NCBI Taxonomy: 231903

Garcinia acuminata (ncbi_taxid: 231903)

found 90 associated metabolites at species taxonomy rank level.

Ancestor: Garcinia

Child Taxonomies: none taxonomy data.

Apigenin

5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

C15H10O5 (270.0528)


Apigenin is a trihydroxyflavone that is flavone substituted by hydroxy groups at positions 4, 5 and 7. It induces autophagy in leukaemia cells. It has a role as a metabolite and an antineoplastic agent. It is a conjugate acid of an apigenin-7-olate. Apigenin is a natural product found in Verbascum lychnitis, Carex fraseriana, and other organisms with data available. Apigenin is a plant-derived flavonoid that has significant promise as a skin cancer chemopreventive agent. Apigenin inhibits the expression of involucrin (hINV), a marker of keratinocyte differentiation, is increased by differentiating agents via a protein kinase Cdelta (PKCdelta), Ras, MEKK1, MEK3 cascade that increases AP1 factor level and AP1 factor binding to DNA elements in the hINV promoter. Apigenin suppresses the 12-O-tetradeconylphorbol-13-acetate-dependent increase in AP1 factor expression and binding to the hINV promoter and the increase in hINV promoter activity. Apigenin also inhibits the increase in promoter activity observed following overexpression of PKCdelta, constitutively active Ras, or MEKK1. The suppression of PKCdelta activity is associated with reduced phosphorylation of PKCdelta-Y311. Activation of hINV promoter activity by the green tea polyphenol, (-)-epigellocathecin-3-gallate, is also inhibited by apigenin, suggesting that the two chemopreventive agents can produce opposing actions in keratinocytes. (A7924). Apigenin, a flavone abundantly found in fruits and vegetables, exhibits antiproliferative, anti-inflammatory, and antimetastatic activities through poorly defined mechanisms. This flavonoid provides selective activity to promote caspase-dependent-apoptosis of leukemia cells and uncover an essential role of PKCdelta during the induction of apoptosis by apigenin. (A7925). Apigenin markedly induces the expression of death receptor 5 (DR5) and synergistically acts with exogenous soluble recombinant human tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) to induce apoptosis in malignant tumor cells. On the other hand, apigenin-mediated induction of DR5 expression is not observed in normal human peripheral blood mononuclear cells. Moreover, apigenin does not sensitize normal human peripheral blood mononuclear cells to TRAIL-induced apoptosis. (A7926). 5,7,4-trihydroxy-flavone, one of the FLAVONES. See also: Chamomile (part of); Cannabis sativa subsp. indica top (part of); Fenugreek seed (part of). Apigenin is a plant-derived flavonoid that has significant promise as a skin cancer chemopreventive agent. Apigenin inhibits the expression of involucrin (hINV), a marker of keratinocyte differentiation, is increased by differentiating agents via a protein kinase Cdelta (PKCdelta), Ras, MEKK1, and MEK3 cascade that increases AP1 factor level and AP1 factor binding to DNA elements in the hINV promoter. Apigenin suppresses the 12-O-tetradeconylphorbol-13-acetate-dependent increase in AP1 factor expression and binding to the hINV promoter. Apigenin also inhibits the increase in promoter activity observed following overexpression of PKCdelta, constitutively active Ras, or MEKK1. The suppression of PKCdelta activity is associated with reduced phosphorylation of PKCdelta-Y311. Activation of hINV promoter activity by the green tea polyphenol, (-)-epigellocathecin-3-gallate, is also inhibited by apigenin, suggesting that the two chemopreventive agents can produce opposing actions in keratinocytes (PMID: 16982614). Apigenin, a flavone abundantly found in fruits and vegetables, exhibits antiproliferative, anti-inflammatory, and antimetastatic activities through poorly defined mechanisms. This flavonoid provides selective activity to promote caspase-dependent-apoptosis of leukemia cells and uncover an essential role of PKCdelta during the induction of apoptosis by apigenin (PMID: 16844095). Apigenin markedly induces the expression of death receptor 5 (DR5) and synergistically acts with exogenous soluble recombinant human tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) to induce apoptosis in malignant tumor cells. On the other hand, apigenin-mediated induction of DR5 expression is not observed in normal human peripheral blood mononuclear cells. Moreover, apigenin does not sensitize normal human peripheral blood mononuclear cells to TRAIL-induced apoptosis (PMID: 16648565). Flavone found in a wide variety of foodstuffs; buckwheat, cabbage, celeriac, celery, lettuce, oregano, parsley, peppermint, perilla, pummelo juice, thyme, sweet potatoes, green tea and wild carrot [DFC] A trihydroxyflavone that is flavone substituted by hydroxy groups at positions 4, 5 and 7. It induces autophagy in leukaemia cells. CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8558; ORIGINAL_PRECURSOR_SCAN_NO 8556 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5097; ORIGINAL_PRECURSOR_SCAN_NO 5094 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5096; ORIGINAL_PRECURSOR_SCAN_NO 5093 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8561; ORIGINAL_PRECURSOR_SCAN_NO 8559 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5082; ORIGINAL_PRECURSOR_SCAN_NO 5079 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5104; ORIGINAL_PRECURSOR_SCAN_NO 5099 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8572; ORIGINAL_PRECURSOR_SCAN_NO 8570 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8556; ORIGINAL_PRECURSOR_SCAN_NO 8554 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5085; ORIGINAL_PRECURSOR_SCAN_NO 5082 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8554; ORIGINAL_PRECURSOR_SCAN_NO 8550 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 8540; ORIGINAL_PRECURSOR_SCAN_NO 8539 CONFIDENCE standard compound; INTERNAL_ID 771; DATASET 20200303_ENTACT_RP_MIX507; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5090; ORIGINAL_PRECURSOR_SCAN_NO 5089 Acquisition and generation of the data is financially supported in part by CREST/JST. [Raw Data] CB002_Apigenin_pos_10eV_CB000005.txt [Raw Data] CB002_Apigenin_pos_40eV_CB000005.txt [Raw Data] CB002_Apigenin_pos_20eV_CB000005.txt [Raw Data] CB002_Apigenin_pos_30eV_CB000005.txt [Raw Data] CB002_Apigenin_pos_50eV_CB000005.txt [Raw Data] CB002_Apigenin_neg_40eV_000005.txt [Raw Data] CB002_Apigenin_neg_20eV_000005.txt [Raw Data] CB002_Apigenin_neg_10eV_000005.txt [Raw Data] CB002_Apigenin_neg_50eV_000005.txt CONFIDENCE standard compound; INTERNAL_ID 151 [Raw Data] CB002_Apigenin_neg_30eV_000005.txt CONFIDENCE standard compound; ML_ID 26 Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM. Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM.

