NCBI Taxonomy: 40339

Pellia (ncbi_taxid: 40339)

found 120 associated metabolites at genus taxonomy rank level.

Ancestor: Pelliaceae

Child Taxonomies: Pellia epiphylla, Pellia neesiana, Pellia appalachiana, unclassified Pellia, Pellia epiphylla-species S, Pellia epiphylla-species N, Pellia cf. endiviifolia MGM031218-12SC

Methyl hexadecanoic acid

Methyl palmitate, United States Pharmacopeia (USP) Reference Standard

C17H34O2 (270.2559)


Methyl hexadecanoate, also known as methyl palmitate or palmitic acid methyl ester, is a member of the class of compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR, where R=fatty aliphatic tail or organyl group and R=methyl group. Thus, methyl hexadecanoate is considered to be a fatty ester lipid molecule. Methyl hexadecanoate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Methyl hexadecanoate is a fatty, oily, and waxy tasting compound found in cloves, which makes methyl hexadecanoate a potential biomarker for the consumption of this food product. Methyl hexadecanoate can be found primarily in saliva. Methyl hexadecanoic acid belongs to the class of organic compounds known as fatty acid methyl esters. These are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR, where R=fatty aliphatic tail or organyl group and R=methyl group. Methyl palmitate is a fatty acid methyl ester. It has a role as a metabolite. Methyl palmitate is a natural product found in Zanthoxylum beecheyanum, Lonicera japonica, and other organisms with data available. A natural product found in Neolitsea daibuensis. Methyl palmitate. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=112-39-0 (retrieved 2024-07-03) (CAS RN: 112-39-0). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Methyl palmitate, an acaricidal compound occurring in Lantana camara, inhibits phagocytic activity and immune response. Methyl palmitate also posseses anti-inflammatory and antifibrotic effects[1][2][3]. Methyl palmitate, an acaricidal compound occurring in Lantana camara, inhibits phagocytic activity and immune response. Methyl palmitate also posseses anti-inflammatory and antifibrotic effects[1][2][3].

   

Caffeic acid

(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid

C9H8O4 (180.0423)


Caffeic acid is a hydroxycinnamic acid that is cinnamic acid in which the phenyl ring is substituted by hydroxy groups at positions 3 and 4. It exists in cis and trans forms; the latter is the more common. It has a role as a plant metabolite, an EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor, an EC 2.5.1.18 (glutathione transferase) inhibitor, an EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor, an antioxidant and an EC 3.5.1.98 (histone deacetylase) inhibitor. It is a hydroxycinnamic acid and a member of catechols. Caffeic Acid is a natural product found in Pavetta indica, Eupatorium cannabinum, and other organisms with data available. Caffeic Acid is an orally bioavailable, hydroxycinnamic acid derivative and polyphenol, with potential anti-oxidant, anti-inflammatory, and antineoplastic activities. Upon administration, caffeic acid acts as an antioxidant and prevents oxidative stress, thereby preventing DNA damage induced by free radicals. Caffeic acid targets and inhibits the histone demethylase (HDM) oncoprotein gene amplified in squamous cell carcinoma 1 (GASC1; JMJD2C; KDM4C) and inhibits cancer cell proliferation. GASC1, a member of the KDM4 subgroup of Jumonji (Jmj) domain-containing proteins, demethylates trimethylated lysine 9 and lysine 36 on histone H3 (H3K9 and H3K36), and plays a key role in tumor cell development. Caffeic acid is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Black Cohosh (part of); Arctium lappa Root (part of); Comfrey Leaf (part of) ... View More ... 3,4-Dihydroxy-trans-cinnamate, also known as trans-Caffeate, is a polyphenol present in normal human urine positively correlated to coffee consumption and influenced by the dietary intake of diverse types of food (PMID:16870009). trans-Caffeic acid is found in many foods, some of which are flaxseed, cereal and cereal products, common grape, fruits, and common sage. It is also found in wine and coffee in free and conjugated forms. Caffeic acid (CAS: 331-39-5) is a polyphenol present in normal human urine positively correlated to coffee consumption and influenced by the dietary intake of diverse types of food (PMID:16870009). Caffeic acid has been found to be a microbial metabolite of Escherichia (PMID: 28396925). Caffeic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=331-39-5 (retrieved 2024-06-28) (CAS RN: 331-39-5). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO).

   

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 (414.3861)


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].

   

Betulin

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

C30H50O2 (442.3811)


Betulin is found in black elderberry. Betulin is a constituent of Corylus avellana (filbert) and Vicia faba. Betulin (lup-20(29)-ene-3 ,28-diol) is an abundant naturally occurring triterpene. It is commonly isolated from the bark of birch trees and forms up to 30\\\\\% of the dry weight of the extractive. The purpose of the compound in the bark is not known. It can be converted to betulinic acid (the alcohol group replaced by a carboxylic acid group), which is biologically more active than betulin itself. Chemically, betulin is a triterpenoid of lupane structure. It has a pentacyclic ring structure, and hydroxyl groups in positions C3 and C28 Betulin is a pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-hydroxymethyl substituents. It has a role as a metabolite, an antiviral agent, an analgesic, an anti-inflammatory agent and an antineoplastic agent. It is a pentacyclic triterpenoid and a diol. It derives from a hydride of a lupane. Betulin is a natural product found in Diospyros morrisiana, Euonymus carnosus, and other organisms with data available. A pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-hydroxymethyl substituents. Constituent of Corylus avellana (filbert) and Vicia faba Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line. Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line. Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line.

   

Polygodial

1,2-Naphthalenedicarboxaldehyde, 1,4,4a,5,6,7,8,8a-octahydro-5,5,8a-trimethyl-, (1R-(1alpha,4abeta,8aalpha))-

C15H22O2 (234.162)


Polygodial is an aldehyde. Polygodial is a natural product found in Zygogynum pancheri, Zygogynum acsmithii, and other organisms with data available. D000890 - Anti-Infective Agents > D000935 - Antifungal Agents Polygodial (Poligodial) is an antifungal potentiator[1]. Polygodial is a sesquiterpene with anti-hyperalgesic properties[2].

