NCBI Taxonomy: 51108

Nephtheidae (ncbi_taxid: 51108)

found 245 associated metabolites at family taxonomy rank level.

Ancestor: Malacalcyonacea

Child Taxonomies: Lemnalia, Gersemia, Dendronephthya, Litophyton, Neospongodes, Paralemnalia, Coronephthya, Pacifiphyton, Umbellulifera, Chromonephthea, Stereonephthya, Scleronephthya

beta-Elemene

(1S,2S,4R)-1-ethenyl-1-methyl-2,4-bis(prop-1-en-2-yl)cyclohexane

C15H24 (204.1878)


(-)-beta-elemene is the (-)-enantiomer of beta-elemene that has (1S,2S,4R)-configuration. It has a role as an antineoplastic agent. beta-Elemene is a natural product found in Xylopia sericea, Eupatorium cannabinum, and other organisms with data available. Beta-elemene is one of the isomers of elemene, a lipid soluble sesquiterpene and the active component isolated from the Chinese medicinal herb Rhizoma zedoariae with potential antineoplastic and chemopreventive activities. Although the exact mechanism of action through which beta-elemene exerts its effect has yet to be fully elucidated, this agent appears to induce apoptosis through different mechanisms of action and induces cell cycle arrest at different stages based on the tumor cell type involved. Beta-elemene may sensitize cancer cells to other chemotherapeutic agents. See also: Cannabis sativa subsp. indica top (part of). Beta-elemene, also known as B-elemen or 2,4-diisopropenyl-1-methyl-1-vinylcyclohexane, is a member of the class of compounds known as elemane sesquiterpenoids. Elemane sesquiterpenoids are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. Beta-elemene is a fresh, herbal, and waxy tasting compound and can be found in a number of food items such as lovage, anise, spearmint, and orange mint, which makes beta-elemene a potential biomarker for the consumption of these food products. Beta-elemene can be found primarily in saliva. beta-Elemene belongs to the class of organic compounds known as elemane sesquiterpenoids. These are sesquiterpenoids with a structure based on the elemane skeleton. Elemane is a monocyclic compound consisting of a cyclohexane ring substituted with a methyl group, an ethyl group, and two 1-methylethyl groups at the 1-, 1-, 2-, and 4-position, respectively. beta-Elemene can be found in herbs, spices, and root vegetables, which makes beta-elemene a potential biomarker for the consumption of these food products. It is a constituent of sweet flag, juniper oils, and Mentha species. β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis. β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis.

   

Prostaglandin E2

(5Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid

C20H32O5 (352.225)


The naturally occurring prostaglandin E2 (PGE2) is known in medicine as dinoprostone, and it is the most common and most biologically active of the mammalian prostaglandins. It has important effects during labour and also stimulates osteoblasts to release factors which stimulate bone resorption by osteoclasts (a type of bone cell that removes bone tissue by removing the bones mineralized matrix). PGE2 is also the prostaglandin that ultimately induces fever. PGE2 has been shown to increase vasodilation and cAMP production, enhance the effects of bradykinin and histamine, and induce uterine contractions and platelet aggregation. PGE2 is also responsible for maintaining the open passageway of the fetal ductus arteriosus, decreasing T-cell proliferation and lymphocyte migration, and activating the secretion of IL-1α and IL-2. PGE2 exhibits both pro- and anti-inflammatory effects, particularly on dendritic cells (DC). Depending on the nature of maturation signals, PGE2 has different and sometimes opposite effects on DC biology. PGE2 exerts an inhibitory action, reducing the maturation of DC and their ability to present antigen. PGE2 has also been shown to stimulate DC and promote IL-12 production when given in combination with TNF-alpha. PGE2 is an environmentally bioactive substance. Its action is prolonged and sustained by other factors especially IL-10. It modulates the activities of professional DC by acting on their differentiation, maturation, and their ability to secrete cytokines. PGE2 is a potent inducer of IL-10 in bone marrow-derived DC (BM-DC). PGE2-induced IL-10 is a key regulator of the BM-DC pro-inflammatory phenotype (PMID:16978535). Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent and are able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis through receptor-mediated G-protein linked signalling pathways. Dinoprostone is a naturally occurring prostaglandin E2 (PGE2) and the most common and most biologically active of the mammalian prostaglandins. It has important effects in labour and also stimulates osteoblasts to release factors which stimulate bone resorption by osteoclasts (a type of bone cell that removes bone tissue by removing the bones mineralized matrix). PGE2 has been shown to increase vasodilation and cAMP production, to enhance the effects of bradykinin and histamine, induction of uterine contractions and of platelet aggregation. PGE2 is also responsible for maintaining the open passageway of the fetal ductus arteriosus; decreasing T-cell proliferation and lymphocyte migration and activating the secretion of IL-1α and IL-2. PGE2 exhibits both pro- and anti-inflammatory effects, particularly on dendritic cells (DC). Depending on the nature of maturation signals, PGE2 has different and sometimes opposite effects on DC biology. PGE2 exerts an inhibitory action, reducing the maturation of DC and their ability to present antigen. PGE2 has also been shown to stimulate DC and promote IL-12 production when given in combination with TNF-alpha. PGE2 is an environmentally bioactive substance. Its action is prolonged and sustained by other factors especially IL-10. It modulates the activities of professional DC by acting on their differentiation, maturation and their ability to secrete cytokines. PGE2 is a potent inducer of IL-10 in bone marrow-derived DC (BM-DC), and PGE2-induced IL-10 is a key regulator of the BM-DC pro-inflammatory phenotype. (PMID: 16978535) G - Genito urinary system and sex hormones > G02 - Other gynecologicals > G02A - Uterotonics > G02AD - Prostaglandins Chemical was purchased from CAY14010, (Lot 0410966-34); Diagnostic ions: 351.8, 333.1, 271.1, 188.9 D012102 - Reproductive Control Agents > D010120 - Oxytocics C78568 - Prostaglandin Analogue Prostaglandin E2 (PGE2) is a hormone-like substance that participate in a wide range of body functions such as the contraction and relaxation of smooth muscle, the dilation and constriction of blood vessels, control of blood pressure, and modulation of inflammation.

   

Prostaglandin D2

(5Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-3-oxocyclopentyl]hept-5-enoic acid

C20H32O5 (352.225)


Prostaglandin D2 (or PGD2) is a prostaglandin that is actively produced in various organs such as the brain, spleen, thymus, bone marrow, uterus, ovary, oviduct, testis, prostate and epididymis, and is involved in many physiological events. PGD2 binds to the prostaglandin D2 receptor (PTGDR) which is a G-protein-coupled receptor. Its activity is mainly mediated by G-S proteins that stimulate adenylate cyclase resulting in an elevation of intracellular cAMP and Ca2+. PGD2 promotes sleep; regulates body temperature, olfactory function, hormone release, and nociception in the central nervous system; prevents platelet aggregation; and induces vasodilation and bronchoconstriction. PGD2 is also released from mast cells as an allergic and inflammatory mediator. Prostaglandin H2 is an unstable intermediate formed from PGG2 by the action of cyclooxygenase (COX) in the arachidonate cascade. In mammalian systems, it is efficiently converted into more stable arachidonate metabolites, such as PGD2, PGE2, PGF2a by the action of three groups of enzymes, PGD synthases (PGDS), PGE synthases and PGF synthases, respectively. PGDS catalyzes the isomerization of PGH2 to PGD2. Two types of PGD2 synthase are known. Lipocalin-type PGD synthase is present in cerebrospinal fluid, seminal plasma and may play an important role in male reproduction. Another PGD synthase, hematopoietic PGD synthase is present in the spleen, fallopian tube, endometrial gland cells, extravillous trophoblasts and villous trophoblasts, and perhaps plays an important role in female reproduction. Recent studies demonstrate that PGD2 is probably involved in multiple aspects of inflammation through its dual receptor systems, DP and CRTH2. (PMID:12148545)Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways. Prostaglandin D2 (or PGD2) is a prostaglandin that is actively produced in various organs such as the brain, spleen, thymus, bone marrow, uterus, ovary, oviduct, testis, prostate and epididymis, and is involved in many physiological events. PGD2 binds to the prostaglandin D2 receptor (PTGDR) which is a G-protein-coupled receptor. Its activity is mainly mediated by G-S proteins that stimulate adenylate cyclase resulting in an elevation of intracellular cAMP and Ca2+. PGD2 promotes sleep; regulates body temperature, olfactory function, hormone release, and nociception in the central nervous system; prevents platelet aggregation; and induces vasodilation and bronchoconstriction. PGD2 is also released from mast cells as an allergic and inflammatory mediator. Chemical was purchased from CAY 12010, (Lot 0436713-1); Diagnostic ions: 351.1, 333.0, 271.3, 233.1, 189.1

   

Cholesterol

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

C27H46O (386.3548)


Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues and transported in the blood plasma of all animals. The name originates from the Greek chole- (bile) and stereos (solid), and the chemical suffix -ol for an alcohol. This is because researchers first identified cholesterol in solid form in gallstones in 1784. In the body, cholesterol can exist in either the free form or as an ester with a single fatty acid (of 10-20 carbons in length) covalently attached to the hydroxyl group at position 3 of the cholesterol ring. Due to the mechanism of synthesis, plasma cholesterol esters tend to contain relatively high proportions of polyunsaturated fatty acids. Most of the cholesterol consumed as a dietary lipid exists as cholesterol esters. Cholesterol esters have a lower solubility in water than cholesterol and are more hydrophobic. They are hydrolyzed by the pancreatic enzyme cholesterol esterase to produce cholesterol and free fatty acids. Cholesterol has vital structural roles in membranes and in lipid metabolism in general. It is a biosynthetic precursor of bile acids, vitamin D, and steroid hormones (glucocorticoids, estrogens, progesterones, androgens and aldosterone). In addition, it contributes to the development and functioning of the central nervous system, and it has major functions in signal transduction and sperm development. Cholesterol is a ubiquitous component of all animal tissues where much of it is located in the membranes, although it is not evenly distributed. The highest proportion of unesterified cholesterol is in the plasma membrane (roughly 30-50\\\\% of the lipid in the membrane or 60-80\\\\% of the cholesterol in the cell), while mitochondria and the endoplasmic reticulum have very low cholesterol contents. Cholesterol is also enriched in early and recycling endosomes, but not in late endosomes. The brain contains more cholesterol than any other organ where it comprises roughly a quarter of the total free cholesterol in the human body. Of all the organic constituents of blood, only glucose is present in a higher molar concentration than cholesterol. Cholesterol esters appear to be the preferred form for transport in plasma and as a biologically inert storage (de-toxified) form. They do not contribute to membranes but are packed into intracellular lipid particles. Cholesterol molecules (i.e. cholesterol esters) are transported throughout the body via lipoprotein particles. The largest lipoproteins, which primarily transport fats from the intestinal mucosa to the liver, are called chylomicrons. They carry mostly triglyceride fats and cholesterol that are from food, especially internal cholesterol secreted by the liver into the bile. In the liver, chylomicron particles give up triglycerides and some cholesterol. They are then converted into low-density lipoprotein (LDL) particles, which carry triglycerides and cholesterol on to other body cells. In healthy individuals, the LDL particles are large and relatively few in number. In contrast, large numbers of small LDL particles are strongly associated with promoting atheromatous disease within the arteries. (Lack of information on LDL particle number and size is one of the major problems of conventional lipid tests.). In conditions with elevated concentrations of oxidized LDL particles, especially small LDL particles, cholesterol promotes atheroma plaque deposits in the walls of arteries, a condition known as atherosclerosis, which is a major contributor to coronary heart disease and other forms of cardiovascular disease. There is a worldwide trend to believe that lower total cholesterol levels tend to correlate with lower atherosclerosis event rates (though some studies refute this idea). As a result, cholesterol has become a very large focus for the scientific community trying to determine the proper amount of cholesterol needed in a healthy diet. However, the primary association of atherosclerosis with c... Constituent either free or as esters, of fish liver oils, lard, dairy fats, egg yolk and bran Cholesterol is the major sterol in mammals. It is making up 20-25\\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3]. Cholesterol is the major sterol in mammals. It is making up 20-25\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3].

