Exact Mass: 336.11816500000003
Exact Mass Matches: 336.11816500000003
Found 500 metabolites which its exact mass value is equals to given mass value 336.11816500000003,
within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error
0.01 dalton.
Berberine
Berberine is an organic heteropentacyclic compound, an alkaloid antibiotic, a botanical anti-fungal agent and a berberine alkaloid. It has a role as an antilipemic drug, a hypoglycemic agent, an antioxidant, a potassium channel blocker, an antineoplastic agent, an EC 1.1.1.21 (aldehyde reductase) inhibitor, an EC 1.1.1.141 [15-hydroxyprostaglandin dehydrogenase (NAD(+))] inhibitor, an EC 1.13.11.52 (indoleamine 2,3-dioxygenase) inhibitor, an EC 1.21.3.3 (reticuline oxidase) inhibitor, an EC 2.1.1.116 [3-hydroxy-N-methyl-(S)-coclaurine 4-O-methyltransferase] inhibitor, an EC 3.1.1.4 (phospholipase A2) inhibitor, an EC 3.4.21.26 (prolyl oligopeptidase) inhibitor, an EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor, an EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor, an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an EC 3.1.1.8 (cholinesterase) inhibitor, an EC 2.7.11.10 (IkappaB kinase) inhibitor, an EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor, a geroprotector and a metabolite. An alkaloid from Hydrastis canadensis L., Berberidaceae. It is also found in many other plants. It is relatively toxic parenterally, but has been used orally for various parasitic and fungal infections and as antidiarrheal. Berberine is a quaternary ammonia compound found in many botanical products, including goldenseal, barberry and Oregon grape, which is used for its purported antioxidant and antimicrobial properties for a host of conditions, including obesity, diabetes, hyperlipidemia, heart failure, H. pylori infection and colonic adenoma prevention. Berberine has not been linked to serum aminotransferase elevations during therapy nor to instances of clinically apparent liver injury. Berberine is a natural product found in Berberis poiretii, Thalictrum delavayi, and other organisms with data available. Berberine is a quaternary ammonium salt of an isoquinoline alkaloid and active component of various Chinese herbs, with potential antineoplastic, radiosensitizing, anti-inflammatory, anti-lipidemic and antidiabetic activities. Although the mechanisms of action through which berberine exerts its effects are not yet fully elucidated, upon administration this agent appears to suppress the activation of various proteins and/or modulate the expression of a variety of genes involved in tumorigenesis and inflammation, including, but not limited to transcription factor nuclear factor-kappa B (NF-kB), myeloid cell leukemia 1 (Mcl-1), B-cell lymphoma 2 (Bcl-2), B-cell lymphoma-extra large (Bcl-xl), cyclooxygenase (COX)-2, tumor necrosis factor (TNF), interleukin (IL)-6, IL-12, inducible nitric oxide synthase (iNOS), intercellular adhesion molecule-1 (ICAM-1), E-selectin, monocyte chemoattractant protein-1 (MCP-1), C-X-C motif chemokine 2 (CXCL2), cyclin D1, activator protein (AP-1), hypoxia-inducible factor 1 (HIF-1), signal transducer and activator of transcription 3 (STAT3), peroxisome proliferator-activated receptor (PPAR), arylamine N-acetyltransferase (NAT), and DNA topoisomerase I and II. The modulation of gene expression may induce cell cycle arrest and apoptosis, and inhibit cancer cell proliferation. In addition, berberine modulates lipid and glucose metabolism. An alkaloid from Hydrastis canadensis L., Berberidaceae. It is also found in many other plants. It is relatively toxic parenterally, but has been used orally for various parasitic and fungal infections and as antidiarrheal. See also: Goldenseal (part of); Berberis aristata stem (part of). Berberine is a quaternary ammonium salt that belongs to the protoberberine group of benzylisoquinoline alkaloids. Chemically, berberine is classified as an isoquinoline alkaloid. More specifically, berberine is a plant alkaloid derived from tyrosine through a complex 8 step biosynthetic process. Berberine is found in plants such as Berberis vulgaris (barberry), Berberis aristata (tree turmeric), Mahonia aquifolium (Oregon grape) and Hydrastis canadensis (goldenseal). Two other known berberine-containing plants are Phellodendron chinense and Phellodendron amurense. Berberine is usually found in the roots, rhizomes, stems, and bark of Berberis plants. Due to berberines intense yellow color, plants that contain berberine were traditionally used to dye wool, leather, and wood. Under ultraviolet light, berberine shows a strong yellow fluorescence, making it useful in histology for staining heparin in mast cells. Berberine is a bioactive plant compound that has been frequently used in traditional medicine. Among the known physiological effects or bioactivities are: 1) Antimicrobial action against bacteria, fungi, protozoa, viruses, helminthes, and Chlamydia; 2) Antagonism against the effects of cholera and E coli heat-stable enterotoxin; 3) Inhibition of intestinal ion secretion and of smooth muscle contraction; 4) Reduction of inflammation and 5) Stimulation of bile secretion and bilirubin discharge (PMID:32335802). Berberine can inhibit bacterial growth in the gut, including Helicobacter pylori, protect the intestinal epithelial barrier from injury, and ameliorate liver injury. Currently, berberine is sold as an Over-the-Counter (OTC) drug for treating gastrointestinal infections in China (PMID:18442638). Berberine