NCBI Taxonomy: 99055

Gonospermum (ncbi_taxid: 99055)

found 123 associated metabolites at genus taxonomy rank level.

Ancestor: Anthemidinae

Child Taxonomies: Gonospermum gomerae, Gonospermum fruticosum, Gonospermum canariense, Gonospermum ferulaceum, Gonospermum oshanahanii, Gonospermum ptarmiciflorum

Scopoletin

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

C10H8O4 (192.0423)


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

   

Scoparone

6,7-dimethoxychromen-2-one

C11H10O4 (206.0579)


Scoparone is a member of the class of coumarins that is esculetin in which the two hydroxy groups at positions 6 and 7 are replaced by methoxy groups. It is a major constituent of the Chinese herbal medicine Yin Chen Hao, and exhibits a variety of pharmacological activities such as anti-inflammatory, anti-allergic, and anti-tumor activities. It has a role as a plant metabolite, an anti-inflammatory agent, an antilipemic drug, an immunosuppressive agent, an antihypertensive agent and an anti-allergic agent. It is a member of coumarins and an aromatic ether. It is functionally related to an esculetin. Scoparone is a natural product found in Haplophyllum ramosissimum, Haplophyllum thesioides, and other organisms with data available. A member of the class of coumarins that is esculetin in which the two hydroxy groups at positions 6 and 7 are replaced by methoxy groups. It is a major constituent of the Chinese herbal medicine Yin Chen Hao, and exhibits a variety of pharmacological activities such as anti-inflammatory, anti-allergic, and anti-tumor activities. D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics Scoparone is found in anise. Scoparone is found in several citrus oil D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents Found in several citrus oils Scoparone is isolated from Artemisia capillaris Thunb., has anticoagulant, vasorelaxant antioxidant, anti-inflammatory activities[1]. Scoparone is isolated from Artemisia capillaris Thunb., has anticoagulant, vasorelaxant antioxidant, anti-inflammatory activities[1].

   

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.

   

Costunolide

Cyclodeca[b]furan-2(3H)-one, 3a,4,5,8,9,11a-hexahydro-6,10-dimethyl-3-methylene-, (3aS,6E,10E,11aR)-

C15H20O2 (232.1463)


Costunolide is a germacranolide with anthelminthic, antiparasitic and antiviral activities. It has a role as an anthelminthic drug, an antiinfective agent, an antineoplastic agent, an antiparasitic agent, an antiviral drug and a metabolite. It is a germacranolide and a heterobicyclic compound. (+)-Costunolide is a natural product found in Magnolia garrettii, Critonia morifolia, and other organisms with data available. Constituent of costus root (Saussurea lappa). Costunolide is found in tarragon, sweet bay, and herbs and spices. Costunolide is found in herbs and spices. Costunolide is a constituent of costus root (Saussurea lappa) D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics D000890 - Anti-Infective Agents > D000998 - Antiviral Agents INTERNAL_ID 2266; CONFIDENCE Reference Standard (Level 1) CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2266 D000970 - Antineoplastic Agents D004791 - Enzyme Inhibitors Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3]. Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3].

   

Stigmasterol

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

C29H48O (412.3705)


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].

   

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.

   

Sesamin

5-[(3S,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole

C20H18O6 (354.1103)


(+)-Sesamin, also known as fagarol or sezamin, belongs to the class of organic compounds known as furanoid lignans. These are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units. (+)-Sesamin is an extremely weak basic (essentially neutral) compound (based on its pKa). (+)-Sesamin is found, on average, in the highest concentration within sesames. (+)-Sesamin has also been detected, but not quantified in, several different foods, such as fats and oils, flaxseeds, ginkgo nuts, and ucuhuba. This could make (+)-sesamin a potential biomarker for the consumption of these foods. (+)-sesamin is a lignan that consists of tetrahydro-1H,3H-furo[3,4-c]furan substituted by 1,3-benzodioxole groups at positions 1 and 4 (the 1S,3aR,4S,6aR stereoisomer). Isolated from Cinnamomum camphora, it exhibits cytotoxic activity. It has a role as an antineoplastic agent, a neuroprotective agent and a plant metabolite. It is a lignan, a member of benzodioxoles and a furofuran. Sesamin is a natural product found in Pandanus boninensis, Podolepis rugata, and other organisms with data available. See also: Sesame Oil (part of). A lignan that consists of tetrahydro-1H,3H-furo[3,4-c]furan substituted by 1,3-benzodioxole groups at positions 1 and 4 (the 1S,3aR,4S,6aR stereoisomer). Isolated from Cinnamomum camphora, it exhibits cytotoxic activity. Constituent of sesame oil. (+)-Sesamin is found in many foods, some of which are ginkgo nuts, sesame, flaxseed, and fats and oils. D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D020011 - Protective Agents > D000975 - Antioxidants D009676 - Noxae > D000963 - Antimetabolites (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2].

