NCBI Taxonomy: 43717

Harrisonia perforata (ncbi_taxid: 43717)

found 118 associated metabolites at species taxonomy rank level.

Ancestor: Harrisonia

Child Taxonomies: none taxonomy data.

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).

   

Gallic acid

3,4,5-trihydroxybenzoic acid

C7H6O5 (170.0215)


Gallic acid is an odorless white solid. Sinks in water. (USCG, 1999) Gallic acid is a trihydroxybenzoic acid in which the hydroxy groups are at positions 3, 4, and 5. It has a role as an astringent, a cyclooxygenase 2 inhibitor, a plant metabolite, an antioxidant, an antineoplastic agent, a human xenobiotic metabolite, an EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor, an apoptosis inducer and a geroprotector. It is a conjugate acid of a gallate. Gallic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Gallic Acid is a natural product found in Visnea mocanera, Ardisia paniculata, and other organisms with data available. Gallic acid is a metabolite found in or produced by Saccharomyces cerevisiae. A colorless or slightly yellow crystalline compound obtained from nutgalls. It is used in photography, pharmaceuticals, and as an analytical reagent. See also: Gallic acid monohydrate (active moiety of); Paeonia lactiflora root (part of); Galium aparine whole (part of) ... View More ... Gallic acid is an organic acid, also known as 3,4,5-trihydroxybenzoic acid, found in gallnuts, sumac, witch hazel, tea leaves, oak bark, and other plants. The chemical formula is C6H2(OH)3CO2H. Gallic acid is widely distributed in plants and is found both free and as part of tannins. It is commonly used in the pharmaceutical industry. Gallic acid can also be used to synthesize the hallucinogenic alkaloid mescaline, also known as 3,4,5-trimethoxyphenethylamine. Salts and esters of gallic acid are termed gallates. Gallic acid has been found to be s metabolite of Aspergillus (PMID:24031294). A trihydroxybenzoic acid in which the hydroxy groups are at positions 3, 4, and 5. Present in red wine. Japan approved food antioxidant additive Gallic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=149-91-7 (retrieved 2024-07-01) (CAS RN: 149-91-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Gallic acid (3,4,5-Trihydroxybenzoic acid) is a natural polyhydroxyphenolic compound and an free radical scavenger to inhibit cyclooxygenase-2 (COX-2)[1]. Gallic acid has various activities, such as antimicrobial, antioxidant, antimicrobial, anti-inflammatory, and anticance activities[2]. Gallic acid (3,4,5-Trihydroxybenzoic acid) is a natural polyhydroxyphenolic compound and an free radical scavenger to inhibit cyclooxygenase-2 (COX-2)[1]. Gallic acid has various activities, such as antimicrobial, antioxidant, antimicrobial, anti-inflammatory, and anticance activities[2].

   

Coniferaldehyde

(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal

C10H10O3 (178.063)


Coniferaldehyde (CAS: 458-36-6), also known as 4-hydroxy-3-methoxycinnamaldehyde or ferulaldehyde, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Coniferaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, coniferaldehyde is found, on average, in the highest concentration within sherries. Coniferaldehyde has also been detected, but not quantified in, several different foods, such as highbush blueberries, lima beans, Chinese cabbages, loquats, and greenthread tea. This could make coniferaldehyde a potential biomarker for the consumption of these foods. BioTransformer predicts that coniferaldehyde is a product of caffeic aldehyde metabolism via a catechol-O-methylation-pattern2 reaction catalyzed by the enzyme catechol O-methyltransferase (PMID: 30612223). Coniferyl aldehyde, also known as 4-hydroxy-3-methoxycinnamaldehyde or 4-hm-ca, is a member of the class of compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Coniferyl aldehyde is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Coniferyl aldehyde can be found in a number of food items such as pear, common walnut, kelp, and citrus, which makes coniferyl aldehyde a potential biomarker for the consumption of these food products. Coniferyl aldehyde is a low molecular weight phenolic compound susceptible to be extracted from cork stoppers into wine . Coniferyl aldehyde is a member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and a methoxy group at position 3. It has a role as an antifungal agent and a plant metabolite. It is a member of cinnamaldehydes, a phenylpropanoid and a member of guaiacols. It is functionally related to an (E)-cinnamaldehyde. 4-Hydroxy-3-methoxycinnamaldehyde is a natural product found in Pandanus utilis, Microtropis japonica, and other organisms with data available. A member of the class of cinnamaldehydes that is cinnamaldehyde substituted by a hydroxy group at position 4 and a methoxy group at position 3. Acquisition and generation of the data is financially supported in part by CREST/JST. Coniferaldehyde (Ferulaldehyde) is an effective inducer of heme oxygenase-1 (HO-1). Coniferaldehyde exerts anti-inflammatory properties in response to LPS. Coniferaldehyde inhibits LPS-induced apoptosis through the PKCα/β II/Nrf-2/HO-1 dependent pathway in RAW264.7 macrophage cells[1]. Coniferaldehyde (Ferulaldehyde) is an effective inducer of heme oxygenase-1 (HO-1). Coniferaldehyde exerts anti-inflammatory properties in response to LPS. Coniferaldehyde inhibits LPS-induced apoptosis through the PKCα/β II/Nrf-2/HO-1 dependent pathway in RAW264.7 macrophage cells Coniferaldehyde. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=458-36-6 (retrieved 2024-09-04) (CAS RN: 458-36-6). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Physcione

1,8-Dihydroxy-3-methoxy-6-methylanthraquinone, Emodin-3-methyl ether

C16H12O5 (284.0685)


Physcion is a dihydroxyanthraquinone that is 9,10-anthraquinone bearing hydroxy substituents at positions 1 and 8, a methoxy group at position 3, and a methyl group at position 6. It has been widely isolated and characterised from both terrestrial and marine sources. It has a role as an apoptosis inducer, an antineoplastic agent, a hepatoprotective agent, an anti-inflammatory agent, an antibacterial agent, an antifungal agent and a metabolite. It is functionally related to a 2-methylanthraquinone. Physcion is a natural product found in Rumex dentatus, Ageratina altissima, and other organisms with data available. See also: Reynoutria multiflora root (part of); Frangula purshiana Bark (part of). A dihydroxyanthraquinone that is 9,10-anthraquinone bearing hydroxy substituents at positions 1 and 8, a methoxy group at position 3, and a methyl group at position 6. It has been widely isolated and characterised from both terrestrial and marine sources. [Raw Data] CBA82_Physcion_pos_10eV.txt [Raw Data] CBA82_Physcion_pos_30eV.txt [Raw Data] CBA82_Physcion_pos_50eV.txt [Raw Data] CBA82_Physcion_pos_40eV.txt [Raw Data] CBA82_Physcion_pos_20eV.txt

   

Obacunone

Oxireno(4,4a)-2-benzopyrano(6,5-g)(2)benzoxepin-3,5,9(3aH,4bH,6H)-trione, 1-(3-furanyl)-1,6a,7,11a,11b,12,13,13a-octahydro-4b,7,7,11a,13a-pentamethyl-, (1S,3aS,4aR,4bR,6aR,11aR,11bR,11bR,13aS)-

C26H30O7 (454.1991)


Constituent of Citrus subspecies, Fortunella margarita (oval kumquat) and Casimiroa edulis (Mexican apple). Obacunone is found in many foods, some of which are pomes, sweet orange, lemon, and fruits. Obacunone is found in fruits. Obacunone is a constituent of Citrus species, Fortunella margarita (oval kumquat) and Casimiroa edulis (Mexican apple) Obacunone is a limonoid. Obacunone is a natural product found in Limonia acidissima, Citrus latipes, and other organisms with data available. Obacunone, isolated from Citrus fruits, exhibits anti-tumor activity by the induction of apoptosis[1]. Obacunone, isolated from Citrus fruits, exhibits anti-tumor activity by the induction of apoptosis[1].