   

15-Keto-prostaglandin F2a

(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]hept-5-enoic acid

C20H32O5 (352.225)


15-Keto-prostaglandin F2a is the oxidized product of prostaglandin F2a by 15-hydroxyprostaglandin dehydrogenase, which is present in lung, kidney, placenta and other tissues and catalyzes the NAD- or NADP-dependent dehydrogenation of 15-dydroxyl group. 15-Keto-prostaglandin F2a is further metabolized by its delta13-reduction, beta-oxidation and omega oxidation. The ultimate metabolite is 5a,7a-dihydroxy-11-keto-tetranorprosta-1,16-dioic acid, and excreted in urine. Prostaglandin F2a (PGF2) is one of the earliest discovered and most common prostaglandins is actively biosynthesized in various organs of mammals and exhibits a variety of biological activities, including contraction of pulmonary arteries. PGF2 is mainly synthesized directly from PGH2 by PGH2 9,11-endoperoxide reductase. A small amount of PGF2 is also produced from PGE2 by PGE2 9-ketoreductase. A PGF2 epimer has been reported to exhibit various biological activities, and its levels are increased in bronchoalveolar lavage fluid, plasma, and urine in patients with mastocytosis and bronchial asthma. PGF2 is synthesized from PGD2 by PGD2 11-ketoreductase. (PMID: 16475787, 184496, 5951401, 12432938)Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways. 15-Keto-prostaglandin F2a is the oxidized product of prostaglandin F2a by 15-hydroxyprostaglandin dehydrogenase, which is present in lung, kidney, placenta and other tissues and catalyzes the NAD- or NADP-dependent dehydrogenation of 15-dydroxyl group. 15-Keto-prostaglandin F2a is further metabolized by its delta13-reduction, beta-oxidation and omega oxidation. The ultimate metabolite is 5a,7a-dihydroxy-11-keto-tetranorprosta-1,16-dioic acid, and excreted in urine. Prostaglandin F2a (PGF2) is one of the earliest discovered and most common prostaglandins is actively biosynthesized in various organs of mammals and exhibits a variety of biological activities, including contraction of pulmonary arteries. PGF2 is mainly synthesized directly from PGH2 by PGH2 9,11-endoperoxide reductase. A small amount of PGF2 is also produced from PGE2 by PGE2 9-ketoreductase. A PGF2 epimer has been reported to exhibit various biological activities, and its levels are increased in bronchoalveolar lavage fluid, plasma, and urine in patients with mastocytosis and bronchial asthma. PGF2 is synthesized from PGD2 by PGD2 11-ketoreductase. (PMID: 16475787, 184496, 5951401, 12432938)

   

Neocembrene

1,5,9-Cyclotetradecatriene, 1,5,9-trimethyl-12-(1-methylethenyl)-

C20H32 (272.2504)


   

24-Methylenecholesterol

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

C28H46O (398.3548)


24-Methylenecholesterol, also known as chalinasterol or ostreasterol, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, 24-methylenecholesterol is considered to be a sterol lipid molecule. 24-Methylenecholesterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 24-Methylenecholesterol is involved in the biosynthesis of steroids. 24-Methylenecholesterol is converted from 5-dehydroepisterol by 7-dehydrocholesterol reductase (EC 1.3.1.21). 24-Methylenecholesterol is converted into campesterol by delta24-sterol reductase (EC 1.3.1.72). 24-methylenecholesterol is a 3beta-sterol having the structure of cholesterol with a methylene group at C-24. It has a role as a mouse metabolite. It is a 3beta-sterol and a 3beta-hydroxy-Delta(5)-steroid. It is functionally related to a cholesterol. 24-Methylenecholesterol is a natural product found in Echinometra lucunter, Ulva fasciata, and other organisms with data available. A 3beta-sterol having the structure of cholesterol with a methylene group at C-24. Constituent of clams and oysters 24-Methylenecholesterol (Ostreasterol), a natural marine sterol, stimulates cholesterol acyltransferase in human macrophages. 24-Methylenecholesterol possess anti-aging effects in yeast. 24-methylenecholesterol enhances honey bee longevity and improves nurse bee physiology[1][2][3].

   

germacrene C

(E,E,E)-1,7-Dimethyl-4-(1-methylethyl)-1,3,7-cyclodecatriene

C15H24 (204.1878)


   

8(R)-HETE

(5Z,9E,11Z,14Z)-(8R)-8-Hydroxyeicosa-5,9,11,14-tetraenoic acid

C20H32O3 (320.2351)


A HETE having an (8R)-hydroxy group and (5Z)-, (9E)-, (11Z)- and (14Z)-double bonds.

   

Levulinic acid

3-Ketobutane-1-carboxylic acid

C5H8O3 (116.0473)


Found in beet, caramel etcand is also reported in papaya (Carica papaya), wheat bread, rice bran, sake and Chinese quince fruit (Chaenomeles legenaria)and is also production by lychee (Litchi chinensis), Malabar spinach (Basella rubra) and Phyllophora subspecies Flavour ingredient. Levulinic acid is a crystalline keto acid prepared from levulose, inulin, starch, etc., by boiling them with dilute hydrochloric or sulfuric acids. D004791 - Enzyme Inhibitors Levulinic acid is a precursor for the synthesis of biofuels, such as ethyl levulinate. Levulinic acid is a precursor for the synthesis of biofuels, such as ethyl levulinate.

   

(E)-Calamene

1,6-dimethyl-4-(propan-2-yl)-1,2,3,4-tetrahydronaphthalene

C15H22 (202.1721)


Calamene is a metabolite of plant Turnera diffusa. Turnera diffusa (Damiana, Mexican holly, Old Womans Broom) is a small shrub of the family Tuneraceae. T. diffusa is native to both Central and South America and now commercially cultivated in Bolivia and Mexico. The leaf includes volatile oils (1,8-cineole, p-cymene, alpha- and beta-pinene, thymol, alpha-copaene, and calamene); luteolin; tannins, flavonoids (arbutin, acacetin, apigenin and pinocembrin), beta-sitosterol, damianin, and the cyanogenic glycoside tetraphyllin B. (www.globinmed.com) (e)-calamene is also known as calamenene or 1,6-dimethyl-4-isopropyltetralin. (e)-calamene can be found in a number of food items such as guava, lovage, summer savory, and rosemary, which makes (e)-calamene a potential biomarker for the consumption of these food products (e)-calamene can be found primarily in urine.

   

Docosahexaenoicacid(DHA)

DOCOSA-2,4,6,8,10,12-HEXAENOIC ACID

C22H32O2 (328.2402)


   

Icosa-2,4,6,8,10-pentaenoic acid

icosa-2,4,6,8,10-pentaenoic acid

C20H30O2 (302.2246)


   

Eicosatetraenoic acid

icosa-2,4,6,8-tetraenoic acid

C20H32O2 (304.2402)


   

Peridinin

3-Hydroxy-4-(10-{[4-(2-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}ethenyl)-5-oxo-2,5-dihydrofuran-2-ylidene]methyl}-3-methylundeca-1,3,5,7,9-pentaen-1-ylidene)-3,5,5-trimethylcyclohexyl acetic acid

C39H50O7 (630.3556)


   

gamma-Elemene

(1S,2S)-1-ethenyl-1-methyl-2-(prop-1-en-2-yl)-4-(propan-2-ylidene)cyclohexane

C15H24 (204.1878)


Gamma-Elemene, also known as g-elemene, belongs to the class of organic compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-erythritol-phosphate (MEP) pathway in the cytosol. Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. More formally, gamma-elemene is a cyclohexane substituted at positions 1, 1, 2, and 4 by methyl, vinyl, isopropenyl and isopropylidene groups, respectively. There are four known elemene isomers including α-, β-, γ-, and δ-elemene. The elemenes contribute to the floral aromas of some plants and are used as pheromones by some insects. Gamma-elemene is found in many essential plant oils including wormwood leaf oil, peppermint oil, pepper tree leaf oil, parsley leaf oil, orange peel oil, lime oil, juniper berry oil, hinoki leaf oil, angelica root oil, and angelica seed oil. Gamma-elemene has been shown to exhibit good insecticidal activity against the crop pest Spodoptera litura (tobacco cutworm or cotton leafworm) and could be useful as an eco-friendly biopesticide (PMID:28634795). Gamma-elemene, also known as (+)-G-elemene, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Gamma-elemene can be found in a number of food items such as sweet basil, mandarin orange (clementine, tangerine), sweet bay, and pot marjoram, which makes gamma-elemene a potential biomarker for the consumption of these food products.

   

Aristolone

2H-Cyclopropa(a)naphthalen-2-one, 1,1a,4,5,6,7,7a,7b-octahydro-1,1,7,7a-tetramethyl-, (1aalpha,7alpha,7aalpha,7balpha)-

C15H22O (218.1671)


Aristolone is a natural product found in Litophyton erectum, Aristolochia clematitis, and other organisms with data available. Aristolone is a sesquiterpene isolated from Aristolochia debilis[1]. Aristolone is a sesquiterpene isolated from Aristolochia debilis[1].

   

Dendronpholide H

Dendronpholide H

C24H38O7 (438.2617)


   

Nardosinanol C

Nardosinanol C

C15H22O3 (250.1569)


   

Dendronpholide G

Dendronpholide G

C23H36O7 (424.2461)


   

Nardosinanol A

Nardosinanol A

C15H22O (218.1671)


   

Dendronpholide F

Dendronpholide F

C22H34O7 (410.2304)


   

Nardosinanol B

Nardosinanol B

C15H20O2 (232.1463)


   

Peridinin

C39H50O7 (630.3556)


D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids Window width to select the precursor ion was 3 Da.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan. Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE was 20 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan. Window width to select the precursor ion was 3 Da.; CONE_VOLTAGE was 10 V.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan.

   

flavalin B

flavalin B

C15H22O3 (250.1569)


A sesquiterpenoid of the class of nardosinane-type terpenoids isolated from the Formosan soft coral Lemnalia flava, and has been shown to exhibit neuroprotective activity.

   

lemnafricanol

lemnafricanol

C17H26O5 (310.178)


   

Cholesterol

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

C27H46O (386.3548)


A cholestanoid consisting of cholestane having a double bond at the 5,6-position as well as a 3beta-hydroxy group. 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. Cholesterol is the major sterol in mammals. It is making up 20-25\\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3]. Cholesterol is the major sterol in mammals. It is making up 20-25\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3].

   

flavalin A

flavalin A

C15H22O2 (234.162)


A sesquiterpenoid of the class of nardosinane-type terpenoids isolated from the Formosan soft coral Lemnalia flava, and has been shown to exhibit neuroprotective activity.

   

flavalin C

flavalin C

C16H24O3 (264.1725)


A sesquiterpenoid of the class of nardosinane-type terpenoids isolated from the Formosan soft coral Lemnalia flava.

   

LEVULINIC ACID

4-oxo-pentanoic acid

C5H8O3 (116.0473)


D004791 - Enzyme Inhibitors Levulinic acid is a precursor for the synthesis of biofuels, such as ethyl levulinate. Levulinic acid is a precursor for the synthesis of biofuels, such as ethyl levulinate.

   

DOCOSA-2,4,6,8,10,12-HEXAENOIC ACID

(4E,7E,10Z,13E,16E,19E)-Docosa-4,7,10,13,16,19-hexaenoic acid

C22H32O2 (328.2402)


   

Beta-Elemene

1-ethenyl-1-methyl-2,4-bis(prop-1-en-2-yl)cyclohexane

C15H24 (204.1878)


β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis. β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis.

   

Isointermedeol

1,4a-dimethyl-7-(prop-1-en-2-yl)-decahydronaphthalen-1-ol

C15H26O (222.1984)


   

Prostaglandin D2

(5Z,13E,15S)-9alpha,15-Dihydroxy-11-oxoprosta-5,13-dienoate

C20H32O5 (352.225)


A member of the class of prostaglandins D that is prosta-5,13-dien-1-oic acid substituted by hydroxy groups at positions 9 and 15 and an oxo group at position 11 (the 5Z,9alpha,13E,15S- stereoisomer).

