NCBI Taxonomy: 1534653

Smyrnium perfoliatum (ncbi_taxid: 1534653)

found 128 associated metabolites at species taxonomy rank level.

Ancestor: Smyrnium

Child Taxonomies: none taxonomy data.

Germacrone

3,7-Cyclodecadien-1-one, 3,7-dimethyl-10-(1-methylethylidene)-, (E,E)-

C15H22O (218.1670562)


(E,E)-germacrone is a germacrane sesquiterpenoid that has formula C15H22O. It is a natural product found in traditional medicinal plants of the family Zingiberaceae. The compound exhibits a range of pharmacological activities including anti-inflammatory, anticancer, antiviral, anti-androgenic, antioxidant, antimicrobial, antifungal, neuroprotective and insecticidal activities. It has a role as a volatile oil component, an antiviral agent, an insecticide, an anti-inflammatory agent, an antioxidant, an antineoplastic agent, an apoptosis inducer, an autophagy inducer, an antimicrobial agent, an androgen antagonist, a neuroprotective agent, a plant metabolite, an antifungal agent, an antitussive, an antifeedant and a hepatoprotective agent. It is a germacrane sesquiterpenoid and an olefinic compound. Germacrone is a natural product found in Rhododendron calostrotum, Rhododendron nivale, and other organisms with data available. A germacrane sesquiterpenoid that has formula C15H22O. It is a natural product found in traditional medicinal plants of the family Zingiberaceae. The compound exhibits a range of pharmacological activities including anti-inflammatory, anticancer, antiviral, anti-androgenic, antioxidant, antimicrobial, antifungal, neuroprotective and insecticidal activities. Germacrone is a member of the class of compounds known as germacrane sesquiterpenoids. Germacrane sesquiterpenoids are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Germacrone is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Germacrone can be found in common thyme and turmeric, which makes germacrone a potential biomarker for the consumption of these food products. Germacrone is an antiviral isolate of Geranium macrorrhizum . Germacrone is extracted from Rhizoma Curcuma. Germacrone inhibits influenza virus infection[1]. Germacrone is extracted from Rhizoma Curcuma. Germacrone inhibits influenza virus infection[1].

   

Kaempferol

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

C15H10O6 (286.047736)


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

   

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

   

Furanodiene

CYCLODECA(B)FURAN, 4,7,8,11-TETRAHYDRO-3,6,10-TRIMETHYL-, (5E,9E)-

C15H20O (216.151407)


Furanodiene is a germacrane sesquiterpenoid. Furanodiene is a natural product found in Curcuma amada, Lactarius chrysorrheus, and other organisms with data available. Furanodiene is a constituent of Curcuma zedoaria (zedoary) Constituent of Curcuma zedoaria (zedoary)

   

(+)-alpha-Pinene

(R)-(+)--Pinene;(+)--Pinene; (1R)-(+)--Pinene; (1R)--Pinene; (1R,5R)-(+)--Pinene

C10H16 (136.1251936)


alpha-Pinene (CAS: 80-56-8) is an organic compound of the terpene class and is one of two isomers of pinene. It is found in the oils of many species of many coniferous trees, notably the pine. It is also found in the essential oil of rosemary (Rosmarinus officinalis). Both enantiomers are known in nature. 1S,5S- or (-)-alpha-pinene is more common in European pines, whereas the 1R,5R- or (+)-alpha-isomer is more common in North America. The racemic mixture is present in some oils such as eucalyptus oil (Wikipedia). alpha-Pinene is an organic compound of the terpene class, one of two isomers of pinene. It is found in the oils of many species of many coniferous trees, notably the pine. It is also found in the essential oil of rosemary (Rosmarinus officinalis). Both enantiomers are known in nature; 1S,5S- or (-)-alpha-pinene is more common in European pines, whereas the 1R,5R- or (+)-alpha-isomer is more common in North America. The racemic mixture is present in some oils such as eucalyptus oil. (+)-alpha-pinene is the (+)-enantiomer of alpha-pinene. It has a role as a plant metabolite and a human metabolite. It is an enantiomer of a (-)-alpha-pinene. (+)-alpha-Pinene is a natural product found in Juniperus drupacea, Eucalyptus deglupta, and other organisms with data available. The (+)-enantiomer of alpha-pinene. (1R)-α-Pinene is a volatile monoterpene with antimicrobial activities. (1R)-α-Pinene reduces Bacillus cereus population growth, and exhibits repellent effects[1][2]. (1R)-α-Pinene is a volatile monoterpene with antimicrobial activities. (1R)-α-Pinene reduces Bacillus cereus population growth, and exhibits repellent effects[1][2].