also inhibits the proliferation of various types of cancer cells and impedes invasion and metastasis (PMID:32335802). Recent evidence has also confirmed that berberine improves the efficacy and safety of both chemo and radiotherapies for cancer treatment (PMID:32335802). Berberine has also been shown to regulate glucose and lipid metabolism in vitro and in vivo (PMID:18442638). In fact, berberine is the main active component of an ancient Chinese herb Coptis chinensis French, which has been used to treat diabetes for thousands of years. As an anti-diabetic, berberine increases glucose uptake by muscle fibers independent of insulin levels. It triggers AMPK activation and increases glycolysis, leading to decreased insulin resistance and decreased oxygen respiration. The same mechanism leads to a reduction in gluconeogenesis in the liver. AMPK activation by berberine also leads to an antiatherosclerotic effect in mice. Berberines AMPK activation may also underlie berberines anti-obesity effects and favorable influence on weight loss (PMID:18442638). While its use as a medication is widely touted, it is important to remember that berberine inhibits CYP2D6 and CYP3A4 enzymes, both of which are involved in the metabolism of many endogenous substances and xenobiotics, including a number of prescription drugs. An alkaloid from Hydrastis canadensis L., Berberidaceae. It is also found in many other plants. It is relatively toxic parenterally, but has been used orally for various parasitic and fungal infections and as antidiarrheal. [HMDB] COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials [Raw Data] CBA98_Berberine_pos_50eV.txt [Raw Data] CBA98_Berberine_pos_10eV.txt [Raw Data] CBA98_Berberine_pos_20eV.txt [Raw Data] CBA98_Berberine_pos_40eV.txt [Raw Data] CBA98_Berberine_pos_30eV.txt Berberine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=2086-83-1 (retrieved 2024-09-04) (CAS RN: 2086-83-1). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Firocoxib
C17H20O5S (336.10313900000006)
C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic C471 - Enzyme Inhibitor > C1323 - Cyclooxygenase Inhibitor
Fenbuconazole
D000890 - Anti-Infective Agents > D000935 - Antifungal Agents CONFIDENCE standard compound; INTERNAL_ID 707; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9428; ORIGINAL_PRECURSOR_SCAN_NO 9423 CONFIDENCE standard compound; INTERNAL_ID 707; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9470; ORIGINAL_PRECURSOR_SCAN_NO 9465 CONFIDENCE standard compound; INTERNAL_ID 707; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9518; ORIGINAL_PRECURSOR_SCAN_NO 9516 CONFIDENCE standard compound; INTERNAL_ID 707; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9492; ORIGINAL_PRECURSOR_SCAN_NO 9491 CONFIDENCE standard compound; INTERNAL_ID 707; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9544; ORIGINAL_PRECURSOR_SCAN_NO 9543 CONFIDENCE standard compound; INTERNAL_ID 707; DATASET 20200303_ENTACT_RP_MIX506; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9531; ORIGINAL_PRECURSOR_SCAN_NO 9529
3-Hydroxymugineic acid
C12H20N2O9 (336.11687500000005)
3-Hydroxymugineic acid is found in cereals and cereal products. 3-Hydroxymugineic acid is isolated from roots of barley (Hordeum vulgare). Isolated from roots of barley (Hordeum vulgare). 3-Hydroxymugineic acid is found in barley and cereals and cereal products.
Licoagrochalcone B
Licoagrochalcone B is found in herbs and spices. Licoagrochalcone B is isolated from hairy root cultures of Glycyrrhiza glabra (licorice Isolated from hairy root cultures of Glycyrrhiza glabra (licorice). Licoagrochalcone B is found in tea and herbs and spices.
Semilepidinoside A
Semilepidinoside A is found in brassicas. Semilepidinoside A is an alkaloid from the seeds of Lepidium sativum (garden cress). Alkaloid from the seeds of Lepidium sativum (garden cress). Semilepidinoside A is found in garden cress and brassicas.
Curcumin III
Curcumin III is found in herbs and spices. Curcumin III is isolated from the rhizomes of Curcuma longa (turmeric). Isolated from the rhizomes of Curcuma longa (turmeric). Curcumin III is found in herbs and spices.
Amidoxime
C18H16N4O3 (336.12223459999996)
2-Dichloromethylene-3a,7a-dichloro-3a,4,7,7a-tetrahydro-4,7-methanoindene-1,3-dione
C12H20N2O9 (336.11687500000005)
1,1'-(1,8-Dioxo-1,8-octanediyl)bis-2,5-pyrrolidinedione
D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D003432 - Cross-Linking Reagents
Epiberberine
Epiberberine is a natural product found in Sinomenium acutum, Corydalis turtschaninovii, and other organisms with data available.
Hemileiocarpin
cedreprenone
2,4-Dihydroxy-3,6,6-trimethylpyrano[2,3:6,5]chalcone
Lanceolatin A(flavonoid)
(E)-3-hydroxy-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid
(Z)-3-hydroxy-1-(5-methoxy-2,2-dimethyl-2H-chromen-6-yl)-3-phenylprop-2-en-1-one|purpurenone
2,3-Dihydro-5-hydroxy-8,8,10-trimethyl-2-phenyl-4H,8H-benzo[1,2-b:5,4-b]dipyran-4-one
1-(4-Hydroxy-3-methoxyphenyl)-2-(4-hydroxy-3-methoxyphenoxy)-1,3-propanediol
1-(7-Hydroxy-5-methoxy-2,2-dimethyl-2H-chromen-6-yl)-3t(?)-phenyl-propenon|1-(7-hydroxy-5-methoxy-2,2-dimethyl-2H-chromen-6-yl)-3t(?)-phenyl-propenone|Oaxacacin
Erylatissin B
A member of the class of 7-hydroxyisoflavones that is isoflavone with hydroxy groups at C-7 and C-3 positions and a 2,2-dimethylpyran ring fused to ring B across positions C-4 and C-5. Isolated from the stem wood of Erythrina latissima, it exhibits antimicrobial and radical scavenging activities.
