3-Hydroxy-4-methoxycinnamic acid) is a cinnamic acid derivative that has antidiabetic activity. Isoferulic acid binds to and activates α1-adrenergic receptors (IC50=1.4 μM) to enhance secretion of β-endorphin (EC50=52.2 nM) and increase glucose use. Isoferulic acid also has anti-influenza virus activities. Isoferulic acid (3-Hydroxy-4-methoxycinnamic acid) is a cinnamic acid derivative that has antidiabetic activity. Isoferulic acid binds to and activates α1-adrenergic receptors (IC50=1.4 μM) to enhance secretion of β-endorphin (EC50=52.2 nM) and increase glucose use. Isoferulic acid also has anti-influenza virus activities. trans-Isoferulic acid (trans-3-Hydroxy-4-methoxycinnamic acid) is an aromatic acid isolated from the roots of Clematis florida var. plena. trans-Isoferulic acid exhibits anti-inflammatory activity[1].trans-isoferulic acid suppresses NO and PGE2 production through the induction of Nrf2-dependent heme oxygenase-1 (HO-1)[2]. trans-Isoferulic acid (trans-3-Hydroxy-4-methoxycinnamic acid) is an aromatic acid isolated from the roots of Clematis florida var. plena. trans-Isoferulic acid exhibits anti-inflammatory activity[1].trans-isoferulic acid suppresses NO and PGE2 production through the induction of Nrf2-dependent heme oxygenase-1 (HO-1)[2].

   

Isoferulic acid

3-Hydroxy-4-methoxycinnamic acid, predominantly trans, 97\\%

C10H10O4 (194.057906)


Isoferulic acid (CAS: 537-73-5) is a chlorogenic acid (CGA). CGAs are formed by the esterification of hydroxycinnamic acids (e.g. caffeic acid, ferulic acid, and p-coumaric acid) with quinic acid. CGAs are abundant phenolic compounds in coffee, with caffeoylquinic (CQA), feruloylquinic (FQA), and dicaffeoylquinic (diCQA) acids being the major subclasses, and coffee is the most consumed food product in the world. Isoferulic acid is present in normal human urine in concentrations of 0.05-2.07 umol/mmol creatinine at baseline, and reaches 0.2-9.6 umol/mmol creatinine in four hours after a cup of coffee, with a large inter-individual variation (PMID:17884997). Isoferulic acid is a ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 4 and 3 respectively on the phenyl ring. It has a role as a metabolite, a biomarker and an antioxidant. Isoferulic acid is a natural product found in Sibiraea angustata, Astragalus onobrychis, and other organisms with data available. See also: Black Cohosh (part of); Ipomoea aquatica leaf (part of). A ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 4 and 3 respectively on the phenyl ring. It is used as a food additive; listed in the EAFUS Food Additive Database (Jan 2001) Isoferulic acid (3-Hydroxy-4-methoxycinnamic acid) is a cinnamic acid derivative that has antidiabetic activity. Isoferulic acid binds to and activates α1-adrenergic receptors (IC50=1.4 μM) to enhance secretion of β-endorphin (EC50=52.2 nM) and increase glucose use. Isoferulic acid also has anti-influenza virus activities. Isoferulic acid (3-Hydroxy-4-methoxycinnamic acid) is a cinnamic acid derivative that has antidiabetic activity. Isoferulic acid binds to and activates α1-adrenergic receptors (IC50=1.4 μM) to enhance secretion of β-endorphin (EC50=52.2 nM) and increase glucose use. Isoferulic acid also has anti-influenza virus activities. Isoferulic acid (3-Hydroxy-4-methoxycinnamic acid) is a cinnamic acid derivative that has antidiabetic activity. Isoferulic acid binds to and activates α1-adrenergic receptors (IC50=1.4 μM) to enhance secretion of β-endorphin (EC50=52.2 nM) and increase glucose use. Isoferulic acid also has anti-influenza virus activities. trans-Isoferulic acid (trans-3-Hydroxy-4-methoxycinnamic acid) is an aromatic acid isolated from the roots of Clematis florida var. plena. trans-Isoferulic acid exhibits anti-inflammatory activity[1].trans-isoferulic acid suppresses NO and PGE2 production through the induction of Nrf2-dependent heme oxygenase-1 (HO-1)[2]. trans-Isoferulic acid (trans-3-Hydroxy-4-methoxycinnamic acid) is an aromatic acid isolated from the roots of Clematis florida var. plena. trans-Isoferulic acid exhibits anti-inflammatory activity[1].trans-isoferulic acid suppresses NO and PGE2 production through the induction of Nrf2-dependent heme oxygenase-1 (HO-1)[2].

   

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].

   

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 (468.3967092)


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].

   

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.

   

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].

   

Lupenone

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

C30H48O (424.37049579999996)


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

   

Tetratriacontanoic acid

Tetratriacontanoic acid

C34H68O2 (508.52190279999996)


A straight-chain saturated fatty acid that is tetratriacontane in which one of the methyl groups has been oxidised to the corresponding carboxylic acid.