   

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

   

Friedelin

3(2H)-PICENONE, EICOSAHYDRO-4,4A,6B,8A,11,11,12B,14A-OCTAMETHYL-, (4R-(4.ALPHA.,4A.ALPHA.,6A.BETA.,6B.ALPHA.,8A.ALPHA.,12A.ALPHA.,12B.BETA.,14A.ALPHA.,14B.BETA.))-

C30H50O (426.3861)


Friedelin is a pentacyclic triterpenoid that is perhydropicene which is substituted by an oxo group at position 3 and by methyl groups at the 4, 4a, 6b, 8a, 11, 11, 12b, and 14a-positions (the 4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS-enantiomer). It is the major triterpenoid constituent of cork. It has a role as an anti-inflammatory drug, a non-narcotic analgesic, an antipyretic and a plant metabolite. It is a pentacyclic triterpenoid and a cyclic terpene ketone. Friedelin is a natural product found in Diospyros eriantha, Salacia chinensis, and other organisms with data available. A pentacyclic triterpenoid that is perhydropicene which is substituted by an oxo group at position 3 and by methyl groups at the 4, 4a, 6b, 8a, 11, 11, 12b, and 14a-positions (the 4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS-enantiomer). It is the major triterpenoid constituent of cork. Friedelin is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Friedelin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Friedelin can be found in a number of food items such as pomegranate, sugar apple, apple, and mammee apple, which makes friedelin a potential biomarker for the consumption of these food products. Friedelin is a triterpenoid chemical compound found in Azima tetracantha, Orostachys japonica, and Quercus stenophylla. Friedelin is also found in the roots of the Cannabis plant .

   

Oleanolic acid

(4aS,5S,6aS,6bR,8R,8aR,10S,12aR,12bR,14bS)-10-Hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid

C30H48O3 (456.3603)


Oleanolic acid is a pentacyclic triterpene, found in the non-glyceride fraction of olive pomace oil (Olive pomace oil, also known as "orujo" olive oil, is a blend of refined-pomace oil and virgin olive oil, fit for human consumption). Pentacyclic triterpenes are natural compounds which are widely distributed in plants. These natural products have been demonstrated to possess anti-inflammatory properties. Triterpenoids have been reported to possess antioxidant properties, since they prevent lipid peroxidation and suppress superoxide anion generation. The triterpenes have a history of medicinal use in many Asian countries. Oleanolic acid exhibits both pro- and anti-inflammatory properties depending on chemical structure and dose and may be useful in modulating the immune response; further studies are required to confirm the immunomodulatory behaviour of this triterpenoid, and characterise the mechanisms underlying the biphasic nature of some aspects of the inflammatory response. Oleanolic acid is a ubiquitous triterpenoid in plant kingdom, medicinal herbs, and is an integral part of the human diet. During the last decade over 700 research articles have been published on triterpenoids research, reflecting tremendous interest and progress in our understanding of these compounds. This included the isolation and purification of these tritepernoids from various plants and herbs, the chemical modifications to make more effective and water soluble derivatives, the pharmacological research on their beneficial effects, the toxicity studies, and the clinical use of these triterpenoids in various diseases including anticancer chemotherapies. (PMID:17292619, 15522132, 15994040). Oleanolic acid is a pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. It has a role as a plant metabolite. It is a pentacyclic triterpenoid and a hydroxy monocarboxylic acid. It is a conjugate acid of an oleanolate. It derives from a hydride of an oleanane. Oleanolic acid is a natural product found in Ophiopogon japonicus, Freziera, and other organisms with data available. A pentacyclic triterpene that occurs widely in many PLANTS as the free acid or the aglycone for many SAPONINS. It is biosynthesized from lupane. It can rearrange to the isomer, ursolic acid, or be oxidized to taraxasterol and amyrin. See also: Holy basil leaf (part of); Jujube fruit (part of); Paeonia lactiflora root (part of) ... View More ... Occurs as glycosides in cloves (Syzygium aromaticum), sugar beet (Beta vulgaris), olive leaves, etc. Very widely distributed aglycone A pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. [Raw Data] CBA90_Oleanolic-acid_neg_50eV.txt [Raw Data] CBA90_Oleanolic-acid_neg_20eV.txt [Raw Data] CBA90_Oleanolic-acid_neg_10eV.txt [Raw Data] CBA90_Oleanolic-acid_neg_30eV.txt [Raw Data] CBA90_Oleanolic-acid_neg_40eV.txt Oleanolic acid (Caryophyllin) is a natural compound from plants with anti-tumor activities. Oleanolic acid (Caryophyllin) is a natural compound from plants with anti-tumor activities.

