Lupenone

(1S,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-Isopropyl-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,3a,4,5,5a,5b,6,7,7a,8,11a,11b,12,13,13a,13b-octadecahydro-9H-cyclopenta[a]chrysen-9-one

C30H48O (424.3705)


Lupenone is a triterpenoid. It has a role as a metabolite. It derives from a hydride of a lupane. Lupenone is a natural product found in Liatris acidota, Euphorbia larica, and other organisms with data available. A natural product found in Cupania cinerea. Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2]. Lupenone is an orally active lupine-type triterpenoid that can be isolated from Musa basjoo. Lupenone Lupenone plays a role through the PI3K/Akt/mTOR and NF-κB signaling pathways. Lupenone has anti-inflammatory, antiviral, antidiabetic and anticancer activities[1][2][3]. Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2].

   

Luteolin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

C15H10O6 (286.0477)


Luteolin is a naturally occurring flavonoid. (PMID:17168665). The flavonoids are polyphenolic compounds found as integral components of the human diet. They are universally present as constituents of flowering plants, particularly of food plants. The flavonoids are phenyl substituted chromones (benzopyran derivatives) consisting of a 15-carbon basic skeleton (C6-C3-C6), composed of a chroman (C6-C3) nucleus (the benzo ring A and the heterocyclic ring C), also shared by the tocopherols, with a phenyl (the aromatic ring B) substitution usually at the 2-position. Different substitutions can typically occur in the rings, A and B. Several plants and spices containing flavonoid derivatives have found application as disease preventive and therapeutic agents in traditional medicine in Asia for thousands of years. The selection of a particular food plant, plant tissue or herb for its potential health benefits appears to mirror its flavonoid composition. The much lower risk of colon, prostate and breast cancers in Asians, who consume more vegetables, fruits and tea than populations in the Western hemisphere do, raises the question of whether flavonoid components mediate the protective effects of diets rich in these foodstuffs by acting as natural chemopreventive and anticancer agents. An impressive body of information exists on the antitumoral action of plant flavonoids. In vitro work has concentrated on the direct and indirect actions of flavonoids on tumor cells, and has found a variety of anticancer effects such as cell growth and kinase activity inhibition, apoptosis induction, suppression of the secretion of matrix metalloproteinases and of tumor invasive behavior. Furthermore, some studies have reported the impairment of in vivo angiogenesis by dietary flavonoids. Experimental animal studies indicate that certain dietary flavonoids possess antitumoral activity. The hydroxylation pattern of the B ring of the flavones and flavonols, such as luteolin seems to critically influence their activities, especially the inhibition of protein kinase activity and antiproliferation. The different mechanisms underlying the potential anticancer action of plant flavonoids await further elucidation. Certain dietary flavonols and flavones targeting cell surface signal transduction enzymes, such as protein tyrosine and focal adhesion kinases, and the processes of angiogenesis appear to be promising candidates as anticancer agents. Further in vivo studies of these bioactive constituents is deemed necessary in order to develop flavonoid-based anticancer strategies. In view of the increasing interest in the association between dietary flavonoids and cancer initiation and progression, this important field is likely to witness expanded effort and to attract and stimulate further vigorous investigations (PMID:16097445). Luteolin is a tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 4, 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers. It has a role as an EC 2.3.1.85 (fatty acid synthase) inhibitor, an antineoplastic agent, a vascular endothelial growth factor receptor antagonist, a plant metabolite, a nephroprotective agent, an angiogenesis inhibitor, a c-Jun N-terminal kinase inhibitor, an anti-inflammatory agent, an apoptosis inducer, a radical scavenger and an immunomodulator. It is a 3-hydroxyflavonoid and a tetrahydroxyflavone. It is a conjugate acid of a luteolin-7-olate. Luteolin is a natural product found in Verbascum lychnitis, Carex fraseriana, and other organisms with data available. Luteolin is a naturally-occurring flavonoid, with potential anti-oxidant, anti-inflammatory, apoptosis-inducing and chemopreventive activities. Upon administration, luteolin scavenges free radicals, protects cells from reactive oxygen species (ROS)-induced damage and induces direct cell cycle arrest and apoptosis in tumor cells. This inhibits tumor cell proliferation and suppresses metastasis. 5,7,3,4-tetrahydroxy-flavone, one of the FLAVONES. See also: Chamomile (part of); Cannabis sativa subsp. indica top (part of); Fenugreek seed (part of). A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 4, 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers. Flavone v. widespread in plant world; found especies in celery, peppermint, rosemary, thyme and Queen Annes Lace leaves (wild carrot). Potential nutriceutical. Luteolin is found in many foods, some of which are soy bean, ginger, abalone, and swiss chard. Acquisition and generation of the data is financially supported in part by CREST/JST. IPB_RECORD: 361; CONFIDENCE confident structure CONFIDENCE standard compound; INTERNAL_ID 48 Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3]. Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3].

   

Isoorientin 7-O-(6'-O-(E)-feruloyl)glucoside

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

C21H20O11 (448.1006)


Isoorientin 7-o-(6-o-(e)-feruloyl)glucoside, also known as homoorientin or luteolin-6-C-beta-D-glucoside, is a member of the class of compounds known as flavonoid c-glycosides. Flavonoid c-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Isoorientin 7-o-(6-o-(e)-feruloyl)glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Isoorientin 7-o-(6-o-(e)-feruloyl)glucoside can be synthesized from luteolin. Isoorientin 7-o-(6-o-(e)-feruloyl)glucoside is also a parent compound for other transformation products, including but not limited to, isoorientin 7-O-glucoside, 7-O-[alpha-L-rhamnosyl-(1->2)-beta-D-glucosyl]isoorientin, and 7-O-(6-sinapoylglucosyl)isoorientin. Isoorientin 7-o-(6-o-(e)-feruloyl)glucoside can be found in barley, which makes isoorientin 7-o-(6-o-(e)-feruloyl)glucoside a potential biomarker for the consumption of this food product. Acquisition and generation of the data is financially supported in part by CREST/JST. [Raw Data] CBA21_Isoorientin_neg_20eV_1-3_01_1409.txt [Raw Data] CBA21_Isoorientin_pos_20eV_1-3_01_1382.txt [Raw Data] CBA21_Isoorientin_pos_50eV_1-3_01_1385.txt [Raw Data] CBA21_Isoorientin_neg_40eV_1-3_01_1411.txt [Raw Data] CBA21_Isoorientin_neg_10eV_1-3_01_1365.txt [Raw Data] CBA21_Isoorientin_neg_50eV_1-3_01_1412.txt [Raw Data] CBA21_Isoorientin_pos_10eV_1-3_01_1354.txt [Raw Data] CBA21_Isoorientin_pos_40eV_1-3_01_1384.txt [Raw Data] CBA21_Isoorientin_pos_30eV_1-3_01_1383.txt [Raw Data] CBA21_Isoorientin_neg_30eV_1-3_01_1410.txt Isoorientin is a potent inhibitor of COX-2 with an IC50 value of 39 μM. Isoorientin is a potent inhibitor of COX-2 with an IC50 value of 39 μM.

   

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).

   

Kaempferol

3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

C15H10O6 (286.0477)


Kaempferol is a tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 5, 7 and 4. Acting as an antioxidant by reducing oxidative stress, it is currently under consideration as a possible cancer treatment. It has a role as an antibacterial agent, a plant metabolite, a human xenobiotic metabolite, a human urinary metabolite, a human blood serum metabolite and a geroprotector. It is a member of flavonols, a 7-hydroxyflavonol and a tetrahydroxyflavone. It is a conjugate acid of a kaempferol oxoanion. Kaempferol is a natural product found in Lotus ucrainicus, Visnea mocanera, and other organisms with data available. Kaempferol is a natural flavonoid which has been isolated from Delphinium, Witch-hazel, grapefruit, and other plant sources. Kaempferol is a yellow crystalline solid with a melting point of 276-278 degree centigrade. It is slightly soluble in water, and well soluble in hot ethanol and diethyl ether. Kaempferol is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Cannabis sativa subsp. indica top (part of); Tussilago farfara flower (part of). Kaempferol, also known as rhamnolutein or c.i. 75640, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, kaempferol is considered to be a flavonoid molecule. A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 5, 7 and 4. Kaempferol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Kaempferol exists in all eukaryotes, ranging from yeast to humans. Kaempferol is a bitter tasting compound. Kaempferol is found, on average, in the highest concentration within a few different foods, such as saffrons, capers, and cumins and in a lower concentration in lovages, endives, and cloves. Kaempferol has also been detected, but not quantified, in several different foods, such as shallots, pine nuts, feijoa, kombus, and chicory leaves. This could make kaempferol a potential biomarker for the consumption of these foods. Kaempferol is a potentially toxic compound. Very widespread in the plant world, e.g. in Brassicaceae, Apocynaceae, Dilleniaceae, Ranunculaceae, Leguminosae, etc. Found especies in broccoli, capers, chives, kale, garden cress, fennel, lovage, dill weed and tarragon [CCD] A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 5, 7 and 4. Acting as an antioxidant by reducing oxidative stress, it is currently under consideration as a possible cancer treatment. CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3906; ORIGINAL_PRECURSOR_SCAN_NO 3905 CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3916; ORIGINAL_PRECURSOR_SCAN_NO 3915 CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3928; ORIGINAL_PRECURSOR_SCAN_NO 3927 CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 4291; ORIGINAL_PRECURSOR_SCAN_NO 4290 CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3918; ORIGINAL_PRECURSOR_SCAN_NO 3917 CONFIDENCE standard compound; INTERNAL_ID 898; DATASET 20200303_ENTACT_RP_MIX500; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3915; ORIGINAL_PRECURSOR_SCAN_NO 3914 Acquisition and generation of the data is financially supported in part by CREST/JST. INTERNAL_ID 2358; CONFIDENCE Reference Standard (Level 1) CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2358 CONFIDENCE standard compound; INTERNAL_ID 47 CONFIDENCE standard compound; ML_ID 45 Kaempferol (Kempferol), a flavonoid found in many edible plants, inhibits estrogen receptor α expression in breast cancer cells and induces apoptosis in glioblastoma cells and lung cancer cells by activation of MEK-MAPK. Kaempferol can be uesd for the research of breast cancer[1][2][3][4]. Kaempferol (Kempferol), a flavonoid found in many edible plants, inhibits estrogen receptor α expression in breast cancer cells and induces apoptosis in glioblastoma cells and lung cancer cells by activation of MEK-MAPK. Kaempferol can be uesd for the research of breast cancer[1][2][3][4].