   

Scopoletin

Scopoletin

C10H8O4 (192.0422568)


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

   

Rhoifolin

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

C27H30O14 (578.163548)


Rhoifolin is a flavone glycoside can be isolated from Rhus succedanea. Rhoifolin has anti-diabetic effect acting through enhanced adiponectin secretion, tyrosine phosphorylation of insulin receptor-β and glucose transporter 4 (GLUT 4) translocation. Rhoifolin has an anti-inflammatory action via multi-level regulation of inflammatory mediators. Rhoifolin ameliorates titanium particle-stimulated osteolysis and attenuates osteoclastogenesis via RANKL-induced NF-κB and MAPK pathways. Rhoifolin also has cytotoxic activity against different cancer cell lines[1][2][3]. Rhoifolin is a flavone glycoside can be isolated from Rhus succedanea. Rhoifolin has anti-diabetic effect acting through enhanced adiponectin secretion, tyrosine phosphorylation of insulin receptor-β and glucose transporter 4 (GLUT 4) translocation. Rhoifolin has an anti-inflammatory action via multi-level regulation of inflammatory mediators. Rhoifolin ameliorates titanium particle-stimulated osteolysis and attenuates osteoclastogenesis via RANKL-induced NF-κB and MAPK pathways. Rhoifolin also has cytotoxic activity against different cancer cell lines[1][2][3]. Rhoifolin is a flavone glycoside can be isolated from Rhus succedanea. Rhoifolin has anti-diabetic effect acting through enhanced adiponectin secretion, tyrosine phosphorylation of insulin receptor-β and glucose transporter 4 (GLUT 4) translocation. Rhoifolin has an anti-inflammatory action via multi-level regulation of inflammatory mediators. Rhoifolin ameliorates titanium particle-stimulated osteolysis and attenuates osteoclastogenesis via RANKL-induced NF-κB and MAPK pathways. Rhoifolin also has cytotoxic activity against different cancer cell lines[1][2][3].

   

Ferulic acid

4-hydroxy-3-methoxycinnamic acid

C10H10O4 (194.057906)


(E)-Ferulic acid is a isomer of Ferulic acid which is an aromatic compound, abundant in plant cell walls. (E)-Ferulic acid causes the phosphorylation of β-catenin, resulting in proteasomal degradation of β-catenin and increases the expression of pro-apoptotic factor Bax and decreases the expression of pro-survival factor survivin. (E)-Ferulic acid shows a potent ability to remove reactive oxygen species (ROS) and inhibits lipid peroxidation. (E)-Ferulic acid exerts both anti-proliferation and anti-migration effects in the human lung cancer cell line H1299[1]. (E)-Ferulic acid is a isomer of Ferulic acid which is an aromatic compound, abundant in plant cell walls. (E)-Ferulic acid causes the phosphorylation of β-catenin, resulting in proteasomal degradation of β-catenin and increases the expression of pro-apoptotic factor Bax and decreases the expression of pro-survival factor survivin. (E)-Ferulic acid shows a potent ability to remove reactive oxygen species (ROS) and inhibits lipid peroxidation. (E)-Ferulic acid exerts both anti-proliferation and anti-migration effects in the human lung cancer cell line H1299[1]. Ferulic acid is a novel fibroblast growth factor receptor 1 (FGFR1) inhibitor with IC50s of 3.78 and 12.5 μM for FGFR1 and FGFR2, respectively. Ferulic acid is a novel fibroblast growth factor receptor 1 (FGFR1) inhibitor with IC50s of 3.78 and 12.5 μM for FGFR1 and FGFR2, respectively.

   

Phytol

2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (theta-(theta,theta-(E)))-

C20H40O (296.307899)


Phytol is a key acyclic diterpene alcohol that is a precursor for vitamins E and K1. Phytol is an extremely common terpenoid, found in all plants esterified to Chlorophyll to confer lipid solubility[citation needed].; Phytol is a natural linear diterpene alcohol which is used in the preparation of vitamins E and K1. It is also a decomposition product of chlorophyll. It is an oily liquid that is nearly insoluble in water, but soluble in most organic solvents. -- Wikipedia C1907 - Drug, Natural Product > C28269 - Phytochemical Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1]. Phytol ((E)?-?Phytol), a diterpene alcohol from chlorophyll widely used as a food additive and in medicinal fields, possesses promising antischistosomal properties. Phytol has antinociceptive and antioxidant activitiesas well as anti-inflammatory and antiallergic effects. Phytol has antimicrobial activity against Mycobacterium tuberculosis and Staphylococcus aureus[1].

   

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].

   

Isorhoifolin

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

C27H30O14 (578.163548)


Isolated from leaves of Citrus paradisi (grapefruit) and other plant subspecies Isorhoifolin is found in many foods, some of which are sweet orange, citrus, dill, and lemon. Isorhoifolin is a flavonoid glycoside from Hemistepta lyrata. Isorhoifolin displays an anti-leakage effect[1][2]. Isorhoifolin is a flavonoid glycoside from Hemistepta lyrata. Isorhoifolin displays an anti-leakage effect[1][2].