   

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

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

C35H60O6 (576.439)


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

   

Harmine

InChI=1/C13H12N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-7,15H,1-2H

C13H12N2O (212.095)


Harmine is a harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7. It has a role as a metabolite, an anti-HIV agent and an EC 1.4.3.4 (monoamine oxidase) inhibitor. It derives from a hydride of a harman. Harmine is a natural product found in Thalictrum foetidum, Acraea andromacha, and other organisms with data available. Alkaloid isolated from seeds of PEGANUM HARMALA; ZYGOPHYLLACEAE. It is identical to banisterine, or telepathine, from Banisteria caapi and is one of the active ingredients of hallucinogenic drinks made in the western Amazon region from related plants. It has no therapeutic use, but (as banisterine) was hailed as a cure for postencephalitic PARKINSON DISEASE in the 1920s. D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D006213 - Hallucinogens Harmine is found in fruits. Harmine is an alkaloid from Passiflora edulis (passionfruit A harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7. D004791 - Enzyme Inhibitors > D008996 - Monoamine Oxidase Inhibitors C471 - Enzyme Inhibitor > C667 - Monoamine Oxidase Inhibitor CONFIDENCE Reference Standard (Level 1); NaToxAq - Natural Toxins and Drinking Water Quality - From Source to Tap (https://natoxaq.ku.dk) [Raw Data] CB043_Harmine_pos_40eV_CB000020.txt [Raw Data] CB043_Harmine_pos_50eV_CB000020.txt [Raw Data] CB043_Harmine_pos_10eV_CB000020.txt [Raw Data] CB043_Harmine_pos_30eV_CB000020.txt [Raw Data] CB043_Harmine_pos_20eV_CB000020.txt CONFIDENCE standard compound; INTERNAL_ID 2884 [Raw Data] CB043_Harmine_neg_50eV_000013.txt [Raw Data] CB043_Harmine_neg_30eV_000013.txt [Raw Data] CB043_Harmine_neg_10eV_000013.txt [Raw Data] CB043_Harmine_neg_20eV_000013.txt [Raw Data] CB043_Harmine_neg_40eV_000013.txt Harmine is a natural dual-specificity tyrosine phosphorylation-regulated kinase (DYRK) inhibitor with anticancer and anti-inflammatory activities. Harmine has a high affinity of 5-HT2A serotonin receptor, with an Ki of 397 nM[1]. Harmine is a natural dual-specificity tyrosine phosphorylation-regulated kinase (DYRK) inhibitor with anticancer and anti-inflammatory activities. Harmine has a high affinity of 5-HT2A serotonin receptor, with an Ki of 397 nM[1]. Harmine is a natural dual-specificity tyrosine phosphorylation-regulated kinase (DYRK) inhibitor with anticancer and anti-inflammatory activities. Harmine has a high affinity of 5-HT2A serotonin receptor, with an Ki of 397 nM[1].

   

Methyl caffeate

Methyl 3,4-dihydroxycinnamate

C10H10O4 (194.0579)


Methyl caffeate, an antimicrobial agent, shows moderate antimicrobial and prominent antimycobacterial activities. Methyl caffeate also exhibits α-glucosidase inhibition activity, oxidative stress inhibiting activity, anti-platelet activity, antiproliferative activity in cervix adenocarcinoma and anticancer activity in lung and leukmia cell lines[1]. Methyl caffeate, an antimicrobial agent, shows moderate antimicrobial and prominent antimycobacterial activities. Methyl caffeate also exhibits α-glucosidase inhibition activity, oxidative stress inhibiting activity, anti-platelet activity, antiproliferative activity in cervix adenocarcinoma and anticancer activity in lung and leukmia cell lines[1].

   

3,4-Dihydroxybenzaldehyde

protocatechualdehyde, formyl-14C-labeled

C7H6O3 (138.0317)


Protocatechualdehyde, also known as rancinamycin iv or 1,2-dihydroxy-4-formylbenzene, is a member of the class of compounds known as hydroxybenzaldehydes. Hydroxybenzaldehydes are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group. Protocatechualdehyde is soluble (in water) and a very weakly acidic compound (based on its pKa). Protocatechualdehyde is an almond, bitter, and dry tasting compound and can be found in a number of food items such as plains prickly pear, mugwort, silver linden, and cardamom, which makes protocatechualdehyde a potential biomarker for the consumption of these food products. Protocatechualdehyde can be found primarily in urine. This molecule can be used as a precursor in the vanillin synthesis by biotransformation by cell cultures of Capsicum frutescens, a type of Chili pepper. It is also found in the mushroom Phellinus linteus . 3,4-Dihydroxybenzaldehyde, also known as protocatechuic aldehyde, is a phenolic aldehyde, a compound released from cork stoppers into wine. This molecule can be used as a precursor in vanillin synthesis via biotransformation by cell cultures of Capsicum frutescens, a type of chili pepper. It is also found in the mushroom Phellinus linteus (Wikipedia). D006401 - Hematologic Agents > D000925 - Anticoagulants Protocatechualdehyde (Catechaldehyde), a natural polyphenol compound isolated from the roots of radix Salviae Miltiorrhizae, is associated with a wide variety of biological activities and has been widely used in medicine as an antioxidant, anti-aging, an antibacterial and anti-inflammatory agent[1]. Protocatechualdehyde (Catechaldehyde), a natural polyphenol compound isolated from the roots of radix Salviae Miltiorrhizae, is associated with a wide variety of biological activities and has been widely used in medicine as an antioxidant, anti-aging, an antibacterial and anti-inflammatory agent[1].