   

Rutaevin

(1R,2R,7S,10R,12R,13S,14R,16S,19S,20S)-19-(furan-3-yl)-12-hydroxy-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docosane-5,11,17-trione

C26H30O9 (486.189)


Rutaevin is a steroid lactone. Rutaevin is a natural product found in Fagaropsis angolensis, Tetradium glabrifolium, and other organisms with data available.

   

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.

   
   

Perforatin A

5-methoxy-2,8,8-trimethylpyrano[2,3-h]chromen-4-one

C16H16O4 (272.1049)


5-O-Methylalloptaeroxylin is a member of chromenes.

   

Ptaerochromenol

Ptaerochromenol

C15H14O5 (274.0841)


   

Eugenin

5-Hydroxy-7-methoxy-2-methyl-4H-1-benzopyran-4-one

C11H10O4 (206.0579)


Constituent of Eugenia aromatica (clove). Eugenin is found in many foods, some of which are wild carrot, carrot, herbs and spices, and java plum. Eugenin is found in carrot. Eugenin is a constituent of Eugenia aromatica (clove). Eugenin is a chromone isolated from Peucedanum japonicum, with potent antiplatelet aggregation activity[1]. Eugenin is a chromone isolated from Peucedanum japonicum, with potent antiplatelet aggregation activity[1].

   

Methyl_gallate

InChI=1/C8H8O5/c1-13-8(12)4-2-5(9)7(11)6(10)3-4/h2-3,9-11H,1H

C8H8O5 (184.0372)


Methyl 3,4,5-trihydroxybenzoate is a gallate ester obtained by the formal condensation of gallic acid with methanol. It exhibits anti-oxidant, anti-tumor, anti-microbial and anti-inflammatory properties. It has a role as a plant metabolite, an anti-inflammatory agent and an antioxidant. Methyl gallate is a natural product found in Euphorbia teheranica, Euphorbia hyssopifolia, and other organisms with data available. See also: Paeonia lactiflora root (part of). A gallate ester obtained by the formal condensation of gallic acid with methanol. It exhibits anti-oxidant, anti-tumor, anti-microbial and anti-inflammatory properties. Methyl gallate is a plant phenolic with antioxidant, anticancer, and anti-inflammatory activities. Methyl gallate also shows bacterial inhibition activity. Methyl gallate also has anti-HIV-1 and HIV-1 enzyme inhibitory activities. Methyl gallate is a plant phenolic with antioxidant, anticancer, and anti-inflammatory activities. Methyl gallate also shows bacterial inhibition activity. Methyl gallate also has anti-HIV-1 and HIV-1 enzyme inhibitory activities.

   

Pinoresinol

Phenol,4-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis[2-methoxy-, [1S-(1.alpha.,3a.alpha.,4.alpha.,6a.alpha.)]-

C20H22O6 (358.1416)


4-[6-(4-Hydroxy-3-methoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenol is a natural product found in Zanthoxylum riedelianum, Forsythia suspensa, and other organisms with data available. Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2]. Pinoresinol is a lignol of plant origin serving for defense in a caterpillar. Pinoresinol drastically sensitizes cancer cells against TNF-related apoptosis-inducing ligand (TRAIL) -induced apoptosis[1][2].

   

Xanthoxyletin

7-HYDROXY-5-METHOXY-2,2-DIMETHYL-2H-1-BENZOPYRAN-6-ACRYLIC ACID .DELTA.-LACTONE

C15H14O4 (258.0892)


Xanthoxyletin is a member of coumarins. It has a role as a metabolite. Xanthoxyletin is a natural product found in Zanthoxylum dipetalum, Murraya siamensis, and other organisms with data available. Isolated from Zanthoxylum americanum (prickly ash). Xanthoxyletin is found in lemon, sweet orange, and herbs and spices. Xanthoxyletin is found in herbs and spices. Xanthoxyletin is isolated from Zanthoxylum americanum (prickly ash). A natural product found in Clausena harmandiana.

   

Methyl gallate

345-Trihydroxy-benzoic acid methyl ester

C8H8O5 (184.0372)


Methyl gallate, also known as methyl 3 or methyl galloic acid, is a member of the class of compounds known as galloyl esters. Galloyl esters are organic compounds that contain an ester derivative of 3,4,5-trihydroxybenzoic acid. Methyl gallate is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Methyl gallate can be found in peach and pomegranate, which makes methyl gallate a potential biomarker for the consumption of these food products. Methyl gallate is a phenolic compound. It is the methyl ester of gallic acid . Methyl gallate is a plant phenolic with antioxidant, anticancer, and anti-inflammatory activities. Methyl gallate also shows bacterial inhibition activity. Methyl gallate also has anti-HIV-1 and HIV-1 enzyme inhibitory activities. Methyl gallate is a plant phenolic with antioxidant, anticancer, and anti-inflammatory activities. Methyl gallate also shows bacterial inhibition activity. Methyl gallate also has anti-HIV-1 and HIV-1 enzyme inhibitory activities.

   

Methyl gallate

methyl 3,4,5-trihydroxybenzoate

C8H8O5 (184.0372)


Methyl gallate is a plant phenolic with antioxidant, anticancer, and anti-inflammatory activities. Methyl gallate also shows bacterial inhibition activity. Methyl gallate also has anti-HIV-1 and HIV-1 enzyme inhibitory activities. Methyl gallate is a plant phenolic with antioxidant, anticancer, and anti-inflammatory activities. Methyl gallate also shows bacterial inhibition activity. Methyl gallate also has anti-HIV-1 and HIV-1 enzyme inhibitory activities.

   

Perforatic acid

Perforatic acid

C16H14O6 (302.079)


   

Cedrelopsin

7-hydroxy-6-methoxy-8-(3-methylbut-2-enyl)chromen-2-one

C15H16O4 (260.1049)


   

Performone B

Performone B

C16H18O5 (290.1154)


A natural product found in Harrisonia perforata.