   

Arbusculin A

[3aS-(3aalpha,5abeta,9alpha,9aalpha,9bbeta)]-Decahydro-9-hydroxy-5a,9-dimethyl-3-methylenenaphtho[1,2-b]furan-2(3H)-one

C15H22O3 (250.1569)


A sesquiterpene lactone isolated from Saussureae Radix and has been shown to exhibit inhibitory activity against melanogenesis.

   

Artemorin

(3aS,7R,11aR)-7-hydroxy-10-methyl-3,6-dimethylidene-2H,3H,3aH,4H,5H,6H,7H,8H,9H,11aH-cyclodeca[b]furan-2-one

C15H20O3 (248.1412)


Artemorin is a member of the class of compounds known as terpene lactones. Terpene lactones are prenol lipids containing a lactone ring. Artemorin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Artemorin is a bitter tasting compound found in sweet bay, which makes artemorin a potential biomarker for the consumption of this food product.

   

Axillarin

2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4H-1-benzopyran-4-one

C17H14O8 (346.0689)


   

Tatridin B

4,9-dihydroxy-6-methyl-3,10-dimethylidene-2H,3H,3aH,4H,7H,8H,9H,10H,11H,11aH-cyclodeca[b]furan-2-one

C15H20O4 (264.1362)


Tatridin B is found in herbs and spices. Tatridin B is isolated from Tanacetum vulgare (tansy). Isolated from Tanacetum vulgare (tansy). Tatridin B is found in herbs and spices.

   

Tavulin

4,9-dihydroxy-6,10-dimethyl-3-methylidene-2H,3H,3aH,4H,7H,8H,9H,11aH-cyclodeca[b]furan-2-one

C15H20O4 (264.1362)


Tavulin is found in herbs and spices. Tavulin is a constituent of Tanacetum vulgare (tansy). Constituent of Tanacetum vulgare (tansy). Tavulin is found in herbs and spices.

   

Dracunculin

4-Methoxy-8H-1,3-dioxolo[4,5-H][1]benzopyran-8-one

C11H8O5 (220.0372)


Dracunculin is found in mugwort. Dracunculin is a constituent of Artemisia dracunculoides (Russian tarragon) Constituent of Artemisia dracunculoides (Russian tarragon). Dracunculin is found in mugwort and pulses.

   

(1R,3As,4S,6aS)-1,4-di(benzo[d][1,3]dioxol-5-yl)hexahydrofuro[3,4-c]furan

5-[4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole

C20H18O6 (354.1103)


Constituent of sesame oil. (+)-Sesamin is found in many foods, some of which are ginkgo nuts, sesame, flaxseed, and fats and oils. D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D020011 - Protective Agents > D000975 - Antioxidants D009676 - Noxae > D000963 - Antimetabolites (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2].

   

Reynosin

6-hydroxy-5a-methyl-3,9-dimethylidene-dodecahydronaphtho[1,2-b]furan-2-one

C15H20O3 (248.1412)


Reynosin belongs to eudesmanolides, secoeudesmanolides, and derivatives class of compounds. Those are terpenoids with a structure based on the eudesmanolide (a 3,5a,9-trimethyl-naphtho[1,2-b]furan-2-one derivative) or secoeudesmanolide (a 3,6-dimethyl-5-(pentan-2-yl)-1-benzofuran-2-one derivative) skeleton. Reynosin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Reynosin can be found in sweet bay, which makes reynosin a potential biomarker for the consumption of this food product.

   

6-Hydroxykaempferol 3,6-dimethylether

5,7-dihydroxy-2-(4-hydroxyphenyl)-3,6-dimethoxy-4H-chromen-4-one

C17H14O7 (330.0739)


6-hydroxykaempferol 3,6-dimethylether, also known as 4,5,7-trihydroxy-3,6-dimethoxyflavone, is a member of the class of compounds known as 6-o-methylated flavonoids. 6-o-methylated flavonoids are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, 6-hydroxykaempferol 3,6-dimethylether is considered to be a flavonoid lipid molecule. 6-hydroxykaempferol 3,6-dimethylether is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 6-hydroxykaempferol 3,6-dimethylether can be found in sweet cherry, which makes 6-hydroxykaempferol 3,6-dimethylether a potential biomarker for the consumption of this food product.