   

Astragalin

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

C21H20O11 (448.100557)


Kaempferol 3-O-beta-D-glucoside is a kaempferol O-glucoside in which a glucosyl residue is attached at position 3 of kaempferol via a beta-glycosidic linkage. It has a role as a trypanocidal drug and a plant metabolite. It is a kaempferol O-glucoside, a monosaccharide derivative, a trihydroxyflavone and a beta-D-glucoside. It is a conjugate acid of a kaempferol 3-O-beta-D-glucoside(1-). Astragalin is a natural product found in Xylopia aromatica, Ficus virens, and other organisms with data available. See also: Moringa oleifera leaf (has part). Astragalin is found in alcoholic beverages. Astragalin is present in red wine. It is isolated from many plant species.Astragalin is a 3-O-glucoside of kaempferol. Astragalin is a chemical compound. It can be isolated from Phytolacca americana (the American pokeweed). A kaempferol O-glucoside in which a glucosyl residue is attached at position 3 of kaempferol via a beta-glycosidic linkage. Present in red wine. Isolated from many plant subspecies Acquisition and generation of the data is financially supported in part by CREST/JST. CONFIDENCE standard compound; INTERNAL_ID 173 Astragalin (Astragaline) a flavonoid with anti-inflammatory, antioxidant, anticancer, bacteriostatic activity. Astragalin inhibits cancer cells proliferation and migration, induces apoptosis. Astragalin is orally active and provides nerve and heart protection, and resistance against and osteoporosis[1]. Astragalin (Astragaline) a flavonoid with anti-inflammatory, antioxidant, anticancer, bacteriostatic activity. Astragalin inhibits cancer cells proliferation and migration, induces apoptosis. Astragalin is orally active and provides nerve and heart protection, and resistance against and osteoporosis[1].

   

alpha-Selinene

4a,8-dimethyl-2-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

C15H24 (204.18779039999998)


Occurs in celery oil and hop (Humulus lupulus) oil. alpha-Selinene is found in many foods, some of which are ginger, lovage, sweet bay, and allspice. alpha-Selinene is found in alcoholic beverages. alpha-Selinene occurs in celery oil and hop (Humulus lupulus) oi

   

Trifolin

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

C21H20O11 (448.100557)


Kaempferol 3-o-beta-d-galactopyranoside, also known as trifolin or trifolioside, is a member of the class of compounds known as flavonoid-3-o-glycosides. Flavonoid-3-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Kaempferol 3-o-beta-d-galactopyranoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Kaempferol 3-o-beta-d-galactopyranoside can be found in horseradish, which makes kaempferol 3-o-beta-d-galactopyranoside a potential biomarker for the consumption of this food product. Kaempferol 3-O-beta-D-galactoside is a beta-D-galactoside compound with a 4,5,7-trihydroxychromen-3-yl group at the anomeric position. It has a role as a plant metabolite and an antifungal agent. It is a beta-D-galactoside, a monosaccharide derivative, a glycosyloxyflavone and a trihydroxyflavone. It is functionally related to a kaempferol. It is a conjugate acid of a kaempferol 3-O-beta-D-galactoside(1-). Trifolin is a natural product found in Lotus ucrainicus, Saxifraga tricuspidata, and other organisms with data available. Isoastragalin is found in fats and oils. Isoastragalin is isolated from Gossypium hirsutum (cotton) and other plant species. A beta-D-galactoside compound with a 4,5,7-trihydroxychromen-3-yl group at the anomeric position.

   

Pinene

(1R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene

C10H16 (136.1251936)


Pinene (is a bicyclic monoterpene chemical compound. There are two structural isomers of pinene found in nature: alpha-pinene and beta-pinene. As the name suggests, both forms are important constituents of pine resin; they are also found in the resins of many other conifers, as well as in non-coniferous plants. Both isomers are used by many insects in their chemical communication system.