2,3-Dihydro-2-(1-methylethenyl)-4-hydroxy-6-(4-hydroxyphenyl)-5H-furo[3,2-g][1]benzopyran-5-one
8-methoxy-3-methyl-1naphthalenol-6-O-alpha-D-ribofuranoside
5-hydroxy-7-methoxy-8-(3-methylbut-2-enyl)-2-phenyl-chromen-4-one
7-Hydroxy-5-methoxy-8-(3-methyl-2-butenyl)-4-phenyl-2H-1-benzopyran-2-one
8alpha-acetoxy-2-oxo-5alpha,10alpha-dihydroxyguaia-3,11(13)-dien-1-alpha,6beta,7alphaH-12,6-olide|artemanomalide B
3-[2-(2-Hydroxypropane-2-yl)benzofuran-5-yl]-7-hydroxy-4H-1-benzopyran-4-one
8,8a-(Carbonyloxymethylene)-3-(3-furyl)-3,5,6,8a-tetrahydro-4-methyl-1H-benzo[4,5]cyclohepta[1,2-c]furan-1-one
7-(2,4-Dihydroxyphenyl)-2,2-dimethyl-2H,6H-benzo[1,2-b:5,4-b]dipyran-6-one
(6aS,11aS)-2-(prop-1-ene-2-yl)-6a,11a-dihydro-6H-benzofuro[3,2-c]furo[3,2-g]chromene-6a,9-diol
1alpha-acetoxy-8alpha,9b-dihydroxy-2-oxo-eudesman-3,7(11)-dien-8,12-olide
(E)-2-methyl-4-((E)-3-phenylprop-2-enoyloxy)-but-2-enyl benzoate|uvaridacane B
1-acetoxy-2-methoxy-4-(3-methyl-5-propenyl-benzofuran-2-yl)-benzene
2-(1-Methylvinyl)-4-hydroxy-7-(4-hydroxyphenyl)-2,3,5,6,7,8-hexahydronaphtho[2,3-b]furan-5-one
(2Z)-2-(4-hydroxybenzylidene)-7,7-dimethyl-7H-furo[2,3-f]chromene-3,9(2H,8H)-dione|damaurone C
1-hydroxymethylphenyl 4-hydroxy-3-(4-hydroxybenzyl) benzyl ether|gastrol B
2-hydroxy-6-methoxy-6,6-dimethylchromeno(4,3:2,3)chalcone|obovatachalcone|Pongachalcone I
(2aS,5R,5aR,6aS,9bR,9cS)-2a,3,4,5,5a,6,6a,8,9b,9c-decahydro-6a-hydroxy-9,9c-dimethyl-2,8-dioxo-2H-naphtho[2,3-b:4,5-b,c]difuran-5-yl acetate|1beta-acetoxy-8beta-hydroxyeremophil-7(11)-ene-6alpha,15beta;8alpha,12-diolide
4,5-dihydroxy-8-(8-hydroxynaphthalene-1-yloxy)-3,4-dihydro-2H-naphthalen-1-one
5alpha,10alpha-dihydroxy-9-acetoxyarbiglovin|5alpha,10alpha-Dihydroxy-9alpha-acetoxyarbiglovin
3,4,5-Trimethoxy-4-(3,5-dimethoxy-4-hydroxyphenyl)-2,5-cyclohexadiene-1-one
3-[6-(4-Hydroxyphenethyl)-2-hydroxyphenoxy]benzyl alcohol
11-Me ether-2,2,12-Trimethyl-2H-naphtho[1,2-f][1]benzopyran-8,9,11-triol|11-Methoxy-2,2,12-trimethyl-2H-naphtho<1,2-f><1>benzopyran-8,9-diol|11-Methoxy-2,2,12-trimethyl-2H-naphtho[1,2-f][1]benzopyran-8,9-diol
5-Hydroxy-3,6-dimethoxy-7-phenyl-1H,3H-naphtho[1,8-cd]pyran-1-one
4-[[4-[[4-(Hydroxymethyl)phenoxy]methyl]phenoxy]methyl]phenol
(E)-1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-(4-methoxyphenyl)prop-2-en-1-one|1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-(4-methoxyphenyl)-propenone|4-Methoxylonchocarpin
Danshenol A
Danshenol A is a natural product found in Salvia miltiorrhiza and Salvia glutinosa with data available.
Berberine
Origin: Plant; SubCategory_DNP: Isoquinoline alkaloids, Benzylisoquinoline alkaloids COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS Acquisition and generation of the data is financially supported by the Max-Planck-Society IPB_RECORD: 2521; CONFIDENCE confident structure IPB_RECORD: 821; CONFIDENCE confident structure
(E)-1-(5,7-dihydroxy-2,2,6-trimethylchromen-8-yl)-3-phenylprop-2-en-1-one
3-hydroxy-8-methoxy-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione
5-hydroxy-8-(4-hydroxyphenyl)-2,2-dimethylpyrano[3,2-g]chromen-6-one
(2R)-5-methoxy-8,8-dimethyl-2-phenyl-2,3-dihydropyrano[2,3-h]chromen-4-one
3-hydroxy-8-methoxy-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione
9-methoxy-4,4-dimethyl-13-phenyl-6,14-dioxatetracyclo[8.4.0.0²,⁷.0³,⁵]tetradeca-1,7,9-trien-11-one
(2R)-5-methoxy-8,8-dimethyl-2-phenyl-2,3-dihydropyrano[2,3-h]chromen-4-one
3-hydroxy-8-methoxy-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione [IIN-based: Match]
3-hydroxy-8-methoxy-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione [IIN-based on: CCMSLIB00000846183]
(E)-3-hydroxy-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid_major
3-hydroxy-8-methoxy-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione_major
9-methoxy-4,4-dimethyl-13-phenyl-6,14-dioxatetracyclo[8.4.0.0²,?.0³,?]tetradeca-1,7,9-trien-11-one
Ala Cys Gly Ser
C11H20N4O6S (336.11035000000004)
Ala Cys Ser Gly
C11H20N4O6S (336.11035000000004)
Ala Gly Cys Ser
C11H20N4O6S (336.11035000000004)
Ala Gly Ser Cys
C11H20N4O6S (336.11035000000004)
Ala Ser Cys Gly
C11H20N4O6S (336.11035000000004)
Ala Ser Gly Cys
C11H20N4O6S (336.11035000000004)
Cys Ala Gly Ser
C11H20N4O6S (336.11035000000004)
Cys Ala Ser Gly
C11H20N4O6S (336.11035000000004)
Cys Gly Ala Ser
C11H20N4O6S (336.11035000000004)
Cys Gly Gly Thr
C11H20N4O6S (336.11035000000004)
Cys Gly Ser Ala
C11H20N4O6S (336.11035000000004)
Cys Gly Thr Gly
C11H20N4O6S (336.11035000000004)
Cys Ser Ala Gly
C11H20N4O6S (336.11035000000004)
Cys Ser Gly Ala
C11H20N4O6S (336.11035000000004)