   

Lanol

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

C27H46O (386.3548)


Cholesterol is the major sterol in mammals. It is making up 20-25\\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3]. Cholesterol is the major sterol in mammals. It is making up 20-25\% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins[1][2]. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist[3].

   

Pacificin C(rel)

Pacificin C(rel)

C20H34O4 (338.2457)


A natural product found in Nephthea pacifica.

   

Pacificin H(rel)

Pacificin H(rel)

C22H36O5 (380.2563)


A natural product found in Nephthea pacifica.

   

(1S,2E,10R)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

(1S,2E,10R)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.1878)


   

Elongatol E

Elongatol E

C15H24O3 (252.1725)


A sesquiterpenoid that is 1,2,3a,4,5,5a,8,9,9a,9b-decahydronaphtho[2,1-b]furan substituted by methyl groups at positions 1, 9 and 9a and hydroxy groups at positions 2 and 5a. Isolated from methylene chloride solubles of the Formosan soft coral Nephthea elongata, it exhibits cytotoxicity against selected cancer cells.

   

Flavalin D

Flavalin D

C16H24O3 (264.1725)


A sesquiterpenoid of the class of nardosinane-type terpenoids isolated from the Formosan soft coral Lemnalia flava.

   

Elongatol A

Elongatol A

C15H24O3 (252.1725)


A sesquiterpenoid that is 1,2,3a,4,5,7,8,9,9a,9b-decahydronaphtho[2,1-b]furan substituted by methyl groups at positions 1, 9 and 9a and hydroxy groups at positions 2 and 7. Isolated from methylene chloride solubles of the Formosan soft coral Nephthea elongata, it exhibits cytotoxicity against selected cancer cells.

   

Dinoprostone

(Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]hept-5-enoic acid

C20H32O5 (352.225)


G - Genito urinary system and sex hormones > G02 - Other gynecologicals > G02A - Uterotonics > G02AD - Prostaglandins D012102 - Reproductive Control Agents > D010120 - Oxytocics C78568 - Prostaglandin Analogue Prostaglandin E2 (PGE2) is a hormone-like substance that participate in a wide range of body functions such as the contraction and relaxation of smooth muscle, the dilation and constriction of blood vessels, control of blood pressure, and modulation of inflammation.

   

(R)-nephthenol

(R)-nephthenol

C20H34O (290.261)


A cembrane diterpenoid obtained by regio- and stereoselective hydration of the exocyclic double bond of cembrene C.

   

4-Oxopentanoic acid

4-Oxopentanoic acid

C5H8O3 (116.0473)


An oxopentanoic acid with the oxo group in the 4-position.

   

11R-HETE

(5Z,8Z,12E,14Z)-(11R)-Hydroxyeicosa-5,8,12,14-tetraenoic acid

C20H32O3 (320.2351)


An 11-HETE in which the chiral centre at position 11 has R-configuration.

   

Prostaglandin E2

Prostaglandin E2

C20H32O5 (352.225)


Prostaglandin F2alpha in which the hydroxy group at position 9 has been oxidised to the corresponding ketone. Prostaglandin E2 is the most common and most biologically potent of mammalian prostaglandins.

   

2-[(1s,3e,7e,11e)-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-yl]propan-2-ol

2-[(1s,3e,7e,11e)-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-yl]propan-2-ol

C20H34O (290.261)


   

1-[(1as,4s,4as,5s,6s,8s,8as)-6-acetyl-8-hydroxy-4,4a-dimethyl-octahydronaphtho[4,4a-b]oxiren-5-yl]ethanone

1-[(1as,4s,4as,5s,6s,8s,8as)-6-acetyl-8-hydroxy-4,4a-dimethyl-octahydronaphtho[4,4a-b]oxiren-5-yl]ethanone

C16H24O4 (280.1675)


   

2-[2-(4,6-dihydroxy-8a-methyl-1-oxo-4,4a,5,6,7,8-hexahydronaphthalen-2-yl)-1-methyl-5-(5-methylhex-3-en-2-yl)cyclopentyl]acetaldehyde

2-[2-(4,6-dihydroxy-8a-methyl-1-oxo-4,4a,5,6,7,8-hexahydronaphthalen-2-yl)-1-methyl-5-(5-methylhex-3-en-2-yl)cyclopentyl]acetaldehyde

C26H40O4 (416.2926)


   

(2s)-2-[(8r,8as)-8,8a-dimethyl-4,6,7,8-tetrahydro-3h-naphthalen-2-yl]propane-1,2-diol

(2s)-2-[(8r,8as)-8,8a-dimethyl-4,6,7,8-tetrahydro-3h-naphthalen-2-yl]propane-1,2-diol

C15H24O2 (236.1776)


   

(1s,3s,6r,7s,8s,9r)-3-[(2r,6r)-6-[(1s,4as,8ar)-4,7-dimethyl-1,2,4a,5,6,8a-hexahydronaphthalen-1-yl]heptan-2-yl]-7,9-dihydroxy-2,4,10-trioxabicyclo[4.3.1]decan-8-yl acetate

(1s,3s,6r,7s,8s,9r)-3-[(2r,6r)-6-[(1s,4as,8ar)-4,7-dimethyl-1,2,4a,5,6,8a-hexahydronaphthalen-1-yl]heptan-2-yl]-7,9-dihydroxy-2,4,10-trioxabicyclo[4.3.1]decan-8-yl acetate

C28H44O7 (492.3087)


   

(5r,6r,7s,10r)-10-chloro-6,7-dimethyl-6-(2-oxopropyl)-1-oxaspiro[4.5]decan-2-one

(5r,6r,7s,10r)-10-chloro-6,7-dimethyl-6-(2-oxopropyl)-1-oxaspiro[4.5]decan-2-one

C14H21ClO3 (272.1179)


   

6-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptan-2-ol

6-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptan-2-ol

C28H46O2 (414.3498)


   

methyl (2e,6e,10s,11z)-12-(2,5-dihydroxy-4-methylphenyl)-10-hydroxy-6,10-dimethyl-2-(4-methylpent-3-en-1-yl)dodeca-2,6,11-trienoate

methyl (2e,6e,10s,11z)-12-(2,5-dihydroxy-4-methylphenyl)-10-hydroxy-6,10-dimethyl-2-(4-methylpent-3-en-1-yl)dodeca-2,6,11-trienoate

C28H40O5 (456.2876)


   

ethyl 2-[(1r,3s,4e,7e,12r)-3,12-dihydroxy-4,8,12-trimethyl-11-oxocyclotetradeca-4,7-dien-1-yl]prop-2-enoate

ethyl 2-[(1r,3s,4e,7e,12r)-3,12-dihydroxy-4,8,12-trimethyl-11-oxocyclotetradeca-4,7-dien-1-yl]prop-2-enoate

C22H34O5 (378.2406)


   

2-[(7e,11e)-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-yl]propan-2-ol

2-[(7e,11e)-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-yl]propan-2-ol

C20H34O (290.261)


   

(2e,6e)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

(2e,6e)-3,7,11,11-tetramethylbicyclo[8.1.0]undeca-2,6-diene

C15H24 (204.1878)


   

(4r,7z,11r,13s)-11-hydroxy-7,11-dimethyl-4-(prop-1-en-2-yl)-14-oxabicyclo[11.2.1]hexadeca-1(16),7-diene-6,9,15-trione

(4r,7z,11r,13s)-11-hydroxy-7,11-dimethyl-4-(prop-1-en-2-yl)-14-oxabicyclo[11.2.1]hexadeca-1(16),7-diene-6,9,15-trione

C20H26O5 (346.178)


   

8-hydroxy-4,4a,6-trimethyl-3,4,7,8,9,10-hexahydro-2h-benzo[8]annulen-7-yl acetate

8-hydroxy-4,4a,6-trimethyl-3,4,7,8,9,10-hexahydro-2h-benzo[8]annulen-7-yl acetate

C17H26O3 (278.1882)


   

1-[(1ar,4r,4ar,5s,6s,8as)-6-hydroxy-4,4a-dimethyl-octahydronaphtho[4,4a-b]oxiren-5-yl]ethanone

1-[(1ar,4r,4ar,5s,6s,8as)-6-hydroxy-4,4a-dimethyl-octahydronaphtho[4,4a-b]oxiren-5-yl]ethanone

C14H22O3 (238.1569)


   

(2s,4s,4as,5z,7s)-7-(acetyloxy)-4,4a,6-trimethyl-8-oxo-2,3,4,7,9,10-hexahydrobenzo[8]annulen-2-yl acetate

(2s,4s,4as,5z,7s)-7-(acetyloxy)-4,4a,6-trimethyl-8-oxo-2,3,4,7,9,10-hexahydrobenzo[8]annulen-2-yl acetate

C19H26O5 (334.178)


   

(1r,2s,6r,8r,10s)-6-(hydroxymethyl)-3,3-dimethyl-11-methylidenetricyclo[6.3.0.0²,⁶]undecane-1,10-diol

(1r,2s,6r,8r,10s)-6-(hydroxymethyl)-3,3-dimethyl-11-methylidenetricyclo[6.3.0.0²,⁶]undecane-1,10-diol

C15H24O3 (252.1725)


   

2-{5,9-dimethyl-15-oxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-12-yl}propan-2-yl acetate

2-{5,9-dimethyl-15-oxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-12-yl}propan-2-yl acetate

C22H32O4 (360.23)


   

8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-ol

8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-ol

C15H24O (220.1827)


   

(1r,2s,3as,3br,9as,9bs,11r,11as)-11-(acetyloxy)-1-[(2s)-2-hydroxy-6-methylheptan-2-yl]-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-2-yl acetate

(1r,2s,3as,3br,9as,9bs,11r,11as)-11-(acetyloxy)-1-[(2s)-2-hydroxy-6-methylheptan-2-yl]-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h-cyclopenta[a]phenanthren-2-yl acetate

C31H46O6 (514.3294)


   

(4e,13s)-12-(2-hydroxypropan-2-yl)-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-15-one

(4e,13s)-12-(2-hydroxypropan-2-yl)-5,9-dimethyl-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-15-one

C20H30O3 (318.2195)


   

(2,3,5,6,7,15-hexachloropentadec-14-en-4-yl)oxysulfonic acid

(2,3,5,6,7,15-hexachloropentadec-14-en-4-yl)oxysulfonic acid

C15H24Cl6O4S (509.9526)


   

6-hydroxy-2,6,10-trimethyl-13-(7-methyl-5,8-dioxonaphthalen-2-yl)trideca-2,10-dien-7-yl acetate

6-hydroxy-2,6,10-trimethyl-13-(7-methyl-5,8-dioxonaphthalen-2-yl)trideca-2,10-dien-7-yl acetate

C29H38O5 (466.2719)


   

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

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

C28H42O2 (410.3185)


   

ethyl 2-[(1r,2r,5r,7s,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate

ethyl 2-[(1r,2r,5r,7s,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate

C24H40O8 (456.2723)


   

1-[(1s,4as,11ar)-1-(acetyloxy)-7-methyl-11-methylidene-1h,4ah,5h,6h,9h,10h,11ah-cyclonona[c]pyran-4-yl]-4-methylpent-3-en-1-yl acetate

1-[(1s,4as,11ar)-1-(acetyloxy)-7-methyl-11-methylidene-1h,4ah,5h,6h,9h,10h,11ah-cyclonona[c]pyran-4-yl]-4-methylpent-3-en-1-yl acetate

C24H34O5 (402.2406)


   

(4s,4as,7s)-4,4a,6-trimethyl-2,8-dioxo-4,7,9,10-tetrahydro-3h-benzo[8]annulen-7-yl acetate

(4s,4as,7s)-4,4a,6-trimethyl-2,8-dioxo-4,7,9,10-tetrahydro-3h-benzo[8]annulen-7-yl acetate

C17H22O4 (290.1518)


   

1-isopropyl-6-methoxy-4,7-dimethyl-3,4-dihydro-2h-naphthalen-1-ol

1-isopropyl-6-methoxy-4,7-dimethyl-3,4-dihydro-2h-naphthalen-1-ol

C16H24O2 (248.1776)