   

Globulol

(1aR,4R,4aS,7R,7aS,7bS)-1,1,4,7-tetramethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-4-ol

C15H26O (222.1984)


Ledol is a sesquiterpenoid. Ledol is a natural product found in Waitzia acuminata, Aloysia gratissima, and other organisms with data available. Ledol is found in allspice. Ledol is a constituent of Valeriana officinalis (valerian), Piper species and others. Constituent of Eucalyptus globulus (Tasmanian blue gum). Globulol is found in allspice and pepper (spice). Ledol ((+)-Ledol) is an antifungal agent that can be isolated from the essential oil fractions of Rhododendron tomentosum. Ledol is also the expectorant and antitussive agent, which is simultaneously responsible for adverse reactions such as dizziness, nausea and vomiting[1]. Ledol ((+)-Ledol) is an antifungal agent that can be isolated from the essential oil fractions of Rhododendron tomentosum. Ledol is also the expectorant and antitussive agent, which is simultaneously responsible for adverse reactions such as dizziness, nausea and vomiting[1].

   

Phytol

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

C20H40O (296.3079)


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].

   

Delta-Tocopherol

(2R)-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-1-benzopyran-6-ol

C27H46O2 (402.3498)


Tocopherol, or Vitamin E, is a fat-soluble vitamin in eight forms that is an important antioxidant. Vitamin E is often used in skin creams and lotions because it is believed to play a role in encouraging skin healing and reducing scarring after injuries such as burns. -- Wikipedia; Natural vitamin E exists in eight different forms or isomers, four tocopherols and four tocotrienols. All isomers have a chromanol ring, with a hydroxyl group which can donate a hydrogen atom to reduce free radicals and a hydrophobic side chain which allows for penetration into biological membranes. There is an alpha, beta, gamma and delta form of both the tocopherols and tocotrienols, determined by the number of methyl groups on the chromanol ring. Each form has its own biological activity, the measure of potency or functional use in the body. -- Wikipedia; Alpha-tocopherol is traditionally recognized as the most active form of vitamin E in humans, and is a powerful biological antioxidant. The measurement of "vitamin E" activity in international units (IU) was based on fertility enhancement by the prevention of spontaneous abortions in pregnant rats relative to alpha tocopherol. It increases naturally to about 150\\\\\% of normal in the maternal circulation during human pregnancies. 1 IU of vitamin E is defined as the biological equivalent of 0.667 milligrams of d-alpha-tocopherol, or of 1 milligram of dl-alpha-tocopherol acetate. The other isomers are slowly being recognized as research begins to elucidate their additional roles in the human body. Many naturopathic and orthomolecular medicine advocates suggest that vitamin E supplements contain at least 20\\\\\% by weight of the other natural vitamin E isomers. Commercially available blends of natural vitamin E include "mixed tocopherols" and "high gamma tocopherol" formulas. Also selenium, Coenzyme Q10, and ample vitamin C have been shown to be essential cofactors of natural tocopherols. -- Wikipedia; Synthetic vitamin E, usually marked as d,l-tocopherol or d,l tocopheryl acetate, with 50\\\\\% d-alpha tocopherol moiety and 50\\\\\% l-alpha-tocopherol moiety, as synthesized by an earlier process is now actually manufactured as all-racemic alpha tocopherol, with only about one alpha tocopherol molecule in 8 molecules as actual d-alpha tocpherol. The synthetic form is not as active as the natural alpha tocopherol form. The 1950s thalidomide disaster with numerous severe birth defects is a common example of d- vs l- epimer forms type problem with synthesized racemic mixtures. Information on any side effects of the synthetic vitamin E epimers is not readily available. Naturopathic and orthomolecular medicine advocates have long considered the synthetic vitamin E forms to be with little or no merit for cancer, circulatory and heart diseases. -- Wikipedia; Abetalipoproteinemia is a rare inherited disorder of fat metabolism that results in poor absorption of dietary fat and vitamin E. The vitamin E deficiency associated with this disease causes problems such as poor transmission of nerve impulses, muscle weakness, and degeneration of the retina that can cause blindness. Individuals with abetalipoproteinemia may be prescribed special vitamin E supplements by a physician to treat this disorder. -- Wikipedia; Recent studies also show that vitamin E acts as an effective free radical scavenger and can lower the incidence of lung cancer in smokers. The effects are opposite to that of the clinical trials based on administering carotenoid to male smokers, that resulted in increased risk of lung cancer. Hence vitamin E is an effective antagonist to the oxidative stress that is imposed by high carotenoids in certain patients. -- Wikipedia; A cataract is a condition of clouding of the tissue of the lens of the eye. They increase the risk of disability and blindness in aging adults. Antioxidants are being studied to determine whether they can help prevent or delay cataract growth. Observational studies have found that lens clarity, wh... Delta-Tocopherol is an isomer of Vitamin E. Delta-Tocopherol is an isomer of Vitamin E.

   

Tetraprenol

2,6,10,14-Hexadecatetraen-1-ol, 3,7,11,15-tetramethyl-, (2E,6E,10E)- (9CI)

C20H34O (290.261)


Geranylgeraniol is an orally acitve vitamin K2 sub-type, an intermediate of the mevalonate pathway. Geranylgeraniol targets NF-kB signaling pathway and could alleviate LPS-induced microglial inflammation in animal model[1][2][3][4]. Geranylgeraniol is an orally acitve vitamin K2 sub-type, an intermediate of the mevalonate pathway. Geranylgeraniol targets NF-kB signaling pathway and could alleviate LPS-induced microglial inflammation in animal model[1][2][3][4].

   

Campest-4-en-3-one

(1S,2R,10S,11S,14R,15R)-14-[(2R,5R)-5,6-dimethylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

C28H46O (398.3548)


Campest-4-en-3-one is an intermediate in Brassinolide Biosynthesis pathway.The conversion of the membrane Sterol Campesterol to BL occurs via a series of reductions, hydroxylations, epimerizations and oxidations that have been extensively studied in several species. The conversion of Campesterol to Campestanol is not a single step, but composed of the biosynthetic sequence of Campesterol 4-en-3Beta-ol ---> 4-en-3-one ---> 3-one ---> Campestanol in Arabidopsis. In the first step, Campesterol is converted to Campest-4-en-3Beta-ol in presence of enzyme Delta-5-3-Ketosteroid Isomerase. Enzymes that catalyze the conversion from 3-Beta-Hydroxy-Delta,5-6-Steroid to 3-oxo-Delta-4-5 Isomerase have been reported in Bacteria and Mammals. Campest-4-en-3 Beta-ol is converted to Campest-4-en-3-one in presence of enzyme 3-Beta-Hydroxysteroid Dehydrogenase. In the next step, Campest-4-en-3-one is converted to Campestanol via 5-Alpha-Campestan-3-one. 3-Oxo-5Alpha-Steroid 4-Dehydrogenase family members (encoded by Det2 in Arabidopsis) catalyze the formation of 5-Alpha-Campestan-3-one. Isoo. from Phoenix dactylifera (date). (24R)-Ergost-4-en-3-one is found in many foods, some of which are rowanberry, chicory leaves, common hazelnut, and common thyme.