   

Eriodictyol

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

C15H12O6 (288.0634)


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

   

Orientin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

C21H20O11 (448.1006)


Orientin is a C-glycosyl compound that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 8. It has a role as an antioxidant and a metabolite. It is a C-glycosyl compound, a tetrahydroxyflavone and a 3-hydroxyflavonoid. It is functionally related to a luteolin. Orientin is a natural product found in Itea chinensis, Vellozia epidendroides, and other organisms with data available. See also: Cannabis sativa subsp. indica top (part of); Fenugreek seed (part of); Acai fruit pulp (part of). Orientin is found in barley. Orientin is isolated from Hordeum vulgare (barley) and Passiflora incarnata (maypops).Orientin is a flavone, a chemical flavonoid-like compound found in the passion flower, the palm and Anadenanthera peregrina. Orientin is also reported in millets and in the Phyllostachys nigra bamboo leaves Isolated from Hordeum vulgare (barley) and Passiflora incarnata (maypops) [Raw Data] CBA20_Orientin_pos_40eV_1-2_01_1380.txt [Raw Data] CBA20_Orientin_neg_20eV_1-2_01_1405.txt [Raw Data] CBA20_Orientin_neg_50eV_1-2_01_1408.txt [Raw Data] CBA20_Orientin_neg_40eV_1-2_01_1407.txt [Raw Data] CBA20_Orientin_pos_50eV_1-2_01_1381.txt [Raw Data] CBA20_Orientin_neg_30eV_1-2_01_1406.txt [Raw Data] CBA20_Orientin_pos_20eV_1-2_01_1378.txt [Raw Data] CBA20_Orientin_pos_30eV_1-2_01_1379.txt [Raw Data] CBA20_Orientin_pos_10eV_1-2_01_1353.txt [Raw Data] CBA20_Orientin_neg_10eV_1-2_01_1364.txt Orientin is a naturally occurring bioactive flavonoid that possesses diverse biological properties, including anti-inflammation, anti-oxidative, anti-tumor, and cardio protection. Orientin is a promising neuroprotective agent suitable for therapy for neuropathic pain[1][2]. Orientin is a naturally occurring bioactive flavonoid that possesses diverse biological properties, including anti-inflammation, anti-oxidative, anti-tumor, and cardio protection. Orientin is a promising neuroprotective agent suitable for therapy for neuropathic pain[1][2].

   

Palmitic acid

hexadecanoic acid

C16H32O2 (256.2402)


Palmitic acid, also known as palmitate or hexadecanoic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, palmitic acid is considered to be a fatty acid lipid molecule. Palmitic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Palmitic acid can be found in a number of food items such as sacred lotus, spinach, shallot, and corn salad, which makes palmitic acid a potential biomarker for the consumption of these food products. Palmitic acid can be found primarily in most biofluids, including feces, sweat, cerebrospinal fluid (CSF), and urine, as well as throughout most human tissues. Palmitic acid exists in all living species, ranging from bacteria to humans. In humans, palmitic acid is involved in several metabolic pathways, some of which include alendronate action pathway, rosuvastatin action pathway, simvastatin action pathway, and cerivastatin action pathway. Palmitic acid is also involved in several metabolic disorders, some of which include hypercholesterolemia, familial lipoprotein lipase deficiency, ethylmalonic encephalopathy, and carnitine palmitoyl transferase deficiency (I). Moreover, palmitic acid is found to be associated with schizophrenia. Palmitic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Palmitic acid, or hexadecanoic acid in IUPAC nomenclature, is the most common saturated fatty acid found in animals, plants and microorganisms. Its chemical formula is CH3(CH2)14COOH, and its C:D is 16:0. As its name indicates, it is a major component of the oil from the fruit of oil palms (palm oil). Palmitic acid can also be found in meats, cheeses, butter, and dairy products. Palmitate is the salts and esters of palmitic acid. The palmitate anion is the observed form of palmitic acid at physiologic pH (7.4) . Palmitic acid is the first fatty acid produced during lipogenesis (fatty acid synthesis) and from which longer fatty acids can be produced. Palmitate negatively feeds back on acetyl-CoA carboxylase (ACC) which is responsible for converting acetyl-ACP to malonyl-ACP on the growing acyl chain, thus preventing further palmitate generation (DrugBank). Palmitic acid, or hexadecanoic acid, is one of the most common saturated fatty acids found in animals, plants, and microorganisms. As its name indicates, it is a major component of the oil from the fruit of oil palms (palm oil). Excess carbohydrates in the body are converted to palmitic acid. Palmitic acid is the first fatty acid produced during fatty acid synthesis and is the precursor to longer fatty acids. As a consequence, palmitic acid is a major body component of animals. In humans, one analysis found it to make up 21–30\\\% (molar) of human depot fat (PMID: 13756126), and it is a major, but highly variable, lipid component of human breast milk (PMID: 352132). Palmitic acid is used to produce soaps, cosmetics, and industrial mould release agents. These applications use sodium palmitate, which is commonly obtained by saponification of palm oil. To this end, palm oil, rendered from palm tree (species Elaeis guineensis), is treated with sodium hydroxide (in the form of caustic soda or lye), which causes hydrolysis of the ester groups, yielding glycerol and sodium palmitate. Aluminium salts of palmitic acid and naphthenic acid were combined during World War II to produce napalm. The word "napalm" is derived from the words naphthenic acid and palmitic acid (Wikipedia). Palmitic acid is also used in the determination of water hardness and is a surfactant of Levovist, an intravenous ultrasonic contrast agent. Hexadecanoic acid is a straight-chain, sixteen-carbon, saturated long-chain fatty acid. It has a role as an EC 1.1.1.189 (prostaglandin-E2 9-reductase) inhibitor, a plant metabolite, a Daphnia magna metabolite and an algal metabolite. It is a long-chain fatty acid and a straight-chain saturated fatty acid. It is a conjugate acid of a hexadecanoate. A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids. Palmitic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Palmitic Acid is a saturated long-chain fatty acid with a 16-carbon backbone. Palmitic acid is found naturally in palm oil and palm kernel oil, as well as in butter, cheese, milk and meat. Palmitic acid, or hexadecanoic acid is one of the most common saturated fatty acids found in animals and plants, a saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids. It occurs in the form of esters (glycerides) in oils and fats of vegetable and animal origin and is usually obtained from palm oil, which is widely distributed in plants. Palmitic acid is used in determination of water hardness and is an active ingredient of *Levovist*TM, used in echo enhancement in sonographic Doppler B-mode imaging and as an ultrasound contrast medium. A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids. A straight-chain, sixteen-carbon, saturated long-chain fatty acid. Palmitic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=57-10-3 (retrieved 2024-07-01) (CAS RN: 57-10-3). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Campesterol

(1S,2R,5S,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-7-en-5-ol

C28H48O (400.3705)


Campesterol is a phytosterol, meaning it is a steroid derived from plants. As a food additive, phytosterols have cholesterol-lowering properties (reducing cholesterol absorption in intestines), and may act in cancer prevention. Phytosterols naturally occur in small amount in vegetable oils, especially soybean oil. One such phytosterol complex, isolated from vegetable oil, is cholestatin, composed of campesterol, stigmasterol, and brassicasterol, and is marketed as a dietary supplement. Sterols can reduce cholesterol in human subjects by up to 15\\\\\%. The mechanism behind phytosterols and the lowering of cholesterol occurs as follows : the incorporation of cholesterol into micelles in the gastrointestinal tract is inhibited, decreasing the overall amount of cholesterol absorbed. This may in turn help to control body total cholesterol levels, as well as modify HDL, LDL and TAG levels. Many margarines, butters, breakfast cereals and spreads are now enriched with phytosterols and marketed towards people with high cholesterol and a wish to lower it. -- Wikipedia. Campesterol is a member of phytosterols, a 3beta-sterol, a 3beta-hydroxy-Delta(5)-steroid and a C28-steroid. It has a role as a mouse metabolite. It derives from a hydride of a campestane. Campesterol is a natural product found in Haplophyllum bucharicum, Bugula neritina, and other organisms with data available. Campesterol is a steroid derivative that is the simplest sterol, characterized by the hydroxyl group in position C-3 of the steroid skeleton, and saturated bonds throughout the sterol structure, with the exception of the 5-6 double bond in the B ring. Campesterol. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=474-62-4 (retrieved 2024-07-01) (CAS RN: 474-62-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Campesterol is a plant sterol with cholesterol lowering and anticarcinogenic effects. Campesterol is a plant sterol with cholesterol lowering and anticarcinogenic effects.

   

Stigmasterol

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

C29H48O (412.3705)


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

   

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].

   

Lupeol

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

C30H50O (426.3861)


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

   

Betulinic acid

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

C30H48O3 (456.3603)


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

   

Chrysoeriol

3 inverted exclamation mark -Methoxy-4 inverted exclamation mark ,5,7-trihydroxyflavone

C16H12O6 (300.0634)


Chrysoeriol, also known as 3-O-methylluteolin, belongs to the class of organic compounds known as 3-O-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone. Thus, chrysoeriol is considered to be a flavonoid lipid molecule. Chrysoeriol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Chrysoeriol is a bitter-tasting compound. Outside of the human body, chrysoeriol has been detected, but not quantified in, several different foods, such as wild celeries, ryes, hard wheat, alfalfa, and triticales. This could make chrysoeriol a potential biomarker for the consumption of these foods. 4,5,7-trihydroxy-3-methoxyflavone is the 3-O-methyl derivative of luteolin. It has a role as an antineoplastic agent, an antioxidant and a metabolite. It is a trihydroxyflavone and a monomethoxyflavone. It is functionally related to a luteolin. It is a conjugate acid of a 4,5-dihydroxy-3-methoxyflavon-7-olate(1-). Chrysoeriol is a natural product found in Haplophyllum ramosissimum, Myoporum tenuifolium, and other organisms with data available. See also: Acai (part of); Acai fruit pulp (part of). Widespread flavone. Chrysoeriol is found in many foods, some of which are peanut, german camomile, tarragon, and alfalfa. The 3-O-methyl derivative of luteolin. Chrysoeriol, a natural flavonoid extracted from the tropical plant Coronopus didymus, exhibits potent antioxidant activity. Chrysoeriol shows significant inhibition of lipid peroxidation[1]. Chrysoeriol, a natural flavonoid extracted from the tropical plant Coronopus didymus, exhibits potent antioxidant activity. Chrysoeriol shows significant inhibition of lipid peroxidation[1].

   

Isorhamnetin

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-methoxy-

C16H12O7 (316.0583)


3,4,5,7-tetrahydroxy-3-methoxyflavone is a tetrahydroxyflavone having the 4-hydroxy groups located at the 3- 4- 5- and 7-positions as well as a methoxy group at the 2-position. It has a role as a metabolite and an antimicrobial agent. It is a tetrahydroxyflavone and a monomethoxyflavone. It is functionally related to a quercetin. It is a conjugate acid of a 3,4,5-trihydroxy-3-methoxyflavon-7-olate. 3-O-Methylquercetin is a natural product found in Lotus ucrainicus, Wollastonia biflora, and other organisms with data available. See also: Tobacco Leaf (part of). 3-O-Methylquercetin (3-MQ), a main constituent of Rhamnus nakaharai, inhibits total cAMP and cGMP-phosphodiesterase (PDE) of guinea pig trachealis. 3-O-Methylquercetin (3-MQ) exhibits IC50 values ranging from 1.6-86.9 μM for PDE isozymes (PDE1-5)[1]. 3-O-Methylquercetin (3-MQ), a main constituent of Rhamnus nakaharai, inhibits total cAMP and cGMP-phosphodiesterase (PDE) of guinea pig trachealis. 3-O-Methylquercetin (3-MQ) exhibits IC50 values ranging from 1.6-86.9 μM for PDE isozymes (PDE1-5)[1].

