NCBI Taxonomy: 746524

Arctotidinae (ncbi_taxid: 746524)

found 181 associated metabolites at subtribe taxonomy rank level.

Ancestor: Arctotideae

Child Taxonomies: Arctotis, Haplocarpha, Dymondia, Arctotheca, Cymbonotus, Hoplophyllum

Scopoletin

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

C10H8O4 (192.0422568)


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).

   

Parthenolide

(1aR,4E,7aS,10aS,10bS)-1a,5-Dimethyl-8-methylene-2,3,6,7,7a,8,10a,10b-octahydrooxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one

C15H20O3 (248.14123700000002)


D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents (1Ar,7aS,10aS,10bS)-1a,5-dimethyl-8-methylidene-2,3,6,7,7a,8,10a,10b-octahydrooxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one is a germacranolide. Parthenolide has been used in trials studying the diagnostic of Allergic Contact Dermatitis. (1aR,7aS,10aS,10bS)-1a,5-dimethyl-8-methylidene-2,3,6,7,7a,8,10a,10b-octahydrooxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one is a natural product found in Cyathocline purpurea, Tanacetum parthenium, and other organisms with data available. Parthenolide belongs to germacranolides and derivatives class of compounds. Those are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. Thus, parthenolide is considered to be an isoprenoid lipid molecule. Parthenolide is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Parthenolide is a bitter tasting compound found in sweet bay, which makes parthenolide a potential biomarker for the consumption of this food product. Parthenolide is a sesquiterpene lactone of the germacranolide class which occurs naturally in the plant feverfew (Tanacetum parthenium), after which it is named. It is found in highest concentration in the flowers and fruit . relative retention time with respect to 9-anthracene Carboxylic Acid is 1.002 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.000 Parthenolide is a sesquiterpene lactone found in the medicinal herb Feverfew. Parthenolide exhibits anti-inflammatory activity by inhibiting NF-κB activation; also inhibits HDAC1 protein without affecting other class I/II HDACs. Parthenolide is a sesquiterpene lactone found in the medicinal herb Feverfew. Parthenolide exhibits anti-inflammatory activity by inhibiting NF-κB activation; also inhibits HDAC1 protein without affecting other class I/II HDACs.

   

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 (412.37049579999996)


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

   

Lupeol

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

C30H50O (426.386145)


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

   

Acroptilin

Chlorohyssopifolin C

C19H23ClO7 (398.1132238)


A sesquiterpene lactone that is isolated from Acroptilon repens and displays anti-allergic properties.

   

Michelenolide

Michelia formosana masan

C15H20O4 (264.13615200000004)


   

Zaluzanin C

Zaluzanin C

C15H18O3 (246.1255878)


A sesquiterpene lactone that is decahydroazuleno[4,5-b]furan-2(3H)-one substituted by methylidene groups at positions 3, 6 and 9 and a hydroxy group at position 8.

   
   

Patuletin

2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4H-1-benzopyran-4-one, 9ci

C16H12O8 (332.0532152)


Pigment from flowers of French marigold Tagetes patula. Patuletin is found in german camomile, herbs and spices, and spinach. Patuletin is found in german camomile. Patuletin is a pigment from flowers of French marigold Tagetes patul D004791 - Enzyme Inhibitors

   

Nerolidol

[S-(E)]-3,7,11-trimethyldodeca-1,6,10-trien-3-ol

C15H26O (222.1983546)


A component of many essential oils. The (S)-enantiomer is the commoner and occurs mostly as the (S)-(E)-isomer. Flavouring agent. Nerolidol is found in many foods, some of which are coriander, sweet basil, roman camomile, and sweet orange. Nerolidol is found in bitter gourd. Nerolidol is a component of many essential oils. The (S)-enantiomer is the commoner and occurs mostly as the (S)-(E)-isomer. Nerolidol is a flavouring agent Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1].

   

Abietic acid

1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene-1-carboxylic acid

C20H30O2 (302.224568)


   

Lupenone

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

C30H48O (424.37049579999996)


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

   

Lupeol acetate

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

C32H52O2 (468.3967092)


   

Loliolide

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

C11H16O3 (196.1099386)


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

   

Taraxasterol acetate

4,4,6a,6b,8a,12,14b-Heptamethyl-11-methylidene-docosahydropicen-3-yl acetic acid

C32H52O2 (468.3967092)


Taraxasterol acetate, also known as urs-20(30)-en-3-ol acetate, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Taraxasterol acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Taraxasterol acetate can be found in burdock, which makes taraxasterol acetate a potential biomarker for the consumption of this food product.

   

Nerolidol

(E)-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol, trans-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol

C15H26O (222.1983546)


Nerolidol is a farnesane sesquiterpenoid that is dodeca-1,6,10-triene which carries methyl groups at positions 3, 7 and 11 and a hydroxy group at position 3. It is a natural product that is present in various flowers and plants with a floral odor. Chemically, it exists in two geometric isomers, trans and cis forms. It is widely used in cosmetics (e.g. shampoos and perfumes), in non-cosmetic products (e.g. detergents and cleansers) and also as a food flavoring agent. It has a role as a flavouring agent, a cosmetic, a pheromone, a neuroprotective agent, an antifungal agent, an anti-inflammatory agent, an antihypertensive agent, an antioxidant, a volatile oil component, an insect attractant and a herbicide. It is a farnesane sesquiterpenoid, a tertiary allylic alcohol and a volatile organic compound. Nerolidol is a natural product found in Xylopia sericea, Rhododendron calostrotum, and other organisms with data available. Nerolidol is found in bitter gourd. Nerolidol is a component of many essential oils. The (S)-enantiomer is the commoner and occurs mostly as the (S)-(E)-isomer. Nerolidol is a flavouring agent. Nerolidol has been shown to exhibit anti-fungal function (A7933).Nerolidol belongs to the family of Sesquiterpenes. These are terpenes with three consecutive isoprene units. A nerolidol in which the double bond at position 6 adopts a trans-configuration. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. trans-Nerolidol is a sesquiterpene alcohol. It can be isolated from f aerial parts of Warionia saharae ex Benth. trans-Nerolidol improves the anti-proliferative effect of Doxorubicin (HY-15142A) against intestinal cancer cells in vitro. trans-Nerolidol also has anti-fungal activity[1][2]. trans-Nerolidol is a sesquiterpene alcohol. It can be isolated from f aerial parts of Warionia saharae ex Benth. trans-Nerolidol improves the anti-proliferative effect of Doxorubicin (HY-15142A) against intestinal cancer cells in vitro. trans-Nerolidol also has anti-fungal activity[1][2].