   

stearic acid

stearic acid

C18H36O2 (284.2715156)


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

   

Isoferulic acid

3-hydroxy-4-methoxycinnamic acid

C10H10O4 (194.057906)


Isoferulic acid is a ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 4 and 3 respectively on the phenyl ring. It has a role as a metabolite, a biomarker and an antioxidant. Isoferulic acid (3-Hydroxy-4-methoxycinnamic acid) is a cinnamic acid derivative that has antidiabetic activity. Isoferulic acid binds to and activates α1-adrenergic receptors (IC50=1.4 μM) to enhance secretion of β-endorphin (EC50=52.2 nM) and increase glucose use. Isoferulic acid also has anti-influenza virus activities. Isoferulic acid (3-Hydroxy-4-methoxycinnamic acid) is a cinnamic acid derivative that has antidiabetic activity. Isoferulic acid binds to and activates α1-adrenergic receptors (IC50=1.4 μM) to enhance secretion of β-endorphin (EC50=52.2 nM) and increase glucose use. Isoferulic acid also has anti-influenza virus activities. Isoferulic acid (3-Hydroxy-4-methoxycinnamic acid) is a cinnamic acid derivative that has antidiabetic activity. Isoferulic acid binds to and activates α1-adrenergic receptors (IC50=1.4 μM) to enhance secretion of β-endorphin (EC50=52.2 nM) and increase glucose use. Isoferulic acid also has anti-influenza virus activities.

   

Octadecanoic acid

Octadecanoic acid

C18H36O2 (284.2715156)


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

   

Geddic acid

Tetratriacontanoic acid

C34H68O2 (508.52190279999996)


   

Epi-a-amyrin

4,4,6a,6b,8a,11,12,14b-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)


   

C34:0

Tetratriacontanoic acid

C34H68O2 (508.52190279999996)


   
   

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].

   

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 (468.3967092)


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].

   

acetyl aleuritolic acid

acetyl aleuritolic acid

C32H50O4 (498.37089000000003)


A pentacyclic triterpenoid isolated from the leaves of Garcia parviflora.

   

Igalan

Igalan

C15H20O2 (232.14632200000003)


A sesquiterpene lactone that is hexahydro-1-benzofuran-2(3H)-one substituted by a methyl group at position 6, methylene group at position 3, isopropenyl group at position 5 and a vinyl group at position 6. Isolated from Inula helenium and Rudbeckia laciniata, it exhibits antiproliferative activity.

   

3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid

C10H10O4 (194.057906)


   

4,4,8-trimethylcycloundeca-2,8-dien-1-one

4,4,8-trimethylcycloundeca-2,8-dien-1-one

C14H22O (206.1670562)


   

n-(2-methylbutyl)undec-2-en-8,10-diynimidic acid

n-(2-methylbutyl)undec-2-en-8,10-diynimidic acid

C16H23NO (245.17795479999998)


   

6-ethenyl-6-methyl-3-methylidene-5-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-2-one

6-ethenyl-6-methyl-3-methylidene-5-(prop-1-en-2-yl)-tetrahydro-3ah-1-benzofuran-2-one

C15H20O2 (232.14632200000003)


   

(2e,4e)-n-(2-methylpropyl)undeca-2,4-dien-8,10-diynimidic acid

(2e,4e)-n-(2-methylpropyl)undeca-2,4-dien-8,10-diynimidic acid

C15H19NO (229.14665639999998)


   

(e,2z)-n-[(1z)-2-phenylethenyl]dec-2-en-6,8-diynimidic acid

(e,2z)-n-[(1z)-2-phenylethenyl]dec-2-en-6,8-diynimidic acid

C18H17NO (263.1310072)


   

7-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradec-9-en-8-yl (2e)-2-methylbut-2-enoate

7-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradec-9-en-8-yl (2e)-2-methylbut-2-enoate

C20H24O6 (360.1572804)


   

[(3r,3ar,4s,5r,11ar)-5-(acetyloxy)-4-hydroxy-10-methyl-2-oxo-3-(piperidin-1-ylmethyl)-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-6-yl]methyl (2r)-2-methylbutanoate

[(3r,3ar,4s,5r,11ar)-5-(acetyloxy)-4-hydroxy-10-methyl-2-oxo-3-(piperidin-1-ylmethyl)-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-6-yl]methyl (2r)-2-methylbutanoate

C27H41NO7 (491.28828760000005)


   

(3as)-5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2e)-2-methylbut-2-enoate

(3as)-5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2e)-2-methylbut-2-enoate

C20H26O6 (362.17292960000003)


   

(3s,3ar,4r,11ar)-4-hydroxy-6-(hydroxymethyl)-3,10-dimethyl-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

(3s,3ar,4r,11ar)-4-hydroxy-6-(hydroxymethyl)-3,10-dimethyl-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

C15H22O4 (266.1518012)


   

(2e,6z,8e)-n-[(2s)-2-methylbutyl]deca-2,6,8-trienimidic acid

(2e,6z,8e)-n-[(2s)-2-methylbutyl]deca-2,6,8-trienimidic acid

C15H25NO (235.193604)


   

5,6-diethenyl-6-methyl-3-methylidene-tetrahydro-3ah-1-benzofuran-2-one

5,6-diethenyl-6-methyl-3-methylidene-tetrahydro-3ah-1-benzofuran-2-one

C14H18O2 (218.1306728)


   

(2e,6z,8e)-n-(2-methylbutyl)deca-2,6,8-trienimidic acid

(2e,6z,8e)-n-(2-methylbutyl)deca-2,6,8-trienimidic acid

C15H25NO (235.193604)


   

8a-hydroxy-1-isopropyl-3a,6-dimethyl-1,2,3,4,7,8-hexahydroazulen-4-yl 3-phenylprop-2-enoate

8a-hydroxy-1-isopropyl-3a,6-dimethyl-1,2,3,4,7,8-hexahydroazulen-4-yl 3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