   

Glechomafuran

5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadeca-1(12),14-diene

C15H20O3 (248.14123700000002)


Constituent of spinach leaves (Spinacia oleracea). Mono-trans-p-coumaroylmesotartaric acid is found in green vegetables and spinach. Glechomafuran is found in green vegetables. Glechomafuran is a constituent of Smyrnium olusatrum (alexanders).

   

Istanbulin A

9a-hydroxy-3,4a,5-trimethyl-2H,4H,4aH,5H,6H,7H,8H,8aH,9H,9aH-naphtho[2,3-b]furan-2,8-dione

C15H20O4 (264.13615200000004)


Istanbulin A is found in green vegetables. Istanbulin A is isolated from Smyrnium olusatrum (alexanders). Isolated from Smyrnium olusatrum (alexanders). Istanbulin A is found in green vegetables.

   

Germacrone

3,7-dimethyl-10-(propan-2-ylidene)cyclodeca-3,7-dien-1-one

C15H22O (218.1670562)


   

Isofuranodiene

3,6,10-trimethyl-4H,7H,8H,11H-cyclodeca[b]furan

C15H20O (216.151407)


   

Astragalin

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

C21H20O11 (448.100557)


Astragalin (Astragaline) a flavonoid with anti-inflammatory, antioxidant, anticancer, bacteriostatic activity. Astragalin inhibits cancer cells proliferation and migration, induces apoptosis. Astragalin is orally active and provides nerve and heart protection, and resistance against and osteoporosis[1]. Astragalin (Astragaline) a flavonoid with anti-inflammatory, antioxidant, anticancer, bacteriostatic activity. Astragalin inhibits cancer cells proliferation and migration, induces apoptosis. Astragalin is orally active and provides nerve and heart protection, and resistance against and osteoporosis[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.

   

Swartziol

4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-5,7,4-Trihydroxyflavonol

C15H10O6 (286.047736)


Kaempferol (Kempferol), a flavonoid found in many edible plants, inhibits estrogen receptor α expression in breast cancer cells and induces apoptosis in glioblastoma cells and lung cancer cells by activation of MEK-MAPK. Kaempferol can be uesd for the research of breast cancer[1][2][3][4]. Kaempferol (Kempferol), a flavonoid found in many edible plants, inhibits estrogen receptor α expression in breast cancer cells and induces apoptosis in glioblastoma cells and lung cancer cells by activation of MEK-MAPK. Kaempferol can be uesd for the research of breast cancer[1][2][3][4].

   

Trifolin

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

C21H20O11 (448.100557)


Isolated from Gossypium hirsutum (cotton) and other plant subspecies Isoastragalin is found in fats and oils. Isolated from liquorice (Glycyrrhiza glabra). Acetylastragalin is found in herbs and spices. Widespread occurrence in plant world, e.g. Pinus sylvestris (Scotch pine) and fruits of Scolymus hispanicus (Spanish salsify). Kaempferol 3-galactoside is found in many foods, some of which are horseradish, almond, peach, and tea.

   

Kaempferol

Kaempferol

C15H10O6 (286.047736)


Annotation level-3 Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.010 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.011 Acquisition and generation of the data is financially supported by the Max-Planck-Society IPB_RECORD: 2141; CONFIDENCE confident structure IPB_RECORD: 3341; CONFIDENCE confident structure IPB_RECORD: 3321; CONFIDENCE confident structure CONFIDENCE confident structure; IPB_RECORD: 3321 IPB_RECORD: 141; CONFIDENCE confident structure Kaempferol (Kempferol), a flavonoid found in many edible plants, inhibits estrogen receptor α expression in breast cancer cells and induces apoptosis in glioblastoma cells and lung cancer cells by activation of MEK-MAPK. Kaempferol can be uesd for the research of breast cancer[1][2][3][4]. Kaempferol (Kempferol), a flavonoid found in many edible plants, inhibits estrogen receptor α expression in breast cancer cells and induces apoptosis in glioblastoma cells and lung cancer cells by activation of MEK-MAPK. Kaempferol can be uesd for the research of breast cancer[1][2][3][4].