Cys Thr Gly Gly
C11H20N4O6S (336.11035000000004)
Gly Ala Cys Ser
C11H20N4O6S (336.11035000000004)
Gly Ala Ser Cys
C11H20N4O6S (336.11035000000004)
Gly Cys Ala Ser
C11H20N4O6S (336.11035000000004)
Gly Cys Gly Thr
C11H20N4O6S (336.11035000000004)
Gly Cys Ser Ala
C11H20N4O6S (336.11035000000004)
Gly Cys Thr Gly
C11H20N4O6S (336.11035000000004)
Gly Gly Cys Thr
C11H20N4O6S (336.11035000000004)
Gly Gly Thr Cys
C11H20N4O6S (336.11035000000004)
Gly Ser Ala Cys
C11H20N4O6S (336.11035000000004)
Gly Ser Cys Ala
C11H20N4O6S (336.11035000000004)
Gly Ser Ser Ser
Gly Thr Cys Gly
C11H20N4O6S (336.11035000000004)
Gly Thr Gly Cys
C11H20N4O6S (336.11035000000004)
Ser Ala Cys Gly
C11H20N4O6S (336.11035000000004)
Ser Ala Gly Cys
C11H20N4O6S (336.11035000000004)
Ser Cys Ala Gly
C11H20N4O6S (336.11035000000004)
Ser Cys Gly Ala
C11H20N4O6S (336.11035000000004)
Ser Gly Ala Cys
C11H20N4O6S (336.11035000000004)
Ser Gly Cys Ala
C11H20N4O6S (336.11035000000004)
Ser Gly Ser Ser
Ser Ser Gly Ser
Ser Ser Ser Gly
Thr Cys Gly Gly
C11H20N4O6S (336.11035000000004)
Thr Gly Cys Gly
C11H20N4O6S (336.11035000000004)
Thr Gly Gly Cys
C11H20N4O6S (336.11035000000004)
3-HMA
C12H20N2O9 (336.11687500000005)
(5-amino-1-benzothiophen-2-yl)-(4-phenylpiperidin-1-yl)methanone
1,1,1-Trifluoro-N-[1,2,3,4-tetrahydro-1-(2-methylpropyl)-7-quinolinyl]-methanesulfonamide
TERT-BUTYL 5-CHLORO-2-OXOSPIRO[INDOLINE-3,4-PIPERIDINE]-1-CARBOXYLATE
Methyl 4,6,7-trimethoxy-5-(methoxymethoxy)-2-naphthoate
Benzene,1,1,1-[(chlorosilylidyne)tris(methylene)]tris-
2-Methyl-2-propanyl 3-(7-chloropyrazolo[1,5-a]pyrimidin-5-yl)-1-p iperidinecarboxylate
(S)-2-BENZYLOXY-1 3-PROPANEDIOL 1-(TO-
C17H20O5S (336.10313900000006)
4-(BENZYLOXY)-5-METHOXY-7-(METHOXYMETHYL)-1-NAPHTHALDEHYDE
5-FLUORO-4-IODO-1-(TRIISOPROPYLSILYL)-1H-PYRROLO[2,3-B]PYRIDINE
3-(3-CYANO-BENZENESULFONYL)-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
C16H20N2O4S (336.11437200000006)
3-(4-CYANO-BENZENESULFONYL)-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
C16H20N2O4S (336.11437200000006)
[2,4-Bis(benzyloxy)-5-pyrimidinyl]boronic acid
C18H17BN2O4 (336.12813120000004)
tert-butyl 1-[[(4-nitrophenoxy)carbonylamino]methyl]cyclopropane-1-carboxylate
(3R,4S)-1-(tert-Butoxycarbonyl)-4-(3-nitrophenyl)pyrrolidine-3-carboxylic acid
(3R,4S)-1-(TERT-BUTOXYCARBONYL)-4-(2-NITROPHENYL)PYRROLIDINE-3-CARBOXYLIC ACID
(3R,4S)-1-(TERT-BUTOXYCARBONYL)-4-(4-NITROPHENYL)PYRROLIDINE-3-CARBOXYLIC ACID
2-HYDROXYPROPYL 2-(METHACRYLOYLOXY)ETHYL PHTHALATE
2-BROMO-1-(3-ETHYL-5,5,8,8-TETRAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YL)ETHAN-1-ONE
(R)-(-)-1-Benzyloxy-3-(p-tosyloxy)-2-propanol
C17H20O5S (336.10313900000006)
N-[(2-HYDROXY-NAPHTHALEN-1-YL)-(3-NITRO-PHENYL)-METHYL]-ACETAMIDE
methyl 4-(2-((tert-butoxycarbonyl)amino)ethyl)thiomorpholine-3-carboxylate 1,1-dioxide
(4-Phenoxyphenyl) Phenyl Dimethoxysilane
C20H20O3Si (336.11816500000003)
Ethanol, 2-(2-phenoxyethoxy)-, 4-methylbenzenesulfonate
C17H20O5S (336.10313900000006)
4-(3-fluoro-2-methylphenyl)butyl 4-methylbenzenesulfonate
TERT-BUTYL 7-CHLORO-2-OXOSPIRO[INDOLINE-3,4-PIPERIDINE]-1-CARBOXYLATE
(E)-2-(4-(CYCLOPROPYLSULFONYL)PHENYL)-3-(TETRAHYDRO-2H-PYRAN-4-YL)ACRYLIC ACID
C17H20O5S (336.10313900000006)
(S)-(+)-1-Benzyloxy-3-(p-tosyloxy)-2-propanol
C17H20O5S (336.10313900000006)
Naproxen etemesil
C17H20O5S (336.10313900000006)
C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic C471 - Enzyme Inhibitor > C1323 - Cyclooxygenase Inhibitor
1-Benzo[1,3]dioxol-5-yl-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid
6-(2-Chlorophenyl)-3,4-dimethyl-2-oxo-1,6-dihydropyrimidine-5-carboxylic acid 2-methylpropyl ester
4,4,6-trimethyl-5,6-dihydro-3H,4H-spiro[1,3-benzothiazole-2,1-pyrrolo[3,2,1-ij]quinolin]-2-one
2-[1-(2,6-Dioxocyclohexyl)-3-phenylprop-2-ynyl]cyclohexane-1,3-dione
(E)-3,4-Dihydroxy-N-[(2-Methoxynaphthalen-1-Yl)methylene]benzohydrazide
9-Methoxy-4,4-dimethyl-13-phenyl-6,14-dioxatetracyclo[8.4.0.02,7.03,5]tetradeca-1,7,9-trien-11-one
3-Hydroxy-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid
[(3S,4R)-4-(6-methyloctanoyl)-5-oxooxolan-3-yl]methyl dihydrogen phosphate
C14H25O7P (336.13378300000005)
Brasiliquinone B
A carbopolycyclic compound that is 3,4-dihydrotetraphene-1,7,12(2H)-trione substituted by hydroxy groups at positions 6 and 8 and an ethyl group at position 3 (the S stereoisomer). It is isolated from the culture broth of Nocardia brasiliensis and exhibits antibacterial activity against Gram-positive bacteria. It is also active against the multiple drug-resistant P388/ADR tumour cells.