2-(but-3-en-1-yn-1-yl)-5-(penta-1,3-diyn-1-yl)thiophene

2-(but-3-en-1-yn-1-yl)-5-(penta-1,3-diyn-1-yl)thiophene

C13H8S (196.0346688)


   

(2z)-n-(2-phenylethyl)non-2-en-6,8-diynimidic acid

(2z)-n-(2-phenylethyl)non-2-en-6,8-diynimidic acid

C17H17NO (251.1310072)


   

3,10-dimethyl-2,4-dioxo-3h,3ah,5h,8h,9h,11ah-cyclodeca[b]furan-6-carbaldehyde

3,10-dimethyl-2,4-dioxo-3h,3ah,5h,8h,9h,11ah-cyclodeca[b]furan-6-carbaldehyde

C15H18O4 (262.1205028)


   

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"}

   

(2z)-n-(2-methylpropyl)non-2-en-6,8-diynimidic acid

(2z)-n-(2-methylpropyl)non-2-en-6,8-diynimidic acid

C13H17NO (203.1310072)


   

(2e,4z)-n-(2-methylpropyl)undeca-2,4-dien-8,10-diynimidic acid

(2e,4z)-n-(2-methylpropyl)undeca-2,4-dien-8,10-diynimidic acid

C15H19NO (229.14665639999998)


   

(2e)-n-(2-methylbutyl)undec-2-en-8,10-diynimidic acid

(2e)-n-(2-methylbutyl)undec-2-en-8,10-diynimidic acid

C16H23NO (245.17795479999998)


   

(8e)-n-(2-methylbutyl)deca-2,6,8-trienimidic acid

(8e)-n-(2-methylbutyl)deca-2,6,8-trienimidic acid

C15H25NO (235.193604)


   

12-hydroxy-2-(1-hydroxy-4-methylpent-3-en-1-yl)-6-(hydroxymethyl)-10-methyldodeca-2,6,10-trien-1-yl acetate

12-hydroxy-2-(1-hydroxy-4-methylpent-3-en-1-yl)-6-(hydroxymethyl)-10-methyldodeca-2,6,10-trien-1-yl acetate

C22H36O5 (380.2562606)


   

(11ar)-3,10-dimethyl-2,4-dioxo-5h,8h,9h,11ah-cyclodeca[b]furan-6-carbaldehyde

(11ar)-3,10-dimethyl-2,4-dioxo-5h,8h,9h,11ah-cyclodeca[b]furan-6-carbaldehyde

C15H16O4 (260.1048536)


   

(2z,8z)-4,4,8-trimethylcycloundeca-2,8-dien-1-one

(2z,8z)-4,4,8-trimethylcycloundeca-2,8-dien-1-one

C14H22O (206.1670562)


   

2-{[1-(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

2-{[1-(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)


   

(2e)-3-phenyl-n-(2-phenylethyl)prop-2-enimidic acid

(2e)-3-phenyl-n-(2-phenylethyl)prop-2-enimidic acid

C17H17NO (251.1310072)


   

(2e,8e)-4,4,8-trimethylcycloundeca-2,8-dien-1-one

(2e,8e)-4,4,8-trimethylcycloundeca-2,8-dien-1-one

C14H22O (206.1670562)


   

(3ar,4r,11ar)-4-hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

(3ar,4r,11ar)-4-hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

C15H20O4 (264.13615200000004)


   

(3s,3as,11ar)-6-(hydroxymethyl)-3,10-dimethyl-3h,3ah,5h,8h,9h,11ah-cyclodeca[b]furan-2,4-dione

(3s,3as,11ar)-6-(hydroxymethyl)-3,10-dimethyl-3h,3ah,5h,8h,9h,11ah-cyclodeca[b]furan-2,4-dione

C15H20O4 (264.13615200000004)


   

(3ar,4ar,8as,9ar)-8a-methyl-3,5-dimethylidene-3ah,4h,4ah,6h,9h,9ah-naphtho[2,3-b]furan-2-one

(3ar,4ar,8as,9ar)-8a-methyl-3,5-dimethylidene-3ah,4h,4ah,6h,9h,9ah-naphtho[2,3-b]furan-2-one

C15H18O2 (230.1306728)


   

3,10-dimethyl-2,4-dioxo-5h,8h,9h,11ah-cyclodeca[b]furan-6-carbaldehyde

3,10-dimethyl-2,4-dioxo-5h,8h,9h,11ah-cyclodeca[b]furan-6-carbaldehyde

C15H16O4 (260.1048536)


   

4,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl (2z)-2-methylbut-2-enoate

4,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl (2z)-2-methylbut-2-enoate

C20H26O6 (362.17292960000003)


   

n-(2-methylpropyl)undeca-2,7,9-trienimidic acid

n-(2-methylpropyl)undeca-2,7,9-trienimidic acid

C15H25NO (235.193604)


   

8a-hydroxy-1-isopropyl-3a,6-dimethyl-1,4,7,8-tetrahydroazulen-4-yl 3-phenylprop-2-enoate

8a-hydroxy-1-isopropyl-3a,6-dimethyl-1,4,7,8-tetrahydroazulen-4-yl 3-phenylprop-2-enoate

C24H30O3 (366.21948299999997)


   

(1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one

(1s,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one

C15H16O3 (244.1099386)


   