   

Spathulenol

1H-Cycloprop(e)azulen-7-ol, decahydro-1,1,7-trimethyl-4-methylene-, (1aR-(1aalpha,4aalpha,7beta,7abeta,7balpha))-

C15H24O (220.1827)


Spathulenol is a tricyclic sesquiterpenoid that is 4-methylidenedecahydro-1H-cyclopropa[e]azulene carrying three methyl substituents at positions 1, 1 and 7 as well as a hydroxy substituent at position 7. It has a role as a volatile oil component, a plant metabolite, an anaesthetic and a vasodilator agent. It is a sesquiterpenoid, a carbotricyclic compound, a tertiary alcohol and an olefinic compound. Spathulenol is a natural product found in Xylopia aromatica, Xylopia emarginata, and other organisms with data available. See also: Chamomile (part of). A tricyclic sesquiterpenoid that is 4-methylidenedecahydro-1H-cyclopropa[e]azulene carrying three methyl substituents at positions 1, 1 and 7 as well as a hydroxy substituent at position 7. Spathulenol is found in alcoholic beverages. Spathulenol is a constituent of Salvia sclarea (clary sage).

   

Ergosterol peroxide

5-[(3E)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0¹,⁹.0²,⁶.0¹⁰,¹⁵]nonadec-18-en-13-ol

C28H44O3 (428.329)


Ergosterol peroxide is found in fruits. Ergosterol peroxide is obtained from leaves of Ananas comosus (pineapple obtained from leaves of Ananas comosus (pineapple). Ergosterol peroxide is found in pineapple and fruits.

   

cis-Caffeic acid

(2Z)-3-(3,4-Dihydroxyphenyl)-2-propenoic acid

C9H8O4 (180.0423)


Caffeic acid, also known as caffeate, belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. Caffeic acid exists in all living species, ranging from bacteria to humans. It is the precursor to ferulic acid, coniferyl alcohol, and sinapyl alcohol, all of which are significant building blocks in lignin. Outside of the human body, caffeic acid has been detected, but not quantified in fats and oils and nuts. Caffeic acid is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Caffeic acid has a variety of potential pharmacological effects in in vitro studies and in animal models, and the inhibitory effect of caffeic acid on cancer cell proliferation by an oxidative mechanism in the human HT-1080 fibrosarcoma cell line has recently been established. It occurs at high levels in black chokeberry (141 mg per 100 g) and in fairly high level in lingonberry (6 mg per 100 g). D020011 - Protective Agents > D000975 - Antioxidants Found in olive oil, peanuts and other plant sources Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO).

   

(+)-alpha-Bisabolol

(alphaR,1R)-alpha,4-Dimethyl-alpha-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-methanol

C15H26O (222.1984)


(+)-alpha-Bisabolol is found in German chamomile. (+)-alpha-Bisabolol is a constituent of the essential oil of Populus balsamifera (balsam poplar). Constituent of essential oil of Populus balsamifera (balsam poplar). (+)-alpha-Bisabolol is found in german camomile. alpha-Bisabolol is a nontoxic sesquiterpene alcohol present in natural essential oil, with anticancer activity. alpha-Bisabolol exerts selective anticancer effect on A549 NSCLC cells (IC50=15 μM) via induction of cell cycle arrest, mitochondrial apoptosis and inhibition of PI3K/Akt signalling pathways. alpha-Bisabolol also strongly induces apoptosis in glioma cells[1][2]. alpha-Bisabolol is a nontoxic sesquiterpene alcohol present in natural essential oil, with anticancer activity. alpha-Bisabolol exerts selective anticancer effect on A549 NSCLC cells (IC50=15 μM) via induction of cell cycle arrest, mitochondrial apoptosis and inhibition of PI3K/Akt signalling pathways. alpha-Bisabolol also strongly induces apoptosis in glioma cells[1][2].

   

(E,E,E)-Geranylgeranyl alcohol

3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-ol

C20H34O (290.261)


   

alpha-Bisabolol

6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-5-en-2-ol

C15H26O (222.1984)


alpha-Bisabolol is a nontoxic sesquiterpene alcohol present in natural essential oil, with anticancer activity. alpha-Bisabolol exerts selective anticancer effect on A549 NSCLC cells (IC50=15 μM) via induction of cell cycle arrest, mitochondrial apoptosis and inhibition of PI3K/Akt signalling pathways. alpha-Bisabolol also strongly induces apoptosis in glioma cells[1][2]. alpha-Bisabolol is a nontoxic sesquiterpene alcohol present in natural essential oil, with anticancer activity. alpha-Bisabolol exerts selective anticancer effect on A549 NSCLC cells (IC50=15 μM) via induction of cell cycle arrest, mitochondrial apoptosis and inhibition of PI3K/Akt signalling pathways. alpha-Bisabolol also strongly induces apoptosis in glioma cells[1][2].

   

Polygodial

5,5,8a-trimethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-1,2-dicarbaldehyde

C15H22O2 (234.162)


   

Loliolide

(6S,7aR)-6-hydroxy-4,4,7a-trimethyl-2,4,5,6,7,7a-hexahydro-1-benzofuran-2-one

C11H16O3 (196.1099)


Loliolide, also known as (3s5r)-loliolide, is a member of the class of compounds known as benzofurans. Benzofurans are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Loliolide is soluble (in water) and an extremely weak acidic compound (based on its pKa). Loliolide can be found in sunflower, tea, and wakame, which makes loliolide a potential biomarker for the consumption of these food products.

   

sitosterol

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

C29H50O (414.3861)


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

   

Globulol

1,1,4,7-tetramethyl-decahydro-1H-cyclopropa[e]azulen-4-ol

C15H26O (222.1984)


D006133 - Growth Substances > D006131 - Growth Inhibitors

   

Ergosterol peroxide

Ergosterol peroxide

C28H44O3 (428.329)


   

Spathulenol

Spathulenol

C15H24O (220.1827)


Constituent of Salvia sclarea (clary sage). Spathulenol is found in many foods, some of which are tarragon, spearmint, common sage, and tea.