   

sesamin

1,3-Benzodioxole, 5,5-(tetrahydro-1H,3H-furo(3,4-c)furan-1,4-diyl)bis-, (1S-(1.alpha.,3a.alpha.,4.alpha.,6a.alpha.))-

C20H18O6 (354.1103)


D057847 - Lipid Regulating Agents > D000960 - Hypolipidemic Agents > D000924 - Anticholesteremic Agents D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D020011 - Protective Agents > D000975 - Antioxidants D009676 - Noxae > D000963 - Antimetabolites relative retention time with respect to 9-anthracene Carboxylic Acid is 1.233 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.236 Asarinin is a natural product found in Piper mullesua, Machilus thunbergii, and other organisms with data available. (-)-Asarinin is a natural product found in Zanthoxylum austrosinense, Horsfieldia irya, and other organisms with data available. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. (-)-Asarinin is a extract lignan from Asarum sieboldii Miq., mainly produced in roots of this herb[1]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2]. Sesamin, abundant lignan found in sesame oil, is a potent and selective delta 5 desaturase inhibitor in polyunsaturated fatty acid biosynthesis. Sesamin exerts effective neuroprotection against cerbral ischemia[1][2].

   

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.

   

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.

   

Axillarin

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-

C17H14O8 (346.0689)


A dimethoxyflavone that is the 3,6-dimethyl ether derivative of quercetagetin. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one, also known as 3,4,5,7-tetrahydroxy-3,6-dimethoxyflavone or 3,6-dimethoxyquercetagetin, is a member of the class of compounds known as 6-o-methylated flavonoids. 6-o-methylated flavonoids are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one is considered to be a flavonoid lipid molecule. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one can be found in german camomile, which makes 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one a potential biomarker for the consumption of this food product.

   

6-Hydroxy-6-methylocta-3,7-dien-2-one

6-Hydroxy-6-methylocta-3,7-dien-2-one

C9H14O2 (154.0994)


   

Daucosterol

(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. 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. C308 - Immunotherapeutic Agent Daucosterol is a natural sterol compound. Daucosterol is a natural sterol compound.

   

Costunolide

NCGC00381718-02_C15H20O2_Cyclodeca[b]furan-2(3H)-one, 3a,4,5,8,9,11a-hexahydro-6,10-dimethyl-3-methylene-, (3aS,6E,10E,11aR)-

C15H20O2 (232.1463)


Costunolide is a germacranolide with anthelminthic, antiparasitic and antiviral activities. It has a role as an anthelminthic drug, an antiinfective agent, an antineoplastic agent, an antiparasitic agent, an antiviral drug and a metabolite. It is a germacranolide and a heterobicyclic compound. (+)-Costunolide is a natural product found in Magnolia garrettii, Critonia morifolia, and other organisms with data available. D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics A germacranolide with anthelminthic, antiparasitic and antiviral activities. D000890 - Anti-Infective Agents > D000998 - Antiviral Agents D000970 - Antineoplastic Agents D004791 - Enzyme Inhibitors Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3]. Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3].

   

6,7,4-trihydroxyflavone

6,7,4-trihydroxyflavone

C15H10O5 (270.0528)


   

Reynosin

NAPHTHO(1,2-B)FURAN-2(3H)-ONE, DECAHYDRO-6-HYDROXY-5A-METHYL-3,9-BIS(METHYLENE)-, (3AS-(3A.ALPHA.,5A.BETA.,6.BETA.,9A.ALPHA.,9B.BETA.))-

C15H20O3 (248.1412)


Reynosin is a sesquiterpene lactone of the eudesmanolide group, found particularly in Magnolia grandiflora and Laurus nobilis. It has a role as a metabolite. It is a sesquiterpene lactone and an organic heterotricyclic compound. Reynosin is a natural product found in Centaurea uniflora, Eupatorium capillifolium, and other organisms with data available. A sesquiterpene lactone of the eudesmanolide group, found particularly in Magnolia grandiflora and Laurus nobilis.

   

Scopoletin

7-hydroxy-6-methoxychromen-2-one

C10H8O4 (192.0423)


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

   

Scoparone

6,7-dimethoxycoumarin

C11H10O4 (206.0579)


Annotation level-1 D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents Scoparone is isolated from Artemisia capillaris Thunb., has anticoagulant, vasorelaxant antioxidant, anti-inflammatory activities[1]. Scoparone is isolated from Artemisia capillaris Thunb., has anticoagulant, vasorelaxant antioxidant, anti-inflammatory activities[1].

   

5,7-dihydroxy-2-(4-hydroxyphenyl)-3,6-dimethoxy-4H-chromen-4-one

5,7-dihydroxy-2-(4-hydroxyphenyl)-3,6-dimethoxy-4H-chromen-4-one

C17H14O7 (330.0739)


   

Dracunculin

4-Methoxy-8H-1,3-dioxolo[4,5-H][1]benzopyran-8-one

C11H8O5 (220.0372)


   

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)


   

Tabulin

4,9-dihydroxy-6,10-dimethyl-3-methylidene-2H,3H,3aH,4H,7H,8H,9H,11aH-cyclodeca[b]furan-2-one

C15H20O4 (264.1362)


   

Taridin b

4,9-dihydroxy-6-methyl-3,10-dimethylidene-2H,3H,3aH,4H,7H,8H,9H,10H,11H,11aH-cyclodeca[b]furan-2-one

C15H20O4 (264.1362)


   

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.