(2z)-n-(2-phenylethyl)dec-2-en-6,8-diynimidic acid

(2z)-n-(2-phenylethyl)dec-2-en-6,8-diynimidic acid

C18H19NO (265.1466564)


   

(3ar,4ar,8ar,9ar)-8a-methyl-3,5-dimethylidene-3ah,4h,4ah,6h,9h,9ah-naphtho[2,3-b]furan-2-one

(3ar,4ar,8ar,9ar)-8a-methyl-3,5-dimethylidene-3ah,4h,4ah,6h,9h,9ah-naphtho[2,3-b]furan-2-one

C15H18O2 (230.1306728)


   

2,5,8-trimethyl-6-methylidenetricyclo[6.3.0.0¹,⁵]undecane

2,5,8-trimethyl-6-methylidenetricyclo[6.3.0.0¹,⁵]undecane

C15H24 (204.18779039999998)


   

(3ar,5s,6s,7ar)-5,6-diethenyl-6-methyl-3-methylidene-tetrahydro-3ah-1-benzofuran-2-one

(3ar,5s,6s,7ar)-5,6-diethenyl-6-methyl-3-methylidene-tetrahydro-3ah-1-benzofuran-2-one

C14H18O2 (218.1306728)


   

(1r,3ar,4r,8as)-8a-hydroxy-1-isopropyl-3a,6-dimethyl-1,2,3,4,7,8-hexahydroazulen-4-yl (2e)-3-phenylprop-2-enoate

(1r,3ar,4r,8as)-8a-hydroxy-1-isopropyl-3a,6-dimethyl-1,2,3,4,7,8-hexahydroazulen-4-yl (2e)-3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

(3s,3as,11ar)-3,10-dimethyl-2,4-dioxo-3h,3ah,5h,8h,9h,11ah-cyclodeca[b]furan-6-carbaldehyde

(3s,3as,11ar)-3,10-dimethyl-2,4-dioxo-3h,3ah,5h,8h,9h,11ah-cyclodeca[b]furan-6-carbaldehyde

C15H18O4 (262.1205028)


   

(2e)-n-[(2s)-2-methylbutyl]undec-2-en-8,10-diynimidic acid

(2e)-n-[(2s)-2-methylbutyl]undec-2-en-8,10-diynimidic acid

C16H23NO (245.17795479999998)


   

(2e,4z)-n-(2-phenylethyl)octa-2,4-dienimidic acid

(2e,4z)-n-(2-phenylethyl)octa-2,4-dienimidic acid

C16H21NO (243.1623056)


   

(3s,3ar,4r,11ar)-6-formyl-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2r)-2-methylbutanoate

(3s,3ar,4r,11ar)-6-formyl-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2r)-2-methylbutanoate

C20H28O5 (348.1936638)


   

5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylbut-2-enoate

5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylbut-2-enoate

C20H26O6 (362.17292960000003)


   

(3as,4r,5r,9r,11as)-5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

(3as,4r,5r,9r,11as)-5,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

C20H26O6 (362.17292960000003)


   

(3s,3ar,4r,11ar)-6-formyl-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2e)-2-methylbut-2-enoate

(3s,3ar,4r,11ar)-6-formyl-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2e)-2-methylbut-2-enoate

C20H26O5 (346.17801460000004)


   

(3as,4s,5r,11ar)-6-formyl-5-hydroxy-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2r)-2-methylbutanoate

(3as,4s,5r,11ar)-6-formyl-5-hydroxy-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2r)-2-methylbutanoate

C20H26O6 (362.17292960000003)


   

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

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

C21H20O12 (464.09547200000003)


   

(2e)-n-(2-methylpropyl)oct-2-enimidic acid

(2e)-n-(2-methylpropyl)oct-2-enimidic acid

C12H23NO (197.17795479999998)


   

(7z)-n-(2-methylpropyl)tridec-7-en-10,12-diynimidic acid

(7z)-n-(2-methylpropyl)tridec-7-en-10,12-diynimidic acid

C17H25NO (259.193604)


   

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)


   

[(3r,3ar,4s,5r,11ar)-5-(acetyloxy)-4-hydroxy-10-methyl-2-oxo-3-(piperidin-1-ylmethyl)-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-6-yl]methyl 2-methylpropanoate

[(3r,3ar,4s,5r,11ar)-5-(acetyloxy)-4-hydroxy-10-methyl-2-oxo-3-(piperidin-1-ylmethyl)-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-6-yl]methyl 2-methylpropanoate

C26H39NO7 (477.2726384)


   

{4-hydroxy-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-6-yl}methyl acetate

{4-hydroxy-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-6-yl}methyl acetate

C17H22O5 (306.1467162)


   

(2e,4e)-n-(2-phenylethyl)undeca-2,4-dien-8,10-diynimidic acid

(2e,4e)-n-(2-phenylethyl)undeca-2,4-dien-8,10-diynimidic acid

C19H19NO (277.1466564)


   

(2e,6z,10z)-12-hydroxy-2-[(1r)-1-hydroxy-4-methylpent-3-en-1-yl]-6-(hydroxymethyl)-10-methyldodeca-2,6,10-trien-1-yl acetate

(2e,6z,10z)-12-hydroxy-2-[(1r)-1-hydroxy-4-methylpent-3-en-1-yl]-6-(hydroxymethyl)-10-methyldodeca-2,6,10-trien-1-yl acetate

C22H36O5 (380.2562606)


   