5-(3,5-Dimethylpiperidin-1-yl)sulfonyl-1-methylindole-2,3-dione
C16H20N2O4S (336.11437200000006)
2-Amino-4-(3-nitrophenyl)-3-cyano-7-(dimethylamino)-4h-chromene
C18H16N4O3 (336.12223459999996)
4-Hydroxy-1-[1-oxo-2-(phenylmethoxycarbonylamino)propyl]-2-pyrrolidinecarboxylic acid
3-(2,3-dihydro-1,4-benzodioxin-6-ylamino)-6-(phenylmethyl)-2H-1,2,4-triazin-5-one
C18H16N4O3 (336.12223459999996)
1-[4-(5-methyl-1H-1,2,3-triazol-1-yl)phenyl]ethanone (4-nitrophenyl)hydrazone
C17H16N6O2 (336.13346759999996)
N-[[4-(4-nitrophenyl)-1-piperazinyl]-sulfanylidenemethyl]butanamide
C15H20N4O3S (336.12560500000006)
4-[5-[Oxo-(3-pyridinylamino)methyl]-2-furanyl]benzoic acid ethyl ester
(3S)-3-(4-methoxyphenyl)-4-oxo-3-propan-2-yldiazetidine-1,2-dicarboxylic acid dimethyl ester
1-Phenyl-5-(N-p-tolyl-hydrazinomethylene)-pyrimidine-2,4,6-trione
C18H16N4O3 (336.12223459999996)
2-[(2-Benzylsulfanyl-pyrimidin-4-yl)-hydrazonomethyl]-phenol
2-{[2-(2-chlorophenyl)-2-hydroxyethyl]amino}-N-(2-fluorobenzyl)acetamide
C17H18ClFN2O2 (336.10407699999996)
(2S,3S,4S)-1-[1,3-benzodioxol-5-yl(oxo)methyl]-4-(hydroxymethyl)-3-phenyl-2-azetidinecarbonitrile
(2R,3R,4S)-1-[1,3-benzodioxol-5-yl(oxo)methyl]-4-(hydroxymethyl)-3-phenyl-2-azetidinecarbonitrile
(2S,3R,4S)-1-(1,3-benzodioxole-5-carbonyl)-4-(hydroxymethyl)-3-phenylazetidine-2-carbonitrile
(2R,3S,4R)-1-[1,3-benzodioxol-5-yl(oxo)methyl]-4-(hydroxymethyl)-3-phenyl-2-azetidinecarbonitrile
(2S,3R,4R)-1-(1,3-benzodioxole-5-carbonyl)-4-(hydroxymethyl)-3-phenylazetidine-2-carbonitrile
(2R,3R,4R)-1-[1,3-benzodioxol-5-yl(oxo)methyl]-4-(hydroxymethyl)-3-phenyl-2-azetidinecarbonitrile
(2R,3S,4S)-1-[1,3-benzodioxol-5-yl(oxo)methyl]-4-(hydroxymethyl)-3-phenyl-2-azetidinecarbonitrile
(2S,3S,4R)-1-[1,3-benzodioxol-5-yl(oxo)methyl]-4-(hydroxymethyl)-3-phenyl-2-azetidinecarbonitrile
N-[3-(2-methoxyphenyl)imino-1,4-dioxo-2-naphthalenyl]acetamide
Berberine
Berberine is an organic heteropentacyclic compound, an alkaloid antibiotic, a botanical anti-fungal agent and a berberine alkaloid. It has a role as an antilipemic drug, a hypoglycemic agent, an antioxidant, a potassium channel blocker, an antineoplastic agent, an EC 1.1.1.21 (aldehyde reductase) inhibitor, an EC 1.1.1.141 [15-hydroxyprostaglandin dehydrogenase (NAD(+))] inhibitor, an EC 1.13.11.52 (indoleamine 2,3-dioxygenase) inhibitor, an EC 1.21.3.3 (reticuline oxidase) inhibitor, an EC 2.1.1.116 [3-hydroxy-N-methyl-(S)-coclaurine 4-O-methyltransferase] inhibitor, an EC 3.1.1.4 (phospholipase A2) inhibitor, an EC 3.4.21.26 (prolyl oligopeptidase) inhibitor, an EC 3.4.14.5 (dipeptidyl-peptidase IV) inhibitor, an EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor, an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an EC 3.1.1.8 (cholinesterase) inhibitor, an EC 2.7.11.10 (IkappaB kinase) inhibitor, an EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor, a geroprotector and a metabolite. An alkaloid from Hydrastis canadensis L., Berberidaceae. It is also found in many other plants. It is relatively toxic parenterally, but has been used orally for various parasitic and fungal infections and as antidiarrheal. Berberine is a quaternary ammonia compound found in many botanical products, including goldenseal, barberry and Oregon grape, which is used for its purported antioxidant and antimicrobial properties for a host of conditions, including obesity, diabetes, hyperlipidemia, heart failure, H. pylori infection and colonic adenoma prevention. Berberine has not been linked to serum aminotransferase elevations during therapy nor to instances of clinically apparent liver injury. Berberine is a natural product found in Berberis poiretii, Thalictrum delavayi, and other organisms with data available. Berberine is a quaternary ammonium salt of an isoquinoline alkaloid and active component of various Chinese herbs, with potential antineoplastic, radiosensitizing, anti-inflammatory, anti-lipidemic and antidiabetic activities. Although the mechanisms of action through which berberine exerts its effects are not yet fully elucidated, upon administration this agent appears to suppress the activation of various proteins and/or modulate the expression of a variety of genes involved in tumorigenesis and inflammation, including, but not limited to transcription factor nuclear factor-kappa B (NF-kB), myeloid cell leukemia 1 (Mcl-1), B-cell lymphoma 2 (Bcl-2), B-cell lymphoma-extra large (Bcl-xl), cyclooxygenase (COX)-2, tumor necrosis factor (TNF), interleukin (IL)-6, IL-12, inducible nitric oxide synthase (iNOS), intercellular adhesion molecule-1 (ICAM-1), E-selectin, monocyte chemoattractant