   

Hispidulin

4H-1-Benzopyran-4-one, 5, 7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-

C16H12O6 (300.06338519999997)


Hispidulin is a monomethoxyflavone that is scutellarein methylated at position 6. It has a role as an apoptosis inducer, an anti-inflammatory agent, an antioxidant, an anticonvulsant, an antineoplastic agent and a plant metabolite. It is a trihydroxyflavone and a monomethoxyflavone. It is functionally related to a scutellarein. Hispidulin (4,5,7-trihydroxy-6-methoxyflavone) is a potent benzodiazepine (BZD) receptor ligand with positive allosteric properties. Hispidulin is a natural product found in Eupatorium cannabinum, Eupatorium perfoliatum, and other organisms with data available. See also: Arnica montana Flower (part of). A monomethoxyflavone that is scutellarein methylated at position 6. 6-methylscutellarein, also known as 4,5,7-trihydroxy-6-methoxyflavone or dinatin, 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-methylscutellarein is considered to be a flavonoid lipid molecule. 6-methylscutellarein is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 6-methylscutellarein can be found in a number of food items such as italian oregano, common sage, sunflower, and common thyme, which makes 6-methylscutellarein a potential biomarker for the consumption of these food products. Hispidulin is a natural flavone with a broad spectrum of biological activities. Hispidulin is a Pim-1 inhibitor with an IC50 of 2.71 μM. Hispidulin is a natural flavone with a broad spectrum of biological activities. Hispidulin is a Pim-1 inhibitor with an IC50 of 2.71 μM.

   

nepetin

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-methoxy- (9CI)

C16H12O7 (316.05830019999996)


Eupafolin, also known as 6-methoxy 5 or 734-tetrahydroxyflavone, 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, eupafolin is considered to be a flavonoid lipid molecule. Eupafolin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Eupafolin can be found in common sage, lemon verbena, rosemary, and sesame, which makes eupafolin a potential biomarker for the consumption of these food products. 6-Methoxyluteolin is a natural product found in Eupatorium album, Eupatorium altissimum, and other organisms with data available. See also: Arnica montana Flower (has part). Nepetin (6-Methoxyluteolin) is a natural flavonoid isolated from Eupatorium ballotaefolium HBK with potent anti-inflammatory activities. Nepetin inhibits IL-6, IL-8 and MCP-1 secretion with IC50 values of 4.43 μM, 3.42 μM and 4.17 μM, respectively in ARPE-19 cells[1][2]. Nepetin (6-Methoxyluteolin) is a natural flavonoid isolated from Eupatorium ballotaefolium HBK with potent anti-inflammatory activities. Nepetin inhibits IL-6, IL-8 and MCP-1 secretion with IC50 values of 4.43 μM, 3.42 μM and 4.17 μM, respectively in ARPE-19 cells[1][2].

   

Lupeol acetate

Acetic acid (1R,3aR,4S,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-yl ester

C32H52O2 (468.3967092)


Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1]. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1].

   

Abietic acid

7,13-Abietadien-18-oic acid

C20H30O2 (302.224568)


Abietic acid, a diterpene isolated from Colophony, possesses antiproliferative, antibacterial, and anti-obesity properties. Abietic acid inhibits lipoxygenase activity for allergy treatment[1][2]. Abietic acid, a diterpene isolated from Colophony, possesses antiproliferative, antibacterial, and anti-obesity properties. Abietic acid inhibits lipoxygenase activity for allergy treatment[1][2].

   

Corymbosin

5-Hydroxy-7-methoxy-2- (3,4,5-trimethoxyphenyl) -4H-1-benzopyran-4-one

C19H18O7 (358.10524780000003)


Corymbosin is a natural product found in Walsura trifoliolata, Ipomoea corymbosa, and other organisms with data available.

   

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 (414.386145)


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 (412.37049579999996)


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.

   

6-methoxykaempferol

3,5,7-Trihydroxy-2- (4-hydroxyphenyl) -6-methoxy-4H-1-benzopyran-4-one

C16H12O7 (316.05830019999996)


   

Patuletin

2- (3,4-Dihydroxyphenyl) -3,5,7-trihydroxy-6-methoxy-4H-1-benzopyran-4-one

C16H12O8 (332.0532152)


A trimethoxyflavone that is quercetagetin methylated at position 6. D004791 - Enzyme Inhibitors

   

lupeol

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

C30H50O (426.386145)


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

   

Lupenone

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

C30H48O (424.37049579999996)


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

   

10-HYDROXY-2,6,10-TRIMETHYLDODECA-2,6,11-TRIENAL

10-HYDROXY-2,6,10-TRIMETHYLDODECA-2,6,11-TRIENAL

C15H24O2 (236.1776204)


   

Scopoletin

Scopoletin

C10H8O4 (192.0422568)


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).

   

loliolide

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

C11H16O3 (196.1099386)


A natural product found in Brachystemma calycinum.

   

Phytic acid

1D-myo-Inositol 1,2,3,4,5,6-hexakisphosphate

C6H18O24P6 (659.8613808)


1d-myo-inositol 1,2,3,4,5,6-hexakisphosphate, also known as phytate or phytic acid, is a member of the class of compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. 1d-myo-inositol 1,2,3,4,5,6-hexakisphosphate is soluble (in water) and an extremely strong acidic compound (based on its pKa). 1d-myo-inositol 1,2,3,4,5,6-hexakisphosphate can be found in a number of food items such as scarlet bean, arrowroot, salmonberry, and roman camomile, which makes 1d-myo-inositol 1,2,3,4,5,6-hexakisphosphate a potential biomarker for the consumption of these food products. 1d-myo-inositol 1,2,3,4,5,6-hexakisphosphate can be found primarily in blood and urine, as well as throughout most human tissues. In humans, 1d-myo-inositol 1,2,3,4,5,6-hexakisphosphate is involved in a couple of metabolic pathways, which include inositol metabolism and inositol phosphate metabolism. C26170 - Protective Agent > C275 - Antioxidant