3-(hexa-3,5-diyn-1-yl)-n-(2-phenylethyl)oxirane-2-carboximidic acid

3-(hexa-3,5-diyn-1-yl)-n-(2-phenylethyl)oxirane-2-carboximidic acid

C17H17NO2 (267.1259222)


   

6-formyl-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylbut-2-enoate

6-formyl-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylbut-2-enoate

C20H26O5 (346.17801460000004)


   

(3r,3ar,5r,6r,7ar)-6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-hexahydro-1-benzofuran-2-one

(3r,3ar,5r,6r,7ar)-6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-hexahydro-1-benzofuran-2-one

C15H22O2 (234.1619712)


   

(2z)-n-(2-methylpropyl)dec-2-en-6,8-diynimidic acid

(2z)-n-(2-methylpropyl)dec-2-en-6,8-diynimidic acid

C14H19NO (217.14665639999998)


   

4-hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

4-hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

C15H20O4 (264.13615200000004)


   

n-(2-methylpropyl)tridec-7-en-10,12-diynimidic acid

n-(2-methylpropyl)tridec-7-en-10,12-diynimidic acid

C17H25NO (259.193604)


   

(1r,3ar,3br,7r,9ar,9br,11as)-1-[(2z,5r)-5-ethyl-6-methylhept-2-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,3ar,3br,7r,9ar,9br,11as)-1-[(2z,5r)-5-ethyl-6-methylhept-2-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 (412.37049579999996)


   

(2e)-n-(2-methylpropyl)undec-2-en-8,10-diynimidic acid

(2e)-n-(2-methylpropyl)undec-2-en-8,10-diynimidic acid

C15H21NO (231.1623056)


   

(2e,6e,8z)-n-(2-methylpropyl)deca-2,6,8-trienimidic acid

(2e,6e,8z)-n-(2-methylpropyl)deca-2,6,8-trienimidic acid

C14H23NO (221.17795479999998)


   

[5-(acetyloxy)-4-hydroxy-10-methyl-2-oxo-3-(piperidin-1-ylmethyl)-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-6-yl]methyl 2-methylpropanoate

[5-(acetyloxy)-4-hydroxy-10-methyl-2-oxo-3-(piperidin-1-ylmethyl)-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-6-yl]methyl 2-methylpropanoate

C26H39NO7 (477.2726384)


   

(3as,4s,5r,11ar)-5-hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2r)-2-methylbutanoate

(3as,4s,5r,11ar)-5-hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2r)-2-methylbutanoate

C20H28O6 (364.1885788)


   

6-[(acetyloxy)methyl]-5-hydroxy-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylbutanoate

6-[(acetyloxy)methyl]-5-hydroxy-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylbutanoate

C22H30O7 (406.199143)


   

2-benzyl-3,4,5,6-tetramethoxybenzoic acid

2-benzyl-3,4,5,6-tetramethoxybenzoic acid

C18H20O6 (332.125982)


   

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)


   

(2e,6z,8e)-n-(2-methylpropyl)deca-2,6,8-trienimidic acid

(2e,6z,8e)-n-(2-methylpropyl)deca-2,6,8-trienimidic acid

C14H23NO (221.17795479999998)


   

(2r,5s,8s)-2,5,8-trimethyl-6-methylidenetricyclo[6.3.0.0¹,⁵]undecane

(2r,5s,8s)-2,5,8-trimethyl-6-methylidenetricyclo[6.3.0.0¹,⁵]undecane

C15H24 (204.18779039999998)


   

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

1-(5-ethyl-6-methylhept-2-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 (412.37049579999996)


   

4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one

4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one

C15H16O3 (244.1099386)


   

8a-methyl-3,5-dimethylidene-3ah,4h,4ah,6h,9h,9ah-naphtho[2,3-b]furan-2-one

8a-methyl-3,5-dimethylidene-3ah,4h,4ah,6h,9h,9ah-naphtho[2,3-b]furan-2-one

C15H18O2 (230.1306728)


   

(2e,4e,8e)-n-(sec-butyl)deca-2,4,8-trienimidic acid

(2e,4e,8e)-n-(sec-butyl)deca-2,4,8-trienimidic acid

C14H23NO (221.17795479999998)


   

n-(2-methylpropyl)trideca-2,7-dien-10,12-diynimidic acid

n-(2-methylpropyl)trideca-2,7-dien-10,12-diynimidic acid

C17H23NO (257.1779548)


   

2-(hex-5-en-1,3-diyn-1-yl)-5-(prop-1-yn-1-yl)thiophene

2-(hex-5-en-1,3-diyn-1-yl)-5-(prop-1-yn-1-yl)thiophene

C13H8S (196.0346688)


   

6-(hydroxymethyl)-3,10-dimethyl-3h,3ah,5h,8h,9h,11ah-cyclodeca[b]furan-2,4-dione

6-(hydroxymethyl)-3,10-dimethyl-3h,3ah,5h,8h,9h,11ah-cyclodeca[b]furan-2,4-dione

C15H20O4 (264.13615200000004)


   

6-formyl-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylbutanoate

6-formyl-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylbutanoate

C20H28O5 (348.1936638)


   

10-(acetyloxy)-2,2,6b,9,9,12a,14a-heptamethyl-1,3,4,5,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydropicene-4a-carboxylic acid