   

Scopoletol

2H-1-Benzopyran-2-one, 7-hydroxy-6-methoxy- (9CI)

C10H8O4 (192.0423)


Scopoletin is an inhibitor of acetylcholinesterase (AChE). Scopoletin is an inhibitor of acetylcholinesterase (AChE).

   

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

   

Scoparon

5-18-03-00204 (Beilstein Handbook Reference)

C11H10O4 (206.0579)


D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents Scoparone is isolated from Artemisia capillaris Thunb., has anticoagulant, vasorelaxant antioxidant, anti-inflammatory activities[1]. Scoparone is isolated from Artemisia capillaris Thunb., has anticoagulant, vasorelaxant antioxidant, anti-inflammatory activities[1].

   

1-epi-Tatridin B

1-epi-Tatridin B

C15H20O4 (264.1362)


A germacrane sesquiterpenoid found in Tanacetum vulgare, Anthemis altissima and Anthemis melanolepsis that is tatridin A in which the double bond at position 9-10 has migrated to position 10-14.

   

Tatridin B

Tatridin B

C15H20O4 (264.1362)


A germacrane sesquiterpenoid found Tanacetum vulgare that is tatridin A in which the double bond at position 9-10 has migrated to position 10-14 and in which the hydroxy group at position 1 has epimerised from alpha- to beta-.

   

Artemorin

Artemorin

C15H20O3 (248.1412)


A germacranolide isolated from Laurus nobilis L..

   

7,8-Methylenedioxy-6-methoxycoumarin

7,8-Methylenedioxy-6-methoxycoumarin

C11H8O5 (220.0372)


   

Tatridin A

Tatridin A

C15H20O4 (264.1362)


A germacrane sesquiterpenoid in which the 10-membered ring contains one E- and one Z- double bond and is fused to a 3-methylenedihydrofuran-2(3H)-one moiety. It has been isolated from Artemesia arbuscala, Anthemis altissima and Tanacetum vulgare.

   

(3ar,4r,4as,8s,8as,9as)-4,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

(3ar,4r,4as,8s,8as,9as)-4,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

C15H20O4 (264.1362)


   

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

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

C30H50O (426.3861)


   

8-(acetyloxy)-5-hydroxy-5,8a-dimethyl-3-methylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl acetate

8-(acetyloxy)-5-hydroxy-5,8a-dimethyl-3-methylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl acetate

C19H26O7 (366.1678)


   

(3e,6s)-6-hydroxy-6-methylocta-3,7-dien-2-one

(3e,6s)-6-hydroxy-6-methylocta-3,7-dien-2-one

C9H14O2 (154.0994)


   

(5s)-5-[(2e,5s)-5-hydroxy-5-methylhepta-2,6-dien-2-yl]oxolan-2-one

(5s)-5-[(2e,5s)-5-hydroxy-5-methylhepta-2,6-dien-2-yl]oxolan-2-one

C12H18O3 (210.1256)


   

(3as,4r,4as,8r,8ar,9as)-4,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

(3as,4r,4as,8r,8ar,9as)-4,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

C15H20O4 (264.1362)


   

(2s,4as,7r,8ar)-7-(3-hydroxyprop-1-en-2-yl)-4a-methyl-1-methylidene-hexahydro-2h-naphthalene-2,8a-diol

(2s,4as,7r,8ar)-7-(3-hydroxyprop-1-en-2-yl)-4a-methyl-1-methylidene-hexahydro-2h-naphthalene-2,8a-diol

C15H24O3 (252.1725)


   

(1s,2s,3s,5r,8s,11s)-2,8-dihydroxy-5-methyl-9,14-dimethylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradecan-13-one

(1s,2s,3s,5r,8s,11s)-2,8-dihydroxy-5-methyl-9,14-dimethylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradecan-13-one

C15H20O5 (280.1311)


   

(3as,4s,9r,11ar)-4,9-dihydroxy-6,10-dimethyl-3-methylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

(3as,4s,9r,11ar)-4,9-dihydroxy-6,10-dimethyl-3-methylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

C15H20O4 (264.1362)


   

2-(8-hydroxy-4a,8-dimethyl-octahydronaphthalen-2-yl)prop-2-enal

2-(8-hydroxy-4a,8-dimethyl-octahydronaphthalen-2-yl)prop-2-enal

C15H24O2 (236.1776)


   

(1r,5r,9r)-2,6-dimethylidene-9-(prop-1-en-2-yl)cyclodecane-1,5-diol

(1r,5r,9r)-2,6-dimethylidene-9-(prop-1-en-2-yl)cyclodecane-1,5-diol

C15H24O2 (236.1776)


   