   

nerolidol

(±)-trans-Nerolidol

C15H26O (222.1983546)


A farnesane sesquiterpenoid that is dodeca-1,6,10-triene which carries methyl groups at positions 3, 7 and 11 and a hydroxy group at position 3. It is a natural product that is present in various flowers and plants with a floral odor. Chemically, it exists in two geometric isomers, trans and cis forms. It is widely used in cosmetics (e.g. shampoos and perfumes), in non-cosmetic products (e.g. detergents and cleansers) and also as a food flavoring agent. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. Nerolidol is a natural membrane-active sesquiterpene, with antitumor, antibacterial, antifungal and antiparasitic activity[1]. trans-Nerolidol is a sesquiterpene alcohol. It can be isolated from f aerial parts of Warionia saharae ex Benth. trans-Nerolidol improves the anti-proliferative effect of Doxorubicin (HY-15142A) against intestinal cancer cells in vitro. trans-Nerolidol also has anti-fungal activity[1][2]. trans-Nerolidol is a sesquiterpene alcohol. It can be isolated from f aerial parts of Warionia saharae ex Benth. trans-Nerolidol improves the anti-proliferative effect of Doxorubicin (HY-15142A) against intestinal cancer cells in vitro. trans-Nerolidol also has anti-fungal activity[1][2].

   
   

Farnesene

1,6,10-Dodecatriene, 7,11-dimethyl-3-methylene-, (6E)-

C15H24 (204.18779039999998)


Isol. (without stereochemical distinction) from oil of Cymbopogon nardus (citronella), Cananga odorata (ylang ylang) and others (E)-β-Farnesene (trans-β-Farnesene) is a volatile sesquiterpene hydrocarbon which can be found in Phlomis aurea Decne essential oil. (E)-β-Farnesene can be used as a feeding stimulant for the sand fly Lutzomyia longipalpis[1][2]. (E)-β-Farnesene (trans-β-Farnesene) is a volatile sesquiterpene hydrocarbon which can be found in Phlomis aurea Decne essential oil. (E)-β-Farnesene can be used as a feeding stimulant for the sand fly Lutzomyia longipalpis[1][2].

   

Lupeol acetate

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

C32H52O2 (468.3967092)


Lupeyl acetate, also known as lupeyl acetic acid, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Lupeyl acetate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Lupeyl acetate can be found in burdock, date, and fig, which makes lupeyl acetate a potential biomarker for the consumption of these food products. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1]. Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1].

   

6-hydroxy-3,5,8-trimethylidene-octahydroazuleno[6,5-b]furan-2-one

6-hydroxy-3,5,8-trimethylidene-octahydroazuleno[6,5-b]furan-2-one

C15H18O3 (246.1255878)


   

(3ar,4ar,7ar,9as)-3,5,8-trimethylidene-hexahydro-3ah-azuleno[6,5-b]furan-2,6-dione

(3ar,4ar,7ar,9as)-3,5,8-trimethylidene-hexahydro-3ah-azuleno[6,5-b]furan-2,6-dione

C15H16O3 (244.1099386)


   

(3ar,4ar,6s,7ar,8r,9as)-8-(chloromethyl)-4a,6,8-trihydroxy-3,5-dimethylidene-hexahydro-3ah-azuleno[6,5-b]furan-2-one

(3ar,4ar,6s,7ar,8r,9as)-8-(chloromethyl)-4a,6,8-trihydroxy-3,5-dimethylidene-hexahydro-3ah-azuleno[6,5-b]furan-2-one

C15H19ClO5 (314.0920954)


   

(3as,5s,6ar,9s,9ar,9br)-5-hydroxy-9-methyl-3,6-dimethylidene-octahydroazuleno[4,5-b]furan-2,8-dione

(3as,5s,6ar,9s,9ar,9br)-5-hydroxy-9-methyl-3,6-dimethylidene-octahydroazuleno[4,5-b]furan-2,8-dione

C15H18O4 (262.1205028)


   

(3s,3as,6ar,9s,9ar,9bs)-3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

(3s,3as,6ar,9s,9ar,9bs)-3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

C15H20O3 (248.14123700000002)


   

(3as,5as,9s,9as,9bs)-5a,9-dimethyl-3-methylidene-3ah,4h,5h,9h,9ah,9bh-naphtho[1,2-b]furan-2,8-dione

(3as,5as,9s,9as,9bs)-5a,9-dimethyl-3-methylidene-3ah,4h,5h,9h,9ah,9bh-naphtho[1,2-b]furan-2,8-dione

C15H18O3 (246.1255878)


   

(2e,6e,10s)-10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trienal

(2e,6e,10s)-10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trienal

C15H24O2 (236.1776204)


   

(3as,11as)-6-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-10-carboxylic acid

(3as,11as)-6-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-10-carboxylic acid

C15H18O4 (262.1205028)


   

4,8-bis(acetyloxy)-2-[2-(acetyloxy)ethylidene]-6,10-dimethyl-11-oxoundeca-5,9-dien-1-yl acetate

4,8-bis(acetyloxy)-2-[2-(acetyloxy)ethylidene]-6,10-dimethyl-11-oxoundeca-5,9-dien-1-yl acetate

C23H32O9 (452.2046222)


   

(2e,6z,10e)-6-(hydroxymethyl)-2,10-dimethyldodeca-2,6,10-triene-1,12-diol

(2e,6z,10e)-6-(hydroxymethyl)-2,10-dimethyldodeca-2,6,10-triene-1,12-diol

C15H26O3 (254.1881846)


   

4a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl propanoate

4a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl propanoate

C18H22O5 (318.1467162)


   

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

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

C15H24O (220.18270539999997)


   

methyl 3-methyl-12-methylidene-13-oxo-4,14-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-ene-8-carboxylate

methyl 3-methyl-12-methylidene-13-oxo-4,14-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-ene-8-carboxylate

C16H20O5 (292.13106700000003)


   

(3ar,4as,6r,7ar,8r,9as)-4a,6-dihydroxy-3,5-dimethylidene-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-2-one

(3ar,4as,6r,7ar,8r,9as)-4a,6-dihydroxy-3,5-dimethylidene-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-2-one