   

Methyl 3,4-dihydroxycinnamate

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

C10H10O4 (194.0579)


   

Friedelin

4,4a,6b,8a,11,11,12b,14a-octamethyl-docosahydropicen-3-one

C30H50O (426.3861)


Friedelin is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Friedelin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Friedelin can be found in a number of food items such as apple, pear, mammee apple, and sugar apple, which makes friedelin a potential biomarker for the consumption of these food products. Friedelin is a triterpenoid chemical compound found in Azima tetracantha, Orostachys japonica, and Quercus stenophylla. Friedelin is also found in the roots of the Cannabis plant .

   

Morelloflavone

8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

C30H20O11 (556.1006)


   

Poriferasterol

14-(5-ethyl-6-methylhept-3-en-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol

C29H48O (412.3705)


   

3,4-Dihydroxybenzaldehyde

3,4-Dihydroxybenzaldehyde, Vetec(TM) reagent grade, 97\\%

C7H6O3 (138.0317)


Protocatechualdehyde, also known as rancinamycin iv or 1,2-dihydroxy-4-formylbenzene, is a member of the class of compounds known as hydroxybenzaldehydes. Hydroxybenzaldehydes are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group. Protocatechualdehyde is soluble (in water) and a very weakly acidic compound (based on its pKa). Protocatechualdehyde is an almond, bitter, and dry tasting compound and can be found in a number of food items such as plains prickly pear, mugwort, silver linden, and cardamom, which makes protocatechualdehyde a potential biomarker for the consumption of these food products. Protocatechualdehyde can be found primarily in urine. This molecule can be used as a precursor in the vanillin synthesis by biotransformation by cell cultures of Capsicum frutescens, a type of Chili pepper. It is also found in the mushroom Phellinus linteus . 3,4-dihydroxybenzaldehyde is a dihydroxybenzaldehyde. Also known as protocatechuic aldehyde, protocatechualdehyde is a naturally-occuring phenolic aldehyde that is found in barley, green cavendish bananas, grapevine leaves and root of the herb S. miltiorrhiza. Protocatechualdehyde possesses antiproliferative and pro-apoptotic properties against human breast cancer cells and colorectal cancer cells by reducing the expression of pro-oncogenes β-catenin and cyclin D1. 3,4-Dihydroxybenzaldehyde is a natural product found in Visnea mocanera, Amomum subulatum, and other organisms with data available. See also: Black Cohosh (part of). 3,4-Dihydroxybenzaldehyde, also known as protocatechuic aldehyde, is a phenolic aldehyde, a compound released from cork stoppers into wine. This molecule can be used as a precursor in vanillin synthesis via biotransformation by cell cultures of Capsicum frutescens, a type of chili pepper. It is also found in the mushroom Phellinus linteus (Wikipedia). D006401 - Hematologic Agents > D000925 - Anticoagulants Protocatechualdehyde (Catechaldehyde), a natural polyphenol compound isolated from the roots of radix Salviae Miltiorrhizae, is associated with a wide variety of biological activities and has been widely used in medicine as an antioxidant, anti-aging, an antibacterial and anti-inflammatory agent[1]. Protocatechualdehyde (Catechaldehyde), a natural polyphenol compound isolated from the roots of radix Salviae Miltiorrhizae, is associated with a wide variety of biological activities and has been widely used in medicine as an antioxidant, anti-aging, an antibacterial and anti-inflammatory agent[1].

   

Scortechinone U

Scortechinone U

C26H30O6 (438.2042)


   

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.

   

Apigenin

5,7,4-Trihydroxyflavone

C15H10O5 (270.0528)


Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.061 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.062 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.058 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.059 Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM. Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM.

   

Morelloflavone

[3,8-Bi-4H-1-benzopyran]-4,4-dione, 2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,5,7,7-tetrahydroxy-2-(4-hydroxyphenyl)-, trans-(+/-)-

C30H20O11 (556.1006)


(+)-morelloflavone is a biflavonoid found in Rheedia edulis and Garcinia livingstonei. It has a role as a plant metabolite. It is a biflavonoid, a hydroxyflavone and a hydroxyflavanone. (+)-Morelloflavone is a natural product found in Garcinia multiflora, Garcinia intermedia, and other organisms with data available. A biflavonoid found in Rheedia edulis and Garcinia livingstonei.

   

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

2-{[14-(5-ethyl-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C35H60O6 (576.439)


   

ST 29:1;O;Hex

stigmast-5-en-3beta-yl beta-D-galactopyranoside

C35H60O6 (576.439)


   

Versulin

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

C15H10O5 (270.0528)


Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM. Apigenin (4',5,7-Trihydroxyflavone) is a competitive CYP2C9 inhibitor with a Ki of 2 μM.