protein-1 (MCP-1), C-X-C motif chemokine 2 (CXCL2), cyclin D1, activator protein (AP-1), hypoxia-inducible factor 1 (HIF-1), signal transducer and activator of transcription 3 (STAT3), peroxisome proliferator-activated receptor (PPAR), arylamine N-acetyltransferase (NAT), and DNA topoisomerase I and II. The modulation of gene expression may induce cell cycle arrest and apoptosis, and inhibit cancer cell proliferation. In addition, berberine modulates lipid and glucose metabolism. An alkaloid from Hydrastis canadensis L., Berberidaceae. It is also found in many other plants. It is relatively toxic parenterally, but has been used orally for various parasitic and fungal infections and as antidiarrheal. See also: Goldenseal (part of); Berberis aristata stem (part of). Berberine is a quaternary ammonium salt that belongs to the protoberberine group of benzylisoquinoline alkaloids. Chemically, berberine is classified as an isoquinoline alkaloid. More specifically, berberine is a plant alkaloid derived from tyrosine through a complex 8 step biosynthetic process. Berberine is found in plants such as Berberis vulgaris (barberry), Berberis aristata (tree turmeric), Mahonia aquifolium (Oregon grape) and Hydrastis canadensis (goldenseal). Two other known berberine-containing plants are Phellodendron chinense and Phellodendron amurense. Berberine is usually found in the roots, rhizomes, stems, and bark of Berberis plants. Due to berberines intense yellow color, plants that contain berberine were traditionally used to dye wool, leather, and wood. Under ultraviolet light, berberine shows a strong yellow fluorescence, making it useful in histology for staining heparin in mast cells. Berberine is a bioactive plant compound that has been frequently used in traditional medicine. Among the known physiological effects or bioactivities are: 1) Antimicrobial action against bacteria, fungi, protozoa, viruses, helminthes, and Chlamydia; 2) Antagonism against the effects of cholera and E coli heat-stable enterotoxin; 3) Inhibition of intestinal ion secretion and of smooth muscle contraction; 4) Reduction of inflammation and 5) Stimulation of bile secretion and bilirubin discharge (PMID:32335802). Berberine can inhibit bacterial growth in the gut, including Helicobacter pylori, protect the intestinal epithelial barrier from injury, and ameliorate liver injury. Currently, berberine is sold as an Over-the-Counter (OTC) drug for treating gastrointestinal infections in China (PMID:18442638). Berberine also inhibits the proliferation of various types of cancer cells and impedes invasion and metastasis (PMID:32335802). Recent evidence has also confirmed that berberine improves the efficacy and safety of both chemo and radiotherapies for cancer treatment (PMID:32335802). Berberine has also been shown to regulate glucose and lipid metabolism in vitro and in vivo (PMID:18442638). In fact, berberine is the main active component of an ancient Chinese herb Coptis chinensis French, which has been used to treat diabetes for thousands of years. As an anti-diabetic, berberine increases glucose uptake by muscle fibers independent of insulin levels. It triggers AMPK activation and increases glycolysis, leading to decreased insulin resistance and decreased oxygen respiration. The same mechanism leads to a reduction in gluconeogenesis in the liver. AMPK activation by berberine also leads to an antiatherosclerotic effect in mice. Berberines AMPK activation may also underlie berberines anti-obesity effects and favorable influence on weight loss (PMID:18442638). While its use as a medication is widely touted, it is important to remember that berberine inhibits CYP2D6 and CYP3A4 enzymes, both of which are involved in the metabolism of many endogenous substances and xenobiotics, including a number of prescription drugs. An alkaloid from Hydrastis canadensis L., Berberidaceae. It is also found in many other plants. It is relatively toxic parenterally, but has been used orally for various parasitic and fungal infections and as antidiarrheal. 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Firocoxib
C17H20O5S (336.10313900000006)
C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic C471 - Enzyme Inhibitor > C1323 - Cyclooxygenase Inhibitor
1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid
garciniaxanthone G
An organic heteropentacyclic compound that is 6H-furo[3,2-c]xanthen-6-one substituted by hydroxy groups at positions 7 and 10 and a 2-methylbut-3-en-2-yl group at position 8. Isolated from the woods of Garcinia subelliptica, it exhibits antioxidant activity.