   

Isorhamnetin

4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-

C16H12O7 (316.0583)


Isorhamnetin is the methylated metabolite of quercetin. Quercetin is an important dietary flavonoid with in vitro antioxidant activity. However, it is found in human plasma as conjugates with glucuronic acid, sulfate or methyl groups, with no significant amounts of free quercetin present. Isorhamnetin prevents endothelial cell injuries from oxidized LDL via inhibition of lectin-like ox-LDL receptor-1 upregulation, interference of ox-LDL-mediated intracellular signaling pathway (p38MAPK activation, NF-kappaB nuclear translocation, eNOS expression) and the antioxidant activity of isorhamnetin. Isorhamnetin prevents endothelial dysfunction, superoxide production, and overexpression of p47phox induced by angiotensin II. Isorhamnetin appears to be a potent drug against esophageal cancer due to its in vitro potential to not only inhibit proliferation but also induce apoptosis of Eca-109 cells. (PMID: 15493462, 17368593, 17374653, 16963021). Isorhamnetin is a monomethoxyflavone that is quercetin in which the hydroxy group at position 3 is replaced by a methoxy group. It has a role as an EC 1.14.18.1 (tyrosinase) inhibitor, an anticoagulant and a metabolite. It is a 7-hydroxyflavonol, a tetrahydroxyflavone and a monomethoxyflavone. It is functionally related to a quercetin. It is a conjugate acid of an isorhamnetin(1-). Isorhamnetin is a natural product found in Lotus ucrainicus, Strychnos pseudoquina, and other organisms with data available. Isorhamnetin is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Peumus boldus leaf (part of). Widespread flavonol found especially in bee pollen, chives, corn poppy leaves, garden cress, fennel, hartwort, red onions, pears, dillweed, parsley and tarragon. Isorhamnetin is found in many foods, some of which are italian sweet red pepper, carrot, yellow wax bean, and lemon balm. A monomethoxyflavone that is quercetin in which the hydroxy group at position 3 is replaced by a methoxy group. Acquisition and generation of the data is financially supported in part by CREST/JST. Isorhamnetin is a flavonoid compound extracted from the Chinese herb Hippophae rhamnoides L.. Isorhamnetin suppresses skin cancer through direct inhibition of MEK1 and PI3K. Isorhamnetin is a flavonoid compound extracted from the Chinese herb Hippophae rhamnoides L.. Isorhamnetin suppresses skin cancer through direct inhibition of MEK1 and PI3K.

   

Oleic acid

Emersol 221 low titer white oleic acid

C18H34O2 (282.2559)


Oleic acid (or 9Z)-Octadecenoic acid) is an unsaturated C-18 or an omega-9 fatty acid that is the most widely distributed and abundant fatty acid in nature. It occurs naturally in various animal and vegetable fats and oils. It is an odorless, colorless oil, although commercial samples may be yellowish. The name derives from the Latin word oleum, which means oil. Oleic acid is the most abundant fatty acid in human adipose tissue, and the second most abundant in human tissues overall, following palmitic acid. Oleic acid is a component of the normal human diet, being a part of animal fats and vegetable oils. Triglycerides of oleic acid represent the majority of olive oil (about 70\\\\%). Oleic acid triglycerides also make up 59–75\\\\% of pecan oil, 61\\\\% of canola oil, 36–67\\\\% of peanut oil, 60\\\\% of macadamia oil, 20–80\\\\% of sunflower oil, 15–20\\\\% of grape seed oil, sea buckthorn oil, 40\\\\% of sesame oil, and 14\\\\% of poppyseed oil. High oleic variants of plant sources such as sunflower (~80\\\\%) and canola oil (70\\\\%) also have been developed. consumption has been associated with decreased low-density lipoprotein (LDL) cholesterol, and possibly with increased high-density lipoprotein (HDL) cholesterol, however, the ability of oleic acid to raise HDL is still debated. Oleic acid may be responsible for the hypotensive (blood pressure reducing) effects of olive oil that is considered a health benefit. Oleic acid is used in manufacturing of surfactants, soaps, plasticizers. It is also used as an emulsifying agent in foods and pharmaceuticals. Oleic acid is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent. Major constituent of plant oils e.g. olive oil (ca. 80\\\\%), almond oil (ca. 80\\\\%) and many others, mainly as glyceride. Constituent of tall oiland is also present in apple, melon, raspberry oil, tomato, banana, roasted peanuts, black tea, rice bran, cardamon, plum brandy, peated malt, dairy products and various animal fats. Component of citrus fruit coatings. Emulsifying agent in foods CONFIDENCE standard compound; INTERNAL_ID 290 COVID info from WikiPathways Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2]. Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2].

   

Rhamnetin

3 3 4 5-tetrahydroxy-7-methoxyflavone

C16H12O7 (316.0583)


Acquisition and generation of the data is financially supported in part by CREST/JST. Rhamnetin is a quercetin derivative found in Coriandrum sativum, inhibits secretory phospholipase A2, with antioxidant and anti-inflammatory activity[1]. Rhamnetin is a quercetin derivative found in Coriandrum sativum, inhibits secretory phospholipase A2, with antioxidant and anti-inflammatory activity[1]. Rhamnetin is a quercetin derivative found in Coriandrum sativum, inhibits secretory phospholipase A2, with antioxidant and anti-inflammatory activity[1].

   

3-O-Methylkaempferol

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-4H-chromen-4-one

C16H12O6 (300.0634)


3-o-methylkaempferol, also known as 5,7,4-trihydroxy-3-methoxyflavone or isokaempferide, is a member of the class of compounds known as 3-o-methylated flavonoids. 3-o-methylated flavonoids are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone. Thus, 3-o-methylkaempferol is considered to be a flavonoid lipid molecule. 3-o-methylkaempferol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 3-o-methylkaempferol can be found in common bean and coriander, which makes 3-o-methylkaempferol a potential biomarker for the consumption of these food products.

   

Pterostilbene

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

C16H16O3 (256.1099)


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

   

Tamarixetin

4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)-

C16H12O7 (316.0583)


Tamarixetin is a monomethoxyflavone that is quercetin methylated at position O-4. Isolated from Cyperus teneriffae. It has a role as a metabolite and an antioxidant. It is a 7-hydroxyflavonol, a monomethoxyflavone and a tetrahydroxyflavone. It is functionally related to a quercetin. Tamarixetin is a natural product found in Ageratina altissima, Chromolaena odorata, and other organisms with data available. See also: Trifolium pratense flower (part of). A monomethoxyflavone that is quercetin methylated at position O-4. Isolated from Cyperus teneriffae. Tamarixetin (4'-O-Methyl Quercetin) is a natural flavonoid derivative of quercetin, with anti-oxidative and anti-inflammatory effects. Tamarixetin protects against cardiac hypertrophy[1][2]. Tamarixetin (4'-O-Methyl Quercetin) is a natural flavonoid derivative of quercetin, with anti-oxidative and anti-inflammatory effects. Tamarixetin protects against cardiac hypertrophy[1][2].

   

Vicenin 2

5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one

C27H30O15 (594.1585)


Constituent of lemons (Citrus limon). Vicenin 2 is found in many foods, some of which are common salsify, fenugreek, sweet orange, and cucumber. Vicenin 2 is found in citrus. Vicenin 2 is a constituent of lemons (Citrus limon) Vicenin 2 is an angiotensin-converting enzyme (ACE) inhibitor (IC50=43.83 μM) from the aerial parts of Desmodium styracifolium[1]. Vicenin 2 is an angiotensin-converting enzyme (ACE) inhibitor (IC50=43.83 μM) from the aerial parts of Desmodium styracifolium[1].

   

Velloquercetin

2,3-Dihydro-2- (1-methylethenyl) -7- (3,4-dihydroxyphenyl) -4,6-dihydroxy-5H-furo [ 3,2-g ] [ 1 ] benzopyran-5-one

C20H16O7 (368.0896)


An extended flavonoid that consists of quercetin substituted by a 2-isopropenyldihydrofuran ring across positions 6 and 7.

   

Isoorientin

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

C21H20O11 (448.1006)


Isoorientin is a flavone C-glycoside consisting of luteolin having a beta-D-glucosyl residue at the 6-position. It has a role as a radical scavenger and an antineoplastic agent. It is a tetrahydroxyflavone and a flavone C-glycoside. It is functionally related to a luteolin. It is a conjugate acid of an isoorientin(1-). Isoorientin is a natural product found in Carex fraseriana, Itea chinensis, and other organisms with data available. See also: Acai fruit pulp (part of). A C-glycosyl compound consisting of luteolin having a beta-D-glucosyl residue at the 6-position. Isoorientin is a potent inhibitor of COX-2 with an IC50 value of 39 μM. Isoorientin is a potent inhibitor of COX-2 with an IC50 value of 39 μM.

   

Isoorientin

Luteolin 6-C-glucoside

C21H20O11 (448.1006)


Isoorientin is a potent inhibitor of COX-2 with an IC50 value of 39 μM. Isoorientin is a potent inhibitor of COX-2 with an IC50 value of 39 μM.

   

Isoorientin 7-glucoside

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

C27H30O16 (610.1534)


Isoorientin 7-glucoside is found in barley. Isoorientin 7-glucoside is found in barley seedlings (Hordeum vulgare) and other plants in Gramineae, Leguminosae and Lemnaceae. Found in barley seedlings (Hordeum vulgare) and other plants in Gramineae, Leguminosae and Lemnaceae

   

Isoorientin

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

C21H20O11 (448.1006)


   

Lupenone

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

C30H48O (424.3705)


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

   

Taraxerone

4,4,6a,8a,11,11,12b,14b-Octamethyl-1,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-octadecahydro-3(2H)-picenone

C30H48O (424.3705)


   

Tricin 5-glucoside

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

C23H24O12 (492.1268)


Tricin 5-glucoside is a member of the class of compounds known as flavonoid o-glycosides. Flavonoid o-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Tricin 5-glucoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Tricin 5-glucoside can be found in rice, which makes tricin 5-glucoside a potential biomarker for the consumption of this food product.

   

Pterostilbene

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

C16H16O3 (256.1099)


Pterostilbene is a member of the class of compounds known as stilbenes. Stilbenes are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Pterostilbene is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Pterostilbene can be found in common grape and grape wine, which makes pterostilbene a potential biomarker for the consumption of these food products. Pterostilbene is a stilbenoid chemically related to resveratrol. In plants, it serves a defensive phytoalexin role . Pterostilbene is a stilbenoid isolated from blueberries and Pterocarpus marsupium[1]. Shows anti-oxidant, anti-inflammatory, anti-carcinogenic, anti-diabetic and anti-obesity properties[1][4]. Pterostilbene blocks ROS production[3], also exhibits inhibitory activity against various free radicals such as DPPH, ABTS, hydroxyl, superoxide and hydrogen peroxide[4]. Pterostilbene is a stilbenoid isolated from blueberries and Pterocarpus marsupium[1]. Shows anti-oxidant, anti-inflammatory, anti-carcinogenic, anti-diabetic and anti-obesity properties[1][4]. Pterostilbene blocks ROS production[3], also exhibits inhibitory activity against various free radicals such as DPPH, ABTS, hydroxyl, superoxide and hydrogen peroxide[4].