   

Ledol

(1aR,4R,4aS,7R,7aS,7bS)-1,1,4,7-tetramethyl-2,3,4a,5,6,7,7a,7b-octahydro-1aH-cyclopropa[e]azulen-4-ol

C15H26O (222.1984)


Ledol is a sesquiterpenoid. Ledol is a natural product found in Waitzia acuminata, Aloysia gratissima, and other organisms with data available. Constituent of Valeriana officinalis (valerian), Piper subspecies and others. Ledol is found in many foods, some of which are fats and oils, common sage, tea, and allspice. Ledol ((+)-Ledol) is an antifungal agent that can be isolated from the essential oil fractions of Rhododendron tomentosum. Ledol is also the expectorant and antitussive agent, which is simultaneously responsible for adverse reactions such as dizziness, nausea and vomiting[1]. Ledol ((+)-Ledol) is an antifungal agent that can be isolated from the essential oil fractions of Rhododendron tomentosum. Ledol is also the expectorant and antitussive agent, which is simultaneously responsible for adverse reactions such as dizziness, nausea and vomiting[1].

   

5,5-Bis[3-[4-(3-hydroxyphenethyl)phenoxy]-4-hydroxyphenethyl]biphenyl-3,3,4,4-tetrol

5,5-Bis[3-[4-(3-hydroxyphenethyl)phenoxy]-4-hydroxyphenethyl]biphenyl-3,3,4,4-tetrol

C56H50O10 (882.3404)


   

10,10-Dihydroxyperrottetin E

10,10-Dihydroxyperrottetin E

C28H26O6 (458.1729)


   

10-Hydroxyperrottetin E

10-Hydroxyperrottetin E

C28H26O5 (442.178)


   

14-Hydroxyperrottetin E

14-Hydroxyperrottetin E

C28H26O5 (442.178)


   

Caffeate

(2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid

C9H8O4 (180.0423)


D020011 - Protective Agents > D000975 - Antioxidants KEIO_ID C107 Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO).

   

Caffeic Acid

3,4-dihydroxy cinnamic acid

C9H8O4 (180.0423)


A hydroxycinnamic acid that is cinnamic acid in which the phenyl ring is substituted by hydroxy groups at positions 3 and 4. It exists in cis and trans forms; the latter is the more common. 3,4-dihydroxycinnamic acid, also known as caffeic acid or trans-caffeate, is a member of the class of compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated. 3,4-dihydroxycinnamic acid is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 3,4-dihydroxycinnamic acid can be found in fats and oils and nuts, which makes 3,4-dihydroxycinnamic acid a potential biomarker for the consumption of these food products. 3,4-dihydroxycinnamic acid exists in all eukaryotes, ranging from yeast to humans. Caffeic acid is an organic compound that is classified as a hydroxycinnamic acid. This yellow solid consists of both phenolic and acrylic functional groups. It is found in all plants because it is a key intermediate in the biosynthesis of lignin, one of the principal components of plant biomass and its residues . Caffeic acid is a polyphenol present in normal human urine positively correlated to coffee consumption and influenced by the dietary intake of diverse types of food. (PMID:16870009) [HMDB]. Caffeic acid is found in many foods, some of which are cardoon, coriander, common persimmon, and irish moss. D020011 - Protective Agents > D000975 - Antioxidants Annotation level-2 CONFIDENCE standard compound; INTERNAL_ID 167 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.412 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.403 Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO).

   

Phytol

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

C20H40O (296.3079)


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].

   

4-(3,4-dihydroxyphenyl)-6,7-dihydroxynaphthalene-2-carboxylic acid

NCGC00385879-01!4-(3,4-dihydroxyphenyl)-6,7-dihydroxynaphthalene-2-carboxylic acid

C17H12O6 (312.0634)


   

Betulin

NCGC00168803-04_C30H50O2_Lup-20(29)-ene-3,28-diol, (3beta)-

C30H50O2 (442.3811)


Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line. Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line. Betulin (Trochol), is a sterol regulatory element-binding protein (SREBP) inhibitor with an IC50 of 14.5 μM in K562 cell line.

   

loliolide

2(4H)-Benzofuranone, 5,6,7,7a-tetrahydro-6-hydroxy-4,4,7a-trimethyl-, (6S-cis)-

C11H16O3 (196.1099)


A natural product found in Brachystemma calycinum.

   

Delta-Tocopherol

(2R)-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol

C27H46O2 (402.3498)


A tocopherol in which the chroman-6-ol core is substituted by a methyl group at position 8. It is found particularly in maize (corn) oil and soya bean (soybean) oils. D020011 - Protective Agents > D000975 - Antioxidants > D024505 - Tocopherols Delta-Tocopherol is an isomer of Vitamin E. Delta-Tocopherol is an isomer of Vitamin E.

   

4-(3,4-dihydroxyphenyl)-6,7-dihydroxynaphthalene-2-carboxylic acid

4-(3,4-dihydroxyphenyl)-6,7-dihydroxynaphthalene-2-carboxylic acid

C17H12O6 (312.0634)


   

1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-1,2-dihydronaphthalene-2,3-dicarboxylic acid

1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-1,2-dihydronaphthalene-2,3-dicarboxylic acid

C18H14O8 (358.0689)


   

(-)-Sacculatal

(-)-7,17-sacculatadiene-11,12-dial

C20H30O2 (302.2246)


   

bisabolol

alpha,4-Dimethyl-alpha-(4-methyl-3-penten-1-yl)-(alphaR,1R)-3-Cyclohexene-1-methanol

C15H26O (222.1984)


alpha-Bisabolol is a nontoxic sesquiterpene alcohol present in natural essential oil, with anticancer activity. alpha-Bisabolol exerts selective anticancer effect on A549 NSCLC cells (IC50=15 μM) via induction of cell cycle arrest, mitochondrial apoptosis and inhibition of PI3K/Akt signalling pathways. alpha-Bisabolol also strongly induces apoptosis in glioma cells[1][2]. alpha-Bisabolol is a nontoxic sesquiterpene alcohol present in natural essential oil, with anticancer activity. alpha-Bisabolol exerts selective anticancer effect on A549 NSCLC cells (IC50=15 μM) via induction of cell cycle arrest, mitochondrial apoptosis and inhibition of PI3K/Akt signalling pathways. alpha-Bisabolol also strongly induces apoptosis in glioma cells[1][2].