   

Saikochromone A

Saikochromone A

C11H10O5 (222.0528)


   

Perforamone C

Perforamone C

C16H18O5 (290.1154)


   

Perforamone A

Perforamone A

C16H18O5 (290.1154)


   

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].

   

physcion

9,10-Anthracenedione, 1,8-dihydroxy-3-methoxy-6-methyl- (9CI)

C16H12O5 (284.0685)


Physcion, also known as emodin monomethyl ether or parienin, is a member of the class of compounds known as anthraquinones. Anthraquinones are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. Physcion is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Physcion can be synthesized from 2-methylanthraquinone. Physcion can also be synthesized into torososide B and physcion 8-gentiobioside. Physcion can be found in common sage, garden rhubarb, and sorrel, which makes physcion a potential biomarker for the consumption of these food products. Physcion has also been shown to protect lichens against UV-B light, at high altitudes in Alpine regions. The UV-B light stimulates production of parietin and the parietin protects the lichens from damage. Lichens in arctic regions such as Svarlbard retain this capability though they do not encounter damaging levels of UV-B, a capability that could help protect the lichens in case of Ozone layer thinning .

   

coniferyl aldehyde

4-Hydroxy-3-methoxy-trans-cinnamaldehyde

C10H10O3 (178.063)


Annotation level-1 Coniferaldehyde (Ferulaldehyde) is an effective inducer of heme oxygenase-1 (HO-1). Coniferaldehyde exerts anti-inflammatory properties in response to LPS. Coniferaldehyde inhibits LPS-induced apoptosis through the PKCα/β II/Nrf-2/HO-1 dependent pathway in RAW264.7 macrophage cells[1]. Coniferaldehyde (Ferulaldehyde) is an effective inducer of heme oxygenase-1 (HO-1). Coniferaldehyde exerts anti-inflammatory properties in response to LPS. Coniferaldehyde inhibits LPS-induced apoptosis through the PKCα/β II/Nrf-2/HO-1 dependent pathway in RAW264.7 macrophage cells[1].

   

Obacunone

Oxireno(4,4a)-2-benzopyrano(6,5-g)(2)benzoxepin-3,5,9(3aH,4bH,6H)-trione, 1-(3-furanyl)-1,6a,7,11a,11b,12,13,13a-octahydro-4b,7,7,11a,13a-pentamethyl-, (1S,3aS,4aR,4bR,6aR,11aR,11bR,11bR,13aS)-

C26H30O7 (454.1991)


Obacunone is a limonoid. Obacunone is a natural product found in Limonia acidissima, Citrus latipes, and other organisms with data available. Obacunone, isolated from Citrus fruits, exhibits anti-tumor activity by the induction of apoptosis[1]. Obacunone, isolated from Citrus fruits, exhibits anti-tumor activity by the induction of apoptosis[1].

   

MS000106975

MS000106975

C15H14O5 (274.0841)


   

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.

   

KBio2_003599

5-Hydroxy-7-methoxy-2-methyl-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one

C16H18O4 (274.1205)


Heteropeucenin, methyl ether is a natural product found in Harrisonia perforata with data available.

   

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).

   

coniferaldehyde

coniferaldehyde

C10H10O3 (178.063)


CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 13

   

Xanthoxyloin

5-Methoxy-8,8-dimethyl-2H,8H-benzo[1,2-b:5,4-b']dipyran-2-one,9CI

C15H14O4 (258.0892)


   

Eugenin

4H-1-Benzopyran-4-one, 5-hydroxy-7-methoxy-2-methyl-

C11H10O4 (206.0579)


A member of the class of chromones that is chromone substituted by a hydroxy group at position 5, a methoxy group at position 7 and a methyl group at position 2. It has been isolated from Pisonia aculeata. Eugenin is a chromone isolated from Peucedanum japonicum, with potent antiplatelet aggregation activity[1]. Eugenin is a chromone isolated from Peucedanum japonicum, with potent antiplatelet aggregation activity[1].

   

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].

   

GALOP

InChI=1\C7H6O5\c8-4-1-3(7(11)12)2-5(9)6(4)10\h1-2,8-10H,(H,11,12

C7H6O5 (170.0215)


C26170 - Protective Agent > C275 - Antioxidant Gallic acid (3,4,5-Trihydroxybenzoic acid) is a natural polyhydroxyphenolic compound and an free radical scavenger to inhibit cyclooxygenase-2 (COX-2)[1]. Gallic acid has various activities, such as antimicrobial, antioxidant, antimicrobial, anti-inflammatory, and anticance activities[2]. Gallic acid (3,4,5-Trihydroxybenzoic acid) is a natural polyhydroxyphenolic compound and an free radical scavenger to inhibit cyclooxygenase-2 (COX-2)[1]. Gallic acid has various activities, such as antimicrobial, antioxidant, antimicrobial, anti-inflammatory, and anticance activities[2].

   

99-24-1

InChI=1\C8H8O5\c1-13-8(12)4-2-5(9)7(11)6(10)3-4\h2-3,9-11H,1H

C8H8O5 (184.0372)


Methyl gallate is a plant phenolic with antioxidant, anticancer, and anti-inflammatory activities. Methyl gallate also shows bacterial inhibition activity. Methyl gallate also has anti-HIV-1 and HIV-1 enzyme inhibitory activities. Methyl gallate is a plant phenolic with antioxidant, anticancer, and anti-inflammatory activities. Methyl gallate also shows bacterial inhibition activity. Methyl gallate also has anti-HIV-1 and HIV-1 enzyme inhibitory activities.

   

Ferulaldehyde

InChI=1\C10H10O3\c1-13-10-7-8(3-2-6-11)4-5-9(10)12\h2-7,12H,1H3\b3-2

C10H10O3 (178.063)


Coniferaldehyde (Ferulaldehyde) is an effective inducer of heme oxygenase-1 (HO-1). Coniferaldehyde exerts anti-inflammatory properties in response to LPS. Coniferaldehyde inhibits LPS-induced apoptosis through the PKCα/β II/Nrf-2/HO-1 dependent pathway in RAW264.7 macrophage cells[1]. Coniferaldehyde (Ferulaldehyde) is an effective inducer of heme oxygenase-1 (HO-1). Coniferaldehyde exerts anti-inflammatory properties in response to LPS. Coniferaldehyde inhibits LPS-induced apoptosis through the PKCα/β II/Nrf-2/HO-1 dependent pathway in RAW264.7 macrophage cells[1].