7-hydroxy-5-methoxy-8-(3-methylbut-2-en-1-yl)-4-phenylchromen-2-one
[5-(hydroxymethyl)-6-[(1e)-3-hydroxyprop-1-en-1-yl]-4-methoxy-2-oxopyran-3-yl]methyl (2z,4e)-hexa-2,4-dienoate
7-[(1s,3s)-3,7-dimethoxy-1,3-dihydro-2-benzofuran-1-yl]-3-methylnaphthalen-1-ol
(4as,5r,8s,8as)-5,8-dihydroxy-4a,5,8,8a-tetrahydro-2',4'-dioxaspiro[naphthalene-1,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaen-4-one
4-{1-[(2r,3e,4e)-4-ethylidene-2-(furan-3-yl)-5-oxooxolan-3-ylidene]ethyl}-3h-2-benzofuran-1-one
5,7-dihydroxy-2-(1-hydroxy-4,4-dimethoxycyclohexyl)chromen-4-one
(1s,2s,10r,12r,13s,16r)-5,8,12,16-tetrahydroxy-7-methoxy-1-methyl-11-oxatetracyclo[8.6.0.0²,¹³.0⁴,⁹]hexadeca-4,6,8-trien-3-one
(1r,2r,10s,12s,13r,16s)-5,8,12,16-tetrahydroxy-7-methoxy-1-methyl-11-oxatetracyclo[8.6.0.0²,¹³.0⁴,⁹]hexadeca-4,6,8-trien-3-one
(2s)-5-methoxy-8,8-dimethyl-2-phenyl-2h,3h-pyrano[2,3-f]chromen-4-one
(3ar,4s,5s,11ar)-6-formyl-4-hydroxy-10-(hydroxymethyl)-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl acetate
(3ar,4s,6as,9r,9as,9bs)-6a-hydroperoxy-9-hydroxy-9-methyl-3,6-dimethylidene-2-oxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl acetate
(4s)-4,5-dihydroxy-8-[(8-hydroxynaphthalen-1-yl)oxy]-3,4-dihydro-2h-naphthalen-1-one
(4ar,8s,8as,9as)-4a,9a-dihydroxy-3,5,8a-trimethyl-2,7-dioxo-4h,8h,9h-naphtho[2,3-b]furan-8-yl acetate
1-[4-hydroxy-6-methoxy-2-(prop-1-en-2-yl)-2,3-dihydro-1-benzofuran-5-yl]-3-phenylprop-2-en-1-one
5-hydroxy-7-methoxy-8-(3-methylbuta-1,3-dien-1-yl)-2-phenyl-2,3-dihydro-1-benzopyran-4-one
(2r)-4-ethenyl-3-[(1r)-1-(1-oxo-3h-2-benzofuran-4-yl)ethyl]-2h-[2,3'-bifuran]-5-one
4-{5-[4-(acetyloxy)phenyl]penta-1,4-dien-1-yl}phenyl acetate
2-(4-hydroxybenzoyl)-5-isopropyl-3,5-dimethoxypyrazine-2,6-diol
2-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-3-yl acetate
(2r,10r)-6-methoxy-17,17-dimethyl-3,12,18-trioxapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁴,¹⁹]henicosa-1(21),4,6,8,13,15,19-heptaene
1-(5-hydroxy-7-methoxy-2,2-dimethylchromen-8-yl)-3-phenylprop-2-en-1-one
11-methoxy-2,2,12-trimethylnaphtho[2,1-f]chromene-8,9-diol
8-(3-hydroxy-3-methylbut-1-en-1-yl)-7-methoxy-2-phenylchromen-4-one
4-{8,8-dimethyl-2h-pyrano[2,3-h]chromen-3-yl}-3-methoxyphenol
(1s,2r,3r,5s,9s,10s,11r)-3-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-2-yl acetate
8-chloro-5-hydroxy-2,7-dimethyl-2-(4-methylpent-3-en-1-yl)chromene-6-carboxylic acid
C18H21ClO4 (336.11282960000005)
(1r,2r,3r,6s,8s,10s,12s)-3,8-dimethyl-4,14-dioxo-5,9,15-trioxatetracyclo[11.2.1.0²,⁶.0⁸,¹⁰]hexadec-13(16)-en-12-yl acetate
1-{14-hydroxy-5,5-dimethyl-3-oxo-4,13-diazatetracyclo[6.6.1.0²,⁶.0¹²,¹⁵]pentadeca-1,6,8,10,12(15),13-hexaen-4-yl}butane-1,3-dione
(3r)-3-hydroxy-8-methoxy-3-methyl-2,4-dihydrotetraphene-1,7,12-trione
1,3,4,9-tetrahydroxy-1h,2h,3h,6bh,7h-benzo[j]fluoranthen-8-one
6-hydroxy-3,15-dimethyl-4,13-dioxo-5,14-dioxatetracyclo[6.6.1.0²,⁶.0¹²,¹⁵]pentadec-2-en-9-yl acetate
5,6-dihydroxy-15-(3-methylbut-2-en-1-yl)-2,17-dioxatetracyclo[8.7.0.0³,⁸.0¹¹,¹⁶]heptadeca-1(10),3,5,7,11(16),12,14-heptaen-9-one
11-hydroxy-4,9-dimethoxy-2-methylnaphtho[2,1-c]chromen-6-one
3,4,9,11b-tetramethyl-1h-phenanthro[3,2-b]furan-2,6,7,11-tetrone
(2r,3r,4s,5r)-2-[(5-hydroxy-4-methoxy-7-methylnaphthalen-2-yl)oxy]-5-(hydroxymethyl)oxolane-3,4-diol
2-[3-(hydroxymethyl)phenoxy]-3-[2-(4-hydroxyphenyl)ethyl]phenol
(3r,4s)-4-hydroxy-8-methoxy-3-methyl-3,4-dihydro-2h-tetraphene-1,7,12-trione
3-hydroxy-9-methoxy-10-(3,3-dimethylallyl)pterocarpene
{"Ingredient_id": "HBIN008689","Ingredient_name": "3-hydroxy-9-methoxy-10-(3,3-dimethylallyl)pterocarpene","Alias": "NA","Ingredient_formula": "C21H20O4","Ingredient_Smile": "Not Available","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "10397","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}
berberime
{"Ingredient_id": "HBIN017892","Ingredient_name": "berberime","Alias": "NA","Ingredient_formula": "C20H18NO4+","Ingredient_Smile": "COC1=C(C2=C[N+]3=C(C=C2C=C1)C4=CC5=C(C=C4CC3)OCO5)OC","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "24513","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}