   

(4s,4as,5z,7r,8s)-8-(acetyloxy)-4,4a,6-trimethyl-3,4,7,8,9,10-hexahydro-2h-benzo[8]annulen-7-yl acetate

(4s,4as,5z,7r,8s)-8-(acetyloxy)-4,4a,6-trimethyl-3,4,7,8,9,10-hexahydro-2h-benzo[8]annulen-7-yl acetate

C19H28O4 (320.1987)


   

2-hydroxy-4,4a,6-trimethyl-8-oxo-2,3,4,7,9,10-hexahydrobenzo[8]annulen-7-yl acetate

2-hydroxy-4,4a,6-trimethyl-8-oxo-2,3,4,7,9,10-hexahydrobenzo[8]annulen-7-yl acetate

C17H24O4 (292.1675)


   

(1s,3as,3br,7s,9ar,9bs,11as)-1-[(2r,3s)-3-hydroxy-6-methyl-5-methylideneheptan-2-yl]-9a,11a-dimethyl-2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-1,7-diol

(1s,3as,3br,7s,9ar,9bs,11as)-1-[(2r,3s)-3-hydroxy-6-methyl-5-methylideneheptan-2-yl]-9a,11a-dimethyl-2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-1,7-diol

C28H46O3 (430.3447)


   

2,10-dihydroxy-5,6,12-trimethyl-11-oxotricyclo[5.3.2.0¹,⁶]dodecan-8-yl acetate

2,10-dihydroxy-5,6,12-trimethyl-11-oxotricyclo[5.3.2.0¹,⁶]dodecan-8-yl acetate

C17H26O5 (310.178)


   

2-[(1r,2r,5r)-2-[(4s,4as,6s,8as)-4,6-dihydroxy-8a-methyl-1-oxo-4,4a,5,6,7,8-hexahydronaphthalen-2-yl]-1-methyl-5-[(2r,3e)-5-methylhex-3-en-2-yl]cyclopentyl]ethyl acetate

2-[(1r,2r,5r)-2-[(4s,4as,6s,8as)-4,6-dihydroxy-8a-methyl-1-oxo-4,4a,5,6,7,8-hexahydronaphthalen-2-yl]-1-methyl-5-[(2r,3e)-5-methylhex-3-en-2-yl]cyclopentyl]ethyl acetate

C28H44O5 (460.3189)


   

7-(acetyloxy)-1-(3,6-dihydroxy-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate

7-(acetyloxy)-1-(3,6-dihydroxy-6-methylheptan-2-yl)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate

C31H52O6 (520.3764)


   

(1s,5s,6z,8s,9s,12r)-6,8,9-trimethyl-4-oxo-13-oxatricyclo[6.5.0.0¹,¹²]tridec-6-en-5-yl hydrogen carbonate

(1s,5s,6z,8s,9s,12r)-6,8,9-trimethyl-4-oxo-13-oxatricyclo[6.5.0.0¹,¹²]tridec-6-en-5-yl hydrogen carbonate

C16H22O5 (294.1467)


   

1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthrene-5,7,9b-triol

1-(5,6-dimethylhept-3-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthrene-5,7,9b-triol

C28H46O3 (430.3447)


   

(2s,4s,4as,5z,7s)-2-hydroxy-4,4a,6-trimethyl-8-oxo-2,3,4,7,9,10-hexahydrobenzo[8]annulen-7-yl acetate

(2s,4s,4as,5z,7s)-2-hydroxy-4,4a,6-trimethyl-8-oxo-2,3,4,7,9,10-hexahydrobenzo[8]annulen-7-yl acetate

C17H24O4 (292.1675)


   

4,5-dihydroxy-6-{[6-methyl-2-(7-methyl-4-methylidene-2,3,4a,5,6,8a-hexahydro-1h-naphthalen-1-yl)hept-5-en-1-yl]oxy}oxan-3-yl acetate

4,5-dihydroxy-6-{[6-methyl-2-(7-methyl-4-methylidene-2,3,4a,5,6,8a-hexahydro-1h-naphthalen-1-yl)hept-5-en-1-yl]oxy}oxan-3-yl acetate

C27H42O6 (462.2981)


   

(6r)-3-(2-hydroxypropan-2-yl)-6-methyl-6-(4-oxopentyl)cyclohex-2-en-1-one

(6r)-3-(2-hydroxypropan-2-yl)-6-methyl-6-(4-oxopentyl)cyclohex-2-en-1-one

C15H24O3 (252.1725)


   

[(1r,3as,3bs,4s,7s,9as,9bs,11ar)-4,7-dihydroxy-11a-methyl-1-[(2r)-6-methyl-5-methylideneheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-9a-yl]methyl acetate

[(1r,3as,3bs,4s,7s,9as,9bs,11ar)-4,7-dihydroxy-11a-methyl-1-[(2r)-6-methyl-5-methylideneheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-9a-yl]methyl acetate

C30H48O4 (472.3552)


   

1-{6-hydroxy-4,4a-dimethyl-octahydronaphtho[4,4a-b]oxiren-5-yl}ethanone

1-{6-hydroxy-4,4a-dimethyl-octahydronaphtho[4,4a-b]oxiren-5-yl}ethanone

C14H22O3 (238.1569)


   

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

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

C25H36O4 (400.2613)


   

[(2r,3r,4s,5r,6s)-6-{[(1s,4s,4ar,8as)-1,6-dimethyl-4-[(2r)-6-methylhept-5-en-2-yl]-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate

[(2r,3r,4s,5r,6s)-6-{[(1s,4s,4ar,8as)-1,6-dimethyl-4-[(2r)-6-methylhept-5-en-2-yl]-3,4,4a,7,8,8a-hexahydro-2h-naphthalen-1-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl acetate

C28H46O7 (494.3243)


   

3-(hydroxymethyl)-8,11,11-trimethyltricyclo[6.3.0.0²,⁶]undec-2-en-4-one

3-(hydroxymethyl)-8,11,11-trimethyltricyclo[6.3.0.0²,⁶]undec-2-en-4-one

C15H22O2 (234.162)


   

2,7,10-trimethyl-10-(4-methylpent-3-en-1-yl)-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-ol

2,7,10-trimethyl-10-(4-methylpent-3-en-1-yl)-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-ol

C20H34O2 (306.2559)


   

(1r,4s)-1-isopropyl-6-methoxy-4,7-dimethyl-3,4-dihydro-2h-naphthalen-1-ol

(1r,4s)-1-isopropyl-6-methoxy-4,7-dimethyl-3,4-dihydro-2h-naphthalen-1-ol

C16H24O2 (248.1776)


   

1-[(1s,4s,6s,10r,11s)-11-(acetyloxy)-4-methyl-9-methylidene-5,12-dioxatricyclo[8.4.0.0⁴,⁶]tetradec-13-en-14-yl]-4-methylpent-3-en-1-yl acetate

1-[(1s,4s,6s,10r,11s)-11-(acetyloxy)-4-methyl-9-methylidene-5,12-dioxatricyclo[8.4.0.0⁴,⁶]tetradec-13-en-14-yl]-4-methylpent-3-en-1-yl acetate

C24H34O6 (418.2355)


   

13-isopropyl-2,6,10-trimethylcyclotetradeca-2,6,10,12-tetraen-1-ol

13-isopropyl-2,6,10-trimethylcyclotetradeca-2,6,10,12-tetraen-1-ol

C20H32O (288.2453)


   

[5,5a,7-trihydroxy-9a-methyl-1-(6-methylheptan-2-yl)-tetradecahydrocyclopenta[a]phenanthren-11a-yl]methyl acetate

[5,5a,7-trihydroxy-9a-methyl-1-(6-methylheptan-2-yl)-tetradecahydrocyclopenta[a]phenanthren-11a-yl]methyl acetate

C29H50O5 (478.3658)


   

(2s,3s,4r,5s)-2-{[(2s)-2-[(1r,4as,8ar)-7-methyl-4-methylidene-2,3,4a,5,6,8a-hexahydro-1h-naphthalen-1-yl]-6-methylhept-5-en-1-yl]oxy}oxane-3,4,5-triol

(2s,3s,4r,5s)-2-{[(2s)-2-[(1r,4as,8ar)-7-methyl-4-methylidene-2,3,4a,5,6,8a-hexahydro-1h-naphthalen-1-yl]-6-methylhept-5-en-1-yl]oxy}oxane-3,4,5-triol

C25H40O5 (420.2876)


   

(4s,4as,7r,8s)-8-(acetyloxy)-4,4a,6-trimethyl-3,4,7,8,9,10-hexahydro-2h-benzo[8]annulen-7-yl acetate

(4s,4as,7r,8s)-8-(acetyloxy)-4,4a,6-trimethyl-3,4,7,8,9,10-hexahydro-2h-benzo[8]annulen-7-yl acetate

C19H28O4 (320.1987)


   

9-[2-(3,3-dimethyloxiran-2-yl)ethyl]-2,6,9-trimethylbicyclo[8.1.0]undec-5-en-2-ol

9-[2-(3,3-dimethyloxiran-2-yl)ethyl]-2,6,9-trimethylbicyclo[8.1.0]undec-5-en-2-ol

C20H34O2 (306.2559)


   

(1s,2s,5s,7s,10s,11s)-10-[(3s)-3-hydroperoxy-4-methylpent-4-en-1-yl]-2,7,10-trimethyl-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-ol

(1s,2s,5s,7s,10s,11s)-10-[(3s)-3-hydroperoxy-4-methylpent-4-en-1-yl]-2,7,10-trimethyl-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-ol

C20H34O4 (338.2457)


   

2,8,8a-trimethyl-1h,2ah,3h,4h,6h,7h,8h,8bh-cyclobuta[a]naphthalen-2-ol

2,8,8a-trimethyl-1h,2ah,3h,4h,6h,7h,8h,8bh-cyclobuta[a]naphthalen-2-ol

C15H24O (220.1827)


   

2-{9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,6h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-methyl-5-methylideneheptanoic acid

2-{9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,6h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-6-methyl-5-methylideneheptanoic acid

C28H42O3 (426.3134)


   

(2z,6e,10e)-6,10-dimethyl-12-(4-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)-2-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trienoic acid

(2z,6e,10e)-6,10-dimethyl-12-(4-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)-2-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trienoic acid

C27H36O4 (424.2613)


   

(1s,2s,4s,6r,8s)-8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-yl acetate

(1s,2s,4s,6r,8s)-8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-yl acetate

C17H26O2 (262.1933)


   

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

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

C30H50O5 (490.3658)


   

[(1r,3as,3bs,5r,5ar,7s,9ar,9bs,11as)-5,5a,7-trihydroxy-9a-methyl-1-[(2r)-6-methylheptan-2-yl]-tetradecahydrocyclopenta[a]phenanthren-11a-yl]methyl acetate

[(1r,3as,3bs,5r,5ar,7s,9ar,9bs,11as)-5,5a,7-trihydroxy-9a-methyl-1-[(2r)-6-methylheptan-2-yl]-tetradecahydrocyclopenta[a]phenanthren-11a-yl]methyl acetate

C29H50O5 (478.3658)


   

(4s,4as,7s,8s)-8-(acetyloxy)-4,4a,6-trimethyl-3,4,7,8,9,10-hexahydro-2h-benzo[8]annulen-7-yl acetate

(4s,4as,7s,8s)-8-(acetyloxy)-4,4a,6-trimethyl-3,4,7,8,9,10-hexahydro-2h-benzo[8]annulen-7-yl acetate

C19H28O4 (320.1987)


   

5-acetyl-4,4a-dimethyl-hexahydro-1ah-naphtho[4,4a-b]oxiren-6-one

5-acetyl-4,4a-dimethyl-hexahydro-1ah-naphtho[4,4a-b]oxiren-6-one

C14H20O3 (236.1412)


   

(1s,2s,4r,6r,7s,8r,10s)-1,7,10-trihydroxy-3,3,6-trimethyl-11-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-yl acetate