   

ST 28:2;O

27-Nor-4alpha-methyl-5alpha-ergosta-8(14),22-dien-3beta-ol

C28H46O (398.3548)


   

ST 28:4;O3

5alpha,8alpha-Epidioxyergosta-6,9(11),22E-trien-3beta-ol

C28H42O3 (426.3134)


   

Geranyl geraniol

3,7,11,15-tetramethylhexadeca-2E,6E,10E,14-tetraen-1-ol

C20H34O (290.261)


Geranylgeraniol is an orally acitve vitamin K2 sub-type, an intermediate of the mevalonate pathway. Geranylgeraniol targets NF-kB signaling pathway and could alleviate LPS-induced microglial inflammation in animal model[1][2][3][4]. Geranylgeraniol is an orally acitve vitamin K2 sub-type, an intermediate of the mevalonate pathway. Geranylgeraniol targets NF-kB signaling pathway and could alleviate LPS-induced microglial inflammation in animal model[1][2][3][4].

   

4-[2-(3-Hydroxyphenyl)ethyl]-2-[4-[2-(3-hydroxyphenyl)ethyl]phenoxy]phenol

4-[2-(3-Hydroxyphenyl)ethyl]-2-[4-[2-(3-hydroxyphenyl)ethyl]phenoxy]phenol

C28H26O4 (426.1831)


   

AI3-63211

InChI=1\C9H8O4\c10-7-3-1-6(5-8(7)11)2-4-9(12)13\h1-5,10-11H,(H,12,13)\b4-2

C9H8O4 (180.0423)


D020011 - Protective Agents > D000975 - Antioxidants Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO). Caffeic acid is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LO).

   

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 (414.3861)


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].

   

Uniphat A60

Palmitic acid, methyl ester (8CI)

C17H34O2 (270.2559)


Methyl palmitate, an acaricidal compound occurring in Lantana camara, inhibits phagocytic activity and immune response. Methyl palmitate also posseses anti-inflammatory and antifibrotic effects[1][2][3]. Methyl palmitate, an acaricidal compound occurring in Lantana camara, inhibits phagocytic activity and immune response. Methyl palmitate also posseses anti-inflammatory and antifibrotic effects[1][2][3].

   

119-13-1

(2R(2R*(4R*,8R*)))-3,4-Dihydro-2,8-dimethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol

C27H46O2 (402.3498)


D020011 - Protective Agents > D000975 - Antioxidants > D024505 - Tocopherols Delta-Tocopherol is an isomer of Vitamin E. Delta-Tocopherol is an isomer of Vitamin E.

   

FLUOROLINK(R) D

(e,e,e)-geranylgeraniol

C20H34O (290.261)


A diterpenoid that is hexadeca-2,6,10,14-tetraene substituted by methyl groups at positions 3, 7, 11 and 15 and a hydroxy group at position 1. A geranylgeraniol in which all four double bonds have E- (trans-) geometry. Geranylgeraniol, also known as tetraprenol or (2e,6e,10e)-geranylgeraniol, 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, geranylgeraniol is considered to be an isoprenoid lipid molecule. Geranylgeraniol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Geranylgeraniol can be found in flaxseed, which makes geranylgeraniol a potential biomarker for the consumption of this food product. Geranylgeraniol is a diterpene alcohol which plays a role in several important biological processes. It is an intermediate in the biosynthesis of other diterpenes and of vitamins E and K. It also used in the post-translational modification known as geranylgeranylation. Geranylgeraniol is a pheromone for bumblebees and a variety of other insects . Geranylgeraniol is an orally acitve vitamin K2 sub-type, an intermediate of the mevalonate pathway. Geranylgeraniol targets NF-kB signaling pathway and could alleviate LPS-induced microglial inflammation in animal model[1][2][3][4]. Geranylgeraniol is an orally acitve vitamin K2 sub-type, an intermediate of the mevalonate pathway. Geranylgeraniol targets NF-kB signaling pathway and could alleviate LPS-induced microglial inflammation in animal model[1][2][3][4].

   

2-methyl-4-(4-methyl-5-oxo-2h-furan-2-yl)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal

2-methyl-4-(4-methyl-5-oxo-2h-furan-2-yl)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal

C19H26O3 (302.1882)


   

4-[2-(2-hydroxyphenyl)ethyl]-2-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}phenol

4-[2-(2-hydroxyphenyl)ethyl]-2-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}phenol

C28H26O4 (426.1831)


   

4-[2-(3-hydroxyphenyl)ethyl]-2-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}phenol

4-[2-(3-hydroxyphenyl)ethyl]-2-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}phenol

C28H26O4 (426.1831)


   

2,5,9,9-tetramethyl-1,2,3,4,6,7,8,9a-octahydrobenzo[7]annulen-7-ol

2,5,9,9-tetramethyl-1,2,3,4,6,7,8,9a-octahydrobenzo[7]annulen-7-ol

C15H26O (222.1984)


   

2-methoxy-6-[2-(4-methoxyphenyl)ethyl]phenol

2-methoxy-6-[2-(4-methoxyphenyl)ethyl]phenol

C16H18O3 (258.1256)


   

6-hydroxy-5,8a-dimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde

6-hydroxy-5,8a-dimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde

C20H30O3 (318.2195)


   

(7ar)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

(7ar)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

C15H24O (220.1827)


   

2-[2-(4-{2-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]phenoxy}phenyl)ethyl]benzene-1,4-diol

2-[2-(4-{2-hydroxy-5-[2-(3-hydroxyphenyl)ethyl]phenoxy}phenyl)ethyl]benzene-1,4-diol

C28H26O5 (442.178)


   

(5as,6s,7s,9as,9br)-7-hydroxy-6,9a-dimethyl-6-(4-methylpent-3-en-1-yl)-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-3-one

(5as,6s,7s,9as,9br)-7-hydroxy-6,9a-dimethyl-6-(4-methylpent-3-en-1-yl)-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-3-one

C20H30O3 (318.2195)


   

2-[2-(4-{5-[2-(2,5-dihydroxyphenyl)ethyl]-2-hydroxyphenoxy}phenyl)ethyl]benzene-1,4-diol