10-(acetyloxy)-2,2,6b,9,9,12a,14a-heptamethyl-1,3,4,5,7,8,8a,10,11,12,12b,13,14,14b-tetradecahydropicene-4a-carboxylic acid

C32H50O4 (498.37089000000003)


   

4-hydroxy-6-(hydroxymethyl)-3,10-dimethyl-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

4-hydroxy-6-(hydroxymethyl)-3,10-dimethyl-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-2-one

C15H22O4 (266.1518012)


   

(2e)-n-(2-methylpropyl)dodec-2-en-8,10-diynimidic acid

(2e)-n-(2-methylpropyl)dodec-2-en-8,10-diynimidic acid

C16H23NO (245.17795479999998)


   

6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-hexahydro-1-benzofuran-2-one

6-ethenyl-3,6-dimethyl-5-(prop-1-en-2-yl)-hexahydro-1-benzofuran-2-one

C15H22O2 (234.1619712)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.386145)


   

(1s,2s,6s,7r,8r,12r,14s)-7-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradec-9-en-8-yl (2z)-2-methylbut-2-enoate

(1s,2s,6s,7r,8r,12r,14s)-7-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradec-9-en-8-yl (2z)-2-methylbut-2-enoate

C20H24O6 (360.1572804)


   

(2e,4z)-n-(2-methylbutyl)undeca-2,4-dien-8,10-diynimidic acid

(2e,4z)-n-(2-methylbutyl)undeca-2,4-dien-8,10-diynimidic acid

C16H21NO (243.1623056)


   

(2e,7z,9e)-n-(2-methylpropyl)undeca-2,7,9-trienimidic acid

(2e,7z,9e)-n-(2-methylpropyl)undeca-2,7,9-trienimidic acid

C15H25NO (235.193604)


   

(2e,7z)-n-(2-methylpropyl)trideca-2,7-dien-10,12-diynimidic acid

(2e,7z)-n-(2-methylpropyl)trideca-2,7-dien-10,12-diynimidic acid

C17H23NO (257.1779548)


   

(3as,4r,5r,9as,9br)-4-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-5-yl (2z)-2-methylbut-2-enoate

(3as,4r,5r,9as,9br)-4-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-5-yl (2z)-2-methylbut-2-enoate

C20H22O6 (358.1416312)


   

6-formyl-5-hydroxy-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylbutanoate

6-formyl-5-hydroxy-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylbutanoate

C20H26O6 (362.17292960000003)


   

7-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradec-9-en-8-yl 2-methylbut-2-enoate

7-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradec-9-en-8-yl 2-methylbut-2-enoate

C20H24O6 (360.1572804)


   

(1r,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one

(1r,9s,10r,12s)-4-(hydroxymethyl)-9-methyl-13-methylidene-6-oxatetracyclo[7.4.0.0³,⁷.0¹⁰,¹²]trideca-3,7-dien-5-one

C15H16O3 (244.1099386)


   

(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)


   

(3s,3ar,4r,11ar)-6-formyl-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl acetate

(3s,3ar,4r,11ar)-6-formyl-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl acetate

C17H22O5 (306.1467162)


   

6-formyl-4-hydroxy-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl 2-methylbutanoate

6-formyl-4-hydroxy-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl 2-methylbutanoate

C20H26O6 (362.17292960000003)


   

n-(2-methylpropyl)undec-2-en-8,10-diynimidic acid

n-(2-methylpropyl)undec-2-en-8,10-diynimidic acid

C15H21NO (231.1623056)


   

n-(2-methylpropyl)deca-2,6,8-trienimidic acid

n-(2-methylpropyl)deca-2,6,8-trienimidic acid

C14H23NO (221.17795479999998)


   

(1s,2s,5r,8r)-2,5,8-trimethyl-6-methylidenetricyclo[6.3.0.0¹,⁵]undecane

(1s,2s,5r,8r)-2,5,8-trimethyl-6-methylidenetricyclo[6.3.0.0¹,⁵]undecane

C15H24 (204.18779039999998)


   

(2e,4e,8z,10e)-n-(2-methylpropyl)dodeca-2,4,8,10-tetraenimidic acid

(2e,4e,8z,10e)-n-(2-methylpropyl)dodeca-2,4,8,10-tetraenimidic acid

C16H25NO (247.193604)


   

(3as,4s,5r,11ar)-6-[(acetyloxy)methyl]-5-hydroxy-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2r)-2-methylbutanoate

(3as,4s,5r,11ar)-6-[(acetyloxy)methyl]-5-hydroxy-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2r)-2-methylbutanoate

C22H30O7 (406.199143)


   

[5-(acetyloxy)-4-hydroxy-10-methyl-2-oxo-3-(piperidin-1-ylmethyl)-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-6-yl]methyl 2-methylbutanoate

[5-(acetyloxy)-4-hydroxy-10-methyl-2-oxo-3-(piperidin-1-ylmethyl)-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-6-yl]methyl 2-methylbutanoate

C27H41NO7 (491.28828760000005)


   

n-(2-methylpropyl)dec-2-en-6,8-diynimidic acid

n-(2-methylpropyl)dec-2-en-6,8-diynimidic acid

C14H19NO (217.14665639999998)


   

(3r,4ar,6ar,6bs,8as,12as,14ar,14br)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol

(3r,4ar,6ar,6bs,8as,12as,14ar,14br)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol

C30H50O (426.386145)


   