   

84-99-1

2-Propenoic acid, 3-(7-hydroxy-5-methoxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-, .delta.-lactone

C15H14O4 (258.0892)


   

(1s,3'r,3'as,7's,7'ar)-3-acetyl-3',4,7'-trihydroxy-3',7'-dimethyl-5,5-bis(3-methylbut-2-en-1-yl)-1',2',3'a,4',6',7'a-hexahydrospiro[cyclohexane-1,5'-inden]-3-ene-2,6-dione

(1s,3'r,3'as,7's,7'ar)-3-acetyl-3',4,7'-trihydroxy-3',7'-dimethyl-5,5-bis(3-methylbut-2-en-1-yl)-1',2',3'a,4',6',7'a-hexahydrospiro[cyclohexane-1,5'-inden]-3-ene-2,6-dione

C28H40O6 (472.2825)


   

1-[(2r,3r)-3-hydroperoxy-5,7-dihydroxy-2-methyl-6-(3-methylbut-2-en-1-yl)-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-1-benzopyran-8-yl]ethanone

1-[(2r,3r)-3-hydroperoxy-5,7-dihydroxy-2-methyl-6-(3-methylbut-2-en-1-yl)-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-1-benzopyran-8-yl]ethanone

C23H32O6 (404.2199)


   

methyl (2s,6r,11r,12s,14s,15r)-15-(furan-3-carbonyl)-14-hydroxy-2,7,7,12,15-pentamethyl-4,9,13-trioxo-3,8-dioxatetracyclo[10.5.0.0²,⁶.0⁶,¹¹]heptadecane-14-carboxylate

methyl (2s,6r,11r,12s,14s,15r)-15-(furan-3-carbonyl)-14-hydroxy-2,7,7,12,15-pentamethyl-4,9,13-trioxo-3,8-dioxatetracyclo[10.5.0.0²,⁶.0⁶,¹¹]heptadecane-14-carboxylate

C27H32O10 (516.1995)


   

methyl (1s,2s,6r,11r,12s,14s,15r)-15-(furan-3-carbonyl)-14-hydroxy-2,7,7,12,15-pentamethyl-4,9,13-trioxo-3,8-dioxatetracyclo[10.5.0.0²,⁶.0⁶,¹¹]heptadecane-14-carboxylate

methyl (1s,2s,6r,11r,12s,14s,15r)-15-(furan-3-carbonyl)-14-hydroxy-2,7,7,12,15-pentamethyl-4,9,13-trioxo-3,8-dioxatetracyclo[10.5.0.0²,⁶.0⁶,¹¹]heptadecane-14-carboxylate

C27H32O10 (516.1995)


   

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

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

C17H20O4 (288.1362)


   

2-(hydroxymethyl)-5-methoxy-8,8-dimethylpyrano[2,3-f]chromen-4-one

2-(hydroxymethyl)-5-methoxy-8,8-dimethylpyrano[2,3-f]chromen-4-one

C16H16O5 (288.0998)


   

(1r,2r,8r,10r,14s,17r,18r)-17-(furan-3-yl)-2,7,7,18-tetramethyl-6,9,16-trioxapentacyclo[11.7.0.0²,⁸.0⁸,¹⁰.0¹⁴,¹⁸]icosa-3,12-diene-5,11,15-trione

(1r,2r,8r,10r,14s,17r,18r)-17-(furan-3-yl)-2,7,7,18-tetramethyl-6,9,16-trioxapentacyclo[11.7.0.0²,⁸.0⁸,¹⁰.0¹⁴,¹⁸]icosa-3,12-diene-5,11,15-trione

C25H26O7 (438.1678)


   

4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-14-ene-3,11,16-trione

4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-14-ene-3,11,16-trione

C21H28O5 (360.1937)


   

methyl 15-(furan-3-carbonyl)-14-hydroxy-2,7,7,12,15-pentamethyl-4,9,13-trioxo-3,8-dioxatetracyclo[10.5.0.0²,⁶.0⁶,¹¹]heptadecane-14-carboxylate

methyl 15-(furan-3-carbonyl)-14-hydroxy-2,7,7,12,15-pentamethyl-4,9,13-trioxo-3,8-dioxatetracyclo[10.5.0.0²,⁶.0⁶,¹¹]heptadecane-14-carboxylate

C27H32O10 (516.1995)


   

5-hydroxy-8-[(1s)-1-hydroxy-3-methylbut-3-en-1-yl]-7-methoxy-2-methylchromen-4-one

5-hydroxy-8-[(1s)-1-hydroxy-3-methylbut-3-en-1-yl]-7-methoxy-2-methylchromen-4-one

C16H18O5 (290.1154)


   

methyl (2z)-3-[(1r,2r,4s,7s,8s,9s,10r,11r,12s,13r,17s)-10-(acetyloxy)-7-(furan-3-yl)-9,13,17-trihydroxy-1,8,12,15,15-pentamethyl-5,14-dioxo-3,6,16-trioxapentacyclo[9.6.0.0²,⁴.0²,⁸.0¹³,¹⁷]heptadecan-12-yl]prop-2-enoate

methyl (2z)-3-[(1r,2r,4s,7s,8s,9s,10r,11r,12s,13r,17s)-10-(acetyloxy)-7-(furan-3-yl)-9,13,17-trihydroxy-1,8,12,15,15-pentamethyl-5,14-dioxo-3,6,16-trioxapentacyclo[9.6.0.0²,⁴.0²,⁸.0¹³,¹⁷]heptadecan-12-yl]prop-2-enoate

C29H34O13 (590.1999)


   

methyl 3-[(1r,2r,4s,7s,8s,11r,12r,13r,17s)-7-(furan-3-yl)-13,17-dihydroxy-1,8,12,15,15-pentamethyl-5,14-dioxo-3,6,16-trioxapentacyclo[9.6.0.0²,⁴.0²,⁸.0¹³,¹⁷]heptadecan-12-yl]prop-2-enoate

methyl 3-[(1r,2r,4s,7s,8s,11r,12r,13r,17s)-7-(furan-3-yl)-13,17-dihydroxy-1,8,12,15,15-pentamethyl-5,14-dioxo-3,6,16-trioxapentacyclo[9.6.0.0²,⁴.0²,⁸.0¹³,¹⁷]heptadecan-12-yl]prop-2-enoate

C27H32O10 (516.1995)


   

(1s,2r,5r,6r,12r,14r)-6-(furan-3-yl)-12-hydroxy-5,15,15,19-tetramethyl-7,16-dioxapentacyclo[12.3.2.0¹,¹².0²,¹⁰.0⁵,⁹]nonadeca-9,18-diene-8,17-dione

(1s,2r,5r,6r,12r,14r)-6-(furan-3-yl)-12-hydroxy-5,15,15,19-tetramethyl-7,16-dioxapentacyclo[12.3.2.0¹,¹².0²,¹⁰.0⁵,⁹]nonadeca-9,18-diene-8,17-dione

C25H28O6 (424.1886)


   

8-(2,3-dihydroxy-3-methylbutyl)-5-hydroxy-7-methoxy-2-methylchromen-4-one

8-(2,3-dihydroxy-3-methylbutyl)-5-hydroxy-7-methoxy-2-methylchromen-4-one

C16H20O6 (308.126)


   