   

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

   

139-85-5

InChI=1\C7H6O3\c8-4-5-1-2-6(9)7(10)3-5\h1-4,9-10

C7H6O3 (138.0317)


D006401 - Hematologic Agents > D000925 - Anticoagulants Protocatechualdehyde (Catechaldehyde), a natural polyphenol compound isolated from the roots of radix Salviae Miltiorrhizae, is associated with a wide variety of biological activities and has been widely used in medicine as an antioxidant, anti-aging, an antibacterial and anti-inflammatory agent[1]. Protocatechualdehyde (Catechaldehyde), a natural polyphenol compound isolated from the roots of radix Salviae Miltiorrhizae, is associated with a wide variety of biological activities and has been widely used in medicine as an antioxidant, anti-aging, an antibacterial and anti-inflammatory agent[1].

   

(+)-Volkensiflavone

8-[(2R,3S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

C30H20O10 (540.1056)


A natural product found in Rheedia edulis and Garcinia livingstonei.

   

(1r,2r,13s,15s)-6,8-dihydroxy-13-methoxy-17,17-dimethyl-5,15-bis(3-methylbut-2-en-1-yl)-7-(2-methylbut-3-en-2-yl)-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraene-10,14-dione

(1r,2r,13s,15s)-6,8-dihydroxy-13-methoxy-17,17-dimethyl-5,15-bis(3-methylbut-2-en-1-yl)-7-(2-methylbut-3-en-2-yl)-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraene-10,14-dione

C34H42O7 (562.293)


   

(2e)-4-[(1r,2r,7s,14s,15s,16s,18s)-11,15-dihydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10-trien-18-yl]-2-methylbut-2-enal

(2e)-4-[(1r,2r,7s,14s,15s,16s,18s)-11,15-dihydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10-trien-18-yl]-2-methylbut-2-enal

C34H42O9 (594.2829)


   

(6s)-10,21-dihydroxy-5,5,6,18,18-pentamethyl-2,7,19-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁵,²⁰]henicosa-1(21),3,8,10,13,15(20),16-heptaen-12-one

(6s)-10,21-dihydroxy-5,5,6,18,18-pentamethyl-2,7,19-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁵,²⁰]henicosa-1(21),3,8,10,13,15(20),16-heptaen-12-one

C23H22O6 (394.1416)


   

(7s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid

(7s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid

C34H38O10 (606.2465)


   

(2e)-4-[10-hydroxy-20-(methoxycarbonyl)-5,5,6,18,18-pentamethyl-9-(3-methylbut-2-en-1-yl)-12,15-dioxo-2,7,19-trioxapentacyclo[11.7.0.0¹,¹⁷.0³,¹¹.0⁴,⁸]icosa-3,8,10,13-tetraen-20-yl]-2-methylbut-2-enoic acid

(2e)-4-[10-hydroxy-20-(methoxycarbonyl)-5,5,6,18,18-pentamethyl-9-(3-methylbut-2-en-1-yl)-12,15-dioxo-2,7,19-trioxapentacyclo[11.7.0.0¹,¹⁷.0³,¹¹.0⁴,⁸]icosa-3,8,10,13-tetraen-20-yl]-2-methylbut-2-enoic acid

C34H40O10 (608.2621)


   

(2e)-4-[(1r,6s,17r,20s)-10-hydroxy-20-(methoxycarbonyl)-5,5,6,18,18-pentamethyl-9-(3-methylbut-2-en-1-yl)-12,15-dioxo-2,7,19-trioxapentacyclo[11.7.0.0¹,¹⁷.0³,¹¹.0⁴,⁸]icosa-3,8,10,13-tetraen-20-yl]-2-methylbut-2-enoic acid

(2e)-4-[(1r,6s,17r,20s)-10-hydroxy-20-(methoxycarbonyl)-5,5,6,18,18-pentamethyl-9-(3-methylbut-2-en-1-yl)-12,15-dioxo-2,7,19-trioxapentacyclo[11.7.0.0¹,¹⁷.0³,¹¹.0⁴,⁸]icosa-3,8,10,13-tetraen-20-yl]-2-methylbut-2-enoic acid

C34H40O10 (608.2621)


   

(2z)-4-[(1r,2r,7r,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid

(2z)-4-[(1r,2r,7r,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid

C34H40O9 (592.2672)


   

(2z)-4-[(1r,2r,7s,14s,15s,16s,18s)-11-hydroxy-10-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-15,16-dimethoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10-trien-18-yl]-2-methylbut-2-enoic acid

(2z)-4-[(1r,2r,7s,14s,15s,16s,18s)-11-hydroxy-10-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-15,16-dimethoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10-trien-18-yl]-2-methylbut-2-enoic acid

C35H44O11 (640.2883)


   

(4ar,5s,8s,8as)-5-isopropyl-8-methoxy-3,8-dimethyl-1,4a,5,6,7,8a-hexahydronaphthalen-2-one

(4ar,5s,8s,8as)-5-isopropyl-8-methoxy-3,8-dimethyl-1,4a,5,6,7,8a-hexahydronaphthalen-2-one

C16H26O2 (250.1933)


   

4-[11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid

4-[11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid

C34H40O9 (592.2672)


   

11-hydroxy-20-(hydroxymethyl)-16-methoxy-6,6,7,20-tetramethyl-10,18-bis(3-methylbut-2-en-1-yl)-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraene-13,17-dione