   

Pterostilbene

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

C16H16O3 (256.1099)


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

   

Pleurostimin 7-glucoside

5,6,7,3,4-Pentahydroxy-8-methoxyflavone 7-glucoside

C22H22O13 (494.106)


   

Velloquercetin 3-methyl ether

5,3,4-Trihydroxy-3-methoxy-5"-isopropenyl-4",5"-dihydrofurano [ 2,3:7,6 ] flavone

C21H18O7 (382.1052)


   

Velloeriodictyol

Velloeriodictyol

C20H18O6 (354.1103)


   

Vellokaempferol 3-methyl ether

5,4-Dihydroxy-3-methoxy-5"-isopropenyl-4",5"-dihydrofurano [ 2,3:7,6 ] flavone

C21H18O6 (366.1103)


   

6,8-Diprenyleriodictyol

(S) -2- (3,4-Dihydroxyphenyl) -2,3-dihydro-5,7-dihydroxy-6,8-bis (3-methyl-2-butenyl) -4H-1-Benzopyran-4-one

C25H28O6 (424.1886)


   

Palmitic Acid

n-Hexadecanoic acid

C16H32O2 (256.2402)


COVID info from WikiPathways D004791 - Enzyme Inhibitors Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

Chrysosplenol D

2-(3,4-Dihydroxyphenyl)-5-hydroxy-3,6,7-trimethoxy-4H-1-benzopyran-4-one

C18H16O8 (360.0845)


Chrysosplenol D is a methoxy flavonoid that induces ERK1/2-mediated apoptosis in triple negative human breast cancer cells. Chrysosplenol D also exhibits anti-inflammatory and moderate antitrypanosomal activities[1][2][3][4]. Chrysosplenol D is a methoxy flavonoid that induces ERK1/2-mediated apoptosis in triple negative human breast cancer cells. Chrysosplenol D also exhibits anti-inflammatory and moderate antitrypanosomal activities[1][2][3][4].

   

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].

   

Stigmasterol

Stigmasterol

C29H48O (412.3705)


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

   

Luteolin

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy- (9CI)

C15H10O6 (286.0477)


Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.976 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.975 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.968 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.971 Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3]. Luteolin (Luteoline), a flavanoid compound, is a potent Nrf2 inhibitor. Luteolin has anti-inflammatory, anti-cancer properties, including the induction of apoptosis and cell cycle arrest, and the inhibition of metastasis and angiogenesis, in several cancer cell lines, including human non-small lung cancer cells[1][2][3].

   

Eriodictyol

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

C15H12O6 (288.0634)


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

   

Lutexin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-4-one

C21H20O11 (448.1006)


Orientin is a naturally occurring bioactive flavonoid that possesses diverse biological properties, including anti-inflammation, anti-oxidative, anti-tumor, and cardio protection. Orientin is a promising neuroprotective agent suitable for therapy for neuropathic pain[1][2]. Orientin is a naturally occurring bioactive flavonoid that possesses diverse biological properties, including anti-inflammation, anti-oxidative, anti-tumor, and cardio protection. Orientin is a promising neuroprotective agent suitable for therapy for neuropathic pain[1][2].

   

Isoorientin

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

C21H20O11 (448.1006)


Isolated from wheat leaves (Triticum species). Isoorientin 6-diglucoside is found in wheat and cereals and cereal products. Isoorientin is a member of the class of compounds known as flavonoid c-glycosides. Flavonoid c-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Isoorientin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Isoorientin can be found in a number of food items such as oat, prairie turnip, common buckwheat, and common salsify, which makes isoorientin a potential biomarker for the consumption of these food products. Isoorientin (or homoorientin) is a flavone, a chemical flavonoid-like compound. It is the luteolin-6-C-glucoside. Bioassay-directed fractionation techniques led to isolation of isoorientin as the main hypoglycaemic component in Gentiana olivieri . Isoorientin is a potent inhibitor of COX-2 with an IC50 value of 39 μM. Isoorientin is a potent inhibitor of COX-2 with an IC50 value of 39 μM.

   

Lonicerin

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

C27H30O15 (594.1585)


Lonicerin is an anti-algE (alginate secretion protein) flavonoid with inhibitory activity for P. aeruginosa. Lonicerin prevents inflammation and apoptosis in LPS-induced acute lung injury[1][2]. Lonicerin is an anti-algE (alginate secretion protein) flavonoid with inhibitory activity for P. aeruginosa. Lonicerin prevents inflammation and apoptosis in LPS-induced acute lung injury[1][2].

   

lutonarin

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

C27H30O16 (610.1534)


   

Isorhamnetin

4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(3-hydroxy-4-methoxyphenyl)- (9CI)

C16H12O7 (316.0583)


Glucoside present in the leaves of Peumus boldus (boldo). Isorhamnetin 3-dirhamnoside is found in fruits. Annotation level-1 Isorhamnetin is a flavonoid compound extracted from the Chinese herb Hippophae rhamnoides L.. Isorhamnetin suppresses skin cancer through direct inhibition of MEK1 and PI3K. Isorhamnetin is a flavonoid compound extracted from the Chinese herb Hippophae rhamnoides L.. Isorhamnetin suppresses skin cancer through direct inhibition of MEK1 and PI3K.

   

lupeol

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

C30H50O (426.3861)


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

   

Lupenone

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

C30H48O (424.3705)


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

   

Taraxerone

Taraxerone

C30H48O (424.3705)


   

betulinic acid

betulinic acid

C30H48O3 (456.3603)


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

   

Quercetin 3-methyl ether

Quercetin 3-methyl ether

C16H12O7 (316.0583)


   
   

Rhamnetin

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy- (9CI)

C16H12O7 (316.0583)


Rhamnetin is a monomethoxyflavone that is quercetin methylated at position 7. It has a role as a metabolite, an antioxidant and an anti-inflammatory agent. It is a monomethoxyflavone and a tetrahydroxyflavone. It is functionally related to a quercetin. It is a conjugate acid of a rhamnetin-3-olate. Rhamnetin is a natural product found in Ageratina altissima, Ammannia auriculata, and other organisms with data available. A monomethoxyflavone that is quercetin methylated at position 7. 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4h-chromen-4-one, also known as 7-methoxyquercetin or quercetin 7-methyl ether, is a member of the class of compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4h-chromen-4-one is considered to be a flavonoid lipid molecule. 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4h-chromen-4-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4h-chromen-4-one can be found in a number of food items such as tea, apple, sweet orange, and parsley, which makes 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4h-chromen-4-one a potential biomarker for the consumption of these food products. Rhamnetin is a quercetin derivative found in Coriandrum sativum, inhibits secretory phospholipase A2, with antioxidant and anti-inflammatory activity[1]. Rhamnetin is a quercetin derivative found in Coriandrum sativum, inhibits secretory phospholipase A2, with antioxidant and anti-inflammatory activity[1]. Rhamnetin is a quercetin derivative found in Coriandrum sativum, inhibits secretory phospholipase A2, with antioxidant and anti-inflammatory activity[1].

   

Campesterol

Campesterol

C28H48O (400.3705)


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

   

Chrysoeriol

Chrysoeriol (Luteolin 3-methyl ether)

C16H12O6 (300.0634)


Chrysoeriol, a natural flavonoid extracted from the tropical plant Coronopus didymus, exhibits potent antioxidant activity. Chrysoeriol shows significant inhibition of lipid peroxidation[1]. Chrysoeriol, a natural flavonoid extracted from the tropical plant Coronopus didymus, exhibits potent antioxidant activity. Chrysoeriol shows significant inhibition of lipid peroxidation[1].

   

Orientin

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one

C21H20O11 (448.1006)


Orientin is a C-glycosyl compound that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 8. It has a role as an antioxidant and a metabolite. It is a C-glycosyl compound, a tetrahydroxyflavone and a 3-hydroxyflavonoid. It is functionally related to a luteolin. Orientin is a natural product found in Itea chinensis, Vellozia epidendroides, and other organisms with data available. See also: Cannabis sativa subsp. indica top (part of); Fenugreek seed (part of); Acai fruit pulp (part of). A C-glycosyl compound that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 8. Orientin is a naturally occurring bioactive flavonoid that possesses diverse biological properties, including anti-inflammation, anti-oxidative, anti-tumor, and cardio protection. Orientin is a promising neuroprotective agent suitable for therapy for neuropathic pain[1][2]. Orientin is a naturally occurring bioactive flavonoid that possesses diverse biological properties, including anti-inflammation, anti-oxidative, anti-tumor, and cardio protection. Orientin is a promising neuroprotective agent suitable for therapy for neuropathic pain[1][2].

   

Oleic acid

cis-9-Octadecenoic acid

C18H34O2 (282.2559)


An octadec-9-enoic acid in which the double bond at C-9 has Z (cis) stereochemistry. Oleic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=112-80-1 (retrieved 2024-07-16) (CAS RN: 112-80-1). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Elaidic acid is the major trans fat found in hydrogenated vegetable oils and can be used as a pharmaceutical solvent. Elaidic acid is the major trans fat found in hydrogenated vegetable oils and can be used as a pharmaceutical solvent. Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2]. Oleic acid (9-cis-Octadecenoic acid) is an abundant monounsaturated fatty acid[1]. Oleic acid is a Na+/K+ ATPase activator[2].

   

Isokaempferide

5,7,4-trihydroxy-3-methoxyflavone

C16H12O6 (300.0634)


   

Vicenin 2

Vicenin 2

C27H30O15 (594.1585)


Annotation level-1

   

Hexadecanoic acid

Hexadecanoic acid

C16H32O2 (256.2402)


   

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-4H-chromen-4-one

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-4H-chromen-4-one

C16H12O6 (300.0634)


   

Magdalenic acid

Magdalenic acid

C20H30O2 (302.2246)


   

Tropanserin

Tropanserin

C17H23NO2 (273.1729)


C78272 - Agent Affecting Nervous System > C66885 - Serotonin Antagonist Tropanserin is a serotoninergic active compound, as well as a 5HT3 receptor antagonist. Tropanserin modulates Cardio-respiratory reflex effects of an exogenous serotonin challenge[1].

   

Mairin

(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-Hydroxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-eicosahydro-cyclopenta[a]chrysene-3a-carboxylic acid

C30H48O3 (456.3603)


C308 - Immunotherapeutic Agent > C2139 - Immunostimulant Betulinic acid is a natural pentacyclic triterpenoid, acts as a eukaryotic topoisomerase I inhibitor, with an IC50 of 5 μM, and possesses anti-HIV, anti-malarial, anti-inflammatory and anti-tumor properties[1][2][3][4]. Betulinic acid is a natural pentacyclic triterpenoid, acts as a eukaryotic topoisomerase I inhibitor, with an IC50 of 5 μM, and possesses anti-HIV, anti-malarial, anti-inflammatory and anti-tumor properties[1][2][3][4].