C15H18O5 (278.1154178)


   

6-methyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-10-carboxylic acid

6-methyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-10-carboxylic acid

C15H18O4 (262.1205028)


   

4a-hydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl 2-methylbutanoate

4a-hydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl 2-methylbutanoate

C20H26O6 (362.17292960000003)


   

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

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

C30H48O (424.37049579999996)


   

8-(chloromethyl)-4a,6,8-trihydroxy-3,5-dimethylidene-hexahydro-3ah-azuleno[6,5-b]furan-2-one

8-(chloromethyl)-4a,6,8-trihydroxy-3,5-dimethylidene-hexahydro-3ah-azuleno[6,5-b]furan-2-one

C15H19ClO5 (314.0920954)


   

(2e,4r,6e,8r,10z)-8,12-bis(acetyloxy)-10-[(acetyloxy)methyl]-2,6-dimethyl-1-oxododeca-2,6,10-trien-4-yl acetate

(2e,4r,6e,8r,10z)-8,12-bis(acetyloxy)-10-[(acetyloxy)methyl]-2,6-dimethyl-1-oxododeca-2,6,10-trien-4-yl acetate

C23H32O9 (452.2046222)


   

(3s,3ar,4s,5ar,9s,9as,9bs)-4,9-dihydroxy-3,5a,9-trimethyl-3h,3ah,4h,5h,9ah,9bh-naphtho[1,2-b]furan-2,6-dione

(3s,3ar,4s,5ar,9s,9as,9bs)-4,9-dihydroxy-3,5a,9-trimethyl-3h,3ah,4h,5h,9ah,9bh-naphtho[1,2-b]furan-2,6-dione

C15H20O5 (280.13106700000003)


   

(3ar,4s,6ar,8r,9s,9ar,9br)-8-hydroxy-3,6-dimethylidene-2-oxo-octahydrospiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl (2s)-2-methyloxirane-2-carboxylate

(3ar,4s,6ar,8r,9s,9ar,9br)-8-hydroxy-3,6-dimethylidene-2-oxo-octahydrospiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl (2s)-2-methyloxirane-2-carboxylate

C19H22O7 (362.1365462)


   

(3as,5as,9ar,9bs)-5a-methyl-3,9-dimethylidene-3ah,4h,5h,9ah,9bh-naphtho[1,2-b]furan-2,8-dione

(3as,5as,9ar,9bs)-5a-methyl-3,9-dimethylidene-3ah,4h,5h,9ah,9bh-naphtho[1,2-b]furan-2,8-dione

C15H16O3 (244.1099386)


   

4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.0²,⁴]tetradec-7-en-13-one

4,8-dimethyl-12-methylidene-3,14-dioxatricyclo[9.3.0.0²,⁴]tetradec-7-en-13-one

C15H20O3 (248.14123700000002)


   

3,5,8-trimethylidene-hexahydro-3ah-azuleno[6,5-b]furan-2,6-dione

3,5,8-trimethylidene-hexahydro-3ah-azuleno[6,5-b]furan-2,6-dione

C15H16O3 (244.1099386)


   

(3s,3as,5ar,9bs)-3,5a-dimethyl-9-methylidene-3h,3ah,4h,5h,9ah,9bh-naphtho[1,2-b]furan-2,8-dione

(3s,3as,5ar,9bs)-3,5a-dimethyl-9-methylidene-3h,3ah,4h,5h,9ah,9bh-naphtho[1,2-b]furan-2,8-dione

C15H18O3 (246.1255878)


   

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

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

C15H20O4 (264.13615200000004)


   

4a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl acetate

4a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl acetate

C17H20O5 (304.13106700000003)


   

methyl (1s,3r,5r,8e,11r)-3-methyl-12-methylidene-13-oxo-4,14-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-ene-8-carboxylate

methyl (1s,3r,5r,8e,11r)-3-methyl-12-methylidene-13-oxo-4,14-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-ene-8-carboxylate

C16H20O5 (292.13106700000003)


   

5-[5-(4-hydroxy-2-methylbut-2-en-1-yl)-2-oxo-5h-furan-3-yl]-2-methylpent-2-enal

5-[5-(4-hydroxy-2-methylbut-2-en-1-yl)-2-oxo-5h-furan-3-yl]-2-methylpent-2-enal

C15H20O4 (264.13615200000004)


   

3,7,11,15-tetramethylhexadeca-1,2-diene

3,7,11,15-tetramethylhexadeca-1,2-diene

C20H38 (278.2973348)


   

[(3ar,11as)-10-methyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-6-yl]methyl acetate

[(3ar,11as)-10-methyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-6-yl]methyl acetate

C17H22O4 (290.1518012)


   

2-methyl-6-{4-methylidenebicyclo[3.1.0]hexan-1-yl}hept-2-enal

2-methyl-6-{4-methylidenebicyclo[3.1.0]hexan-1-yl}hept-2-enal

C15H22O (218.1670562)


   

(3s,6ar,9ar,9bs)-5,8-dihydroxy-3-methyl-6,9-dimethylidene-octahydro-3h-azuleno[4,5-b]furan-2-one

(3s,6ar,9ar,9bs)-5,8-dihydroxy-3-methyl-6,9-dimethylidene-octahydro-3h-azuleno[4,5-b]furan-2-one

C15H20O4 (264.13615200000004)


   

[(1r,2r,3s,4r,5s,6s)-2,3,4,5,6-pentakis(phosphonooxy)cyclohexyl]oxyphosphonic acid

[(1r,2r,3s,4r,5s,6s)-2,3,4,5,6-pentakis(phosphonooxy)cyclohexyl]oxyphosphonic acid

C6H18O24P6 (659.8613808)


   

(2e,6s)-2-methyl-6-[(1r,5r)-4-methylidenebicyclo[3.1.0]hexan-1-yl]hept-2-enal

(2e,6s)-2-methyl-6-[(1r,5r)-4-methylidenebicyclo[3.1.0]hexan-1-yl]hept-2-enal

C15H22O (218.1670562)


   

3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

C15H20O3 (248.14123700000002)


   

{10-methyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-6-yl}methyl acetate

{10-methyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-6-yl}methyl acetate

C17H22O4 (290.1518012)


   