(3as,4r,4as,8s,8as,9as)-4,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

(3as,4r,4as,8s,8as,9as)-4,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

C15H20O4 (264.1362)


   

4,9-dihydroxy-3,6-dimethyl-10-methylidene-3h,3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-2-one

4,9-dihydroxy-3,6-dimethyl-10-methylidene-3h,3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-2-one

C15H22O4 (266.1518)


   

7-(3-hydroxyprop-1-en-2-yl)-4a-methyl-1-methylidene-octahydronaphthalen-2-ol

7-(3-hydroxyprop-1-en-2-yl)-4a-methyl-1-methylidene-octahydronaphthalen-2-ol

C15H24O2 (236.1776)


   

(3as,7r,11s,11as)-7-hydroxy-6-methyl-3,10-dimethylidene-2-oxo-3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-11-yl acetate

(3as,7r,11s,11as)-7-hydroxy-6-methyl-3,10-dimethylidene-2-oxo-3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-11-yl acetate

C17H22O5 (306.1467)


   

8-hydroxy-8a-methyl-3,5-dimethylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl 2-methylbut-2-enoate

8-hydroxy-8a-methyl-3,5-dimethylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl 2-methylbut-2-enoate

C20H26O5 (346.178)


   

6-(3-hydroxyprop-1-en-2-yl)-8a-methyl-4-methylidene-octahydronaphthalen-1-ol

6-(3-hydroxyprop-1-en-2-yl)-8a-methyl-4-methylidene-octahydronaphthalen-1-ol

C15H24O2 (236.1776)


   

2,8-dihydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-9-en-13-one

2,8-dihydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-9-en-13-one

C15H20O5 (280.1311)


   

(3as,4r,11as)-4-hydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2,9-dione

(3as,4r,11as)-4-hydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2,9-dione

C15H18O4 (262.1205)


   

(3r,3as,4r,9r,11as)-4,9-dihydroxy-3,6-dimethyl-10-methylidene-3h,3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-2-one

(3r,3as,4r,9r,11as)-4,9-dihydroxy-3,6-dimethyl-10-methylidene-3h,3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-2-one

C15H22O4 (266.1518)


   

(3ar,4s,5ar,6r,9ar,9br)-6-(acetyloxy)-5a-methyl-3,9-dimethylidene-2-oxo-octahydronaphtho[1,2-b]furan-4-yl acetate

(3ar,4s,5ar,6r,9ar,9br)-6-(acetyloxy)-5a-methyl-3,9-dimethylidene-2-oxo-octahydronaphtho[1,2-b]furan-4-yl acetate

C19H24O6 (348.1573)


   

(3ar,4r,4as,8r,8ar,9as)-8-hydroxy-8a-methyl-3,5-dimethylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl (2z)-2-methylbut-2-enoate

(3ar,4r,4as,8r,8ar,9as)-8-hydroxy-8a-methyl-3,5-dimethylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl (2z)-2-methylbut-2-enoate

C20H26O5 (346.178)


   

(1s,2s,3r,5s,8z,11s)-2-hydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-13-one

(1s,2s,3r,5s,8z,11s)-2-hydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-13-one

C15H20O4 (264.1362)


   

(3ar,4s,4as,5s,8r,8ar,9as)-5,8-dihydroxy-5,8a-dimethyl-3-methylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl (2z)-2-methylbut-2-enoate

(3ar,4s,4as,5s,8r,8ar,9as)-5,8-dihydroxy-5,8a-dimethyl-3-methylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl (2z)-2-methylbut-2-enoate

C20H28O6 (364.1886)


   

2-[(2r,4ar,8as)-8a-hydroxy-4a-methyl-8-methylidene-hexahydro-1h-naphthalen-2-yl]prop-2-enoic acid

2-[(2r,4ar,8as)-8a-hydroxy-4a-methyl-8-methylidene-hexahydro-1h-naphthalen-2-yl]prop-2-enoic acid

C15H22O3 (250.1569)


   

(3as,4r,4as,8r,8ar,9as)-4,8-dihydroxy-5,8a-dimethyl-3-methylidene-3ah,4h,4ah,7h,8h,9h,9ah-naphtho[2,3-b]furan-2-one

(3as,4r,4as,8r,8ar,9as)-4,8-dihydroxy-5,8a-dimethyl-3-methylidene-3ah,4h,4ah,7h,8h,9h,9ah-naphtho[2,3-b]furan-2-one

C15H20O4 (264.1362)


   

(2r,4as,7r,8ar)-7-(3-hydroxyprop-1-en-2-yl)-4a-methyl-1-methylidene-hexahydro-2h-naphthalene-2,8a-diol

(2r,4as,7r,8ar)-7-(3-hydroxyprop-1-en-2-yl)-4a-methyl-1-methylidene-hexahydro-2h-naphthalene-2,8a-diol