   

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].

   

Stigmasterin

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

C29H48O (412.3705)


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

   

7-ethenyl-6-hydroxy-1,1,4a,7-tetramethyl-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

7-ethenyl-6-hydroxy-1,1,4a,7-tetramethyl-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

C20H30O2 (302.2246)


   

7-(4-hydroxy-3-methoxyphenyl)-4,6-dimethoxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

7-(4-hydroxy-3-methoxyphenyl)-4,6-dimethoxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

C23H22O7 (410.1365)


   

4,4,6a,6b,8a,11,11,14b-octamethyl-2,4a,5,6,7,8,9,10,12,12a-decahydro-1h-picen-3-one

4,4,6a,6b,8a,11,11,14b-octamethyl-2,4a,5,6,7,8,9,10,12,12a-decahydro-1h-picen-3-one

C30H46O (422.3548)


   

8-ethyl-1,1,4a,7-tetramethyl-10,10a-dihydrophenanthrene-2,9-dione

8-ethyl-1,1,4a,7-tetramethyl-10,10a-dihydrophenanthrene-2,9-dione

C20H24O2 (296.1776)


   

(2r)-7-(4-hydroxy-3-methoxyphenyl)-4,6-dimethoxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

(2r)-7-(4-hydroxy-3-methoxyphenyl)-4,6-dimethoxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

C23H22O7 (410.1365)


   

(2s)-7-(4-hydroxyphenyl)-4,6-dimethoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

(2s)-7-(4-hydroxyphenyl)-4,6-dimethoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

C23H22O6 (394.1416)


   

8-ethyl-1,1,4a,7-tetramethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one

8-ethyl-1,1,4a,7-tetramethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one

C20H28O (284.214)


   

(4as,5s,7r,10ar)-5-hydroxy-1,1,4a,7-tetramethyl-7-[(2r)-oxiran-2-yl]-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

(4as,5s,7r,10ar)-5-hydroxy-1,1,4a,7-tetramethyl-7-[(2r)-oxiran-2-yl]-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

C20H30O3 (318.2195)


   

(2s,3s,4bs,8as)-2-ethenyl-2,4b,8,8-tetramethyl-4,10-dioxo-3,5,6,7,8a,9-hexahydro-1h-phenanthren-3-yl acetate

(2s,3s,4bs,8as)-2-ethenyl-2,4b,8,8-tetramethyl-4,10-dioxo-3,5,6,7,8a,9-hexahydro-1h-phenanthren-3-yl acetate

C22H30O4 (358.2144)


   

(2r)-7-(4-hydroxyphenyl)-4,6-dimethoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

(2r)-7-(4-hydroxyphenyl)-4,6-dimethoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

C23H22O6 (394.1416)


   

3-[2-(1,2,4a,5-tetramethyl-7-oxo-3,4,8,8a-tetrahydro-2h-naphthalen-1-yl)ethyl]-5h-furan-2-one

3-[2-(1,2,4a,5-tetramethyl-7-oxo-3,4,8,8a-tetrahydro-2h-naphthalen-1-yl)ethyl]-5h-furan-2-one

C20H28O3 (316.2038)


   

(4as,4br,7r,8r,8as,10as)-7-ethenyl-8,8a-dihydroxy-4a,7-dimethyl-1-methylidene-octahydro-2h-phenanthren-9-one

(4as,4br,7r,8r,8as,10as)-7-ethenyl-8,8a-dihydroxy-4a,7-dimethyl-1-methylidene-octahydro-2h-phenanthren-9-one

C19H28O3 (304.2038)


   

7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

C20H30O (286.2297)


   

(1s,4r,9r,10s,11r,13s)-10-hydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-11-yl acetate

(1s,4r,9r,10s,11r,13s)-10-hydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-11-yl acetate

C22H34O3 (346.2508)


   

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-methoxy-6-(3-methylbut-2-en-1-yl)chromen-4-one

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-methoxy-6-(3-methylbut-2-en-1-yl)chromen-4-one

C21H20O7 (384.1209)


   

5-hydroxy-2-(4-hydroxyphenyl)-3,6,7-trimethoxy-8-methylchromen-4-one

5-hydroxy-2-(4-hydroxyphenyl)-3,6,7-trimethoxy-8-methylchromen-4-one

C19H18O7 (358.1052)


   

(2s)-7-(3,4-dimethoxyphenyl)-4,6-dihydroxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

(2s)-7-(3,4-dimethoxyphenyl)-4,6-dihydroxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

C22H20O7 (396.1209)


   

(4as,4bs,5s,7r,8ar)-7-ethenyl-4a,5-dihydroxy-1,1,4b,7-tetramethyl-3,4,5,6,8,8a-hexahydro-2h-phenanthren-9-one

(4as,4bs,5s,7r,8ar)-7-ethenyl-4a,5-dihydroxy-1,1,4b,7-tetramethyl-3,4,5,6,8,8a-hexahydro-2h-phenanthren-9-one

C20H30O3 (318.2195)


   

(1r,4as,4br,7r,8r,8ar,9s,10ar)-7-ethenyl-8,8a,9-trihydroxy-1,4a,7-trimethyl-decahydrophenanthrene-1-carboxylic acid

(1r,4as,4br,7r,8r,8ar,9s,10ar)-7-ethenyl-8,8a,9-trihydroxy-1,4a,7-trimethyl-decahydrophenanthrene-1-carboxylic acid

C20H32O5 (352.225)


   

(1r,2s,3s,5r,10r)-5-ethenyl-2,5,11,11-tetramethyl-12-oxo-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadec-13-en-3-yl acetate

(1r,2s,3s,5r,10r)-5-ethenyl-2,5,11,11-tetramethyl-12-oxo-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadec-13-en-3-yl acetate

C22H30O4 (358.2144)


   

(1r,2r,4ar,4bs,8as,10s,10ar)-2-ethenyl-2,4b,8,8-tetramethyl-decahydrophenanthrene-1,10,10a-triol

(1r,2r,4ar,4bs,8as,10s,10ar)-2-ethenyl-2,4b,8,8-tetramethyl-decahydrophenanthrene-1,10,10a-triol

C20H34O3 (322.2508)


   

(4as,7s,10as)-7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

(4as,7s,10as)-7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

C20H30O (286.2297)


   

(8-ethyl-1,4a,7-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl)methanol

(8-ethyl-1,4a,7-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl)methanol

C20H30O (286.2297)


   

(1r,10s,11s)-6-ethyl-5,11-dimethyl-14-oxatetracyclo[9.3.3.0¹,¹⁰.0²,⁷]heptadeca-2(7),3,5-triene-8,12-dione

(1r,10s,11s)-6-ethyl-5,11-dimethyl-14-oxatetracyclo[9.3.3.0¹,¹⁰.0²,⁷]heptadeca-2(7),3,5-triene-8,12-dione

C20H24O3 (312.1725)


   

3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-9-one

3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-tetradecahydro-1h-cyclopenta[a]chrysen-9-one

C30H48O (424.3705)


   

(1s,4as,10ar)-8-ethyl-1,4a,7-trimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carbaldehyde

(1s,4as,10ar)-8-ethyl-1,4a,7-trimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carbaldehyde

C20H28O (284.214)


   

1,1,4a,7-tetramethyl-7-(oxiran-2-yl)-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

1,1,4a,7-tetramethyl-7-(oxiran-2-yl)-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

C20H30O2 (302.2246)


   

7-ethenyl-8a-hydroxy-1,1,4a,7-tetramethyl-octahydro-3h-phenanthren-2-one

7-ethenyl-8a-hydroxy-1,1,4a,7-tetramethyl-octahydro-3h-phenanthren-2-one

C20H32O2 (304.2402)


   

2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-8-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-7-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-8-[(2s,3r,4r,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-7-yl (2e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

C30H26O14 (610.1322)


   

(1s,4r,9r,13r)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-10-ene

(1s,4r,9r,13r)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-10-ene

C20H30 (270.2347)


   

(4as,10ar)-8-ethyl-1,1,4a,7-tetramethyl-3,4,10,10a-tetrahydrophenanthrene-2,9-dione

(4as,10ar)-8-ethyl-1,1,4a,7-tetramethyl-3,4,10,10a-tetrahydrophenanthrene-2,9-dione

C20H26O2 (298.1933)


   

(2s)-7-(4-hydroxy-3-methoxyphenyl)-4,6-dimethoxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

(2s)-7-(4-hydroxy-3-methoxyphenyl)-4,6-dimethoxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

C23H22O7 (410.1365)


   

1-(2-hydroxy-6-methyl-5-methylideneheptan-2-yl)-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-ol

1-(2-hydroxy-6-methyl-5-methylideneheptan-2-yl)-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-ol

C31H54O2 (458.4124)


   

(2r,4as,4bs,8as,10as)-2-ethenyl-2,4b,8,8-tetramethyl-octahydro-1h-phenanthrene-4,10-dione

(2r,4as,4bs,8as,10as)-2-ethenyl-2,4b,8,8-tetramethyl-octahydro-1h-phenanthrene-4,10-dione

C20H30O2 (302.2246)


   

7-ethenyl-8,8a,9-trihydroxy-1,4a,7-trimethyl-decahydrophenanthrene-1-carboxylic acid

7-ethenyl-8,8a,9-trihydroxy-1,4a,7-trimethyl-decahydrophenanthrene-1-carboxylic acid

C20H32O5 (352.225)


   

5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-11-one

5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-11-one

C20H30O (286.2297)


   

5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-10-en-12-one

5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-10-en-12-one

C20H28O (284.214)


   

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

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

C26H28O15 (580.1428)


   

10-hydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-11-one

10-hydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-11-one

C20H30O2 (302.2246)


   

5,13,13-trimethyl-9,18-dioxapentacyclo[8.6.2.1²,⁶.0¹,¹².0¹⁰,¹⁹]nonadeca-2,4,6(19),15-tetraen-14-one

5,13,13-trimethyl-9,18-dioxapentacyclo[8.6.2.1²,⁶.0¹,¹².0¹⁰,¹⁹]nonadeca-2,4,6(19),15-tetraen-14-one

C20H22O3 (310.1569)


   

2-(3,4-dihydroxyphenyl)-5-hydroxy-7,8-dimethoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

2-(3,4-dihydroxyphenyl)-5-hydroxy-7,8-dimethoxy-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C23H24O13 (508.1217)


   

(1s,2r,8as)-1-ethyl-1,5,5-trimethyl-2,3,6,7,8,8a-hexahydronaphthalene-2-carboxylic acid

(1s,2r,8as)-1-ethyl-1,5,5-trimethyl-2,3,6,7,8,8a-hexahydronaphthalene-2-carboxylic acid

C16H26O2 (250.1933)


   

2-ethenyl-3-hydroxy-2,4b,8,8-tetramethyl-3,5,6,7,8a,9-hexahydro-1h-phenanthrene-4,10-dione

2-ethenyl-3-hydroxy-2,4b,8,8-tetramethyl-3,5,6,7,8a,9-hexahydro-1h-phenanthrene-4,10-dione

C20H28O3 (316.2038)


   