8-hydroxy-2-(5-hydroxy-4-methylpent-3-en-1-yl)-6-methylocta-2,6-dien-1-yl acetate

8-hydroxy-2-(5-hydroxy-4-methylpent-3-en-1-yl)-6-methylocta-2,6-dien-1-yl acetate

C17H28O4 (296.19874880000003)


   

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

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

C17H22O5 (306.1467162)


   

6-(hydroxymethyl)-3,10-dimethyl-3h,3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2-one

6-(hydroxymethyl)-3,10-dimethyl-3h,3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2-one

C15H22O3 (250.1568862)


   

5-hydroxy-9-methyl-3,6-dimethylidene-octahydroazuleno[4,5-b]furan-2,8-dione

5-hydroxy-9-methyl-3,6-dimethylidene-octahydroazuleno[4,5-b]furan-2,8-dione

C15H18O4 (262.1205028)


   

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

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

C17H22O5 (306.1467162)


   

(2z,4r,5e,9e)-4-(acetyloxy)-2-[2-(acetyloxy)ethylidene]-6,10-dimethyl-11-oxoundeca-5,9-dien-1-yl acetate

(2z,4r,5e,9e)-4-(acetyloxy)-2-[2-(acetyloxy)ethylidene]-6,10-dimethyl-11-oxoundeca-5,9-dien-1-yl acetate

C21H30O7 (394.199143)


   

5,8-dihydroxy-3-methyl-6,9-dimethylidene-octahydro-3h-azuleno[4,5-b]furan-2-one

5,8-dihydroxy-3-methyl-6,9-dimethylidene-octahydro-3h-azuleno[4,5-b]furan-2-one

C15H20O4 (264.13615200000004)


   

(3ar,4as,6r,7ar,8r,9as)-4a-hydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl (2r)-2-methylbutanoate

(3ar,4as,6r,7ar,8r,9as)-4a-hydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl (2r)-2-methylbutanoate

C20H26O6 (362.17292960000003)


   

(3ar,4as,6r,7as,9as)-4a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl propanoate

(3ar,4as,6r,7as,9as)-4a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl propanoate

C18H22O5 (318.1467162)


   

(3r,3as,6ar,9s,9ar,9bs)-3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

(3r,3as,6ar,9s,9ar,9bs)-3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

C15H20O3 (248.14123700000002)


   

2-(3,4-dihydroxy-5-methoxyphenyl)-5-hydroxy-3-methoxy-7-{[(2r,3s,4s,5r)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}chromen-4-one

2-(3,4-dihydroxy-5-methoxyphenyl)-5-hydroxy-3-methoxy-7-{[(2r,3s,4s,5r)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}chromen-4-one

C23H24O13 (508.1216854)


   

4a,6-dihydroxy-3,5-dimethylidene-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-2-one

4a,6-dihydroxy-3,5-dimethylidene-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-2-one

C15H18O5 (278.1154178)


   

(3s,6ar,9s,9ar,9bs)-3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

(3s,6ar,9s,9ar,9bs)-3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

C15H20O3 (248.14123700000002)


   

5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxychromen-4-one

5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-7-methoxychromen-4-one

C18H16O7 (344.0895986)


   

(3ar,11as)-6-methyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-10-carboxylic acid

(3ar,11as)-6-methyl-3-methylidene-2-oxo-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-10-carboxylic acid

C15H18O4 (262.1205028)


   

(3s,3as,5ar,9ar,9bs)-3,5a-dimethyl-9-methylidene-3h,3ah,4h,5h,9ah,9bh-naphtho[1,2-b]furan-2,8-dione

(3s,3as,5ar,9ar,9bs)-3,5a-dimethyl-9-methylidene-3h,3ah,4h,5h,9ah,9bh-naphtho[1,2-b]furan-2,8-dione

C15H18O3 (246.1255878)


   

(3s,3as,5s,6ar,8s,9s,9ar,9bs)-5,8-dihydroxy-3,9-dimethyl-6-methylidene-decahydroazuleno[4,5-b]furan-2-one

(3s,3as,5s,6ar,8s,9s,9ar,9bs)-5,8-dihydroxy-3,9-dimethyl-6-methylidene-decahydroazuleno[4,5-b]furan-2-one

C15H22O4 (266.1518012)


   

(3s,3as,5as,9as,9bs)-3,5a-dimethyl-9-methylidene-3h,3ah,4h,5h,9ah,9bh-naphtho[1,2-b]furan-2,8-dione

(3s,3as,5as,9as,9bs)-3,5a-dimethyl-9-methylidene-3h,3ah,4h,5h,9ah,9bh-naphtho[1,2-b]furan-2,8-dione

C15H18O3 (246.1255878)


   

(3as,11ar)-6-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-10-carboxylic acid

(3as,11ar)-6-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-10-carboxylic acid

C15H18O4 (262.1205028)


   

(3s,3as,5s,6ar,8s,9ar,9bs)-5,8-dihydroxy-3-methyl-6,9-dimethylidene-octahydro-3h-azuleno[4,5-b]furan-2-one

(3s,3as,5s,6ar,8s,9ar,9bs)-5,8-dihydroxy-3-methyl-6,9-dimethylidene-octahydro-3h-azuleno[4,5-b]furan-2-one

C15H20O4 (264.13615200000004)


   

(2z,6s)-2-methyl-6-[(1r,5r)-4-methylidenebicyclo[3.1.0]hexan-1-yl]hept-2-en-1-yl acetate

(2z,6s)-2-methyl-6-[(1r,5r)-4-methylidenebicyclo[3.1.0]hexan-1-yl]hept-2-en-1-yl acetate

C17H26O2 (262.1932696)


   

(3ar,4ar,6s,7ar,9as)-3,5,8-trimethylidene-2-oxo-octahydroazuleno[6,5-b]furan-6-yl acetate

(3ar,4ar,6s,7ar,9as)-3,5,8-trimethylidene-2-oxo-octahydroazuleno[6,5-b]furan-6-yl acetate

C17H20O4 (288.13615200000004)


   

1,4-dinonyl-1,4-diazabicyclo[2.2.2]octane-1,4-diium

1,4-dinonyl-1,4-diazabicyclo[2.2.2]octane-1,4-diium

[C24H50N2]2+ (366.397378)


   