11-hydroxy-20-(hydroxymethyl)-16-methoxy-6,6,7,20-tetramethyl-10,18-bis(3-methylbut-2-en-1-yl)-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraene-13,17-dione

C34H42O8 (578.288)


   

(1s,2s,13r,15r)-6,8-dihydroxy-13-methoxy-17,17-dimethyl-5,15-bis(3-methylbut-2-en-1-yl)-7-(2-methylbut-3-en-2-yl)-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraene-10,14-dione

(1s,2s,13r,15r)-6,8-dihydroxy-13-methoxy-17,17-dimethyl-5,15-bis(3-methylbut-2-en-1-yl)-7-(2-methylbut-3-en-2-yl)-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraene-10,14-dione

C34H42O7 (562.293)


   

(1r,2r,7r,16s,18s,20r)-11-hydroxy-20-(hydroxymethyl)-16-methoxy-6,6,7,20-tetramethyl-10,18-bis(3-methylbut-2-en-1-yl)-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraene-13,17-dione

(1r,2r,7r,16s,18s,20r)-11-hydroxy-20-(hydroxymethyl)-16-methoxy-6,6,7,20-tetramethyl-10,18-bis(3-methylbut-2-en-1-yl)-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraene-13,17-dione

C34H42O8 (578.288)


   

(2r)-5,8-dihydroxy-10-(2-hydroxypropan-2-yl)-1,1,2-trimethyl-4-(3-methylbut-2-en-1-yl)-2h-furo[2,3-c]xanthen-6-one

(2r)-5,8-dihydroxy-10-(2-hydroxypropan-2-yl)-1,1,2-trimethyl-4-(3-methylbut-2-en-1-yl)-2h-furo[2,3-c]xanthen-6-one

C26H30O6 (438.2042)


   

4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid

4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid

C34H40O10 (608.2621)


   

4-[11,15-dihydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10-trien-18-yl]-2-methylbut-2-enoic acid

4-[11,15-dihydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10-trien-18-yl]-2-methylbut-2-enoic acid

C34H42O10 (610.2778)


   

(7r,9r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3(11),4(8),13,15(19)-pentaene-7-carboxylic acid

(7r,9r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3(11),4(8),13,15(19)-pentaene-7-carboxylic acid

C34H40O10 (608.2621)


   

(2z)-4-[(1r,2r,7r,16s,18s)-11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid

(2z)-4-[(1r,2r,7r,16s,18s)-11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid

C34H40O10 (608.2621)


   

4-[11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enal

4-[11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enal

C34H40O8 (576.2723)


   

(4ar,5s,8r,8ar)-5-isopropyl-8-methoxy-3,8-dimethyl-1,4a,5,6,7,8a-hexahydronaphthalen-2-one

(4ar,5s,8r,8ar)-5-isopropyl-8-methoxy-3,8-dimethyl-1,4a,5,6,7,8a-hexahydronaphthalen-2-one

C16H26O2 (250.1933)


   

(1r,5e,7s)-7-isopropyl-4,10-dimethylidenecyclodec-5-en-1-ol

(1r,5e,7s)-7-isopropyl-4,10-dimethylidenecyclodec-5-en-1-ol

C15H24O (220.1827)


   

11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10,18-bis(3-methylbut-2-en-1-yl)-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraene-13,17-dione

11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10,18-bis(3-methylbut-2-en-1-yl)-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraene-13,17-dione

C34H42O7 (562.293)


   

(2z)-4-[(1r,2r,7r,16s,18s)-11-hydroxy-10-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid

(2z)-4-[(1r,2r,7r,16s,18s)-11-hydroxy-10-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid

C34H40O10 (608.2621)


   

7-isopropyl-4,10-dimethylidenecyclodec-5-en-1-ol

7-isopropyl-4,10-dimethylidenecyclodec-5-en-1-ol

C15H24O (220.1827)


   

methyl (2e)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoate

methyl (2e)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoate

C35H42O9 (606.2829)


   

(1r,2r,7r,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10,18-bis(3-methylbut-2-en-1-yl)-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraene-13,17-dione

(1r,2r,7r,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10,18-bis(3-methylbut-2-en-1-yl)-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraene-13,17-dione

C34H42O7 (562.293)


   

(2z)-4-[(1r,2r,7s,14s,15s,16s,18s)-11,15-dihydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10-trien-18-yl]-2-methylbut-2-enoic acid

(2z)-4-[(1r,2r,7s,14s,15s,16s,18s)-11,15-dihydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10-trien-18-yl]-2-methylbut-2-enoic acid

C34H42O10 (610.2778)


   

(2e)-4-[(1r,2r,7r,14s,15s,16s,18s)-11-hydroxy-15,16-dimethoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enal

(2e)-4-[(1r,2r,7r,14s,15s,16s,18s)-11-hydroxy-15,16-dimethoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enal

C35H44O9 (608.2985)


   

(2s)-5,8-dihydroxy-10-(2-hydroxypropan-2-yl)-1,1,2-trimethyl-4-(3-methylbut-2-en-1-yl)-2h-furo[2,3-c]xanthen-6-one

(2s)-5,8-dihydroxy-10-(2-hydroxypropan-2-yl)-1,1,2-trimethyl-4-(3-methylbut-2-en-1-yl)-2h-furo[2,3-c]xanthen-6-one

C26H30O6 (438.2042)


   