7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,8,10,10a-hexahydrophenanthren-9-one

7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,8,10,10a-hexahydrophenanthren-9-one

C20H28O (284.214)


   

(2-ethenyl-4b,8,8-trimethyl-3,4,5,6,7,8a,9,10-octahydro-1h-phenanthren-2-yl)methanol

(2-ethenyl-4b,8,8-trimethyl-3,4,5,6,7,8a,9,10-octahydro-1h-phenanthren-2-yl)methanol

C20H32O (288.2453)


   

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

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

C30H46O (422.3548)


   

(4as,9s,10ar)-8-ethyl-9-hydroxy-1,1,4a,7-tetramethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one

(4as,9s,10ar)-8-ethyl-9-hydroxy-1,1,4a,7-tetramethyl-4,9,10,10a-tetrahydro-3h-phenanthren-2-one

C20H28O2 (300.2089)


   

(1r,3ar,5ar,5br,7ar,11ar,11br,13ar,13bs)-1-(2-hydroxypropan-2-yl)-3a,5a,5b,8,8,11a-hexamethyl-tetradecahydro-1h-cyclopenta[a]chrysen-9-one

(1r,3ar,5ar,5br,7ar,11ar,11br,13ar,13bs)-1-(2-hydroxypropan-2-yl)-3a,5a,5b,8,8,11a-hexamethyl-tetradecahydro-1h-cyclopenta[a]chrysen-9-one

C30H50O2 (442.3811)


   

5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-11-ol

5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-11-ol

C20H32O (288.2453)


   

8-ethyl-5-hydroxy-1,1,4a,7-tetramethyl-3,4,10,10a-tetrahydro-2h-phenanthren-9-one

8-ethyl-5-hydroxy-1,1,4a,7-tetramethyl-3,4,10,10a-tetrahydro-2h-phenanthren-9-one

C20H28O2 (300.2089)


   

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

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

C28H48O (400.3705)


   

{4'-ethenyl-1,3,3,4'-tetramethyl-2'-oxo-[1,1'-bi(cyclohexane)]-2-yl}acetic acid

{4'-ethenyl-1,3,3,4'-tetramethyl-2'-oxo-[1,1'-bi(cyclohexane)]-2-yl}acetic acid

C20H32O3 (320.2351)


   

7-ethenyl-8a-hydroxy-1,4a,7-trimethyl-9-oxo-octahydro-2h-phenanthrene-1-carboxylic acid

7-ethenyl-8a-hydroxy-1,4a,7-trimethyl-9-oxo-octahydro-2h-phenanthrene-1-carboxylic acid

C20H30O4 (334.2144)


   

(2s)-7-(3,4-dimethoxyphenyl)-4-hydroxy-6-methoxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

(2s)-7-(3,4-dimethoxyphenyl)-4-hydroxy-6-methoxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

C23H22O7 (410.1365)


   

(1s,3ar,3br,5ar,7s,9ar,9br,11ar)-1-[(2r)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-ol

(1s,3ar,3br,5ar,7s,9ar,9br,11ar)-1-[(2r)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-ol

C31H54O2 (458.4124)


   

6,6,14-trimethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1,7,9(17),13,15-pentaen-5-one

6,6,14-trimethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1,7,9(17),13,15-pentaen-5-one

C19H20O2 (280.1463)


   

(7-ethenyl-8a,9-dihydroxy-1,4a,7-trimethyl-decahydrophenanthren-1-yl)methyl acetate

(7-ethenyl-8a,9-dihydroxy-1,4a,7-trimethyl-decahydrophenanthren-1-yl)methyl acetate

C22H36O4 (364.2613)


   

5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-10-ol

5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-10-ol

C20H32O (288.2453)


   

2,6,6,14-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),13(17),14-triene-5,11-dione

2,6,6,14-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),13(17),14-triene-5,11-dione

C20H24O3 (312.1725)


   

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

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

C23H24O12 (492.1268)


   

(4as,5s,7r,10as)-7-ethenyl-5-hydroxy-1,1,4a,7-tetramethyl-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

(4as,5s,7r,10as)-7-ethenyl-5-hydroxy-1,1,4a,7-tetramethyl-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

C20H30O2 (302.2246)


   

5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-10,11-diol

5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-10,11-diol

C20H32O2 (304.2402)


   

7-ethenyl-8a-hydroxy-1-(hydroxymethyl)-1,4a,7-trimethyl-octahydro-2h-phenanthren-9-one

7-ethenyl-8a-hydroxy-1-(hydroxymethyl)-1,4a,7-trimethyl-octahydro-2h-phenanthren-9-one

C20H32O3 (320.2351)


   

8-ethyl-1,4a,7-trimethyl-9-oxo-3,4,10,10a-tetrahydro-2h-phenanthrene-1-carboxylic acid

8-ethyl-1,4a,7-trimethyl-9-oxo-3,4,10,10a-tetrahydro-2h-phenanthrene-1-carboxylic acid

C20H26O3 (314.1882)


   

3-ethenyl-3,7,7,10b-tetramethyl-6-oxo-1h,2h,4h,4ah,8h,9h,10h-cyclohexa[c]chromene-1-carboxylic acid

3-ethenyl-3,7,7,10b-tetramethyl-6-oxo-1h,2h,4h,4ah,8h,9h,10h-cyclohexa[c]chromene-1-carboxylic acid

C20H28O4 (332.1987)


   

(1r,10s,12r)-5,13,13-trimethyl-9,18-dioxapentacyclo[8.6.2.1²,⁶.0¹,¹².0¹⁰,¹⁹]nonadeca-2,4,6(19)-trien-14-one

(1r,10s,12r)-5,13,13-trimethyl-9,18-dioxapentacyclo[8.6.2.1²,⁶.0¹,¹².0¹⁰,¹⁹]nonadeca-2,4,6(19)-trien-14-one

C20H24O3 (312.1725)


   

(1r,4as,4br,7r,8r,8as,10ar)-7-ethenyl-8,8a-dihydroxy-1,4a,7-trimethyl-9-oxo-octahydro-2h-phenanthrene-1-carboxylic acid

(1r,4as,4br,7r,8r,8as,10ar)-7-ethenyl-8,8a-dihydroxy-1,4a,7-trimethyl-9-oxo-octahydro-2h-phenanthrene-1-carboxylic acid

C20H30O5 (350.2093)


   

2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxy-6-methyl-2,3-dihydro-1-benzopyran-4-one

2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxy-6-methyl-2,3-dihydro-1-benzopyran-4-one

C19H20O6 (344.126)


   

(4as,7s,10as)-7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,8,10,10a-hexahydrophenanthren-9-one

(4as,7s,10as)-7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,8,10,10a-hexahydrophenanthren-9-one

C20H28O (284.214)


   

(2r)-4-[({[(2r,3s,4r,5r)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-n-{2-[(2-{[(2e)-3,7-dimethylocta-2,6-dienoyl]sulfanyl}ethyl)-c-hydroxycarbonimidoyl]ethyl}-2-hydroxy-3,3-dimethylbutanimidic acid

(2r)-4-[({[(2r,3s,4r,5r)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-n-{2-[(2-{[(2e)-3,7-dimethylocta-2,6-dienoyl]sulfanyl}ethyl)-c-hydroxycarbonimidoyl]ethyl}-2-hydroxy-3,3-dimethylbutanimidic acid

C31H50N7O17P3S (917.2197)


   

(4as,4br,7s,8ar,9s,10ar)-7-ethenyl-8a,9-dihydroxy-1,1,4a,7-tetramethyl-octahydro-3h-phenanthren-2-one

(4as,4br,7s,8ar,9s,10ar)-7-ethenyl-8a,9-dihydroxy-1,1,4a,7-tetramethyl-octahydro-3h-phenanthren-2-one

C20H32O3 (320.2351)


   

(2s)-2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxy-6-methyl-2,3-dihydro-1-benzopyran-4-one

(2s)-2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxy-6-methyl-2,3-dihydro-1-benzopyran-4-one

C19H20O6 (344.126)


   

(4s,8r,9r,10e,18r)-18-{[(1r,4ar,5r,8ar)-5-carboxy-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-8-isopropyl-11,17-dimethyl-5-methylidenetricyclo[12.4.0.0⁴,⁹]octadeca-10,16-diene-1-carboxylic acid

(4s,8r,9r,10e,18r)-18-{[(1r,4ar,5r,8ar)-5-carboxy-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]methyl}-8-isopropyl-11,17-dimethyl-5-methylidenetricyclo[12.4.0.0⁴,⁹]octadeca-10,16-diene-1-carboxylic acid

C40H60O4 (604.4491)


   

2-(3,4-dihydroxyphenyl)-5-hydroxy-7,8-dimethoxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

2-(3,4-dihydroxyphenyl)-5-hydroxy-7,8-dimethoxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C23H24O13 (508.1217)


   

3-methoxy-5-[2-(4-methoxyphenyl)ethenyl]phenol

3-methoxy-5-[2-(4-methoxyphenyl)ethenyl]phenol

C16H16O3 (256.1099)


   

(5r,12r)-12-(3,4-dihydroxyphenyl)-8-hydroxy-5-(prop-1-en-2-yl)-4,13-dioxatricyclo[7.4.0.0³,⁷]trideca-1,3(7),8-trien-10-one

(5r,12r)-12-(3,4-dihydroxyphenyl)-8-hydroxy-5-(prop-1-en-2-yl)-4,13-dioxatricyclo[7.4.0.0³,⁷]trideca-1,3(7),8-trien-10-one

C20H18O6 (354.1103)


   

(2s)-7-(3,4-dihydroxyphenyl)-4-hydroxy-6-methoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

(2s)-7-(3,4-dihydroxyphenyl)-4-hydroxy-6-methoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

C22H20O7 (396.1209)


   

6,6,14-trimethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1,7,9(17),13,15-pentaene

6,6,14-trimethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1,7,9(17),13,15-pentaene

C19H22O (266.1671)


   

{4,8,11b-trimethyl-9-methylidene-1h,2h,3h,4ah,5h,6h,7h,8h,10h,11h-cyclohepta[a]naphthalen-4-yl}methanol

{4,8,11b-trimethyl-9-methylidene-1h,2h,3h,4ah,5h,6h,7h,8h,10h,11h-cyclohepta[a]naphthalen-4-yl}methanol

C20H32O (288.2453)


   

[1,4a-dimethyl-7-(prop-1-en-2-yl)-2,3,4,5,6,7,8,9,10,10a-decahydrophenanthren-1-yl]methanol

[1,4a-dimethyl-7-(prop-1-en-2-yl)-2,3,4,5,6,7,8,9,10,10a-decahydrophenanthren-1-yl]methanol

C20H32O (288.2453)


   

8-ethyl-1,1,4a,7-tetramethyl-3,4,10,10a-tetrahydrophenanthrene-2,9-dione

8-ethyl-1,1,4a,7-tetramethyl-3,4,10,10a-tetrahydrophenanthrene-2,9-dione

C20H26O2 (298.1933)


   

5-ethenyl-8-hydroxy-2,5,11,11-tetramethyl-9-methylidene-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadec-7-en-3-yl acetate