   

1b-Furanoeudesm-4(15)-en-1-ol acetate

3,8a-dimethyl-5-methylidene-4H,4aH,5H,6H,7H,8H,8aH,9H-naphtho[2,3-b]furan-8-yl acetate

C17H22O3 (274.15688620000003)


   

a-Selinene

4a,8-dimethyl-2-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene

C15H24 (204.18779039999998)


   

α-Pinene

InChI=1\C10H16\c1-7-4-5-8-6-9(7)10(8,2)3\h4,8-9H,5-6H2,1-3H

C10H16 (136.1251936)


A pinene that is bicyclo[3.1.1]hept-2-ene substituted by methyl groups at positions 2, 6 and 6 respectively. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[1]. (-)-α-Pinene is a monoterpene and shows sleep enhancing property through a direct binding to GABAA-benzodiazepine (BZD) receptors by acting as a partial modulator at the BZD binding site[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 (412.37049579999996)


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

   

Furanodiene

InChI=1\C15H20O\c1-11-5-4-6-12(2)9-15-14(8-7-11)13(3)10-16-15\h6-7,10H,4-5,8-9H2,1-3H3\b11-7+,12-6

C15H20O (216.151407)


   

germacron

3,7-Cyclodecadien-1-one, 3,7-dimethyl-10-(1-methylethylidene)-, (E,E)-

C15H22O (218.1670562)


Germacrone is extracted from Rhizoma Curcuma. Germacrone inhibits influenza virus infection[1]. Germacrone is extracted from Rhizoma Curcuma. Germacrone inhibits influenza virus infection[1].

   

(4as,8r,8ar)-3,8a-dimethyl-5-methylidene-4h,4ah,6h,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

(4as,8r,8ar)-3,8a-dimethyl-5-methylidene-4h,4ah,6h,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

C17H22O3 (274.15688620000003)


   

3,5,8a-trimethyl-2-oxo-4h,4ah,7h,8h-naphtho[2,3-b]furan-8-yl acetate

3,5,8a-trimethyl-2-oxo-4h,4ah,7h,8h-naphtho[2,3-b]furan-8-yl acetate

C17H20O4 (288.13615200000004)


   

(12as)-3,6,10-trimethyl-4h,7h,8h,11h,12ah-furo[2,3-b]oxacycloundecan-2-one

(12as)-3,6,10-trimethyl-4h,7h,8h,11h,12ah-furo[2,3-b]oxacycloundecan-2-one

C15H20O3 (248.14123700000002)


   

(4as,8r,8ar,9as)-9a-hydroxy-3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

(4as,8r,8ar,9as)-9a-hydroxy-3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

C17H22O5 (306.1467162)


   

9a-hydroxy-3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

9a-hydroxy-3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

C17H22O5 (306.1467162)


   

3,5,8-trimethylazuleno[6,5-b]furan

3,5,8-trimethylazuleno[6,5-b]furan

C15H14O (210.1044594)


   

(4as,8r,8ar)-3,5,8a-trimethyl-4h,4ah,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

(4as,8r,8ar)-3,5,8a-trimethyl-4h,4ah,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

C17H22O3 (274.15688620000003)


   

1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-6,10,13-trien-5-one

1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-6,10,13-trien-5-one

C15H18O3 (246.1255878)


   

(3r,5r,8r,10r,12s)-12-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

(3r,5r,8r,10r,12s)-12-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C15H20O5 (280.13106700000003)


   

10,14-dihydroxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.0³,⁷.0¹¹,¹³]tetradeca-2,6-dien-5-one

10,14-dihydroxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.0³,⁷.0¹¹,¹³]tetradeca-2,6-dien-5-one

C15H18O5 (278.1154178)


   

(1r,3s,9r,10s,11r,13r,14s)-10,14-dihydroxy-3-methoxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.0³,⁷.0¹¹,¹³]tetradec-6-en-5-one

(1r,3s,9r,10s,11r,13r,14s)-10,14-dihydroxy-3-methoxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.0³,⁷.0¹¹,¹³]tetradec-6-en-5-one

C16H22O6 (310.1416312)


   

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

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

C21H20O12 (464.09547200000003)