3,5a-dimethyl-9-methylidene-3h,3ah,4h,5h,9ah,9bh-naphtho[1,2-b]furan-2,8-dione

3,5a-dimethyl-9-methylidene-3h,3ah,4h,5h,9ah,9bh-naphtho[1,2-b]furan-2,8-dione

C15H18O3 (246.1255878)


   

8-hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2-one

8-hydroxy-6-(hydroxymethyl)-10-methyl-3-methylidene-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2-one

C15H20O4 (264.13615200000004)


   

(3ar,4as,6s,7ar,8r,9as)-8-(chloromethyl)-4a,6,8-trihydroxy-3-methyl-5-methylidene-octahydroazuleno[6,5-b]furan-2-one

(3ar,4as,6s,7ar,8r,9as)-8-(chloromethyl)-4a,6,8-trihydroxy-3-methyl-5-methylidene-octahydroazuleno[6,5-b]furan-2-one

C15H21ClO5 (316.1077446)


   

methyl 3,12-dimethyl-13-oxo-4,14-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-ene-8-carboxylate

methyl 3,12-dimethyl-13-oxo-4,14-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-ene-8-carboxylate

C16H22O5 (294.1467162)


   

(2e)-4-[(2r)-4-[(3e)-5-(acetyloxy)-4-methylpent-3-en-1-yl]-5-oxo-2h-furan-2-yl]-3-methylbut-2-en-1-yl acetate

(2e)-4-[(2r)-4-[(3e)-5-(acetyloxy)-4-methylpent-3-en-1-yl]-5-oxo-2h-furan-2-yl]-3-methylbut-2-en-1-yl acetate

C19H26O6 (350.1729296)


   

3,5-dimethylidene-2-oxo-4a-({[(2,2,2-trichloro-1-hydroxyethylidene)amino]carbonyl}oxy)-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl 2-methylpropanoate

3,5-dimethylidene-2-oxo-4a-({[(2,2,2-trichloro-1-hydroxyethylidene)amino]carbonyl}oxy)-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl 2-methylpropanoate

C22H24Cl3NO8 (535.0567434000001)


   

(3ar,4as,6r,7as,9as)-4a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl acetate

(3ar,4as,6r,7as,9as)-4a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl acetate

C17H20O5 (304.13106700000003)


   

(3ar,4as,6r,7ar,8r,9as)-4a-hydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl propanoate

(3ar,4as,6r,7ar,8r,9as)-4a-hydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl propanoate

C18H22O6 (334.1416312)


   

(2e)-5-[(5r)-5-[(2e)-4-hydroxy-2-methylbut-2-en-1-yl]-2-oxo-5h-furan-3-yl]-2-methylpent-2-enal

(2e)-5-[(5r)-5-[(2e)-4-hydroxy-2-methylbut-2-en-1-yl]-2-oxo-5h-furan-3-yl]-2-methylpent-2-enal

C15H20O4 (264.13615200000004)


   

(4as,6s,8s,9as)-4a-hydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl acetate

(4as,6s,8s,9as)-4a-hydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl acetate

C17H20O6 (320.125982)


   

(3ar,4ar,6s,7ar,8r,9as)-8-(chloromethyl)-4a,8-dihydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl propanoate

(3ar,4ar,6s,7ar,8r,9as)-8-(chloromethyl)-4a,8-dihydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl propanoate

C18H23ClO6 (370.1183088)


   

8-(chloromethyl)-4a,8-dihydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl propanoate

8-(chloromethyl)-4a,8-dihydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl propanoate

C18H23ClO6 (370.1183088)


   

(3ar,4as,6r,7ar,8r,9as)-4a-hydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl acetate

(3ar,4as,6r,7ar,8r,9as)-4a-hydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl acetate

C17H20O6 (320.125982)


   

5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-7-{[(2s,3r,4r,5s)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}chromen-4-one

5-hydroxy-2-(4-hydroxyphenyl)-6-methoxy-7-{[(2s,3r,4r,5s)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}chromen-4-one

C22H22O11 (462.11620619999997)


   

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

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

C27H30O15 (594.158463)


   

4a,6-dihydroxy-3,5,8-trimethylidene-hexahydro-3ah-azuleno[6,5-b]furan-2-one

4a,6-dihydroxy-3,5,8-trimethylidene-hexahydro-3ah-azuleno[6,5-b]furan-2-one

C15H18O4 (262.1205028)


   

(1r,5r)-1-[(2s)-6-methylhept-5-en-2-yl]-4-methylidenebicyclo[3.1.0]hexane

(1r,5r)-1-[(2s)-6-methylhept-5-en-2-yl]-4-methylidenebicyclo[3.1.0]hexane

C15H24 (204.18779039999998)


   

(6e)-2,6-dimethyl-10-methylidenedodeca-2,6-diene

(6e)-2,6-dimethyl-10-methylidenedodeca-2,6-diene

C15H26 (206.2034396)


   

(3as,6ar,9s,9ar,9br)-9-methyl-3,6-dimethylidene-octahydroazuleno[4,5-b]furan-2,8-dione

(3as,6ar,9s,9ar,9br)-9-methyl-3,6-dimethylidene-octahydroazuleno[4,5-b]furan-2,8-dione

C15H18O3 (246.1255878)


   

4a-hydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl acetate

4a-hydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl acetate

C17H20O6 (320.125982)


   

2-(4a-methyl-8-methylidene-7-oxo-2,3,4,8a-tetrahydro-1h-naphthalen-2-yl)prop-2-enoic acid

2-(4a-methyl-8-methylidene-7-oxo-2,3,4,8a-tetrahydro-1h-naphthalen-2-yl)prop-2-enoic acid

C15H18O3 (246.1255878)


   

(3ar,4s,6ar,8s,9s,9as,9bs)-8-hydroxy-3,6-dimethylidene-2-oxo-octahydrospiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl 2-methyloxirane-2-carboxylate

(3ar,4s,6ar,8s,9s,9as,9bs)-8-hydroxy-3,6-dimethylidene-2-oxo-octahydrospiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl 2-methyloxirane-2-carboxylate

C19H22O7 (362.1365462)


   