(4ar,5s,6r,7r,8as)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4a,5,6,7,8,8a-hexahydrochromen-4-one
5-hydroxy-8-(4-hydroxyphenyl)-2,2-dimethylpyrano[2,3-h]chromen-10-one
6-methoxy-5-(4-methoxyphenyl)-8-oxatricyclo[7.4.0.0²,⁷]trideca-1(9),2(7),3,5,10,12-hexaene-4,12-diol
(3s,5r,7s,8r,10s)-7,13,16-trihydroxy-14-methoxy-5,10-dimethyl-4,9-dioxatetracyclo[10.4.0.0³,⁵.0⁸,¹⁰]hexadeca-1(16),12,14-trien-2-one
(3ar,4s,6as,9r,9ar,9bs)-9-hydroperoxy-6a-hydroxy-9-methyl-3,6-dimethylidene-2-oxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl acetate
(2r,7r)-7-amino-4-hydroxy-2-(2-hydroxy-3-methoxy-6-methylbenzoyl)-2-methyl-6,7-dihydro-5h-1,3-oxazocin-8-one
2,6-dimethoxy-4-(4-methoxyphenyl)-[1,1'-biphenyl]-3-ol
6a-hydroperoxy-9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,9ah,9bh-azuleno[4,5-b]furan-4-yl acetate
[(2r,4r,6r)-2-(7-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)-6-methyl-1,3-dioxan-4-yl]acetic acid
6a-hydroperoxy-9-hydroxy-9-methyl-3,6-dimethylidene-2-oxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl acetate
9-hydroperoxy-6a-hydroxy-9-methyl-3,6-dimethylidene-2-oxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl acetate
7-hydroxy-6-[2-hydroxy-2-(2-methyl-5-oxooxolan-2-yl)ethyl]-5-methoxy-4-methyl-3h-2-benzofuran-1-one
3,8-dimethyl-4,14-dioxo-5,9,15-trioxatetracyclo[11.2.1.0²,⁶.0⁸,¹⁰]hexadec-13(16)-en-12-yl acetate
(2s)-6-methoxy-8,8-dimethyl-2-phenyl-2h,3h-pyrano[2,3-f]chromen-4-one
10-amino-5,11,12-trimethoxy-16-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,9,11,13,15-octaen-8-one
2-(4-hydroxyphenyl)-7-methoxy-6-(3-methylbut-2-en-1-yl)chromen-4-one
6,9a-dihydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,6ah,9bh-azuleno[4,5-b]furan-5-yl acetate
(1s)-4',5-dihydroxy-2,3,6',7'-tetrahydro-1h-[1,1'-binaphthalene]-4,5',8'-trione
(3s)-6-hydroxy-8-methoxy-3-methyl-3,4-dihydro-2h-tetraphene-1,7,12-trione
17-hydroxy-1-methyl-14-oxapentacyclo[11.6.1.0²,¹¹.0⁴,⁹.0¹⁶,²⁰]icosa-2,4(9),6,10,13(20)-pentaene-5,8,12-trione
[5-(hydroxymethyl)-6-(3-hydroxyprop-1-en-1-yl)-4-methoxy-2-oxopyran-3-yl]methyl hexa-2,4-dienoate
(1r,6s,8r,9r,12s,15s)-6-hydroxy-3,15-dimethyl-4,13-dioxo-5,14-dioxatetracyclo[6.6.1.0²,⁶.0¹²,¹⁵]pentadec-2-en-9-yl acetate
7-amino-4-hydroxy-2-(2-hydroxy-3-methoxy-6-methylbenzoyl)-2-methyl-6,7-dihydro-5h-1,3-oxazocin-8-one
14-amino-15,16-dimethoxy-10-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2(7),3,5,8,13,15-heptaene-11,12-dione
methyl 2-{[(3e,4s,5s)-4-hydroxy-5-(2-hydroxypropan-2-yl)-2-oxooxolan-3-ylidene](methoxy)methyl}benzoate
4',5-dihydroxy-2,3,6',7'-tetrahydro-1h-[1,1'-binaphthalene]-4,5',8'-trione
(1s,8r,9s)-2',4',11-trioxaspiro[tricyclo[6.2.1.0⁴,⁹]undecane-10,3'-tricyclo[7.3.1.0⁵,¹³]tridecane]-1'(13'),5',7',9',11'-pentaene-3,5-dione
(3s,4r)-4-hydroxy-8-methoxy-3-methyl-3,4-dihydro-2h-tetraphene-1,7,12-trione
methyl 3-(4-{[4-(buta-2,3-dien-1-yloxy)phenyl]methoxy}phenyl)prop-2-enoate
(1r,12r)-7-(prop-1-en-2-yl)-6,11,19-trioxapentacyclo[10.8.0.0²,¹⁰.0⁵,⁹.0¹³,¹⁸]icosa-2,4,7,9,13,15,17-heptaene-1,16-diol
3-ethoxy-6,9-dihydroxy-7-methoxy-3-methyl-1h,4h,4ah,10ah-naphtho[2,3-c]pyran-5,10-dione
4-hydroxy-8-methoxy-3-methyl-3,4-dihydro-2h-tetraphene-1,7,12-trione
(1s,2r,4s,5r,9s,10s,11r)-2-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-4-yl acetate
3-ethyl-6,8-dihydroxy-3,4-dihydro-2h-tetraphene-1,7,12-trione
2-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-4-yl acetate
7,13,16-trihydroxy-14-methoxy-5,10-dimethyl-4,9-dioxatetracyclo[10.4.0.0³,⁵.0⁸,¹⁰]hexadeca-1(16),12,14-trien-2-one
4-hydroxy-6-(4-hydroxyphenyl)-2-(prop-1-en-2-yl)-2h,3h-furo[3,2-g]chromen-5-one
(2r)-6-methoxy-8,8-dimethyl-2-phenyl-2h,3h-pyrano[2,3-f]chromen-4-one
(1s,2r,3r,5s,9s,10s,11r)-2-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,13-trioxatetracyclo[9.2.2.0¹,¹⁰.0⁵,⁹]pentadec-14-en-3-yl acetate
4-(hydroxymethyl)-3,8,9-trimethyl-3,4-dihydro-2h-1-oxatetraphene-5,12-dione
2-(4-hydroxy-3-methoxyphenoxy)-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol
(2r)-8-chloro-5-hydroxy-2,7-dimethyl-2-(4-methylpent-3-en-1-yl)chromene-6-carboxylic acid
C18H21ClO4 (336.11282960000005)