(3ar,4r,5r,9as,9br)-4-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-5-yl (2z)-2-methylbut-2-enoate

(3ar,4r,5r,9as,9br)-4-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-5-yl (2z)-2-methylbut-2-enoate

C20H22O6 (358.1416312)


   

6-formyl-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl acetate

6-formyl-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl acetate

C17H22O5 (306.1467162)


   

(3s,3ar,4r,11ar)-6-(hydroxymethyl)-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2e)-2-methylbut-2-enoate

(3s,3ar,4r,11ar)-6-(hydroxymethyl)-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl (2e)-2-methylbut-2-enoate

C20H28O5 (348.1936638)


   

4-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-5-yl 2-methylbut-2-enoate

4-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-5-yl 2-methylbut-2-enoate

C20H22O6 (358.1416312)


   

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 (468.3967092)


   

5-hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylpropanoate

5-hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylpropanoate

C19H26O6 (350.1729296)


   

(2e,4z,8e,10e)-n-(2-methylbutyl)dodeca-2,4,8,10-tetraenimidic acid

(2e,4z,8e,10e)-n-(2-methylbutyl)dodeca-2,4,8,10-tetraenimidic acid

C17H27NO (261.2092532)


   

(3as,4s,5r,11ar)-5-hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylpropanoate

(3as,4s,5r,11ar)-5-hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylpropanoate

C19H26O6 (350.1729296)


   

(2e,7z)-n-(2-methylpropyl)deca-2,7-dienimidic acid

(2e,7z)-n-(2-methylpropyl)deca-2,7-dienimidic acid

C14H25NO (223.193604)


   

4,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl 2-methylbut-2-enoate

4,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl 2-methylbut-2-enoate

C20H26O6 (362.17292960000003)


   

(3s,3ar,4r,11ar)-4-hydroxy-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-6-carbaldehyde

(3s,3ar,4r,11ar)-4-hydroxy-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-6-carbaldehyde

C15H20O4 (264.13615200000004)


   

(2z,4e)-n-(2-methylpropyl)undeca-2,4-dien-8,10-diynimidic acid

(2z,4e)-n-(2-methylpropyl)undeca-2,4-dien-8,10-diynimidic acid

C15H19NO (229.14665639999998)


   

(3s,4as,6as,6bs,8ar,11s,12r,12as,14ar,14br)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picen-3-ol

(3s,4as,6as,6bs,8ar,11s,12r,12as,14ar,14br)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1h-picen-3-ol

C30H50O (426.386145)


   

(2z,4e)-n-(2-methylpropyl)dodeca-2,4-dien-8,10-diynimidic acid

(2z,4e)-n-(2-methylpropyl)dodeca-2,4-dien-8,10-diynimidic acid

C16H21NO (243.1623056)


   

6-(hydroxymethyl)-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylbut-2-enoate

6-(hydroxymethyl)-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylbut-2-enoate

C20H28O5 (348.1936638)


   

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

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

C32H52O2 (468.3967092)


   

(3ar,4s,5r,11ar)-6-formyl-4-hydroxy-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl (2r)-2-methylbutanoate

(3ar,4s,5r,11ar)-6-formyl-4-hydroxy-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl (2r)-2-methylbutanoate

C20H26O6 (362.17292960000003)


   

(1s,3ar,4r,8as)-8a-hydroxy-1-isopropyl-3a,6-dimethyl-1,4,7,8-tetrahydroazulen-4-yl (2e)-3-phenylprop-2-enoate

(1s,3ar,4r,8as)-8a-hydroxy-1-isopropyl-3a,6-dimethyl-1,4,7,8-tetrahydroazulen-4-yl (2e)-3-phenylprop-2-enoate

C24H30O3 (366.21948299999997)


   

(3ar,4r,5r,9r,11as)-4,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl (2z)-2-methylbut-2-enoate

(3ar,4r,5r,9r,11as)-4,9-dihydroxy-6,10-dimethyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl (2z)-2-methylbut-2-enoate

C20H26O6 (362.17292960000003)


   

(2e,5z)-n-(2-methylpropyl)undeca-2,5-dien-8,10-diynimidic acid

(2e,5z)-n-(2-methylpropyl)undeca-2,5-dien-8,10-diynimidic acid

C15H19NO (229.14665639999998)


   

7-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradec-9-en-8-yl (2z)-2-methylbut-2-enoate

7-hydroxy-9,14-dimethyl-5-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.0²,⁶.0¹²,¹⁴]tetradec-9-en-8-yl (2z)-2-methylbut-2-enoate

C20H24O6 (360.1572804)


   

5-hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylbutanoate

5-hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-4-yl 2-methylbutanoate

C20H28O6 (364.1885788)


   

(2e,4e,8z,10z)-n-(2-methylpropyl)dodeca-2,4,8,10-tetraenimidic acid

(2e,4e,8z,10z)-n-(2-methylpropyl)dodeca-2,4,8,10-tetraenimidic acid

C16H25NO (247.193604)


   

n-(2-methylpropyl)non-2-en-6,8-diynimidic acid

n-(2-methylpropyl)non-2-en-6,8-diynimidic acid

C13H17NO (203.1310072)


   

4-hydroxy-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-6-carbaldehyde

4-hydroxy-3,10-dimethyl-2-oxo-3h,3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-6-carbaldehyde

C15H20O4 (264.13615200000004)