3,5,8-trimethylidene-2-oxo-octahydroazuleno[6,5-b]furan-6-yl acetate

3,5,8-trimethylidene-2-oxo-octahydroazuleno[6,5-b]furan-6-yl acetate

C17H20O4 (288.13615200000004)


   

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

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

C22H22O13 (494.1060362)


   

(3s,3as,5s,6ar,9s,9ar,9bs)-5-hydroxy-3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

(3s,3as,5s,6ar,9s,9ar,9bs)-5-hydroxy-3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

C15H20O4 (264.13615200000004)


   

(2e)-3-methyl-4-[(2r)-4-[(3e)-4-methyl-5-oxopent-3-en-1-yl]-5-oxo-2h-furan-2-yl]but-2-en-1-yl acetate

(2e)-3-methyl-4-[(2r)-4-[(3e)-4-methyl-5-oxopent-3-en-1-yl]-5-oxo-2h-furan-2-yl]but-2-en-1-yl acetate

C17H22O5 (306.1467162)


   

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

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

C22H22O13 (494.1060362)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.386145)


   

8-(chloromethyl)-4a,8-dihydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl acetate

8-(chloromethyl)-4a,8-dihydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl acetate

C17H21ClO6 (356.10265960000004)


   

(3ar,11as)-6-(hydroxymethyl)-10-methyl-3-methylidene-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2-one

(3ar,11as)-6-(hydroxymethyl)-10-methyl-3-methylidene-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2-one

C15H20O3 (248.14123700000002)


   

3-methyl-4-[4-(4-methyl-5-oxopent-3-en-1-yl)-5-oxo-2h-furan-2-yl]but-2-en-1-yl acetate

3-methyl-4-[4-(4-methyl-5-oxopent-3-en-1-yl)-5-oxo-2h-furan-2-yl]but-2-en-1-yl acetate

C17H22O5 (306.1467162)


   

4-(acetyloxy)-2-[2-(acetyloxy)ethylidene]-6,10-dimethyl-11-oxoundeca-5,9-dien-1-yl acetate

4-(acetyloxy)-2-[2-(acetyloxy)ethylidene]-6,10-dimethyl-11-oxoundeca-5,9-dien-1-yl acetate

C21H30O7 (394.199143)


   

methyl (2s,3r,4s,5r)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxane-2-carboxylate

methyl (2s,3r,4s,5r)-3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxane-2-carboxylate

C22H20O11 (460.100557)


   

5,8-dihydroxy-3,9-dimethyl-6-methylidene-decahydroazuleno[4,5-b]furan-2-one

5,8-dihydroxy-3,9-dimethyl-6-methylidene-decahydroazuleno[4,5-b]furan-2-one

C15H22O4 (266.1518012)


   

(3ar,4ar,6s,7as,9as)-4a,6-dihydroxy-3,5,8-trimethylidene-hexahydro-3ah-azuleno[6,5-b]furan-2-one

(3ar,4ar,6s,7as,9as)-4a,6-dihydroxy-3,5,8-trimethylidene-hexahydro-3ah-azuleno[6,5-b]furan-2-one

C15H18O4 (262.1205028)


   

methyl (1s,3r,5s,8e,11r)-3-methyl-12-methylidene-13-oxo-4,14-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-ene-8-carboxylate

methyl (1s,3r,5s,8e,11r)-3-methyl-12-methylidene-13-oxo-4,14-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-ene-8-carboxylate

C16H20O5 (292.13106700000003)


   

(3ar,4s,6ar,8s,9r,9as,9bs)-8-hydroxy-3,6-dimethylidene-2-oxo-octahydrospiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl 2-(hydroxymethyl)prop-2-enoate

(3ar,4s,6ar,8s,9r,9as,9bs)-8-hydroxy-3,6-dimethylidene-2-oxo-octahydrospiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl 2-(hydroxymethyl)prop-2-enoate

C19H22O7 (362.1365462)


   

(3ar,4as,6s,7as,9as)-4a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl acetate

(3ar,4as,6s,7as,9as)-4a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl acetate

C17H20O5 (304.13106700000003)


   

6-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-10-carboxylic acid

6-methyl-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-10-carboxylic acid

C15H18O4 (262.1205028)


   

(3ar,4as,6s,7as,9as)-4a,6-dihydroxy-3,5,8-trimethylidene-hexahydro-3ah-azuleno[6,5-b]furan-2-one

(3ar,4as,6s,7as,9as)-4a,6-dihydroxy-3,5,8-trimethylidene-hexahydro-3ah-azuleno[6,5-b]furan-2-one

C15H18O4 (262.1205028)


   

9-hydroxy-9-methyl-3,6-dimethylidene-octahydroazuleno[4,5-b]furan-2-one

9-hydroxy-9-methyl-3,6-dimethylidene-octahydroazuleno[4,5-b]furan-2-one

C15H20O3 (248.14123700000002)


   

2-methyl-6-{4-methylidenebicyclo[3.1.0]hexan-1-yl}hept-2-en-1-yl acetate

2-methyl-6-{4-methylidenebicyclo[3.1.0]hexan-1-yl}hept-2-en-1-yl acetate

C17H26O2 (262.1932696)


   

(3as,6ar,9r,9as,9bs)-9-hydroxy-9-methyl-3,6-dimethylidene-octahydroazuleno[4,5-b]furan-2-one

(3as,6ar,9r,9as,9bs)-9-hydroxy-9-methyl-3,6-dimethylidene-octahydroazuleno[4,5-b]furan-2-one

C15H20O3 (248.14123700000002)


   

(2e,6s)-2-methyl-6-[(1r,5r)-4-methylidenebicyclo[3.1.0]hexan-1-yl]hept-2-en-1-yl acetate

(2e,6s)-2-methyl-6-[(1r,5r)-4-methylidenebicyclo[3.1.0]hexan-1-yl]hept-2-en-1-yl acetate

C17H26O2 (262.1932696)


   

4a,6-dihydroxy-3-methyl-5,8-dimethylidene-octahydroazuleno[6,5-b]furan-2-one

4a,6-dihydroxy-3-methyl-5,8-dimethylidene-octahydroazuleno[6,5-b]furan-2-one

C15H20O4 (264.13615200000004)


   

(3ar,4as,6s,7ar,9as)-6-acetyl-4a-hydroxy-3,5-dimethylidene-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-2-one