(1r,6r,7r,10s,11r,14s,16r,17r,18s)-18-hydroxy-11-[(5s)-5-hydroxy-2-oxo-5h-furan-3-yl]-6,10,17,20,20-pentamethyl-2,12,15,19-tetraoxahexacyclo[16.2.1.0¹,⁶.0⁷,¹⁷.0¹⁰,¹⁶.0¹⁴,¹⁶]henicos-4-ene-3,13,21-trione

(1r,6r,7r,10s,11r,14s,16r,17r,18s)-18-hydroxy-11-[(5s)-5-hydroxy-2-oxo-5h-furan-3-yl]-6,10,17,20,20-pentamethyl-2,12,15,19-tetraoxahexacyclo[16.2.1.0¹,⁶.0⁷,¹⁷.0¹⁰,¹⁶.0¹⁴,¹⁶]henicos-4-ene-3,13,21-trione

C26H28O11 (516.1632)


   

5-hydroxy-2-(hydroxymethyl)-8,8-dimethylpyrano[3,2-g]chromen-4-one

5-hydroxy-2-(hydroxymethyl)-8,8-dimethylpyrano[3,2-g]chromen-4-one

C15H14O5 (274.0841)


   

2-(hydroxymethyl)-5-methoxy-8,8-dimethyl-9h,10h-pyrano[2,3-h]chromen-4-one

2-(hydroxymethyl)-5-methoxy-8,8-dimethyl-9h,10h-pyrano[2,3-h]chromen-4-one

C16H18O5 (290.1154)


   

5,7-dimethoxy-2-methyl-8-(1,2,3-trihydroxy-3-methylbutyl)chromen-4-one

5,7-dimethoxy-2-methyl-8-(1,2,3-trihydroxy-3-methylbutyl)chromen-4-one

C17H22O7 (338.1365)


   

8-[(2s)-2,3-dihydroxy-3-methylbutyl]-5,7-dimethoxy-2-methylchromen-4-one

8-[(2s)-2,3-dihydroxy-3-methylbutyl]-5,7-dimethoxy-2-methylchromen-4-one

C17H22O6 (322.1416)


   

5-hydroxy-7-methoxy-2-methyl-6-(3-methylbut-2-en-1-yl)chromen-4-one

5-hydroxy-7-methoxy-2-methyl-6-(3-methylbut-2-en-1-yl)chromen-4-one

C16H18O4 (274.1205)


   

(1s,3'r,3'as,7'r,7'ar)-3-acetyl-7'-hydroperoxy-3',4-dihydroxy-3',7'-dimethyl-5,5-bis(3-methylbut-2-en-1-yl)-1',2',3'a,4',6',7'a-hexahydrospiro[cyclohexane-1,5'-inden]-3-ene-2,6-dione

(1s,3'r,3'as,7'r,7'ar)-3-acetyl-7'-hydroperoxy-3',4-dihydroxy-3',7'-dimethyl-5,5-bis(3-methylbut-2-en-1-yl)-1',2',3'a,4',6',7'a-hexahydrospiro[cyclohexane-1,5'-inden]-3-ene-2,6-dione

C28H40O7 (488.2774)


   

(1s,2s,6s,7s,9r,13s,17s)-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-3,11,16-trione

(1s,2s,6s,7s,9r,13s,17s)-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-3,11,16-trione

C21H26O5 (358.178)


   

(4s,4ar,6as,7r,11as,11br)-4,7,11b-trimethyl-1h,2h,3h,4ah,5h,6h,6ah,7h,11h,11ah-phenanthro[3,2-b]furan-4-carboxylic acid

(4s,4ar,6as,7r,11as,11br)-4,7,11b-trimethyl-1h,2h,3h,4ah,5h,6h,6ah,7h,11h,11ah-phenanthro[3,2-b]furan-4-carboxylic acid

C20H28O3 (316.2038)


   

methyl 3-[(1r,2r,4s,7r,8s,11r,12r,13r,17s)-13,17-dihydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,14-dioxo-3,6,16-trioxapentacyclo[9.6.0.0²,⁴.0²,⁸.0¹³,¹⁷]heptadecan-12-yl]prop-2-enoate

methyl 3-[(1r,2r,4s,7r,8s,11r,12r,13r,17s)-13,17-dihydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,14-dioxo-3,6,16-trioxapentacyclo[9.6.0.0²,⁴.0²,⁸.0¹³,¹⁷]heptadecan-12-yl]prop-2-enoate

C27H32O12 (548.1894)


   

5-methoxy-8,8-dimethyl-4-oxopyrano[2,3-f]chromene-2-carboxylic acid

5-methoxy-8,8-dimethyl-4-oxopyrano[2,3-f]chromene-2-carboxylic acid

C16H14O6 (302.079)


   

(1r,2s,3s,4s,6r,7s,9r,13s,17s)-3-hydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-14-ene-11,16-dione

(1r,2s,3s,4s,6r,7s,9r,13s,17s)-3-hydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-14-ene-11,16-dione

C21H30O5 (362.2093)


   

5-methoxy-2,8,8-trimethyl-9h,10h-pyrano[2,3-h]chromen-4-one

5-methoxy-2,8,8-trimethyl-9h,10h-pyrano[2,3-h]chromen-4-one

C16H18O4 (274.1205)


   

(1s,2s,4s,7s,8r,9s,10s,11r,12r,18s,19r,20s)-10,19,20-tris(acetyloxy)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15-dioxo-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icos-13-en-9-yl acetate

(1s,2s,4s,7s,8r,9s,10s,11r,12r,18s,19r,20s)-10,19,20-tris(acetyloxy)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15-dioxo-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icos-13-en-9-yl acetate

C34H40O14 (672.2418)


   

methyl (2s,3r,4r,5s,8r)-4-{2-[(3e)-2,2-dimethyl-6-oxopyran-3-ylidene]acetyl}-8-(furan-3-carbonyl)-5-[(1r)-1-hydroxyethyl]-4,8-dimethyl-1-oxaspiro[2.5]octane-2-carboxylate

methyl (2s,3r,4r,5s,8r)-4-{2-[(3e)-2,2-dimethyl-6-oxopyran-3-ylidene]acetyl}-8-(furan-3-carbonyl)-5-[(1r)-1-hydroxyethyl]-4,8-dimethyl-1-oxaspiro[2.5]octane-2-carboxylate

C27H32O9 (500.2046)


   

methyl (2r,3r,3'r,3''s,3as,3'as,6'r,7'r,7as,7'ar)-6'-(furan-3-carbonyl)-3-hydroxy-3',4,4,6',7'a-pentamethyl-6-oxo-octahydrodispiro[furo[3,2-c]pyran-2,1'-[2]benzofuran-7',2''-oxirane]-3''-carboxylate

methyl (2r,3r,3'r,3''s,3as,3'as,6'r,7'r,7as,7'ar)-6'-(furan-3-carbonyl)-3-hydroxy-3',4,4,6',7'a-pentamethyl-6-oxo-octahydrodispiro[furo[3,2-c]pyran-2,1'-[2]benzofuran-7',2''-oxirane]-3''-carboxylate