2-[2-(4-{5-[2-(2,5-dihydroxyphenyl)ethyl]-2-hydroxyphenoxy}phenyl)ethyl]benzene-1,4-diol

C28H26O6 (458.1729)


   

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

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

C30H50O2 (442.3811)


   

β-sitostenone

NA

C29H48O (412.3705)


{"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"}

   

(1s,4ar,5s,8as)-5,8a-dimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde

(1s,4ar,5s,8as)-5,8a-dimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde

C20H30O2 (302.2246)


   

(3s,4s)-4-(3,4-dihydroxyphenyl)-6,7-dihydroxy-3-(methoxycarbonyl)-3,4-dihydronaphthalene-2-carboxylic acid

(3s,4s)-4-(3,4-dihydroxyphenyl)-6,7-dihydroxy-3-(methoxycarbonyl)-3,4-dihydronaphthalene-2-carboxylic acid

C19H16O8 (372.0845)


   

(1s,2r)-1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-1,2-dihydronaphthalene-2,3-dicarboxylic acid

(1s,2r)-1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-1,2-dihydronaphthalene-2,3-dicarboxylic acid

C18H14O8 (358.0689)


   

d-tocopherol

d-tocopherol

C27H46O2 (402.3498)


   

(1s,2r)-3-({[(1r,5r,6r)-3-carboxy-5,6-dihydroxycyclohex-3-en-1-yl]oxy}carbonyl)-1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-1,2-dihydronaphthalene-2-carboxylic acid

(1s,2r)-3-({[(1r,5r,6r)-3-carboxy-5,6-dihydroxycyclohex-3-en-1-yl]oxy}carbonyl)-1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-1,2-dihydronaphthalene-2-carboxylic acid

C25H22O12 (514.1111)


   

(5as,6s,7s,9r,9as)-9-hydroxy-6,9a-dimethyl-6-(4-methylpent-3-en-1-yl)-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-7-yl acetate

(5as,6s,7s,9r,9as)-9-hydroxy-6,9a-dimethyl-6-(4-methylpent-3-en-1-yl)-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-7-yl acetate

C22H32O5 (376.225)


   

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 (410.3548)


   

(1s,5r,6s,7r,10s)-7-isopropyl-10-methyl-4-methylidenetricyclo[4.4.0.0¹,⁵]decane

(1s,5r,6s,7r,10s)-7-isopropyl-10-methyl-4-methylidenetricyclo[4.4.0.0¹,⁵]decane

C15H24 (204.1878)


   

3-[2-(4-hydroxy-3-{4-[2-(3-methoxyphenyl)ethyl]phenoxy}phenyl)ethyl]benzene-1,2-diol

3-[2-(4-hydroxy-3-{4-[2-(3-methoxyphenyl)ethyl]phenoxy}phenyl)ethyl]benzene-1,2-diol

C29H28O5 (456.1937)


   

(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 (410.3548)


   

(1r,4ar,5s,8as)-5,8a-dimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde

(1r,4ar,5s,8as)-5,8a-dimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde

C20H30O2 (302.2246)


   

2-[2-(4-{2-hydroxy-5-[2-(3-methoxyphenyl)ethyl]phenoxy}phenyl)ethyl]benzene-1,4-diol

2-[2-(4-{2-hydroxy-5-[2-(3-methoxyphenyl)ethyl]phenoxy}phenyl)ethyl]benzene-1,4-diol

C29H28O5 (456.1937)


   

(1ar,4r,4ar,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol

(1ar,4r,4ar,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-ol

C15H26O (222.1984)


   

3-[2-(4-hydroxy-3-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}phenyl)ethyl]benzene-1,2-diol

3-[2-(4-hydroxy-3-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}phenyl)ethyl]benzene-1,2-diol

C28H26O5 (442.178)


   

(2e,7r,11s,12s,14r)-3,7,11,15-tetramethylhexadec-2-ene-1,12,14-triol

(2e,7r,11s,12s,14r)-3,7,11,15-tetramethylhexadec-2-ene-1,12,14-triol

C20H40O3 (328.2977)


   

3-[2-(3-{4-[2-(2,3-dihydroxyphenyl)ethyl]phenoxy}-4-hydroxyphenyl)ethyl]benzene-1,2-diol

3-[2-(3-{4-[2-(2,3-dihydroxyphenyl)ethyl]phenoxy}-4-hydroxyphenyl)ethyl]benzene-1,2-diol

C28H26O6 (458.1729)


   

(2r,13r,17r,18r,21e,35s)-17-[(1s)-1,2-dihydroxyethyl]-5,6,26,27,34-pentahydroxy-11,20-dioxo-12,16,19,29-tetraoxahexacyclo[28.2.2.1²,¹⁰.0³,⁸.0¹³,¹⁸.0²³,²⁸]pentatriaconta-1(32),3,5,7,9,14,21,23,25,27,30,33-dodecaene-15,35-dicarboxylic acid

(2r,13r,17r,18r,21e,35s)-17-[(1s)-1,2-dihydroxyethyl]-5,6,26,27,34-pentahydroxy-11,20-dioxo-12,16,19,29-tetraoxahexacyclo[28.2.2.1²,¹⁰.0³,⁸.0¹³,¹⁸.0²³,²⁸]pentatriaconta-1(32),3,5,7,9,14,21,23,25,27,30,33-dodecaene-15,35-dicarboxylic acid

C35H28O17 (720.1326)


   

(1as,4as,7ar,7br)-3,3,7b-trimethyl-5-methylidene-octahydrocyclopropa[e]azulene

(1as,4as,7ar,7br)-3,3,7b-trimethyl-5-methylidene-octahydrocyclopropa[e]azulene

C15H24 (204.1878)


   

2-[2-(4-hydroxy-3-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}phenyl)ethyl]benzene-1,4-diol

2-[2-(4-hydroxy-3-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}phenyl)ethyl]benzene-1,4-diol

C28H26O5 (442.178)


   

7-hydroxy-6,9a-dimethyl-6-(4-methylpent-3-en-1-yl)-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-3-one

7-hydroxy-6,9a-dimethyl-6-(4-methylpent-3-en-1-yl)-1h,5h,5ah,7h,8h,9h,9bh-naphtho[1,2-c]furan-3-one

C20H30O3 (318.2195)