(3ar,4as,6s,7ar,9as)-6-acetyl-4a-hydroxy-3,5-dimethylidene-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-2-one

C17H20O5 (304.13106700000003)


   

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

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

C32H52O2 (468.3967092)


   

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

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

C15H22O3 (250.1568862)


   

(2z,5e)-2-[(4z)-4-[(acetyloxy)methyl]-6-hydroxyhex-4-en-1-ylidene]-6-methyl-7-oxohept-5-en-1-yl acetate

(2z,5e)-2-[(4z)-4-[(acetyloxy)methyl]-6-hydroxyhex-4-en-1-ylidene]-6-methyl-7-oxohept-5-en-1-yl acetate

C19H28O6 (352.1885788)


   

6-(hydroxymethyl)-2,10-dimethyldodeca-2,6,10-triene-1,12-diol

6-(hydroxymethyl)-2,10-dimethyldodeca-2,6,10-triene-1,12-diol

C15H26O3 (254.1881846)


   

5-hydroxy-3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

5-hydroxy-3,9-dimethyl-6-methylidene-octahydro-3h-azuleno[4,5-b]furan-2,8-dione

C15H20O4 (264.13615200000004)


   

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

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

C15H24O (220.18270539999997)


   

(3ar,4ar,6s,7as,9as)-4a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl propanoate

(3ar,4ar,6s,7as,9as)-4a-hydroxy-3,5,8-trimethylidene-2-oxo-hexahydro-3ah-azuleno[6,5-b]furan-6-yl propanoate

C18H22O5 (318.1467162)


   

(3ar,4s,6ar,8s,9r,9as,9bs)-8,9-dihydroxy-9-(hydroxymethyl)-3,6-dimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-4-yl 2-methylprop-2-enoate

(3ar,4s,6ar,8s,9r,9as,9bs)-8,9-dihydroxy-9-(hydroxymethyl)-3,6-dimethylidene-2-oxo-octahydroazuleno[4,5-b]furan-4-yl 2-methylprop-2-enoate

C19H24O7 (364.1521954)


   

2-[(2r,4as,8as)-4a-methyl-8-methylidene-7-oxo-2,3,4,8a-tetrahydro-1h-naphthalen-2-yl]prop-2-enoic acid

2-[(2r,4as,8as)-4a-methyl-8-methylidene-7-oxo-2,3,4,8a-tetrahydro-1h-naphthalen-2-yl]prop-2-enoic acid

C15H18O3 (246.1255878)


   

6-(hydroxymethyl)-10-methyl-3-methylidene-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2-one

6-(hydroxymethyl)-10-methyl-3-methylidene-3ah,4h,7h,8h,11h,11ah-cyclodeca[b]furan-2-one

C15H20O3 (248.14123700000002)


   

methyl (1s,3r,5r,8e,11r,12r)-3,12-dimethyl-13-oxo-4,14-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-ene-8-carboxylate

methyl (1s,3r,5r,8e,11r,12r)-3,12-dimethyl-13-oxo-4,14-dioxatricyclo[9.3.0.0³,⁵]tetradec-8-ene-8-carboxylate

C16H22O5 (294.1467162)


   

(3ar,4s,6ar,8s,9s,9as,9bs)-8-hydroxy-3,6-dimethylidene-2-oxo-octahydrospiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl 3-chloro-2-hydroxy-2-methylpropanoate

(3ar,4s,6ar,8s,9s,9as,9bs)-8-hydroxy-3,6-dimethylidene-2-oxo-octahydrospiro[azuleno[4,5-b]furan-9,2'-oxiran]-4-yl 3-chloro-2-hydroxy-2-methylpropanoate

C19H23ClO7 (398.1132238)


   

9-methyl-3,6-dimethylidene-octahydroazuleno[4,5-b]furan-2,8-dione

9-methyl-3,6-dimethylidene-octahydroazuleno[4,5-b]furan-2,8-dione

C15H18O3 (246.1255878)


   

(3ar,4as,6r,7ar,8r,9as)-3,5-dimethylidene-2-oxo-4a-({[(2,2,2-trichloro-1-hydroxyethylidene)amino]carbonyl}oxy)-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl 2-methylpropanoate

(3ar,4as,6r,7ar,8r,9as)-3,5-dimethylidene-2-oxo-4a-({[(2,2,2-trichloro-1-hydroxyethylidene)amino]carbonyl}oxy)-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl 2-methylpropanoate

C22H24Cl3NO8 (535.0567434000001)


   

(2z,6e)-8-hydroxy-2-[(3e)-5-hydroxy-4-methylpent-3-en-1-yl]-6-methylocta-2,6-dien-1-yl acetate

(2z,6e)-8-hydroxy-2-[(3e)-5-hydroxy-4-methylpent-3-en-1-yl]-6-methylocta-2,6-dien-1-yl acetate

C17H28O4 (296.19874880000003)


   

4a-hydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl propanoate

4a-hydroxy-3,5-dimethylidene-2-oxo-hexahydro-3ah-spiro[azuleno[6,5-b]furan-8,2'-oxiran]-6-yl propanoate

C18H22O6 (334.1416312)


   

(3ar,4ar,6s,7ar,9as)-6-hydroxy-3,5,8-trimethylidene-octahydroazuleno[6,5-b]furan-2-one

(3ar,4ar,6s,7ar,9as)-6-hydroxy-3,5,8-trimethylidene-octahydroazuleno[6,5-b]furan-2-one

C15H18O3 (246.1255878)


   

(3s,3ar,4ar,6s,7as,9as)-4a,6-dihydroxy-3-methyl-5,8-dimethylidene-octahydroazuleno[6,5-b]furan-2-one

(3s,3ar,4ar,6s,7as,9as)-4a,6-dihydroxy-3-methyl-5,8-dimethylidene-octahydroazuleno[6,5-b]furan-2-one

C15H20O4 (264.13615200000004)


   

6-[(acetyloxy)methyl]-2-(2-hydroxyethylidene)-10-methyl-11-oxoundeca-5,9-dien-1-yl acetate

6-[(acetyloxy)methyl]-2-(2-hydroxyethylidene)-10-methyl-11-oxoundeca-5,9-dien-1-yl acetate

C19H28O6 (352.1885788)