(1s,2s,4r,6r,7s,8r,10s)-1,7,10-trihydroxy-3,3,6-trimethyl-11-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-yl acetate

C17H26O5 (310.178)


   

(1r,3as,3br,7s,9ar,9bs,11r,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-7,11-diol

(1r,3as,3br,7s,9ar,9bs,11r,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-7,11-diol

C27H46O2 (402.3498)


   

(1s,2r,4s,6s,8s)-2-hydroxy-8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-yl acetate

(1s,2r,4s,6s,8s)-2-hydroxy-8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-yl acetate

C17H26O3 (278.1882)


   

(6e,10e)-6,10-dimethyl-12-(4-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)-2-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trien-1-yl acetate

(6e,10e)-6,10-dimethyl-12-(4-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)-2-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trien-1-yl acetate

C29H40O4 (452.2926)


   

7-hydroxy-9a-(hydroxymethyl)-11a-methyl-1-(6-methylheptan-2-yl)-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

7-hydroxy-9a-(hydroxymethyl)-11a-methyl-1-(6-methylheptan-2-yl)-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

C29H48O4 (460.3552)


   

(1r,2s,4s)-1-isopropyl-6-methoxy-4,7-dimethyl-1,2,3,4-tetrahydronaphthalen-2-yl acetate

(1r,2s,4s)-1-isopropyl-6-methoxy-4,7-dimethyl-1,2,3,4-tetrahydronaphthalen-2-yl acetate

C18H26O3 (290.1882)


   

(1r,2s,8s,8as)-1-acetyl-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1h-naphthalen-2-yl acetate

(1r,2s,8s,8as)-1-acetyl-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1h-naphthalen-2-yl acetate

C16H24O3 (264.1725)


   

(2s)-2-[(1r,8s,8as)-8,8a-dimethyl-2-oxo-1,3,4,6,7,8-hexahydronaphthalen-1-yl]propyl acetate

(2s)-2-[(1r,8s,8as)-8,8a-dimethyl-2-oxo-1,3,4,6,7,8-hexahydronaphthalen-1-yl]propyl acetate

C17H26O3 (278.1882)


   

methyl (2z,6e,10s,11z)-12-(2,5-dihydroxy-4-methylphenyl)-10-hydroxy-6,10-dimethyl-2-(4-methylpent-3-en-1-yl)dodeca-2,6,11-trienoate

methyl (2z,6e,10s,11z)-12-(2,5-dihydroxy-4-methylphenyl)-10-hydroxy-6,10-dimethyl-2-(4-methylpent-3-en-1-yl)dodeca-2,6,11-trienoate

C28H40O5 (456.2876)


   

1,2-diethenyl-1-methyl-4-(prop-1-en-2-yl)cyclohexane

1,2-diethenyl-1-methyl-4-(prop-1-en-2-yl)cyclohexane

C14H22 (190.1721)


   

(2r)-2-[(1r,8s,8as)-8,8a-dimethyl-2-oxo-1,3,4,6,7,8-hexahydronaphthalen-1-yl]propyl acetate

(2r)-2-[(1r,8s,8as)-8,8a-dimethyl-2-oxo-1,3,4,6,7,8-hexahydronaphthalen-1-yl]propyl acetate

C17H26O3 (278.1882)


   

7-methyl-4-(prop-1-en-2-yl)-10-(propan-2-ylidene)-12-oxabicyclo[9.2.1]tetradeca-1(14),7-diene-6,9,13-trione

7-methyl-4-(prop-1-en-2-yl)-10-(propan-2-ylidene)-12-oxabicyclo[9.2.1]tetradeca-1(14),7-diene-6,9,13-trione

C20H24O4 (328.1675)


   

(1s,2r,5s,6s,7r,8r)-2,8-dimethyl-6-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁵]decane

(1s,2r,5s,6s,7r,8r)-2,8-dimethyl-6-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁵]decane

C15H24 (204.1878)


   

(1s,3as,9s,9as,9br)-1,9,9a-trimethyl-1h,3ah,4h,5h,8h,9h,9bh-naphtho[2,1-b]furan-2,7-dione

(1s,3as,9s,9as,9br)-1,9,9a-trimethyl-1h,3ah,4h,5h,8h,9h,9bh-naphtho[2,1-b]furan-2,7-dione

C15H20O3 (248.1412)


   

5-isopropyl-3,8-dimethyl-6-oxo-7,8-dihydro-5h-naphthalen-2-yl acetate

5-isopropyl-3,8-dimethyl-6-oxo-7,8-dihydro-5h-naphthalen-2-yl acetate

C17H22O3 (274.1569)


   

methyl 2-[(1r,3s,4e,7e,11s,12r)-11-(acetyloxy)-3,12-dihydroxy-4,8,12-trimethylcyclotetradeca-4,7-dien-1-yl]prop-2-enoate

methyl 2-[(1r,3s,4e,7e,11s,12r)-11-(acetyloxy)-3,12-dihydroxy-4,8,12-trimethylcyclotetradeca-4,7-dien-1-yl]prop-2-enoate

C23H36O6 (408.2512)


   

(1r,2r,3r,5r,6r,9z,11r,12r)-2,6,12-trimethyltricyclo[9.3.0.0³,⁵]tetradec-9-ene-2,6,12-triol

(1r,2r,3r,5r,6r,9z,11r,12r)-2,6,12-trimethyltricyclo[9.3.0.0³,⁵]tetradec-9-ene-2,6,12-triol

C17H28O3 (280.2038)


   

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

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

C30H50O4 (474.3709)


   

(5z)-7-[(1s,4r,5r,6r)-6-[(1e,3s)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

(5z)-7-[(1s,4r,5r,6r)-6-[(1e,3s)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

C20H32O6 (368.2199)


   

2-[(1z,3s,6e,10e)-3-hydroxy-3,7,11,15-tetramethylhexadeca-1,6,10,14-tetraen-1-yl]-5-methylbenzene-1,4-diol

2-[(1z,3s,6e,10e)-3-hydroxy-3,7,11,15-tetramethylhexadeca-1,6,10,14-tetraen-1-yl]-5-methylbenzene-1,4-diol

C27H40O3 (412.2977)


   

2-[(3r,6e,10z)-6,10-dimethylbicyclo[12.1.0]pentadeca-1,6,10,14-tetraen-3-yl]propan-2-yl acetate

2-[(3r,6e,10z)-6,10-dimethylbicyclo[12.1.0]pentadeca-1,6,10,14-tetraen-3-yl]propan-2-yl acetate

C22H32O2 (328.2402)


   

[5,5a,7-trihydroxy-11a-methyl-1-(6-methyl-5-methylideneheptan-2-yl)-tetradecahydrocyclopenta[a]phenanthren-9a-yl]methyl acetate

[5,5a,7-trihydroxy-11a-methyl-1-(6-methyl-5-methylideneheptan-2-yl)-tetradecahydrocyclopenta[a]phenanthren-9a-yl]methyl acetate

C30H50O5 (490.3658)


   

10-(4-hydroperoxy-4-methylpent-2-en-1-yl)-2,7,10-trimethyl-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-ol

10-(4-hydroperoxy-4-methylpent-2-en-1-yl)-2,7,10-trimethyl-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-ol

C20H34O4 (338.2457)


   

6-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptan-4-ol

6-{7-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}-2-methyl-3-methylideneheptan-4-ol

C28H46O2 (414.3498)


   

2-[(1s,2r,4r,7r,8s,12r)-8-(acetyloxy)-2,7-dihydroxy-1,7-dimethyl-11-methylidene-15-oxabicyclo[10.2.1]pentadecan-4-yl]prop-2-enoic acid

2-[(1s,2r,4r,7r,8s,12r)-8-(acetyloxy)-2,7-dihydroxy-1,7-dimethyl-11-methylidene-15-oxabicyclo[10.2.1]pentadecan-4-yl]prop-2-enoic acid

C22H34O7 (410.2304)


   

(1s,2s,4s,6r,7s,8r)-2,7-dihydroxy-8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-yl acetate

(1s,2s,4s,6r,7s,8r)-2,7-dihydroxy-8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-yl acetate

C17H26O4 (294.1831)


   

(1s,2s,5e,9r,10s)-9-[(2e)-4-hydroxy-4-methylpent-2-en-1-yl]-2,6,9-trimethylbicyclo[8.1.0]undec-5-en-2-ol

(1s,2s,5e,9r,10s)-9-[(2e)-4-hydroxy-4-methylpent-2-en-1-yl]-2,6,9-trimethylbicyclo[8.1.0]undec-5-en-2-ol

C20H34O2 (306.2559)


   

(4r,7e,11r)-7-methyl-4-(prop-1-en-2-yl)-10-(propan-2-ylidene)-12-oxabicyclo[9.2.1]tetradeca-1(14),7-diene-6,9,13-trione

(4r,7e,11r)-7-methyl-4-(prop-1-en-2-yl)-10-(propan-2-ylidene)-12-oxabicyclo[9.2.1]tetradeca-1(14),7-diene-6,9,13-trione

C20H24O4 (328.1675)


   

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

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

C28H42O3 (426.3134)


   

7-(acetyloxy)-7-methyl-11-methylidene-4-(4-methylpent-3-enoyl)-1h,4ah,5h,6h,10h,11ah-cyclonona[c]pyran-1-yl acetate

7-(acetyloxy)-7-methyl-11-methylidene-4-(4-methylpent-3-enoyl)-1h,4ah,5h,6h,10h,11ah-cyclonona[c]pyran-1-yl acetate

C24H32O6 (416.2199)


   

1,10-dihydroxy-3,3,6-trimethyl-11-methylidenetricyclo[6.3.0.0²,⁶]undecan-5-yl acetate

1,10-dihydroxy-3,3,6-trimethyl-11-methylidenetricyclo[6.3.0.0²,⁶]undecan-5-yl acetate

C17H26O4 (294.1831)


   

epicholestrol

epicholestrol

C27H46O (386.3548)


   

(1s,2s,3ar,7s,9s,9as,9br)-1,9,9a-trimethyl-1h,2h,3ah,4h,5h,7h,8h,9h,9bh-naphtho[2,1-b]furan-2,7-diol

(1s,2s,3ar,7s,9s,9as,9br)-1,9,9a-trimethyl-1h,2h,3ah,4h,5h,7h,8h,9h,9bh-naphtho[2,1-b]furan-2,7-diol

C15H24O3 (252.1725)


   

(1s,3ar,7s,9s,9as,9br)-7-hydroxy-1,9,9a-trimethyl-1h,3ah,4h,5h,7h,8h,9h,9bh-naphtho[2,1-b]furan-2-one

(1s,3ar,7s,9s,9as,9br)-7-hydroxy-1,9,9a-trimethyl-1h,3ah,4h,5h,7h,8h,9h,9bh-naphtho[2,1-b]furan-2-one

C15H22O3 (250.1569)


   

(1s,2s,5z,9r,10s)-9-{2-[(2r)-3,3-dimethyloxiran-2-yl]ethyl}-2,6,9-trimethylbicyclo[8.1.0]undec-5-en-2-ol

(1s,2s,5z,9r,10s)-9-{2-[(2r)-3,3-dimethyloxiran-2-yl]ethyl}-2,6,9-trimethylbicyclo[8.1.0]undec-5-en-2-ol

C20H34O2 (306.2559)


   

1-acetyl-6-hydroxy-8,8a-dimethyl-1,3,4,6,7,8-hexahydronaphthalen-2-one

1-acetyl-6-hydroxy-8,8a-dimethyl-1,3,4,6,7,8-hexahydronaphthalen-2-one

C14H20O3 (236.1412)


   

(1r,2s,5s,6s,8s,10s)-1,10-dihydroxy-3,3,6-trimethyl-11-methylidenetricyclo[6.3.0.0²,⁶]undecan-5-yl acetate

(1r,2s,5s,6s,8s,10s)-1,10-dihydroxy-3,3,6-trimethyl-11-methylidenetricyclo[6.3.0.0²,⁶]undecan-5-yl acetate

C17H26O4 (294.1831)


   