(7s,18r)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,18,19,19-pentamethyl-15-(3-methylbut-2-en-1-yl)-12-oxo-2,6,17-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁶,²⁰]icosa-1(20),3,8,10,13,15-hexaene-7-carboxylic acid

(7s,18r)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,18,19,19-pentamethyl-15-(3-methylbut-2-en-1-yl)-12-oxo-2,6,17-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁶,²⁰]icosa-1(20),3,8,10,13,15-hexaene-7-carboxylic acid

C34H38O10 (606.2465)


   

4-[11-hydroxy-15,16-dimethoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enoic acid

4-[11-hydroxy-15,16-dimethoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enoic acid

C35H44O10 (624.2934)


   

(2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid

(2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid

C34H42O10 (610.2778)


   

(2z)-4-[(1r,2r,7s,14s,15s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-15,16-dimethoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enoic acid

(2z)-4-[(1r,2r,7s,14s,15s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-15,16-dimethoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enoic acid

C35H46O11 (642.304)


   

(7s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3(11),4(8),13,15(19)-pentaene-7-carboxylic acid

(7s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3(11),4(8),13,15(19)-pentaene-7-carboxylic acid

C34H40O10 (608.2621)


   

11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-18-(3-methylbut-2-en-1-yl)-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraene-13,17-dione

11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-18-(3-methylbut-2-en-1-yl)-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraene-13,17-dione

C29H34O7 (494.2304)


   

4-[11-hydroxy-15,16-dimethoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enal

4-[11-hydroxy-15,16-dimethoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enal

C35H44O9 (608.2985)


   

(1r,2r,7s,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10,18-bis(3-methylbut-2-en-1-yl)-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraene-13,17-dione

(1r,2r,7s,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10,18-bis(3-methylbut-2-en-1-yl)-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraene-13,17-dione

C34H42O7 (562.293)


   

(7r,18r)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,18,19,19-pentamethyl-15-(3-methylbut-2-en-1-yl)-12-oxo-2,6,17-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁶,²⁰]icosa-1(20),3,8,10,13,15-hexaene-7-carboxylic acid

(7r,18r)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,18,19,19-pentamethyl-15-(3-methylbut-2-en-1-yl)-12-oxo-2,6,17-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁶,²⁰]icosa-1(20),3,8,10,13,15-hexaene-7-carboxylic acid

C34H38O10 (606.2465)


   

(2e)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enal

(2e)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enal

C34H40O8 (576.2723)


   

(2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid

(2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid

C34H40O10 (608.2621)


   

(1r,2r,7s,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-18-(3-methylbut-2-en-1-yl)-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraene-13,17-dione

(1r,2r,7s,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-18-(3-methylbut-2-en-1-yl)-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraene-13,17-dione

C29H34O7 (494.2304)


   

6,8-dihydroxy-13-methoxy-17,17-dimethyl-5,15-bis(3-methylbut-2-en-1-yl)-7-(2-methylbut-3-en-2-yl)-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraene-10,14-dione

6,8-dihydroxy-13-methoxy-17,17-dimethyl-5,15-bis(3-methylbut-2-en-1-yl)-7-(2-methylbut-3-en-2-yl)-3,16-dioxapentacyclo[11.4.1.0²,¹¹.0²,¹⁵.0⁴,⁹]octadeca-4,6,8,11-tetraene-10,14-dione

C34H42O7 (562.293)


   

(7s,18s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,18,19,19-pentamethyl-15-(3-methylbut-2-en-1-yl)-12-oxo-2,6,17-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁶,²⁰]icosa-1(20),3,8,10,13,15-hexaene-7-carboxylic acid

(7s,18s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,18,19,19-pentamethyl-15-(3-methylbut-2-en-1-yl)-12-oxo-2,6,17-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁶,²⁰]icosa-1(20),3,8,10,13,15-hexaene-7-carboxylic acid

C34H38O10 (606.2465)


   

(2z)-4-[(1s,2s,7r,14r,15r,16r,18r)-11-hydroxy-15,16-dimethoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enoic acid

(2z)-4-[(1s,2s,7r,14r,15r,16r,18r)-11-hydroxy-15,16-dimethoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enoic acid

C35H44O10 (624.2934)


   

7-(3-carboxy-3-methylprop-2-en-1-yl)-14-hydroxy-9-methoxy-5,5,18,19,19-pentamethyl-15-(3-methylbut-2-en-1-yl)-12-oxo-2,6,17-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁶,²⁰]icosa-1(20),3,8,10,13,15-hexaene-7-carboxylic acid

7-(3-carboxy-3-methylprop-2-en-1-yl)-14-hydroxy-9-methoxy-5,5,18,19,19-pentamethyl-15-(3-methylbut-2-en-1-yl)-12-oxo-2,6,17-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁶,²⁰]icosa-1(20),3,8,10,13,15-hexaene-7-carboxylic acid

C34H38O10 (606.2465)


   

8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydro-1-benzopyran-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydro-1-benzopyran-3-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

C30H20O10 (540.1056)


   

5-isopropyl-8-methoxy-3,8-dimethyl-1,4a,5,6,7,8a-hexahydronaphthalen-2-one

5-isopropyl-8-methoxy-3,8-dimethyl-1,4a,5,6,7,8a-hexahydronaphthalen-2-one

C16H26O2 (250.1933)


   

(2z)-4-[(1r,2r,7s,14s,15s,16s,18s)-11-hydroxy-15,16-dimethoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enoic acid