5-ethenyl-8-hydroxy-2,5,11,11-tetramethyl-9-methylidene-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadec-7-en-3-yl acetate

C23H32O4 (372.23)


   

2-ethenyl-2,4b,8,8-tetramethyl-octahydro-1h-phenanthrene-4,10-dione

2-ethenyl-2,4b,8,8-tetramethyl-octahydro-1h-phenanthrene-4,10-dione

C20H30O2 (302.2246)


   

2-(3,4-dihydroxyphenyl)-5-hydroxy-3,6,7-trimethoxy-8-methylchromen-4-one

2-(3,4-dihydroxyphenyl)-5-hydroxy-3,6,7-trimethoxy-8-methylchromen-4-one

C19H18O8 (374.1002)


   

(4as,10as)-8-ethyl-1,1,4a,7-tetramethyl-4,9,10,10a-tetrahydrophenanthrene

(4as,10as)-8-ethyl-1,1,4a,7-tetramethyl-4,9,10,10a-tetrahydrophenanthrene

C20H28 (268.2191)


   

(1s,5r)-1-{2-[(1r,2r)-2-hydroxy-2,6,6-trimethylcyclohexyl]ethyl}-6-methylidenebicyclo[3.2.1]octan-2-one

(1s,5r)-1-{2-[(1r,2r)-2-hydroxy-2,6,6-trimethylcyclohexyl]ethyl}-6-methylidenebicyclo[3.2.1]octan-2-one

C20H32O2 (304.2402)


   

(2s)-7-(4-hydroxyphenyl)-4,6-dimethoxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

(2s)-7-(4-hydroxyphenyl)-4,6-dimethoxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

C22H20O6 (380.126)


   

[(1s,1'r,2s,4's)-4'-ethenyl-1,3,3,4'-tetramethyl-2'-oxo-[1,1'-bi(cyclohexane)]-2-yl]acetic acid

[(1s,1'r,2s,4's)-4'-ethenyl-1,3,3,4'-tetramethyl-2'-oxo-[1,1'-bi(cyclohexane)]-2-yl]acetic acid

C20H32O3 (320.2351)


   

methyl 2-{4'-ethenyl-1,3,3,4'-tetramethyl-2'-oxo-[1,1'-bi(cyclohexane)]-2-yl}acetate

methyl 2-{4'-ethenyl-1,3,3,4'-tetramethyl-2'-oxo-[1,1'-bi(cyclohexane)]-2-yl}acetate

C21H34O3 (334.2508)


   

7-(4-hydroxyphenyl)-4,6-dimethoxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

7-(4-hydroxyphenyl)-4,6-dimethoxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

C22H20O6 (380.126)


   

(1r,4bs,8as)-1-ethyl-1-hydroxy-2,4b,8,8-tetramethyl-6,7,8a,9-tetrahydro-5h-phenanthrene-4,10-dione

(1r,4bs,8as)-1-ethyl-1-hydroxy-2,4b,8,8-tetramethyl-6,7,8a,9-tetrahydro-5h-phenanthrene-4,10-dione

C20H28O3 (316.2038)


   

8-ethyl-1,1,4a,7-tetramethyl-2,3,4,9,10,10a-hexahydrophenanthrene

8-ethyl-1,1,4a,7-tetramethyl-2,3,4,9,10,10a-hexahydrophenanthrene

C20H30 (270.2347)


   

7-ethenyl-8a,9-dihydroxy-1,1,4a,7-tetramethyl-octahydro-3h-phenanthren-2-one

7-ethenyl-8a,9-dihydroxy-1,1,4a,7-tetramethyl-octahydro-3h-phenanthren-2-one

C20H32O3 (320.2351)


   

5,13,13-trimethyl-9,18-dioxapentacyclo[8.6.2.1²,⁶.0¹,¹².0¹⁰,¹⁹]nonadeca-2,4,6(19)-trien-14-one

5,13,13-trimethyl-9,18-dioxapentacyclo[8.6.2.1²,⁶.0¹,¹².0¹⁰,¹⁹]nonadeca-2,4,6(19)-trien-14-one

C20H24O3 (312.1725)


   

(2r)-7-(3,4-dimethoxyphenyl)-4-hydroxy-6-methoxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

(2r)-7-(3,4-dimethoxyphenyl)-4-hydroxy-6-methoxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

C23H22O7 (410.1365)


   

methyl 2-[(1s,1'r,2s,4's)-4'-ethenyl-1,3,3,4'-tetramethyl-2'-oxo-[1,1'-bi(cyclohexane)]-2-yl]acetate

methyl 2-[(1s,1'r,2s,4's)-4'-ethenyl-1,3,3,4'-tetramethyl-2'-oxo-[1,1'-bi(cyclohexane)]-2-yl]acetate

C21H34O3 (334.2508)


   

5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6-dimethoxy-8-methylchromen-4-one

5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6-dimethoxy-8-methylchromen-4-one

C19H18O8 (374.1002)


   

(1r,2s,3s,5r,10r)-5-ethenyl-2,5,11,11-tetramethyl-12-methylidene-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadecan-3-ol

(1r,2s,3s,5r,10r)-5-ethenyl-2,5,11,11-tetramethyl-12-methylidene-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadecan-3-ol

C21H32O2 (316.2402)


   

(2s)-7-(3,4-dihydroxyphenyl)-4,6-dihydroxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

(2s)-7-(3,4-dihydroxyphenyl)-4,6-dihydroxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

C20H16O7 (368.0896)


   

7-ethenyl-8a-hydroxy-1,1,4a,7-tetramethyl-octahydro(10,10-²h₂)phenanthren-9-one

7-ethenyl-8a-hydroxy-1,1,4a,7-tetramethyl-octahydro(10,10-²h₂)phenanthren-9-one

C20H32O2 (304.2402)


   

(1r,4as,4br,7s,8ar,9s,10ar)-7-ethenyl-8a,9-dihydroxy-1,4a,7-trimethyl-decahydrophenanthrene-1-carboxylic acid

(1r,4as,4br,7s,8ar,9s,10ar)-7-ethenyl-8a,9-dihydroxy-1,4a,7-trimethyl-decahydrophenanthrene-1-carboxylic acid

C20H32O4 (336.23)


   

2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-8-methoxy-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

2-(3,4-dihydroxyphenyl)-5,6-dihydroxy-8-methoxy-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

C22H22O13 (494.106)


   

(4as)-8-ethyl-1,1,4a,7-tetramethyl-10,10a-dihydrophenanthrene-2,9-dione

(4as)-8-ethyl-1,1,4a,7-tetramethyl-10,10a-dihydrophenanthrene-2,9-dione

C20H24O2 (296.1776)


   

7-ethenyl-1-(hydroxymethyl)-1,4a,7-trimethyl-decahydrophenanthrene-8a,9-diol

7-ethenyl-1-(hydroxymethyl)-1,4a,7-trimethyl-decahydrophenanthrene-8a,9-diol

C20H34O3 (322.2508)


   

(1,2,4a,5-tetramethyl-7-oxo-3,4,8,8a-tetrahydro-2h-naphthalen-1-yl)acetic acid

(1,2,4a,5-tetramethyl-7-oxo-3,4,8,8a-tetrahydro-2h-naphthalen-1-yl)acetic acid

C16H24O3 (264.1725)


   

7-(4-hydroxyphenyl)-4,6-dimethoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

7-(4-hydroxyphenyl)-4,6-dimethoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

C23H22O6 (394.1416)


   

(1s,4r,9s,10r,13s)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-11-one

(1s,4r,9s,10r,13s)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-11-one

C20H30O (286.2297)


   

5-ethenyl-2,5,11,11-tetramethyl-9-methylidene-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadec-7-ene-3,8-diol

5-ethenyl-2,5,11,11-tetramethyl-9-methylidene-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadec-7-ene-3,8-diol

C21H30O3 (330.2195)


   

[(4br,8as)-1-ethyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-2-yl]methanol

[(4br,8as)-1-ethyl-4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-2-yl]methanol

C20H30O (286.2297)


   

(1r,10s,12r,14s)-5,13,13-trimethyl-9,18-dioxapentacyclo[8.6.2.1²,⁶.0¹,¹².0¹⁰,¹⁹]nonadeca-2,4,6(19)-trien-14-ol

(1r,10s,12r,14s)-5,13,13-trimethyl-9,18-dioxapentacyclo[8.6.2.1²,⁶.0¹,¹².0¹⁰,¹⁹]nonadeca-2,4,6(19)-trien-14-ol

C20H26O3 (314.1882)


   

7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthren-9-one

7-ethenyl-1,1,4a,7-tetramethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthren-9-one

C20H30O (286.2297)


   

5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-10-ene

5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-10-ene

C20H30 (270.2347)


   

8-ethyl-4a-(hydroxymethyl)-1,1,7-trimethyl-3,4,10,10a-tetrahydro-2h-phenanthren-9-one

8-ethyl-4a-(hydroxymethyl)-1,1,7-trimethyl-3,4,10,10a-tetrahydro-2h-phenanthren-9-one

C20H28O2 (300.2089)


   

9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid

9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid

C30H48O3 (456.3603)


   

(2r)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-2,3-dihydro-1-benzopyran-4-one

(2r)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-2,3-dihydro-1-benzopyran-4-one

C20H22O7 (374.1365)


   

2-ethenyl-10-hydroxy-2,4b,8,8-tetramethyl-1,3,5,6,7,8a,9,10-octahydrophenanthren-4-one

2-ethenyl-10-hydroxy-2,4b,8,8-tetramethyl-1,3,5,6,7,8a,9,10-octahydrophenanthren-4-one

C20H30O2 (302.2246)


   

(4ar,7r,8as,9r)-7-ethenyl-8a,9-dihydroxy-1,1,4a,7-tetramethyl-octahydro-3h-phenanthren-2-one

(4ar,7r,8as,9r)-7-ethenyl-8a,9-dihydroxy-1,1,4a,7-tetramethyl-octahydro-3h-phenanthren-2-one

C20H32O3 (320.2351)


   

7-ethenyl-8a-hydroxy-1,1,4a,7-tetramethyl-octahydro-2h-phenanthren-9-one

7-ethenyl-8a-hydroxy-1,1,4a,7-tetramethyl-octahydro-2h-phenanthren-9-one

C20H32O2 (304.2402)


   

(4as,6r,7r,10as)-7-ethenyl-6-hydroxy-1,1,4a,7-tetramethyl-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

(4as,6r,7r,10as)-7-ethenyl-6-hydroxy-1,1,4a,7-tetramethyl-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

C20H30O2 (302.2246)


   

[(1r,2r,4ar,8as)-1,2,4a,5-tetramethyl-7-oxo-3,4,8,8a-tetrahydro-2h-naphthalen-1-yl]acetic acid

[(1r,2r,4ar,8as)-1,2,4a,5-tetramethyl-7-oxo-3,4,8,8a-tetrahydro-2h-naphthalen-1-yl]acetic acid

C16H24O3 (264.1725)


   

5,7-dihydroxy-2-(4-hydroxyphenyl)-3,8-dimethoxy-6-(3-methylbut-2-en-1-yl)chromen-4-one