   

(3s,5r,8r,10s)-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadeca-1(12),14-diene

(3s,5r,8r,10s)-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadeca-1(12),14-diene

C15H20O3 (248.14123700000002)


   

12-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

12-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C15H20O5 (280.13106700000003)


   

1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-2,6,10,13-tetraen-5-one

1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-2,6,10,13-tetraen-5-one

C15H16O3 (244.1099386)


   

10,14-dihydroxy-3-methoxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.0³,⁷.0¹¹,¹³]tetradec-6-en-5-one

10,14-dihydroxy-3-methoxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.0³,⁷.0¹¹,¹³]tetradec-6-en-5-one

C16H22O6 (310.1416312)


   

3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h-naphtho[2,3-b]furan-8-yl acetate

3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h-naphtho[2,3-b]furan-8-yl acetate

C17H20O4 (288.13615200000004)


   

(1s,3s,9r)-1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-6,10,13-trien-5-one

(1s,3s,9r)-1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-6,10,13-trien-5-one

C15H18O3 (246.1255878)


   

(4as,8r,8as)-3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h-naphtho[2,3-b]furan-8-yl acetate

(4as,8r,8as)-3,8a-dimethyl-5-methylidene-2-oxo-4h,4ah,6h,7h,8h-naphtho[2,3-b]furan-8-yl acetate

C17H20O4 (288.13615200000004)


   

(4as,8r,8as)-3,5,8a-trimethyl-2-oxo-4h,4ah,7h,8h-naphtho[2,3-b]furan-8-yl acetate

(4as,8r,8as)-3,5,8a-trimethyl-2-oxo-4h,4ah,7h,8h-naphtho[2,3-b]furan-8-yl acetate

C17H20O4 (288.13615200000004)


   

(3r,5r,8r,10r,12r)-5,10,15-trimethyl-12-(2-methylpropoxy)-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

(3r,5r,8r,10r,12r)-5,10,15-trimethyl-12-(2-methylpropoxy)-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C19H28O5 (336.1936638)


   

(4as,5r,8ar,9as)-9a-hydroxy-3,4a,5-trimethyl-4h,5h,6h,7h,8ah,9h-naphtho[2,3-b]furan-2,8-dione

(4as,5r,8ar,9as)-9a-hydroxy-3,4a,5-trimethyl-4h,5h,6h,7h,8ah,9h-naphtho[2,3-b]furan-2,8-dione

C15H20O4 (264.13615200000004)


   

(1r,3s,9r)-1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-6,10,13-trien-5-one

(1r,3s,9r)-1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-6,10,13-trien-5-one

C15H18O3 (246.1255878)


   

(3r,5r,8r,10r,12s)-5,10,15-trimethyl-12-(2-methylpropoxy)-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

(3r,5r,8r,10r,12s)-5,10,15-trimethyl-12-(2-methylpropoxy)-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C19H28O5 (336.1936638)


   

(1r,9r)-1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-2,6,10,13-tetraen-5-one

(1r,9r)-1,6,10-trimethyl-4,12-dioxatricyclo[7.5.0.0³,⁷]tetradeca-2,6,10,13-tetraen-5-one

C15H16O3 (244.1099386)


   

(1r,9r,10s,11r,13r,14s)-10,14-dihydroxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.0³,⁷.0¹¹,¹³]tetradeca-2,6-dien-5-one

(1r,9r,10s,11r,13r,14s)-10,14-dihydroxy-1,6,10-trimethyl-4,12-dioxatetracyclo[7.5.0.0³,⁷.0¹¹,¹³]tetradeca-2,6-dien-5-one

C15H18O5 (278.1154178)


   

3,5,8a-trimethyl-4h,4ah,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

3,5,8a-trimethyl-4h,4ah,7h,8h,9h-naphtho[2,3-b]furan-8-yl acetate

C17H22O3 (274.15688620000003)


   

5,10,15-trimethyl-12-(2-methylpropoxy)-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

5,10,15-trimethyl-12-(2-methylpropoxy)-4,9,13-trioxatetracyclo[10.3.0.0³,⁵.0⁸,¹⁰]pentadec-1(15)-en-14-one

C19H28O5 (336.1936638)