C15H24O3 (252.1725)


   

(3ar,4r,9s,11ar)-9-{[(3s,3ar,4s,9r,11ar)-4,9-dihydroxy-6,10-dimethyl-2-oxo-3h,3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl}-4-hydroxy-6,10-dimethyl-3-methylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

(3ar,4r,9s,11ar)-9-{[(3s,3ar,4s,9r,11ar)-4,9-dihydroxy-6,10-dimethyl-2-oxo-3h,3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl}-4-hydroxy-6,10-dimethyl-3-methylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

C30H40O7 (512.2774)


   

(1s,2s,3s,5r,8s,9e,11s)-2,8-dihydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-9-en-13-one

(1s,2s,3s,5r,8s,9e,11s)-2,8-dihydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-9-en-13-one

C15H20O5 (280.1311)


   

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

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

C29H48O (412.3705)


   

(3ar,4s,4as,5r,8r,8ar,9as)-8-(acetyloxy)-5-hydroxy-5,8a-dimethyl-3-methylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl acetate

(3ar,4s,4as,5r,8r,8ar,9as)-8-(acetyloxy)-5-hydroxy-5,8a-dimethyl-3-methylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl acetate

C19H26O7 (366.1678)


   

(1r,4as,6r,8ar)-6-(3-hydroxyprop-1-en-2-yl)-8a-methyl-4-methylidene-octahydronaphthalen-1-ol

(1r,4as,6r,8ar)-6-(3-hydroxyprop-1-en-2-yl)-8a-methyl-4-methylidene-octahydronaphthalen-1-ol

C15H24O2 (236.1776)


   

2-hydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-13-one

2-hydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-13-one

C15H20O4 (264.1362)


   

(3ar,4r,8r,8ar,9as)-4,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

(3ar,4r,8r,8ar,9as)-4,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

C15H20O4 (264.1362)


   

(5s)-5-[(5s)-5-hydroxy-5-methylhepta-2,6-dien-2-yl]oxolan-2-one

(5s)-5-[(5s)-5-hydroxy-5-methylhepta-2,6-dien-2-yl]oxolan-2-one

C12H18O3 (210.1256)


   

(2r,4as,7r,8ar)-7-(3-hydroxyprop-1-en-2-yl)-4a-methyl-1-methylidene-octahydronaphthalen-2-ol

(2r,4as,7r,8ar)-7-(3-hydroxyprop-1-en-2-yl)-4a-methyl-1-methylidene-octahydronaphthalen-2-ol

C15H24O2 (236.1776)


   

5a-methyl-3,9-dimethylidene-2-oxo-octahydronaphtho[1,2-b]furan-4-yl acetate

5a-methyl-3,9-dimethylidene-2-oxo-octahydronaphtho[1,2-b]furan-4-yl acetate

C17H22O4 (290.1518)


   

8-hydroxy-8a-methyl-3,5-dimethylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl acetate

8-hydroxy-8a-methyl-3,5-dimethylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl acetate

C17H22O5 (306.1467)


   

6-methyl-3,10-dimethylidene-2,9-dioxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-4-yl 2-methylbut-2-enoate

6-methyl-3,10-dimethylidene-2,9-dioxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-4-yl 2-methylbut-2-enoate

C20H24O5 (344.1624)


   

(3as,4s,9r,11ar)-9-{[(3r,3as,4s,9s,11ar)-4,9-dihydroxy-6,10-dimethyl-2-oxo-3h,3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl}-4-hydroxy-6,10-dimethyl-3-methylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

(3as,4s,9r,11ar)-9-{[(3r,3as,4s,9s,11ar)-4,9-dihydroxy-6,10-dimethyl-2-oxo-3h,3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-3-yl]methyl}-4-hydroxy-6,10-dimethyl-3-methylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

C30H40O7 (512.2774)


   

(3ar,4r,11as)-6-methyl-3,10-dimethylidene-2,9-dioxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

(3ar,4r,11as)-6-methyl-3,10-dimethylidene-2,9-dioxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-4-yl (2z)-2-methylbut-2-enoate

C20H24O5 (344.1624)


   

(5s)-5-[(1e,4s)-4-hydroxy-4-methylhexa-1,5-dien-1-yl]-5-methyloxolan-2-one

(5s)-5-[(1e,4s)-4-hydroxy-4-methylhexa-1,5-dien-1-yl]-5-methyloxolan-2-one

C12H18O3 (210.1256)


   

(3r,4ar,8ar)-3-(3-hydroxyprop-1-en-2-yl)-8a-methyl-5-methylidene-hexahydro-1h-naphthalen-4a-ol

(3r,4ar,8ar)-3-(3-hydroxyprop-1-en-2-yl)-8a-methyl-5-methylidene-hexahydro-1h-naphthalen-4a-ol