(1s,3as,7s,9s,9as,9br)-1,9,9a-trimethyl-1h,2h,4h,5h,7h,8h,9h,9bh-naphtho[2,1-b]furan-3a,7-diol

(1s,3as,7s,9s,9as,9br)-1,9,9a-trimethyl-1h,2h,4h,5h,7h,8h,9h,9bh-naphtho[2,1-b]furan-3a,7-diol

C15H24O3 (252.1725)


   

methyl (10s)-12-(2,5-dihydroxy-4-methylphenyl)-10-hydroxy-6,10-dimethyl-2-(4-methylpent-3-en-1-yl)dodeca-2,6,11-trienoate

methyl (10s)-12-(2,5-dihydroxy-4-methylphenyl)-10-hydroxy-6,10-dimethyl-2-(4-methylpent-3-en-1-yl)dodeca-2,6,11-trienoate

C28H40O5 (456.2876)


   

(1s,2r,5r,6r,7s,8r,10r,12r)-2,10-dihydroxy-5,6,12-trimethyl-11-oxotricyclo[5.3.2.0¹,⁶]dodecan-8-yl acetate

(1s,2r,5r,6r,7s,8r,10r,12r)-2,10-dihydroxy-5,6,12-trimethyl-11-oxotricyclo[5.3.2.0¹,⁶]dodecan-8-yl acetate

C17H26O5 (310.178)


   

7-[3,5-dihydroxy-2-(3-oxooct-1-en-1-yl)cyclopentyl]hept-5-enoic acid

7-[3,5-dihydroxy-2-(3-oxooct-1-en-1-yl)cyclopentyl]hept-5-enoic acid

C20H32O5 (352.225)


   

(1s,2r,3as,7s,9s,9as,9br)-2-methoxy-1,9,9a-trimethyl-1h,2h,3ah,4h,5h,7h,8h,9h,9bh-naphtho[2,1-b]furan-7-ol

(1s,2r,3as,7s,9s,9as,9br)-2-methoxy-1,9,9a-trimethyl-1h,2h,3ah,4h,5h,7h,8h,9h,9bh-naphtho[2,1-b]furan-7-ol

C16H26O3 (266.1882)


   

(1s,2s,5s,7s,10s,11s)-10-[(3r)-3-hydroperoxy-4-methylpent-4-en-1-yl]-2,7,10-trimethyl-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-ol

(1s,2s,5s,7s,10s,11s)-10-[(3r)-3-hydroperoxy-4-methylpent-4-en-1-yl]-2,7,10-trimethyl-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-ol

C20H34O4 (338.2457)


   

(1s,4r)-4-isopropyl-1,6-dimethyl-1,2,3,4-tetrahydronaphthalene

(1s,4r)-4-isopropyl-1,6-dimethyl-1,2,3,4-tetrahydronaphthalene

C15H22 (202.1721)


   

(1r,2s,5r,6r,9s,10s,12r,13r,15s)-5-methyl-6-[(2r)-6-methyl-5-methylideneheptan-2-yl]-19-oxapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁵,⁹]nonadecane-13,15-diol

(1r,2s,5r,6r,9s,10s,12r,13r,15s)-5-methyl-6-[(2r)-6-methyl-5-methylideneheptan-2-yl]-19-oxapentacyclo[10.5.2.0¹,¹³.0²,¹⁰.0⁵,⁹]nonadecane-13,15-diol

C28H46O3 (430.3447)


   

(1r,3as,3bs,7s,9as,9bs,11ar)-9a-(hydroxymethyl)-11a-methyl-1-[(2r)-6-methyl-5-methylideneheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

(1r,3as,3bs,7s,9as,9bs,11ar)-9a-(hydroxymethyl)-11a-methyl-1-[(2r)-6-methyl-5-methylideneheptan-2-yl]-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C28H46O2 (414.3498)


   

(6s,7r,10e,14r,15z)-16-(2,5-dihydroxy-4-methylphenyl)-6,14-dihydroxy-2,6,10,14-tetramethylhexadeca-2,10,15-trien-7-yl acetate

(6s,7r,10e,14r,15z)-16-(2,5-dihydroxy-4-methylphenyl)-6,14-dihydroxy-2,6,10,14-tetramethylhexadeca-2,10,15-trien-7-yl acetate

C29H44O6 (488.3138)


   

6-(hydroxymethyl)-3,3-dimethyl-11-methylidenetricyclo[6.3.0.0²,⁶]undecane-1,10-diol

6-(hydroxymethyl)-3,3-dimethyl-11-methylidenetricyclo[6.3.0.0²,⁶]undecane-1,10-diol

C15H24O3 (252.1725)


   

2-[12-(acetyloxy)-4,10,14-trimethyl-15-oxabicyclo[12.1.0]pentadeca-4,10-dien-7-yl]propan-2-yl acetate

2-[12-(acetyloxy)-4,10,14-trimethyl-15-oxabicyclo[12.1.0]pentadeca-4,10-dien-7-yl]propan-2-yl acetate

C24H38O5 (406.2719)


   

2-[(2e,6e,10z)-12-hydroxy-3,7-dimethyl-11-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trien-1-yl]-5-methylcyclohexa-2,5-diene-1,4-dione

2-[(2e,6e,10z)-12-hydroxy-3,7-dimethyl-11-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trien-1-yl]-5-methylcyclohexa-2,5-diene-1,4-dione

C27H38O3 (410.2821)


   

(1r,2r,5r,7r,10r,11r)-10-{2-[(2r)-3,3-dimethyloxiran-2-yl]ethyl}-2,7,10-trimethyl-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-ol

(1r,2r,5r,7r,10r,11r)-10-{2-[(2r)-3,3-dimethyloxiran-2-yl]ethyl}-2,7,10-trimethyl-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-ol

C20H34O3 (322.2508)


   

2-(4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-yl)propan-2-ol

2-(4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-yl)propan-2-ol

C20H34O (290.261)


   

1-isopropyl-4,7-dimethyl-1,2,3,4-tetrahydronaphthalene-2,6-diol

1-isopropyl-4,7-dimethyl-1,2,3,4-tetrahydronaphthalene-2,6-diol

C15H22O2 (234.162)


   

(1e)-2-[(1ar,4s,4as,5r,8as)-4,4a-dimethyl-6-oxo-1ah,2h,3h,4h,5h-naphtho[4,4a-b]oxiren-5-yl]prop-1-en-1-yl acetate

(1e)-2-[(1ar,4s,4as,5r,8as)-4,4a-dimethyl-6-oxo-1ah,2h,3h,4h,5h-naphtho[4,4a-b]oxiren-5-yl]prop-1-en-1-yl acetate

C17H22O4 (290.1518)


   

8-hydroxyicosa-5,8,11,14-tetraenoic acid

8-hydroxyicosa-5,8,11,14-tetraenoic acid

C20H32O3 (320.2351)


   

8-methoxyquinoline-4,7-diol

8-methoxyquinoline-4,7-diol

C10H9NO3 (191.0582)


   

(3s,4s,5s,6s)-6-{[(2s)-2-[(1r,4as,8ar)-7-methyl-4-methylidene-2,3,4a,5,6,8a-hexahydro-1h-naphthalen-1-yl]-6-methylhept-5-en-1-yl]oxy}-4,5-dihydroxyoxan-3-yl acetate

(3s,4s,5s,6s)-6-{[(2s)-2-[(1r,4as,8ar)-7-methyl-4-methylidene-2,3,4a,5,6,8a-hexahydro-1h-naphthalen-1-yl]-6-methylhept-5-en-1-yl]oxy}-4,5-dihydroxyoxan-3-yl acetate

C27H42O6 (462.2981)


   

(1s,2s,3ar,7r,9s,9as,9br)-1,9,9a-trimethyl-1h,2h,3ah,4h,5h,7h,8h,9h,9bh-naphtho[2,1-b]furan-2,7-diol

(1s,2s,3ar,7r,9s,9as,9br)-1,9,9a-trimethyl-1h,2h,3ah,4h,5h,7h,8h,9h,9bh-naphtho[2,1-b]furan-2,7-diol

C15H24O3 (252.1725)


   

2-[2-(4,6-dihydroxy-8a-methyl-1-oxo-4,4a,5,6,7,8-hexahydronaphthalen-2-yl)-1-methyl-5-(5-methylhex-3-en-2-yl)cyclopentyl]ethyl acetate

2-[2-(4,6-dihydroxy-8a-methyl-1-oxo-4,4a,5,6,7,8-hexahydronaphthalen-2-yl)-1-methyl-5-(5-methylhex-3-en-2-yl)cyclopentyl]ethyl acetate

C28H44O5 (460.3189)


   

(1r,3ar,5r,5as,7s,9as,9bs,11ar)-1-[(2r,3e,5s)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthrene-5,7,9b-triol

(1r,3ar,5r,5as,7s,9as,9bs,11ar)-1-[(2r,3e,5s)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthrene-5,7,9b-triol

C28H46O3 (430.3447)


   

1-(2,6-dihydroxy-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1h-naphthalen-1-yl)ethanone

1-(2,6-dihydroxy-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1h-naphthalen-1-yl)ethanone

C14H22O3 (238.1569)


   

(2s,4s,4as,7s)-7-(acetyloxy)-4,4a,6-trimethyl-8-oxo-2,3,4,7,9,10-hexahydrobenzo[8]annulen-2-yl acetate

(2s,4s,4as,7s)-7-(acetyloxy)-4,4a,6-trimethyl-8-oxo-2,3,4,7,9,10-hexahydrobenzo[8]annulen-2-yl acetate

C19H26O5 (334.178)


   

(4s)-1-isopropyl-6-methoxy-4,7-dimethyl-3,4-dihydronaphthalene

(4s)-1-isopropyl-6-methoxy-4,7-dimethyl-3,4-dihydronaphthalene

C16H22O (230.1671)


   

1-ethenyl-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9bh,10h,11h-cyclopenta[a]phenanthren-2-yl acetate

1-ethenyl-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9bh,10h,11h-cyclopenta[a]phenanthren-2-yl acetate

C23H32O3 (356.2351)


   

3-hydroxy-4-{11-[4-(2-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}ethenyl)-5-oxofuran-2-ylidene]-3,10-dimethylundeca-1,3,5,7,9-pentaen-1-ylidene}-3,5,5-trimethylcyclohexyl acetate

3-hydroxy-4-{11-[4-(2-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}ethenyl)-5-oxofuran-2-ylidene]-3,10-dimethylundeca-1,3,5,7,9-pentaen-1-ylidene}-3,5,5-trimethylcyclohexyl acetate

C39H50O7 (630.3556)


   

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

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

C27H42O3 (414.3134)


   

(1s,3s,6r,7r,8r,9r)-3-[(2r,6r)-6-[(1s,4as,8ar)-4,7-dimethyl-1,2,4a,5,6,8a-hexahydronaphthalen-1-yl]heptan-2-yl]-8,9-dihydroxy-2,4,10-trioxabicyclo[4.3.1]decan-7-yl acetate

(1s,3s,6r,7r,8r,9r)-3-[(2r,6r)-6-[(1s,4as,8ar)-4,7-dimethyl-1,2,4a,5,6,8a-hexahydronaphthalen-1-yl]heptan-2-yl]-8,9-dihydroxy-2,4,10-trioxabicyclo[4.3.1]decan-7-yl acetate

C28H44O7 (492.3087)


   

2-[(4e,8e,12s,13s)-5,9-dimethyl-15-oxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-12-yl]propan-2-yl acetate

2-[(4e,8e,12s,13s)-5,9-dimethyl-15-oxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-12-yl]propan-2-yl acetate

C22H32O4 (360.23)


   

(1s,2s,4r,8s)-8-isopropyl-1-methyl-3-methylidenetricyclo[4.4.0.0²,⁷]decan-4-ol

(1s,2s,4r,8s)-8-isopropyl-1-methyl-3-methylidenetricyclo[4.4.0.0²,⁷]decan-4-ol

C15H24O (220.1827)


   

7-hydroxy-9a-(hydroxymethyl)-11a-methyl-1-(6-methyl-5-methylidenehept-3-en-2-yl)-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