(2z)-4-[(1r,2r,7s,14s,15s,16s,18s)-11-hydroxy-15,16-dimethoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enoic acid

C35H44O10 (624.2934)


   

4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-15,16-dimethoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10-trien-18-yl]-2-methylbut-2-enoic acid

4-[11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-15,16-dimethoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10-trien-18-yl]-2-methylbut-2-enoic acid

C35H44O11 (640.2883)


   

4-[11-hydroxy-10-(3-hydroxy-3-methylbutyl)-15,16-dimethoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enoic acid

4-[11-hydroxy-10-(3-hydroxy-3-methylbutyl)-15,16-dimethoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enoic acid

C35H46O11 (642.304)


   

(2z)-4-[(1r,2r,7r,14s,15s,16s,18s)-11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-15,16-dimethoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10-trien-18-yl]-2-methylbut-2-enoic acid

(2z)-4-[(1r,2r,7r,14s,15s,16s,18s)-11-hydroxy-10-(2-hydroxy-3-methylbut-3-en-1-yl)-15,16-dimethoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10-trien-18-yl]-2-methylbut-2-enoic acid

C35H44O11 (640.2883)


   

10,21-dihydroxy-5,5,6,18,18-pentamethyl-2,7,19-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁵,²⁰]henicosa-1(21),3,8,10,13,15(20),16-heptaen-12-one

10,21-dihydroxy-5,5,6,18,18-pentamethyl-2,7,19-trioxapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁵,²⁰]henicosa-1(21),3,8,10,13,15(20),16-heptaen-12-one

C23H22O6 (394.1416)


   

7-(3-carboxy-3-methylprop-2-en-1-yl)-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid

7-(3-carboxy-3-methylprop-2-en-1-yl)-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid

C34H38O10 (606.2465)


   

(7s,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid

(7s,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid

C34H38O10 (606.2465)


   

(2z)-4-[(1r,2r,7r,16s,18s)-11-hydroxy-10-[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid

(2z)-4-[(1r,2r,7r,16s,18s)-11-hydroxy-10-[(2s)-2-hydroxy-3-methylbut-3-en-1-yl]-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid

C34H40O10 (608.2621)


   

4-[11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid

4-[11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid

C34H42O10 (610.2778)


   

(1r,2r,7r,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-18-(3-methylbut-2-en-1-yl)-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraene-13,17-dione

(1r,2r,7r,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-18-(3-methylbut-2-en-1-yl)-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraene-13,17-dione

C29H34O7 (494.2304)


   

(2z)-4-[(1r,2r,7r,14s,15s,16s,18s)-11-hydroxy-15,16-dimethoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enoic acid

(2z)-4-[(1r,2r,7r,14s,15s,16s,18s)-11-hydroxy-15,16-dimethoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enoic acid

C35H44O10 (624.2934)


   

(4as,5s,8s,8as)-5-isopropyl-8-methoxy-3,8-dimethyl-1,4a,5,6,7,8a-hexahydronaphthalen-2-one

(4as,5s,8s,8as)-5-isopropyl-8-methoxy-3,8-dimethyl-1,4a,5,6,7,8a-hexahydronaphthalen-2-one

C16H26O2 (250.1933)


   

(2e)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid

(2e)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid

C34H40O9 (592.2672)


   

(2e)-4-[(1r,2r,7s,14s,15s,16s,18s)-11-hydroxy-15,16-dimethoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enal

(2e)-4-[(1r,2r,7s,14s,15s,16s,18s)-11-hydroxy-15,16-dimethoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11-trien-18-yl]-2-methylbut-2-enal

C35H44O9 (608.2985)


   

(4as,5s,8s,8ar)-5-isopropyl-8-methoxy-3,8-dimethyl-1,4a,5,6,7,8a-hexahydronaphthalen-2-one

(4as,5s,8s,8ar)-5-isopropyl-8-methoxy-3,8-dimethyl-1,4a,5,6,7,8a-hexahydronaphthalen-2-one

C16H26O2 (250.1933)


   

4-[11,15-dihydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10-trien-18-yl]-2-methylbut-2-enal

4-[11,15-dihydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4(12),5(9),10-trien-18-yl]-2-methylbut-2-enal

C34H42O9 (594.2829)


   

methyl 4-[11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoate

methyl 4-[11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoate

C35H42O9 (606.2829)


   

(2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid

(2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-16-methoxy-6,6,7,20,20-pentamethyl-10-(3-methylbut-2-en-1-yl)-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid

C34H40O9 (592.2672)


   

5,8-dihydroxy-10-(2-hydroxypropan-2-yl)-1,1,2-trimethyl-4-(3-methylbut-2-en-1-yl)-2h-furo[2,3-c]xanthen-6-one

5,8-dihydroxy-10-(2-hydroxypropan-2-yl)-1,1,2-trimethyl-4-(3-methylbut-2-en-1-yl)-2h-furo[2,3-c]xanthen-6-one

C26H30O6 (438.2042)


   

(7r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid

(7r,17s)-7-[(2e)-3-carboxy-3-methylprop-2-en-1-yl]-14-hydroxy-9-methoxy-5,5,16,16,17-pentamethyl-20-(3-methylbut-2-en-1-yl)-12-oxo-2,6,18-trioxapentacyclo[11.7.0.0³,¹¹.0⁴,⁸.0¹⁵,¹⁹]icosa-1(20),3,8,10,13,15(19)-hexaene-7-carboxylic acid

C34H38O10 (606.2465)