C15H24O2 (236.1776)


   

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

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

C30H50O (426.3861)


   

(1s,2s,3s,5r,8r,9z,11s)-2,8-dihydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-9-en-13-one

(1s,2s,3s,5r,8r,9z,11s)-2,8-dihydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-9-en-13-one

C15H20O5 (280.1311)


   

(3ar,4r,4as,8r,8ar,9as)-8-hydroxy-8a-methyl-3,5-dimethylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl (2e)-2-methylbut-2-enoate

(3ar,4r,4as,8r,8ar,9as)-8-hydroxy-8a-methyl-3,5-dimethylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl (2e)-2-methylbut-2-enoate

C20H26O5 (346.178)


   

(3r,3ar,4r,6ar,8s,9r,9ar,9br)-4-hydroxy-3,9-dimethyl-6-methylidene-8-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydroazuleno[4,5-b]furan-2-one

(3r,3ar,4r,6ar,8s,9r,9ar,9br)-4-hydroxy-3,9-dimethyl-6-methylidene-8-{[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-decahydroazuleno[4,5-b]furan-2-one

C21H32O9 (428.2046)


   

6,10-dihydroxy-2,6,10-trimethyldodeca-1,7,11-trien-3-yl acetate

6,10-dihydroxy-2,6,10-trimethyldodeca-1,7,11-trien-3-yl acetate

C17H28O4 (296.1987)


   

8-(acetyloxy)-8a-methyl-3,5-dimethylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl 2-methylbut-2-enoate

8-(acetyloxy)-8a-methyl-3,5-dimethylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl 2-methylbut-2-enoate

C22H28O6 (388.1886)


   

4,9-dihydroxy-10-methyl-3,6-dimethylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2,5-dione

4,9-dihydroxy-10-methyl-3,6-dimethylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2,5-dione

C15H18O5 (278.1154)


   

2-(8a-hydroxy-4a-methyl-8-methylidene-hexahydro-1h-naphthalen-2-yl)prop-2-enoic acid

2-(8a-hydroxy-4a-methyl-8-methylidene-hexahydro-1h-naphthalen-2-yl)prop-2-enoic acid

C15H22O3 (250.1569)


   

(2r,3r,4s,5s,6s)-2-{[(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6s)-2-{[(1r,3as,3bs,7s,9ar,9bs,11ar)-1-[(2r,5r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C35H60O6 (576.439)


   

2-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

2-{[1-(5-ethyl-6-methylheptan-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C35H60O6 (576.439)


   

(3ar,4r,4as,8r,8ar,9as)-4,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

(3ar,4r,4as,8r,8ar,9as)-4,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

C15H20O4 (264.1362)


   

(1s,2s,3r,5s,8e,11s)-2-hydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-13-one

(1s,2s,3r,5s,8e,11s)-2-hydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-en-13-one

C15H20O4 (264.1362)


   

(3as,4r,4as,8r,8ar,9as)-8-hydroxy-8a-methyl-3,5-dimethylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl acetate

(3as,4r,4as,8r,8ar,9as)-8-hydroxy-8a-methyl-3,5-dimethylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl acetate

C17H22O5 (306.1467)


   

2,6-dimethylidene-9-(prop-1-en-2-yl)cyclodecane-1,5-diol

2,6-dimethylidene-9-(prop-1-en-2-yl)cyclodecane-1,5-diol

C15H24O2 (236.1776)


   

(3ar,4s,9r,11as)-4,9-dihydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-2-one

(3ar,4s,9r,11as)-4,9-dihydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-2-one

C15H20O4 (264.1362)


   

(3as,4s,4as,5r,8r,8ar,9as)-4,5-dihydroxy-5,8a-dimethyl-3-methylidene-2-oxo-octahydronaphtho[2,3-b]furan-8-yl acetate

(3as,4s,4as,5r,8r,8ar,9as)-4,5-dihydroxy-5,8a-dimethyl-3-methylidene-2-oxo-octahydronaphtho[2,3-b]furan-8-yl acetate

C17H24O6 (324.1573)


   

6-(acetyloxy)-5a-methyl-3,9-dimethylidene-2-oxo-octahydronaphtho[1,2-b]furan-4-yl acetate

6-(acetyloxy)-5a-methyl-3,9-dimethylidene-2-oxo-octahydronaphtho[1,2-b]furan-4-yl acetate

C19H24O6 (348.1573)


   

(3as,4s,11as)-4-hydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2,9-dione

(3as,4s,11as)-4-hydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2,9-dione

C15H18O4 (262.1205)


   

4,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

4,8-dihydroxy-8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one

C15H20O4 (264.1362)


   

(3as,4r,8r,8ar,9as)-8-hydroxy-8a-methyl-3,5-dimethylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl acetate