7-hydroxy-9a-(hydroxymethyl)-11a-methyl-1-(6-methyl-5-methylidenehept-3-en-2-yl)-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-4-yl acetate

C30H46O4 (470.3396)


   

7-(acetyloxy)-4,4a,6-trimethyl-8-oxo-2,3,4,7,9,10-hexahydrobenzo[8]annulen-2-yl acetate

7-(acetyloxy)-4,4a,6-trimethyl-8-oxo-2,3,4,7,9,10-hexahydrobenzo[8]annulen-2-yl acetate

C19H26O5 (334.178)


   

(1s,4as,7r,11ar)-7-(acetyloxy)-7-methyl-11-methylidene-4-(4-methylpent-3-enoyl)-1h,4ah,5h,6h,10h,11ah-cyclonona[c]pyran-1-yl acetate

(1s,4as,7r,11ar)-7-(acetyloxy)-7-methyl-11-methylidene-4-(4-methylpent-3-enoyl)-1h,4ah,5h,6h,10h,11ah-cyclonona[c]pyran-1-yl acetate

C24H32O6 (416.2199)


   

10-(4-hydroxy-4-methylpent-2-en-1-yl)-2,7,10-trimethyl-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-ol

10-(4-hydroxy-4-methylpent-2-en-1-yl)-2,7,10-trimethyl-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-ol

C20H34O3 (322.2508)


   

(1s,2s,5s,7s,10s,11s)-2,7,10-trimethyl-10-(4-methylpent-3-en-1-yl)-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-ol

(1s,2s,5s,7s,10s,11s)-2,7,10-trimethyl-10-(4-methylpent-3-en-1-yl)-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-ol

C20H34O2 (306.2559)


   

2-[(1r,2s,6s,8r)-2,6-dimethyl-9,10-dioxatricyclo[6.2.2.0¹,⁶]dodec-11-en-12-yl]propane-2-peroxol

2-[(1r,2s,6s,8r)-2,6-dimethyl-9,10-dioxatricyclo[6.2.2.0¹,⁶]dodec-11-en-12-yl]propane-2-peroxol

C15H24O4 (268.1675)


   

(3e)-5-[(1r,2s,5r,7r,11r)-2,5-dimethyl-10-methylidene-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-yl]-2-methylpent-3-en-2-ol

(3e)-5-[(1r,2s,5r,7r,11r)-2,5-dimethyl-10-methylidene-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-yl]-2-methylpent-3-en-2-ol

C20H32O2 (304.2402)


   

1-[(1ar,2s,4r,4ar,5s,6s,8as)-2,6-dihydroxy-4,4a-dimethyl-octahydronaphtho[4,4a-b]oxiren-5-yl]ethanone

1-[(1ar,2s,4r,4ar,5s,6s,8as)-2,6-dihydroxy-4,4a-dimethyl-octahydronaphtho[4,4a-b]oxiren-5-yl]ethanone

C14H22O4 (254.1518)


   

(1s,6r,7s,8r,9r)-3-[(2r,6r)-6-[(1s,4as,8ar)-4,7-dimethyl-1,2,4a,5,6,8a-hexahydronaphthalen-1-yl]heptan-2-yl]-8,9-dihydroxy-2,4,10-trioxabicyclo[4.3.1]decan-7-yl acetate

(1s,6r,7s,8r,9r)-3-[(2r,6r)-6-[(1s,4as,8ar)-4,7-dimethyl-1,2,4a,5,6,8a-hexahydronaphthalen-1-yl]heptan-2-yl]-8,9-dihydroxy-2,4,10-trioxabicyclo[4.3.1]decan-7-yl acetate

C28H44O7 (492.3087)


   

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

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

C28H44O (396.3392)


   

(1s,2s,4s,6r,8s)-8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-ol

(1s,2s,4s,6r,8s)-8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-ol

C15H24O (220.1827)


   

8-hydroxy-4a,8-dimethyl-4,5,6,7-tetrahydro-3h-naphthalen-2-one

8-hydroxy-4a,8-dimethyl-4,5,6,7-tetrahydro-3h-naphthalen-2-one

C12H18O2 (194.1307)


   

4,7-dihydroxy-9a-(hydroxymethyl)-11a-methyl-1-{1-[2-methyl-2-(3-methylbutan-2-yl)cyclopropyl]ethyl}-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate

4,7-dihydroxy-9a-(hydroxymethyl)-11a-methyl-1-{1-[2-methyl-2-(3-methylbutan-2-yl)cyclopropyl]ethyl}-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl acetate

C32H52O5 (516.3815)


   

(3r)-3-{2-[(1s,5e,9r,10r)-6,10-dimethyl-2-methylidenebicyclo[7.2.0]undec-5-en-10-yl]ethyl}-2,2-dimethyloxirane

(3r)-3-{2-[(1s,5e,9r,10r)-6,10-dimethyl-2-methylidenebicyclo[7.2.0]undec-5-en-10-yl]ethyl}-2,2-dimethyloxirane

C20H32O (288.2453)


   

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

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

C28H42O2 (410.3185)


   

2-[12-hydroxy-3,7-dimethyl-11-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trien-1-yl]-5-methylcyclohexa-2,5-diene-1,4-dione

2-[12-hydroxy-3,7-dimethyl-11-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trien-1-yl]-5-methylcyclohexa-2,5-diene-1,4-dione

C27H38O3 (410.2821)


   

(1e)-2-[(1ar,4r,4ar,5s,8as)-4,4a-dimethyl-6-oxo-1ah,2h,3h,4h,5h-naphtho[4,4a-b]oxiren-5-yl]prop-1-en-1-yl acetate

(1e)-2-[(1ar,4r,4ar,5s,8as)-4,4a-dimethyl-6-oxo-1ah,2h,3h,4h,5h-naphtho[4,4a-b]oxiren-5-yl]prop-1-en-1-yl acetate

C17H22O4 (290.1518)


   

(1s,3as,7r,9s,9as,9br)-7-hydroxy-1,9,9a-trimethyl-1h,3ah,4h,5h,7h,8h,9h,9bh-naphtho[2,1-b]furan-2-one

(1s,3as,7r,9s,9as,9br)-7-hydroxy-1,9,9a-trimethyl-1h,3ah,4h,5h,7h,8h,9h,9bh-naphtho[2,1-b]furan-2-one

C15H22O3 (250.1569)


   

(1s,5s,6z,8s,9s,12r)-6,8,9-trimethyl-4-oxo-13-oxatricyclo[6.5.0.0¹,¹²]tridec-6-en-5-yl acetate

(1s,5s,6z,8s,9s,12r)-6,8,9-trimethyl-4-oxo-13-oxatricyclo[6.5.0.0¹,¹²]tridec-6-en-5-yl acetate

C17H24O4 (292.1675)


   

capnell-9(12)-ene-8β,10α-diol

capnell-9(12)-ene-8β,10α-diol

C15H24O2 (236.1776)


   

[(1r,2s,3r,5s,6s,8s,10s)-5-(acetyloxy)-1,10-dihydroxy-3,6-dimethyl-11-methylidenetricyclo[6.3.0.0²,⁶]undecan-3-yl]methyl acetate

[(1r,2s,3r,5s,6s,8s,10s)-5-(acetyloxy)-1,10-dihydroxy-3,6-dimethyl-11-methylidenetricyclo[6.3.0.0²,⁶]undecan-3-yl]methyl acetate

C19H28O6 (352.1886)


   

10-(acetyloxy)-2-hydroxy-8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-yl acetate

10-(acetyloxy)-2-hydroxy-8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-yl acetate

C19H28O5 (336.1937)


   

(1r,2s,8s,8as)-1-[(2s)-2-hydroxy-1-oxopropan-2-yl]-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1h-naphthalen-2-yl acetate

(1r,2s,8s,8as)-1-[(2s)-2-hydroxy-1-oxopropan-2-yl]-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1h-naphthalen-2-yl acetate

C17H26O4 (294.1831)


   

(1r,2r,5s,7s,9r,10r,11r,12r,15r,16r)-2,16-dimethyl-15-[(2r)-6-methylhept-5-en-2-yl]-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecane-5,10-diol

(1r,2r,5s,7s,9r,10r,11r,12r,15r,16r)-2,16-dimethyl-15-[(2r)-6-methylhept-5-en-2-yl]-8-oxapentacyclo[9.7.0.0²,⁷.0⁷,⁹.0¹²,¹⁶]octadecane-5,10-diol

C27H44O3 (416.329)


   

methyl 2-[(1r,2r,5r,7s,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate

methyl 2-[(1r,2r,5r,7s,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate

C23H38O8 (442.2567)


   

(1s,2s,4r,5z,9s,10s)-2-hydroxy-2,6,9-trimethyl-9-(4-methylpent-3-en-1-yl)bicyclo[8.1.0]undec-5-en-4-yl acetate

(1s,2s,4r,5z,9s,10s)-2-hydroxy-2,6,9-trimethyl-9-(4-methylpent-3-en-1-yl)bicyclo[8.1.0]undec-5-en-4-yl acetate

C22H36O3 (348.2664)


   

1-{6,8-dihydroxy-4,4a-dimethyl-octahydronaphtho[4,4a-b]oxiren-5-yl}ethanone

1-{6,8-dihydroxy-4,4a-dimethyl-octahydronaphtho[4,4a-b]oxiren-5-yl}ethanone

C14H22O4 (254.1518)


   

6-hydroxy-1-isopropyl-4,7-dimethyl-3,4-dihydro-1h-naphthalen-2-one

6-hydroxy-1-isopropyl-4,7-dimethyl-3,4-dihydro-1h-naphthalen-2-one

C15H20O2 (232.1463)


   

(1s,4s,7s)-4-hydroxy-7-isopropyl-4-methyl-10-methylidenecyclodec-5-en-1-yl acetate

(1s,4s,7s)-4-hydroxy-7-isopropyl-4-methyl-10-methylidenecyclodec-5-en-1-yl acetate

C17H28O3 (280.2038)


   

(1r,3r,4s,7r,8r,11s,12r)-11-(acetyloxy)-8-hydroxy-4,8,12-trimethyl-15-methylidene-14-oxo-13,18-dioxatricyclo[10.3.2.1⁴,⁷]octadecan-3-yl acetate

(1r,3r,4s,7r,8r,11s,12r)-11-(acetyloxy)-8-hydroxy-4,8,12-trimethyl-15-methylidene-14-oxo-13,18-dioxatricyclo[10.3.2.1⁴,⁷]octadecan-3-yl acetate

C24H36O8 (452.241)


   

2-[2-(acetyloxy)-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1h-naphthalen-1-yl]prop-1-en-1-yl acetate

2-[2-(acetyloxy)-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1h-naphthalen-1-yl]prop-1-en-1-yl acetate

C19H28O4 (320.1987)


   

(2e,6e,10e)-6,10-dimethyl-12-(4-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)-2-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trienoic acid

(2e,6e,10e)-6,10-dimethyl-12-(4-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)-2-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trienoic acid

C27H36O4 (424.2613)


   

(2r,4s,8s)-2-hydroxy-8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-yl acetate

(2r,4s,8s)-2-hydroxy-8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-yl acetate

C17H26O3 (278.1882)


   

(2z,6e)-6-methyl-2-(4-methylpent-3-en-1-yl)-10-oxoundeca-2,6-dienoic acid

(2z,6e)-6-methyl-2-(4-methylpent-3-en-1-yl)-10-oxoundeca-2,6-dienoic acid

C18H28O3 (292.2038)


   

methyl (2e,6e)-6-methyl-9-(7-methyl-5,8-dioxonaphthalen-2-yl)-2-(4-methylpent-3-en-1-yl)nona-2,6-dienoate

methyl (2e,6e)-6-methyl-9-(7-methyl-5,8-dioxonaphthalen-2-yl)-2-(4-methylpent-3-en-1-yl)nona-2,6-dienoate

C28H34O4 (434.2457)


   

(1r,3ar,3br,4r,5s,5as,7r,9ar,9br,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylhept-5-en-2-yl]-tetradecahydro-1h-cyclopenta[a]phenanthrene-4,5,7-triol