C27H34O10 (518.2152)


   

8-(2-hydroxy-3-methylbut-3-en-1-yl)-5,7-dimethoxy-2-methylchromen-4-one

8-(2-hydroxy-3-methylbut-3-en-1-yl)-5,7-dimethoxy-2-methylchromen-4-one

C17H20O5 (304.1311)


   

methyl 4-[2-(2,2-dimethyl-6-oxopyran-3-ylidene)acetyl]-8-(furan-3-carbonyl)-5-(1-hydroxyethyl)-4,8-dimethyl-1-oxaspiro[2.5]octane-2-carboxylate

methyl 4-[2-(2,2-dimethyl-6-oxopyran-3-ylidene)acetyl]-8-(furan-3-carbonyl)-5-(1-hydroxyethyl)-4,8-dimethyl-1-oxaspiro[2.5]octane-2-carboxylate

C27H32O9 (500.2046)


   

5-hydroxy-2-(hydroxymethyl)-7-methoxychromen-4-one

5-hydroxy-2-(hydroxymethyl)-7-methoxychromen-4-one

C11H10O5 (222.0528)


   

8-[(2s)-2,3-dihydroxy-3-methylbutyl]-5-hydroxy-7-methoxy-2-methylchromen-4-one

8-[(2s)-2,3-dihydroxy-3-methylbutyl]-5-hydroxy-7-methoxy-2-methylchromen-4-one

C16H20O6 (308.126)


   

3-acetyl-3',4,7'-trihydroxy-3',7'-dimethyl-5,5-bis(3-methylbut-2-en-1-yl)-1',2',3'a,4',6',7'a-hexahydrospiro[cyclohexane-1,5'-inden]-3-ene-2,6-dione

3-acetyl-3',4,7'-trihydroxy-3',7'-dimethyl-5,5-bis(3-methylbut-2-en-1-yl)-1',2',3'a,4',6',7'a-hexahydrospiro[cyclohexane-1,5'-inden]-3-ene-2,6-dione

C28H40O6 (472.2825)


   

methyl 6'-(furan-3-carbonyl)-3-hydroxy-3',4,4,6',7'a-pentamethyl-6-oxo-octahydrodispiro[furo[3,2-c]pyran-2,1'-[2]benzofuran-7',2''-oxirane]-3''-carboxylate

methyl 6'-(furan-3-carbonyl)-3-hydroxy-3',4,4,6',7'a-pentamethyl-6-oxo-octahydrodispiro[furo[3,2-c]pyran-2,1'-[2]benzofuran-7',2''-oxirane]-3''-carboxylate

C27H34O10 (518.2152)


   

(1r,6r,7r,10s,11s,14s,16r,17r,18s)-11-(furan-3-yl)-18-hydroxy-6,10,17,20,20-pentamethyl-2,12,15,19-tetraoxahexacyclo[16.2.1.0¹,⁶.0⁷,¹⁷.0¹⁰,¹⁶.0¹⁴,¹⁶]henicos-4-ene-3,13,21-trione

(1r,6r,7r,10s,11s,14s,16r,17r,18s)-11-(furan-3-yl)-18-hydroxy-6,10,17,20,20-pentamethyl-2,12,15,19-tetraoxahexacyclo[16.2.1.0¹,⁶.0⁷,¹⁷.0¹⁰,¹⁶.0¹⁴,¹⁶]henicos-4-ene-3,13,21-trione

C26H28O9 (484.1733)


   

5-hydroxy-8-(2-hydroxy-3-methylbut-3-en-1-yl)-7-methoxy-2-methylchromen-4-one

5-hydroxy-8-(2-hydroxy-3-methylbut-3-en-1-yl)-7-methoxy-2-methylchromen-4-one

C16H18O5 (290.1154)


   

methyl (2z)-3-[(1r,2r,4s,7r,8s,11r,12r,13r,17s)-13,17-dihydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,14-dioxo-3,6,16-trioxapentacyclo[9.6.0.0²,⁴.0²,⁸.0¹³,¹⁷]heptadecan-12-yl]prop-2-enoate

methyl (2z)-3-[(1r,2r,4s,7r,8s,11r,12r,13r,17s)-13,17-dihydroxy-7-(5-hydroxy-2-oxo-5h-furan-3-yl)-1,8,12,15,15-pentamethyl-5,14-dioxo-3,6,16-trioxapentacyclo[9.6.0.0²,⁴.0²,⁸.0¹³,¹⁷]heptadecan-12-yl]prop-2-enoate

C27H32O12 (548.1894)


   

(1s,3'r,3'as,7'r,7'ar)-3-acetyl-3',4,7'-trihydroxy-3',7'-dimethyl-5,5-bis(3-methylbut-2-en-1-yl)-1',2',3'a,4',6',7'a-hexahydrospiro[cyclohexane-1,5'-inden]-3-ene-2,6-dione

(1s,3'r,3'as,7'r,7'ar)-3-acetyl-3',4,7'-trihydroxy-3',7'-dimethyl-5,5-bis(3-methylbut-2-en-1-yl)-1',2',3'a,4',6',7'a-hexahydrospiro[cyclohexane-1,5'-inden]-3-ene-2,6-dione

C28H40O6 (472.2825)


   

methyl (2z)-3-[(1r,2r,4s,7s,8r,9s,10r,11r,12r,13r,17s)-9,10-bis(acetyloxy)-7-(furan-3-yl)-13,17-dihydroxy-1,8,12,15,15-pentamethyl-5,14-dioxo-3,6,16-trioxapentacyclo[9.6.0.0²,⁴.0²,⁸.0¹³,¹⁷]heptadecan-12-yl]prop-2-enoate

methyl (2z)-3-[(1r,2r,4s,7s,8r,9s,10r,11r,12r,13r,17s)-9,10-bis(acetyloxy)-7-(furan-3-yl)-13,17-dihydroxy-1,8,12,15,15-pentamethyl-5,14-dioxo-3,6,16-trioxapentacyclo[9.6.0.0²,⁴.0²,⁸.0¹³,¹⁷]heptadecan-12-yl]prop-2-enoate

C31H36O14 (632.2105)


   

11-(furan-3-yl)-18-hydroxy-6,10,17,20,20-pentamethyl-2,12,15,19-tetraoxahexacyclo[16.2.1.0¹,⁶.0⁷,¹⁷.0¹⁰,¹⁶.0¹⁴,¹⁶]henicos-4-ene-3,13,21-trione

11-(furan-3-yl)-18-hydroxy-6,10,17,20,20-pentamethyl-2,12,15,19-tetraoxahexacyclo[16.2.1.0¹,⁶.0⁷,¹⁷.0¹⁰,¹⁶.0¹⁴,¹⁶]henicos-4-ene-3,13,21-trione