5,7-dihydroxy-2-(4-hydroxyphenyl)-3,8-dimethoxy-6-(3-methylbut-2-en-1-yl)chromen-4-one

C22H22O7 (398.1365)


   

(4as,4br,7s,8ar,9s,10as)-7-ethenyl-1,1,4a,7-tetramethyl-decahydrophenanthrene-8a,9-diol

(4as,4br,7s,8ar,9s,10as)-7-ethenyl-1,1,4a,7-tetramethyl-decahydrophenanthrene-8a,9-diol

C20H34O2 (306.2559)


   

(4as,10as)-8-ethyl-1,1,4a,7-tetramethyl-3,4,10,10a-tetrahydro-2h-phenanthren-9-one

(4as,10as)-8-ethyl-1,1,4a,7-tetramethyl-3,4,10,10a-tetrahydro-2h-phenanthren-9-one

C20H28O (284.214)


   

[(1r,4as,4br,7s,8ar,9s,10ar)-7-ethenyl-8a,9-dihydroxy-1,4a,7-trimethyl-decahydrophenanthren-1-yl]methyl acetate

[(1r,4as,4br,7s,8ar,9s,10ar)-7-ethenyl-8a,9-dihydroxy-1,4a,7-trimethyl-decahydrophenanthren-1-yl]methyl acetate

C22H36O4 (364.2613)


   

(1s,4as,10ar)-8-ethyl-1,4a,7-trimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid

(1s,4as,10ar)-8-ethyl-1,4a,7-trimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid

C20H28O2 (300.2089)


   

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

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

C26H28O15 (580.1428)


   

1-ethyl-1-hydroxy-2,4b,8,8-tetramethyl-6,7,8a,9-tetrahydro-5h-phenanthrene-4,10-dione

1-ethyl-1-hydroxy-2,4b,8,8-tetramethyl-6,7,8a,9-tetrahydro-5h-phenanthrene-4,10-dione

C20H28O3 (316.2038)


   

2-ethenyl-2,8,8-trimethyl-1,3,4b,5,6,7,8a,9-octahydrophenanthrene-4,10-dione

2-ethenyl-2,8,8-trimethyl-1,3,4b,5,6,7,8a,9-octahydrophenanthrene-4,10-dione

C19H26O2 (286.1933)


   

[(1s,4as,10ar)-8-ethyl-1,4a,7-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanol

[(1s,4as,10ar)-8-ethyl-1,4a,7-trimethyl-2,3,4,9,10,10a-hexahydrophenanthren-1-yl]methanol

C20H30O (286.2297)


   

(1s,4r,9r,12r,13r)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-10-en-12-ol

(1s,4r,9r,12r,13r)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-10-en-12-ol

C20H30O (286.2297)


   

(2s,7r,9s)-2,6,6,14-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),13(17),14-triene-5,11-dione

(2s,7r,9s)-2,6,6,14-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),13(17),14-triene-5,11-dione

C20H24O3 (312.1725)


   

(1r,2s,3s,5r,10s)-3-(acetyloxy)-5-ethenyl-2,5,11,11-tetramethyl-9-methylidene-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadec-7-en-8-yl acetate

(1r,2s,3s,5r,10s)-3-(acetyloxy)-5-ethenyl-2,5,11,11-tetramethyl-9-methylidene-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadec-7-en-8-yl acetate

C25H34O5 (414.2406)


   

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

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

C25H28O6 (424.1886)


   

7-ethenyl-8a,9-dihydroxy-1,4a,7-trimethyl-decahydrophenanthrene-1-carboxylic acid

7-ethenyl-8a,9-dihydroxy-1,4a,7-trimethyl-decahydrophenanthrene-1-carboxylic acid

C20H32O4 (336.23)


   

velloquercetin 4'-methyl ether

velloquercetin 4'-methyl ether

C21H18O7 (382.1052)


   

(2s,4bs,8as)-2-ethenyl-2,4b,8,8-tetramethyl-3,5,6,7,8a,9-hexahydro-1h-phenanthrene-4,10-dione

(2s,4bs,8as)-2-ethenyl-2,4b,8,8-tetramethyl-3,5,6,7,8a,9-hexahydro-1h-phenanthrene-4,10-dione

C20H28O2 (300.2089)


   

(2s,3r,4bs,8as)-2-ethenyl-2,4b,8,8-tetramethyl-10-oxo-1,3,4,5,6,7,8a,9-octahydrophenanthren-3-yl acetate

(2s,3r,4bs,8as)-2-ethenyl-2,4b,8,8-tetramethyl-10-oxo-1,3,4,5,6,7,8a,9-octahydrophenanthren-3-yl acetate

C22H32O3 (344.2351)


   

[(1s,2r,8as)-1-ethyl-1,5,5-trimethyl-2,3,6,7,8,8a-hexahydronaphthalen-2-yl]methanol

[(1s,2r,8as)-1-ethyl-1,5,5-trimethyl-2,3,6,7,8,8a-hexahydronaphthalen-2-yl]methanol

C16H28O (236.214)


   

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-methoxy-6-methylchromen-4-one

2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-methoxy-6-methylchromen-4-one

C17H14O7 (330.0739)


   

(4bs,8ar)-1-ethyl-4b,8,8-trimethyl-10-oxo-6,7,8a,9-tetrahydro-5h-phenanthrene-2-carboxylic acid

(4bs,8ar)-1-ethyl-4b,8,8-trimethyl-10-oxo-6,7,8a,9-tetrahydro-5h-phenanthrene-2-carboxylic acid

C20H26O3 (314.1882)


   

(1r,4as,4br,7s,8ar,9s,10ar)-7,8a,9-trihydroxy-1,4a,7-trimethyl-decahydrophenanthrene-1-carboxylic acid

(1r,4as,4br,7s,8ar,9s,10ar)-7,8a,9-trihydroxy-1,4a,7-trimethyl-decahydrophenanthrene-1-carboxylic acid

C18H30O5 (326.2093)


   

(1r,10s,12s)-5,13,13-trimethyl-9,18-dioxapentacyclo[8.6.2.1²,⁶.0¹,¹².0¹⁰,¹⁹]nonadeca-2,4,6(19),15-tetraen-14-one

(1r,10s,12s)-5,13,13-trimethyl-9,18-dioxapentacyclo[8.6.2.1²,⁶.0¹,¹².0¹⁰,¹⁹]nonadeca-2,4,6(19),15-tetraen-14-one

C20H22O3 (310.1569)


   

8-[2-(furan-3-yl)ethyl]-4,4a,7,8-tetramethyl-5,6,7,8a-tetrahydro-1h-naphthalen-2-one

8-[2-(furan-3-yl)ethyl]-4,4a,7,8-tetramethyl-5,6,7,8a-tetrahydro-1h-naphthalen-2-one

C20H28O2 (300.2089)


   

(1r,2s,3s,5r,10s)-5-ethenyl-2,5,11,11-tetramethyl-9-methylidene-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadec-7-ene-3,8-diol

(1r,2s,3s,5r,10s)-5-ethenyl-2,5,11,11-tetramethyl-9-methylidene-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadec-7-ene-3,8-diol

C21H30O3 (330.2195)


   

(4as,10ar)-8-ethyl-1,1,4a,7-tetramethyl-10,10a-dihydrophenanthrene-2,9-dione

(4as,10ar)-8-ethyl-1,1,4a,7-tetramethyl-10,10a-dihydrophenanthrene-2,9-dione

C20H24O2 (296.1776)


   

(4ar,10as)-8-ethyl-1,1,7-trimethyl-9-oxo-3,4,10,10a-tetrahydro-2h-phenanthrene-4a-carbaldehyde

(4ar,10as)-8-ethyl-1,1,7-trimethyl-9-oxo-3,4,10,10a-tetrahydro-2h-phenanthrene-4a-carbaldehyde

C20H26O2 (298.1933)


   

(2s)-7-(4-hydroxy-3-methoxyphenyl)-4,6-dimethoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

(2s)-7-(4-hydroxy-3-methoxyphenyl)-4,6-dimethoxy-9-methyl-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

C24H24O7 (424.1522)


   

quercetin 3,4'-dimethyl ether

quercetin 3,4'-dimethyl ether

C17H14O7 (330.0739)


   

3-(acetyloxy)-5-ethenyl-2,5,11,11-tetramethyl-9-methylidene-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadec-7-en-8-yl acetate

3-(acetyloxy)-5-ethenyl-2,5,11,11-tetramethyl-9-methylidene-15-oxatetracyclo[8.4.1.0¹,¹⁰.0²,⁷]pentadec-7-en-8-yl acetate

C25H34O5 (414.2406)


   

2-ethenyl-2,4b,8,8-tetramethyl-3,5,6,7,8a,9-hexahydro-1h-phenanthrene-4,10-dione

2-ethenyl-2,4b,8,8-tetramethyl-3,5,6,7,8a,9-hexahydro-1h-phenanthrene-4,10-dione

C20H28O2 (300.2089)


   

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

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

C26H28O15 (580.1428)


   

(1r,3ar,5ar,5br,7as,11ar,11br,13as,13bs)-1-(2-hydroxypropan-2-yl)-3a,5a,5b,8,8,11a-hexamethyl-tetradecahydro-1h-cyclopenta[a]chrysen-9-one

(1r,3ar,5ar,5br,7as,11ar,11br,13as,13bs)-1-(2-hydroxypropan-2-yl)-3a,5a,5b,8,8,11a-hexamethyl-tetradecahydro-1h-cyclopenta[a]chrysen-9-one

C30H50O2 (442.3811)


   

8-ethyl-1,1,7-trimethyl-9-oxo-3,4,10,10a-tetrahydro-2h-phenanthrene-4a-carbaldehyde

8-ethyl-1,1,7-trimethyl-9-oxo-3,4,10,10a-tetrahydro-2h-phenanthrene-4a-carbaldehyde

C20H26O2 (298.1933)


   

5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-10-en-12-ol

5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-10-en-12-ol

C20H30O (286.2297)


   

(4as,6r,7s,10ar)-7-ethenyl-6-hydroxy-1,1,4a,7-tetramethyl-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

(4as,6r,7s,10ar)-7-ethenyl-6-hydroxy-1,1,4a,7-tetramethyl-2,3,4,5,6,8,10,10a-octahydrophenanthren-9-one

C20H30O2 (302.2246)


   

(1s,4r,9r,13r)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-10-en-12-one

(1s,4r,9r,13r)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-10-en-12-one

C20H28O (284.214)


   

(2s)-4-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-6-methoxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

(2s)-4-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-6-methoxy-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one

C22H20O7 (396.1209)


   

7-ethenyl-8,8a-dihydroxy-1,4a,7-trimethyl-9-oxo-octahydro-2h-phenanthrene-1-carboxylic acid

7-ethenyl-8,8a-dihydroxy-1,4a,7-trimethyl-9-oxo-octahydro-2h-phenanthrene-1-carboxylic acid

C20H30O5 (350.2093)


   

8-ethyl-1,4a,7-trimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carbaldehyde

8-ethyl-1,4a,7-trimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carbaldehyde

C20H28O (284.214)