(1r,3ar,3br,4r,5s,5as,7r,9ar,9br,11ar)-9a,11a-dimethyl-1-[(2r)-6-methylhept-5-en-2-yl]-tetradecahydro-1h-cyclopenta[a]phenanthrene-4,5,7-triol

C27H46O3 (418.3447)


   

sinulaflexiolide f

sinulaflexiolide f

C24H38O7 (438.2617)


   

2-[(1s,2r,5r,7s,8s,11s,12r)-11-(acetyloxy)-2,7-dihydroxy-8-methoxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoic acid

2-[(1s,2r,5r,7s,8s,11s,12r)-11-(acetyloxy)-2,7-dihydroxy-8-methoxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoic acid

C23H38O8 (442.2567)


   

9-(4-hydroperoxy-4-methylpent-2-en-1-yl)-2-hydroxy-2,6,9-trimethylbicyclo[8.1.0]undec-5-en-4-yl acetate

9-(4-hydroperoxy-4-methylpent-2-en-1-yl)-2-hydroxy-2,6,9-trimethylbicyclo[8.1.0]undec-5-en-4-yl acetate

C22H36O5 (380.2563)


   

6,8,9-trimethyl-4-oxo-13-oxatricyclo[6.5.0.0¹,¹²]tridec-6-en-5-yl hydrogen carbonate

6,8,9-trimethyl-4-oxo-13-oxatricyclo[6.5.0.0¹,¹²]tridec-6-en-5-yl hydrogen carbonate

C16H22O5 (294.1467)


   

6-methyl-9-(7-methyl-5,8-dioxonaphthalen-2-yl)-2-(4-methylpent-3-en-1-yl)nona-2,6-dienoic acid

6-methyl-9-(7-methyl-5,8-dioxonaphthalen-2-yl)-2-(4-methylpent-3-en-1-yl)nona-2,6-dienoic acid

C27H32O4 (420.23)


   

9a-(hydroxymethyl)-11a-methyl-1-(6-methyl-5-methylideneheptan-2-yl)-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-4,7-diol

9a-(hydroxymethyl)-11a-methyl-1-(6-methyl-5-methylideneheptan-2-yl)-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene-4,7-diol

C28H46O3 (430.3447)


   

(1s,2s,4s,5e,9r,10s)-9-[(3s)-3-hydroperoxy-4-methylpent-4-en-1-yl]-2-hydroxy-2,6,9-trimethylbicyclo[8.1.0]undec-5-en-4-yl acetate

(1s,2s,4s,5e,9r,10s)-9-[(3s)-3-hydroperoxy-4-methylpent-4-en-1-yl]-2-hydroxy-2,6,9-trimethylbicyclo[8.1.0]undec-5-en-4-yl acetate

C22H36O5 (380.2563)


   

1-[(4s,4as,5s,6s,8s)-6-acetyl-8-hydroxy-4,4a-dimethyl-octahydronaphtho[4,4a-b]oxiren-5-yl]ethanone

1-[(4s,4as,5s,6s,8s)-6-acetyl-8-hydroxy-4,4a-dimethyl-octahydronaphtho[4,4a-b]oxiren-5-yl]ethanone

C16H24O4 (280.1675)


   

(3s)-5-[(1s,2r,5z,9s,10s)-9-hydroxy-2,5,9-trimethylbicyclo[8.1.0]undec-5-en-2-yl]-2-methylpent-1-en-3-yl acetate

(3s)-5-[(1s,2r,5z,9s,10s)-9-hydroxy-2,5,9-trimethylbicyclo[8.1.0]undec-5-en-2-yl]-2-methylpent-1-en-3-yl acetate

C22H36O3 (348.2664)


   

1-(2-hydroxy-6-methyl-5-methylideneheptan-2-yl)-11a-(hydroxymethyl)-9a-methyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

1-(2-hydroxy-6-methyl-5-methylideneheptan-2-yl)-11a-(hydroxymethyl)-9a-methyl-1h,2h,3h,3ah,3bh,4h,5h,5ah,6h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C28H44O3 (428.329)


   

2,8-dimethyl-6-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁵]decane

2,8-dimethyl-6-(prop-1-en-2-yl)tricyclo[5.3.0.0²,⁵]decane

C15H24 (204.1878)


   

methyl 6,10-dimethyl-12-(4-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)-2-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trienoate

methyl 6,10-dimethyl-12-(4-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl)-2-(4-methylpent-3-en-1-yl)dodeca-2,6,10-trienoate

C28H38O4 (438.277)


   

1-isopropyl-6-methoxy-4,7-dimethyl-1,2,3,4-tetrahydronaphthalen-2-yl acetate

1-isopropyl-6-methoxy-4,7-dimethyl-1,2,3,4-tetrahydronaphthalen-2-yl acetate

C18H26O3 (290.1882)


   

(1e)-2-[(1s,2s,8s,8as)-2-(acetyloxy)-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1h-naphthalen-1-yl]prop-1-en-1-yl acetate

(1e)-2-[(1s,2s,8s,8as)-2-(acetyloxy)-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1h-naphthalen-1-yl]prop-1-en-1-yl acetate

C19H28O4 (320.1987)


   

6,8,9-trimethyl-4-oxo-13-oxatricyclo[6.5.0.0¹,¹²]tridec-6-en-5-yl acetate

6,8,9-trimethyl-4-oxo-13-oxatricyclo[6.5.0.0¹,¹²]tridec-6-en-5-yl acetate

C17H24O4 (292.1675)


   

(1s,2s,3ar,9s,9as,9br)-2-hydroxy-1,9,9a-trimethyl-1h,2h,3ah,4h,5h,8h,9h,9bh-naphtho[2,1-b]furan-7-one

(1s,2s,3ar,9s,9as,9br)-2-hydroxy-1,9,9a-trimethyl-1h,2h,3ah,4h,5h,8h,9h,9bh-naphtho[2,1-b]furan-7-one

C15H22O3 (250.1569)


   

1-acetyl-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1h-naphthalen-2-yl acetate

1-acetyl-8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1h-naphthalen-2-yl acetate

C16H24O3 (264.1725)


   

(4r,7z,11r)-7-methyl-4-(prop-1-en-2-yl)-10-(propan-2-ylidene)-12-oxabicyclo[9.2.1]tetradeca-1(14),7-diene-6,9,13-trione

(4r,7z,11r)-7-methyl-4-(prop-1-en-2-yl)-10-(propan-2-ylidene)-12-oxabicyclo[9.2.1]tetradeca-1(14),7-diene-6,9,13-trione

C20H24O4 (328.1675)


   

(1s,2s,4r,5e,9r,10s)-9-[(2e)-4-hydroperoxy-4-methylpent-2-en-1-yl]-2-hydroxy-2,6,9-trimethylbicyclo[8.1.0]undec-5-en-4-yl acetate

(1s,2s,4r,5e,9r,10s)-9-[(2e)-4-hydroperoxy-4-methylpent-2-en-1-yl]-2-hydroxy-2,6,9-trimethylbicyclo[8.1.0]undec-5-en-4-yl acetate

C22H36O5 (380.2563)


   

(2s)-2-[(4s,4as)-4,7-dimethyl-2,3,4,4a,5,6-hexahydronaphthalen-1-yl]propyl acetate

(2s)-2-[(4s,4as)-4,7-dimethyl-2,3,4,4a,5,6-hexahydronaphthalen-1-yl]propyl acetate

C17H26O2 (262.1933)


   

methyl 2-[(1r,2r,5r,7r,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate

methyl 2-[(1r,2r,5r,7r,8s,11s,12r)-11-(acetyloxy)-2,7,8-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoate

C23H38O8 (442.2567)


   

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

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

C27H42O2 (398.3185)


   

2-{4,10,14-trimethyl-15-oxabicyclo[12.1.0]pentadeca-4,10-dien-7-yl}propan-2-yl acetate

2-{4,10,14-trimethyl-15-oxabicyclo[12.1.0]pentadeca-4,10-dien-7-yl}propan-2-yl acetate

C22H36O3 (348.2664)


   

(1s,4as,7s,11ar)-7-(acetyloxy)-4-[(2e)-4-hydroxy-4-methylpent-2-enoyl]-7-methyl-11-methylidene-1h,4ah,5h,6h,10h,11ah-cyclonona[c]pyran-1-yl acetate

(1s,4as,7s,11ar)-7-(acetyloxy)-4-[(2e)-4-hydroxy-4-methylpent-2-enoyl]-7-methyl-11-methylidene-1h,4ah,5h,6h,10h,11ah-cyclonona[c]pyran-1-yl acetate

C24H32O7 (432.2148)


   

(1s,2s,5s,7s,10s,11s)-10-[(3r)-3-hydroxy-4-methylpent-4-en-1-yl]-2,7,10-trimethyl-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-ol

(1s,2s,5s,7s,10s,11s)-10-[(3r)-3-hydroxy-4-methylpent-4-en-1-yl]-2,7,10-trimethyl-6-oxatricyclo[9.1.0.0⁵,⁷]dodecan-2-ol

C20H34O3 (322.2508)


   

(1as,7r,7ar,7br)-1,1,7,7a-tetramethyl-1ah,2h,4h,5h,7h,7bh-cyclopropa[a]naphthalen-6-one

(1as,7r,7ar,7br)-1,1,7,7a-tetramethyl-1ah,2h,4h,5h,7h,7bh-cyclopropa[a]naphthalen-6-one

C15H22O (218.1671)


   

methyl 2-[(1s,2r,5r,7r,8e,11s,12r)-11-(acetyloxy)-2,7-dihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadec-8-en-5-yl]prop-2-enoate

methyl 2-[(1s,2r,5r,7r,8e,11s,12r)-11-(acetyloxy)-2,7-dihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadec-8-en-5-yl]prop-2-enoate

C23H36O7 (424.2461)


   

(1r,3ar,5r,5as,7s,9as,9bs,11ar)-9a,11a-dimethyl-1-[(2r,3e)-6-methylhept-3-en-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthrene-5,7,9b-triol

(1r,3ar,5r,5as,7s,9as,9bs,11ar)-9a,11a-dimethyl-1-[(2r,3e)-6-methylhept-3-en-2-yl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthrene-5,7,9b-triol

C27H44O3 (416.329)


   

2-[(1s,2r,5r,7s,8s,11s,12r)-7-(acetyloxy)-2,8,11-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoic acid

2-[(1s,2r,5r,7s,8s,11s,12r)-7-(acetyloxy)-2,8,11-trihydroxy-2,8,12-trimethyl-15-oxabicyclo[10.2.1]pentadecan-5-yl]prop-2-enoic acid

C22H36O8 (428.241)


   

2-hydroxy-8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-yl acetate

2-hydroxy-8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-yl acetate

C17H26O3 (278.1882)


   

(1r,3s,4e,8r,10e,14s)-8-(2-hydroxypropan-2-yl)-1,5,11-trimethyl-15-oxabicyclo[12.1.0]pentadeca-4,10-dien-3-yl acetate

(1r,3s,4e,8r,10e,14s)-8-(2-hydroxypropan-2-yl)-1,5,11-trimethyl-15-oxabicyclo[12.1.0]pentadeca-4,10-dien-3-yl acetate

C22H36O4 (364.2613)


   

4-isopropyl-1,7,11-trimethylcyclotetradeca-1,3,7,11-tetraene

4-isopropyl-1,7,11-trimethylcyclotetradeca-1,3,7,11-tetraene

C20H32 (272.2504)


   

2-(acetyloxy)-8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-yl acetate

2-(acetyloxy)-8,11,11-trimethyl-3-methylidenetricyclo[6.3.0.0²,⁶]undecan-4-yl acetate

C19H28O4 (320.1987)


   

(1as,4s,4as,5s,8ar)-5-acetyl-4,4a-dimethyl-hexahydro-1ah-naphtho[4,4a-b]oxiren-6-one

(1as,4s,4as,5s,8ar)-5-acetyl-4,4a-dimethyl-hexahydro-1ah-naphtho[4,4a-b]oxiren-6-one

C14H20O3 (236.1412)