(3as,4r,8r,8ar,9as)-8-hydroxy-8a-methyl-3,5-dimethylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl acetate

C17H22O5 (306.1467)


   

2-[(2r,4as,7r,8ar)-7-hydroxy-4a-methyl-8-methylidene-octahydronaphthalen-2-yl]prop-2-enal

2-[(2r,4as,7r,8ar)-7-hydroxy-4a-methyl-8-methylidene-octahydronaphthalen-2-yl]prop-2-enal

C15H22O2 (234.162)


   

4,5-dihydroxy-5,8a-dimethyl-3-methylidene-2-oxo-octahydronaphtho[2,3-b]furan-8-yl acetate

4,5-dihydroxy-5,8a-dimethyl-3-methylidene-2-oxo-octahydronaphtho[2,3-b]furan-8-yl acetate

C17H24O6 (324.1573)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.3861)


   

(3ar,4s,9s,11as)-4,9-dihydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-2-one

(3ar,4s,9s,11as)-4,9-dihydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-2-one

C15H20O4 (264.1362)


   

(3as,4s,9s,11as)-4,9-dihydroxy-10-methyl-3,6-dimethylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2,5-dione

(3as,4s,9s,11as)-4,9-dihydroxy-10-methyl-3,6-dimethylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2,5-dione

C15H18O5 (278.1154)


   

9-({4,9-dihydroxy-6,10-dimethyl-2-oxo-3h,3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-3-yl}methyl)-4-hydroxy-6,10-dimethyl-3-methylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

9-({4,9-dihydroxy-6,10-dimethyl-2-oxo-3h,3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-3-yl}methyl)-4-hydroxy-6,10-dimethyl-3-methylidene-3ah,4h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

C30H40O7 (512.2774)


   

(1s,2s,3s,5r,8s,11s)-2,8-dihydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-9-en-13-one

(1s,2s,3s,5r,8s,11s)-2,8-dihydroxy-5,9-dimethyl-14-methylidene-4,12-dioxatricyclo[9.3.0.0³,⁵]tetradec-9-en-13-one

C15H20O5 (280.1311)


   

(3s,6s,7e,10s)-6,10-dihydroxy-2,6,10-trimethyldodeca-1,7,11-trien-3-yl acetate

(3s,6s,7e,10s)-6,10-dihydroxy-2,6,10-trimethyldodeca-1,7,11-trien-3-yl acetate

C17H28O4 (296.1987)


   

7-hydroxy-6-methyl-3,10-dimethylidene-2-oxo-3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-11-yl acetate

7-hydroxy-6-methyl-3,10-dimethylidene-2-oxo-3ah,4h,7h,8h,9h,11h,11ah-cyclodeca[b]furan-11-yl acetate

C17H22O5 (306.1467)


   

(3ar,4r,8r,8ar,9as)-4,8-dihydroxy-5,8a-dimethyl-3-methylidene-3ah,4h,4ah,7h,8h,9h,9ah-naphtho[2,3-b]furan-2-one

(3ar,4r,8r,8ar,9as)-4,8-dihydroxy-5,8a-dimethyl-3-methylidene-3ah,4h,4ah,7h,8h,9h,9ah-naphtho[2,3-b]furan-2-one

C15H20O4 (264.1362)


   

(3ar,4r,4as,8r,8ar,9as)-8-hydroxy-8a-methyl-3,5-dimethylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl acetate

(3ar,4r,4as,8r,8ar,9as)-8-hydroxy-8a-methyl-3,5-dimethylidene-2-oxo-octahydronaphtho[2,3-b]furan-4-yl acetate

C17H22O5 (306.1467)


   

(3as,7r,11as)-7-hydroxy-10-methyl-3,6-dimethylidene-3ah,4h,5h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

(3as,7r,11as)-7-hydroxy-10-methyl-3,6-dimethylidene-3ah,4h,5h,7h,8h,9h,11ah-cyclodeca[b]furan-2-one

C15H20O3 (248.1412)


   

(1s,5r,9r)-2,6-dimethylidene-9-(prop-1-en-2-yl)cyclodecane-1,5-diol

(1s,5r,9r)-2,6-dimethylidene-9-(prop-1-en-2-yl)cyclodecane-1,5-diol

C15H24O2 (236.1776)


   

4,8-dihydroxy-5,8a-dimethyl-3-methylidene-3ah,4h,4ah,7h,8h,9h,9ah-naphtho[2,3-b]furan-2-one

4,8-dihydroxy-5,8a-dimethyl-3-methylidene-3ah,4h,4ah,7h,8h,9h,9ah-naphtho[2,3-b]furan-2-one

C15H20O4 (264.1362)


   

4-hydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2,9-dione

4-hydroxy-6-methyl-3,10-dimethylidene-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2,9-dione

C15H18O4 (262.1205)