C26H28O9 (484.1733)


   

1-[3-hydroperoxy-5,7-dihydroxy-2-methyl-6-(3-methylbut-2-en-1-yl)-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-1-benzopyran-8-yl]ethanone

1-[3-hydroperoxy-5,7-dihydroxy-2-methyl-6-(3-methylbut-2-en-1-yl)-2-(4-methylpent-3-en-1-yl)-3,4-dihydro-1-benzopyran-8-yl]ethanone

C23H32O6 (404.2199)


   

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)


   

7-(furan-3-yl)-18,20-dihydroxy-20-methoxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icos-13-ene-5,15,19-trione

7-(furan-3-yl)-18,20-dihydroxy-20-methoxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icos-13-ene-5,15,19-trione

C27H32O10 (516.1995)


   

(1s,2s,4s,7s,8r,9r,10s,11r,12r,18s,19r,20s)-10,19,20-tris(acetyloxy)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15-dioxo-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icos-13-en-9-yl acetate

(1s,2s,4s,7s,8r,9r,10s,11r,12r,18s,19r,20s)-10,19,20-tris(acetyloxy)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15-dioxo-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icos-13-en-9-yl acetate

C34H40O14 (672.2418)


   

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

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

C15H14O5 (274.0841)


   

(1r,3'r,3'as,7'r,7'ar)-3-acetyl-7'-hydroperoxy-3',4-dihydroxy-3',7'-dimethyl-5,5-bis(3-methylbut-2-en-1-yl)-1',2',3'a,4',6',7'a-hexahydrospiro[cyclohexane-1,5'-inden]-3-ene-2,6-dione

(1r,3'r,3'as,7'r,7'ar)-3-acetyl-7'-hydroperoxy-3',4-dihydroxy-3',7'-dimethyl-5,5-bis(3-methylbut-2-en-1-yl)-1',2',3'a,4',6',7'a-hexahydrospiro[cyclohexane-1,5'-inden]-3-ene-2,6-dione

C28H40O7 (488.2774)


   

5-hydroxy-8-(3-hydroxy-3-methylbutyl)-7-methoxy-2-methylchromen-4-one

5-hydroxy-8-(3-hydroxy-3-methylbutyl)-7-methoxy-2-methylchromen-4-one

C16H20O5 (292.1311)


   

4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-3,11,16-trione

4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-4,14-diene-3,11,16-trione

C21H26O5 (358.178)


   

5-methoxy-8,8-dimethyl-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)pyrano[2,3-f]chromen-4-one

5-methoxy-8,8-dimethyl-2-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)pyrano[2,3-f]chromen-4-one

C22H26O10 (450.1526)


   

8-{[(2s)-3,3-dimethyloxiran-2-yl]methyl}-5-hydroxy-7-methoxy-2-methylchromen-4-one

8-{[(2s)-3,3-dimethyloxiran-2-yl]methyl}-5-hydroxy-7-methoxy-2-methylchromen-4-one

C16H18O5 (290.1154)


   

5-methoxy-2,8,8-trimethylpyrano[2,3-f]chromen-4-one

5-methoxy-2,8,8-trimethylpyrano[2,3-f]chromen-4-one

C16H16O4 (272.1049)


   

(1r,2r,4s,7s,8s,11r,12r,18s,20s)-7-(furan-3-yl)-18,20-dihydroxy-20-methoxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icos-13-ene-5,15,19-trione

(1r,2r,4s,7s,8s,11r,12r,18s,20s)-7-(furan-3-yl)-18,20-dihydroxy-20-methoxy-1,8,12,17,17-pentamethyl-3,6,16-trioxapentacyclo[9.9.0.0²,⁴.0²,⁸.0¹²,¹⁸]icos-13-ene-5,15,19-trione

C27H32O10 (516.1995)


   

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

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

C15H14O5 (274.0841)


   

5-methoxy-8,8-dimethyl-2-({[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)pyrano[2,3-f]chromen-4-one

5-methoxy-8,8-dimethyl-2-({[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)pyrano[2,3-f]chromen-4-one

C22H26O10 (450.1526)


   

3-acetyl-7'-hydroperoxy-3',4-dihydroxy-3',7'-dimethyl-5,5-bis(3-methylbut-2-en-1-yl)-1',2',3'a,4',6',7'a-hexahydrospiro[cyclohexane-1,5'-inden]-3-ene-2,6-dione

3-acetyl-7'-hydroperoxy-3',4-dihydroxy-3',7'-dimethyl-5,5-bis(3-methylbut-2-en-1-yl)-1',2',3'a,4',6',7'a-hexahydrospiro[cyclohexane-1,5'-inden]-3-ene-2,6-dione

C28H40O7 (488.2774)


   

5-hydroxy-2-(hydroxymethyl)-8-methyl-6h,9h-oxepino[3,2-g]chromen-4-one

5-hydroxy-2-(hydroxymethyl)-8-methyl-6h,9h-oxepino[3,2-g]chromen-4-one

C15H14O5 (274.0841)


   

(1s,2s,4s,6r,7s,9r,13s,17s)-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-14-ene-3,11,16-trione

(1s,2s,4s,6r,7s,9r,13s,17s)-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-14-ene-3,11,16-trione

C21H28O5 (360.1937)


   

8-(2,3-dihydroxy-3-methylbutyl)-5,7-dimethoxy-2-methylchromen-4-one

8-(2,3-dihydroxy-3-methylbutyl)-5,7-dimethoxy-2-methylchromen-4-one

C17H22O6 (322.1416)


   

8-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-7-methoxy-2-methylchromen-4-one

8-[(3,3-dimethyloxiran-2-yl)methyl]-5-hydroxy-7-methoxy-2-methylchromen-4-one

C16H18O5 (290.1154)


   

stigmast-5-en-3-ol, (3β)-

stigmast-5-en-3-ol, (3β)-

C29H50O (414.3861)


   

18-hydroxy-11-(5-hydroxy-2-oxo-5h-furan-3-yl)-6,10,17,20,20-pentamethyl-2,12,15,19-tetraoxahexacyclo[16.2.1.0¹,⁶.0⁷,¹⁷.0¹⁰,¹⁶.0¹⁴,¹⁶]henicos-4-ene-3,13,21-trione

18-hydroxy-11-(5-hydroxy-2-oxo-5h-furan-3-yl)-6,10,17,20,20-pentamethyl-2,12,15,19-tetraoxahexacyclo[16.2.1.0¹,⁶.0⁷,¹⁷.0¹⁰,¹⁶.0¹⁴,¹⁶]henicos-4-ene-3,13,21-trione

C26H28O11 (516.1632)


   

17-(furan-3-yl)-2,7,7,18-tetramethyl-6,9,16-trioxapentacyclo[11.7.0.0²,⁸.0⁸,¹⁰.0¹⁴,¹⁸]icosa-3,12-diene-5,11,15-trione