   

5,5'-bis[2-(4-hydroxy-3-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}phenyl)ethyl]-[1,1'-biphenyl]-3,3',4,4'-tetrol

5,5'-bis[2-(4-hydroxy-3-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}phenyl)ethyl]-[1,1'-biphenyl]-3,3',4,4'-tetrol

C56H50O10 (882.3404)


   

2-hydroxy-8-isopropyl-2,11-dimethyl-1-oxaspiro[4.6]undec-7-en-6-one

2-hydroxy-8-isopropyl-2,11-dimethyl-1-oxaspiro[4.6]undec-7-en-6-one

C15H24O3 (252.1725)


   

2-[1-hydroxy-2-(4-methoxyphenyl)ethyl]-6-methoxyphenol

2-[1-hydroxy-2-(4-methoxyphenyl)ethyl]-6-methoxyphenol

C16H18O4 (274.1205)


   

7-isopropyl-1,4-dimethyl-2,3,3a,4,5,6-hexahydroazulene

7-isopropyl-1,4-dimethyl-2,3,3a,4,5,6-hexahydroazulene

C15H24 (204.1878)


   

[(1s,4as,5s,8as)-5,8a-dimethyl-2-methylidene-5-(4-methylpent-3-en-1-yl)-hexahydro-1h-naphthalen-1-yl]methanol

[(1s,4as,5s,8as)-5,8a-dimethyl-2-methylidene-5-(4-methylpent-3-en-1-yl)-hexahydro-1h-naphthalen-1-yl]methanol

C20H34O (290.261)


   

(3as,4s)-7-isopropyl-1,4-dimethyl-2,3,3a,4,5,6-hexahydroazulene

(3as,4s)-7-isopropyl-1,4-dimethyl-2,3,3a,4,5,6-hexahydroazulene

C15H24 (204.1878)


   

3,3,7b-trimethyl-5-methylidene-octahydrocyclopropa[e]azulene

3,3,7b-trimethyl-5-methylidene-octahydrocyclopropa[e]azulene

C15H24 (204.1878)


   

(1s,3as,6as,7s,10ar)-7-methyl-4-methylidene-7-(4-methylpent-3-en-1-yl)-octahydro-1h-naphtho[4,4a-c]furan-1-ol

(1s,3as,6as,7s,10ar)-7-methyl-4-methylidene-7-(4-methylpent-3-en-1-yl)-octahydro-1h-naphtho[4,4a-c]furan-1-ol

C20H32O2 (304.2402)


   

4-[2-(3-hydroxyphenyl)ethyl]-2-{4-[2-(3-methoxyphenyl)ethyl]phenoxy}phenol

4-[2-(3-hydroxyphenyl)ethyl]-2-{4-[2-(3-methoxyphenyl)ethyl]phenoxy}phenol

C29H28O4 (440.1987)


   

17-(1,2-dihydroxyethyl)-5,6,26,27,34-pentahydroxy-11,20-dioxo-12,16,19,29-tetraoxahexacyclo[28.2.2.1²,¹⁰.0³,⁸.0¹³,¹⁸.0²³,²⁸]pentatriaconta-1(32),3,5,7,9,14,21,23,25,27,30,33-dodecaene-15,35-dicarboxylic acid

17-(1,2-dihydroxyethyl)-5,6,26,27,34-pentahydroxy-11,20-dioxo-12,16,19,29-tetraoxahexacyclo[28.2.2.1²,¹⁰.0³,⁸.0¹³,¹⁸.0²³,²⁸]pentatriaconta-1(32),3,5,7,9,14,21,23,25,27,30,33-dodecaene-15,35-dicarboxylic acid

C35H28O17 (720.1326)


   

5,8a-dimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde

5,8a-dimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde

C20H30O2 (302.2246)


   

5-(5,6-dimethylhept-3-en-2-yl)-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0¹,⁹.0²,⁶.0¹⁰,¹⁵]nonadeca-8,18-dien-13-ol

5-(5,6-dimethylhept-3-en-2-yl)-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0¹,⁹.0²,⁶.0¹⁰,¹⁵]nonadeca-8,18-dien-13-ol

C28H42O3 (426.3134)


   

2-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}-4-[2-(3-methoxyphenyl)ethyl]phenol

2-{4-[2-(3-hydroxyphenyl)ethyl]phenoxy}-4-[2-(3-methoxyphenyl)ethyl]phenol

C29H28O4 (440.1987)


   

2-methyl-5-(2,2,5-trimethylcyclopentyl)phenol

2-methyl-5-(2,2,5-trimethylcyclopentyl)phenol

C15H22O (218.1671)


   

(2e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-ol

(2e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-ol

C20H34O (290.261)


   

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

C28H46O (398.3548)


   

(1s,2r,5r,6r,10r,13s,15s)-5-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0¹,⁹.0²,⁶.0¹⁰,¹⁵]nonadeca-8,18-dien-13-ol

(1s,2r,5r,6r,10r,13s,15s)-5-[(2r,3e,5r)-5,6-dimethylhept-3-en-2-yl]-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0¹,⁹.0²,⁶.0¹⁰,¹⁵]nonadeca-8,18-dien-13-ol

C28H42O3 (426.3134)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.3861)


   

(1as,4as,5r,7br)-3,3,5,7b-tetramethyl-1h,1ah,2h,4h,4ah,5h,6h-cyclopropa[e]azulene

(1as,4as,5r,7br)-3,3,5,7b-tetramethyl-1h,1ah,2h,4h,4ah,5h,6h-cyclopropa[e]azulene

C15H24 (204.1878)


   

[5,8a-dimethyl-2-methylidene-5-(4-methylpent-3-en-1-yl)-hexahydro-1h-naphthalen-1-yl]methanol

[5,8a-dimethyl-2-methylidene-5-(4-methylpent-3-en-1-yl)-hexahydro-1h-naphthalen-1-yl]methanol

C20H34O (290.261)


   

2-methyl-5-[(1s,5r)-2,2,5-trimethylcyclopentyl]phenol

2-methyl-5-[(1s,5r)-2,2,5-trimethylcyclopentyl]phenol

C15H22O (218.1671)


   