17-(furan-3-yl)-2,7,7,18-tetramethyl-6,9,16-trioxapentacyclo[11.7.0.0²,⁸.0⁸,¹⁰.0¹⁴,¹⁸]icosa-3,12-diene-5,11,15-trione

C25H26O7 (438.1678)


   

methyl 3-(acetyloxy)-6'-(furan-3-carbonyl)-3',4,4,6',7'a-pentamethyl-6-oxo-octahydrodispiro[furo[3,2-c]pyran-2,1'-[2]benzofuran-7',2''-oxirane]-3''-carboxylate

methyl 3-(acetyloxy)-6'-(furan-3-carbonyl)-3',4,4,6',7'a-pentamethyl-6-oxo-octahydrodispiro[furo[3,2-c]pyran-2,1'-[2]benzofuran-7',2''-oxirane]-3''-carboxylate

C29H36O11 (560.2258)


   

methyl 2-[(1s,5s,6s,9r,10r,11s)-10-[(3s)-2,2-dimethyl-5-oxooxolan-3-yl]-5-(furan-3-yl)-6,10-dimethyl-13-methylidene-3-oxo-4,12-dioxatricyclo[7.3.1.0¹,⁶]tridecan-11-yl]acetate

methyl 2-[(1s,5s,6s,9r,10r,11s)-10-[(3s)-2,2-dimethyl-5-oxooxolan-3-yl]-5-(furan-3-yl)-6,10-dimethyl-13-methylidene-3-oxo-4,12-dioxatricyclo[7.3.1.0¹,⁶]tridecan-11-yl]acetate

C27H34O8 (486.2254)


   

(1r,2s,8r,10r,14s,17r,18r)-17-(furan-3-yl)-2,7,7,18-tetramethyl-6,9,16-trioxapentacyclo[11.7.0.0²,⁸.0⁸,¹⁰.0¹⁴,¹⁸]icosa-3,12-diene-5,11,15-trione

(1r,2s,8r,10r,14s,17r,18r)-17-(furan-3-yl)-2,7,7,18-tetramethyl-6,9,16-trioxapentacyclo[11.7.0.0²,⁸.0⁸,¹⁰.0¹⁴,¹⁸]icosa-3,12-diene-5,11,15-trione

C25H26O7 (438.1678)


   

methyl 5-hydroxy-8,8-dimethyl-4-oxopyrano[2,3-h]chromene-2-carboxylate

methyl 5-hydroxy-8,8-dimethyl-4-oxopyrano[2,3-h]chromene-2-carboxylate

C16H14O6 (302.079)


   

7-hydroxy-6-methoxy-8-(3-methylbut-2-en-1-yl)chromen-2-one

7-hydroxy-6-methoxy-8-(3-methylbut-2-en-1-yl)chromen-2-one

C15H16O4 (260.1049)


   

3-hydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-14-ene-11,16-dione

3-hydroxy-4-methoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadec-14-ene-11,16-dione

C21H30O5 (362.2093)


   

6-(furan-3-yl)-12-hydroxy-5,15,15,19-tetramethyl-7,16-dioxapentacyclo[12.3.2.0¹,¹².0²,¹⁰.0⁵,⁹]nonadeca-9,18-diene-8,17-dione

6-(furan-3-yl)-12-hydroxy-5,15,15,19-tetramethyl-7,16-dioxapentacyclo[12.3.2.0¹,¹².0²,¹⁰.0⁵,⁹]nonadeca-9,18-diene-8,17-dione

C25H28O6 (424.1886)


   

8-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-5,7-dimethoxy-2-methylchromen-4-one

8-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-5,7-dimethoxy-2-methylchromen-4-one

C17H20O5 (304.1311)


   

5-hydroxy-8-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-7-methoxy-2-methylchromen-4-one

5-hydroxy-8-[(2r)-2-hydroxy-3-methylbut-3-en-1-yl]-7-methoxy-2-methylchromen-4-one

C16H18O5 (290.1154)


   

5,7-dimethoxy-2-methyl-8-[(1r,2s)-1,2,3-trihydroxy-3-methylbutyl]chromen-4-one

5,7-dimethoxy-2-methyl-8-[(1r,2s)-1,2,3-trihydroxy-3-methylbutyl]chromen-4-one

C17H22O7 (338.1365)


   

methyl 2-[(1s,5s,6s,9r,10r,11s)-10-[(3r)-2,2-dimethyl-5-oxooxolan-3-yl]-5-(furan-3-yl)-6,10-dimethyl-13-methylidene-3-oxo-4,12-dioxatricyclo[7.3.1.0¹,⁶]tridecan-11-yl]acetate

methyl 2-[(1s,5s,6s,9r,10r,11s)-10-[(3r)-2,2-dimethyl-5-oxooxolan-3-yl]-5-(furan-3-yl)-6,10-dimethyl-13-methylidene-3-oxo-4,12-dioxatricyclo[7.3.1.0¹,⁶]tridecan-11-yl]acetate

C27H34O8 (486.2254)


   

(1r,3'r,3'as,7'r,7'ar)-3-acetyl-3',4,7'-trihydroxy-3',7'-dimethyl-5,5-bis(3-methylbut-2-en-1-yl)-1',2',3'a,4',6',7'a-hexahydrospiro[cyclohexane-1,5'-inden]-3-ene-2,6-dione

(1r,3'r,3'as,7'r,7'ar)-3-acetyl-3',4,7'-trihydroxy-3',7'-dimethyl-5,5-bis(3-methylbut-2-en-1-yl)-1',2',3'a,4',6',7'a-hexahydrospiro[cyclohexane-1,5'-inden]-3-ene-2,6-dione

C28H40O6 (472.2825)


   

methyl 5-methoxy-8,8-dimethyl-4-oxopyrano[2,3-h]chromene-2-carboxylate

methyl 5-methoxy-8,8-dimethyl-4-oxopyrano[2,3-h]chromene-2-carboxylate

C17H16O6 (316.0947)


   

(1r,6r,7r,10s,11r,14s,16r,17r,18s)-18-hydroxy-11-(5-hydroxy-2-oxo-5h-furan-3-yl)-6,10,17,20,20-pentamethyl-2,12,15,19-tetraoxahexacyclo[16.2.1.0¹,⁶.0⁷,¹⁷.0¹⁰,¹⁶.0¹⁴,¹⁶]henicos-4-ene-3,13,21-trione

(1r,6r,7r,10s,11r,14s,16r,17r,18s)-18-hydroxy-11-(5-hydroxy-2-oxo-5h-furan-3-yl)-6,10,17,20,20-pentamethyl-2,12,15,19-tetraoxahexacyclo[16.2.1.0¹,⁶.0⁷,¹⁷.0¹⁰,¹⁶.0¹⁴,¹⁶]henicos-4-ene-3,13,21-trione

C26H28O11 (516.1632)