(2r,13r,17r,18s,21z,35s)-17-(1,2-dihydroxyethyl)-5,6,26,27,34-pentahydroxy-11,20-dioxo-12,16,19,29-tetraoxahexacyclo[28.2.2.1²,¹⁰.0³,⁸.0¹³,¹⁸.0²³,²⁸]pentatriaconta-1(32),3,5,7,9,14,21,23,25,27,30,33-dodecaene-15,35-dicarboxylic acid

(2r,13r,17r,18s,21z,35s)-17-(1,2-dihydroxyethyl)-5,6,26,27,34-pentahydroxy-11,20-dioxo-12,16,19,29-tetraoxahexacyclo[28.2.2.1²,¹⁰.0³,⁸.0¹³,¹⁸.0²³,²⁸]pentatriaconta-1(32),3,5,7,9,14,21,23,25,27,30,33-dodecaene-15,35-dicarboxylic acid

C35H28O17 (720.1326)


   

(2r,5r,11s)-2-hydroxy-8-isopropyl-2,11-dimethyl-1-oxaspiro[4.6]undec-7-en-6-one

(2r,5r,11s)-2-hydroxy-8-isopropyl-2,11-dimethyl-1-oxaspiro[4.6]undec-7-en-6-one

C15H24O3 (252.1725)


   

2-[(2s)-2-hydroxy-2-(4-methoxyphenyl)ethyl]-6-methoxyphenol

2-[(2s)-2-hydroxy-2-(4-methoxyphenyl)ethyl]-6-methoxyphenol

C16H18O4 (274.1205)


   

3,3,5,7b-tetramethyl-1h,1ah,2h,4h,4ah,5h,6h-cyclopropa[e]azulene

3,3,5,7b-tetramethyl-1h,1ah,2h,4h,4ah,5h,6h-cyclopropa[e]azulene

C15H24 (204.1878)


   

3,7,11,15-tetramethylhexadec-2-ene-1,12,14-triol

3,7,11,15-tetramethylhexadec-2-ene-1,12,14-triol

C20H40O3 (328.2977)


   

(5as,6s,7s,9r,9as)-9-hydroxy-6,9a-dimethyl-6-(4-methyl-3-oxopentyl)-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-7-yl acetate

(5as,6s,7s,9r,9as)-9-hydroxy-6,9a-dimethyl-6-(4-methyl-3-oxopentyl)-1-oxo-3h,4h,5h,5ah,7h,8h,9h-naphtho[1,2-c]furan-7-yl acetate

C22H32O6 (392.2199)


   

2-[2-hydroxy-2-(4-methoxyphenyl)ethyl]-6-methoxyphenol

2-[2-hydroxy-2-(4-methoxyphenyl)ethyl]-6-methoxyphenol

C16H18O4 (274.1205)


   

(1as,4as,7s,7ar,7bs)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

(1as,4as,7s,7ar,7bs)-1,1,7-trimethyl-4-methylidene-octahydrocyclopropa[e]azulen-7-ol

C15H24O (220.1827)


   

5-(5,6-dimethylhept-3-en-2-yl)-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0¹,⁹.0²,⁶.0¹⁰,¹⁵]nonadec-18-en-13-ol

5-(5,6-dimethylhept-3-en-2-yl)-6,10-dimethyl-16,17-dioxapentacyclo[13.2.2.0¹,⁹.0²,⁶.0¹⁰,¹⁵]nonadec-18-en-13-ol

C28H44O3 (428.329)


   

7-methyl-4-methylidene-7-(4-methylpent-3-en-1-yl)-octahydro-1h-naphtho[4,4a-c]furan-1-ol

7-methyl-4-methylidene-7-(4-methylpent-3-en-1-yl)-octahydro-1h-naphtho[4,4a-c]furan-1-ol

C20H32O2 (304.2402)


   

3-{[(3-carboxy-5,6-dihydroxycyclohex-3-en-1-yl)oxy]carbonyl}-1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-1,2-dihydronaphthalene-2-carboxylic acid

3-{[(3-carboxy-5,6-dihydroxycyclohex-3-en-1-yl)oxy]carbonyl}-1-(3,4-dihydroxyphenyl)-6,7-dihydroxy-1,2-dihydronaphthalene-2-carboxylic acid

C25H22O12 (514.1111)


   

7-isopropyl-10-methyl-4-methylidenetricyclo[4.4.0.0¹,⁵]decane

7-isopropyl-10-methyl-4-methylidenetricyclo[4.4.0.0¹,⁵]decane

C15H24 (204.1878)


   

(1s,4as,5s,8as)-2,5,8a-trimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

(1s,4as,5s,8as)-2,5,8a-trimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

C20H32O2 (304.2402)


   

2,5,8a-trimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

2,5,8a-trimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

C20H32O2 (304.2402)


   

4-(3,4-dihydroxyphenyl)-6,7-dihydroxy-3-(methoxycarbonyl)-3,4-dihydronaphthalene-2-carboxylic acid

4-(3,4-dihydroxyphenyl)-6,7-dihydroxy-3-(methoxycarbonyl)-3,4-dihydronaphthalene-2-carboxylic acid

C19H16O8 (372.0845)


   

(1s,4as,5s,6s,8as)-6-hydroxy-5,8a-dimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde

(1s,4as,5s,6s,8as)-6-hydroxy-5,8a-dimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,6,7,8-hexahydronaphthalene-1,2-dicarbaldehyde

C20H30O3 (318.2195)


   

(1r,3as,6as,7s,10ar)-7-methyl-4-methylidene-7-(4-methylpent-3-en-1-yl)-octahydro-1h-naphtho[1,8a-c]furan-1-ol

(1r,3as,6as,7s,10ar)-7-methyl-4-methylidene-7-(4-methylpent-3-en-1-yl)-octahydro-1h-naphtho[1,8a-c]furan-1-ol

C20H32O2 (304.2402)


   

(2e,4r)-2-methyl-4-[(2r)-4-methyl-5-oxo-2h-furan-2-yl]-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal

(2e,4r)-2-methyl-4-[(2r)-4-methyl-5-oxo-2h-furan-2-yl]-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-2-enal

C19H26O3 (302.1882)


   

(2s,7s,9as)-2,5,9,9-tetramethyl-1,2,3,4,6,7,8,9a-octahydrobenzo[7]annulen-7-ol

(2s,7s,9as)-2,5,9,9-tetramethyl-1,2,3,4,6,7,8,9a-octahydrobenzo[7]annulen-7-ol

C15H26O (222.1984)


   

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

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

C28H46O (398.3548)