Exact Mass: 336.1141672

Exact Mass Matches: 336.1141672

Found 251 metabolites which its exact mass value is equals to given mass value 336.1141672, within given mass tolerance error 0.01 dalton. Try search metabolite list with more accurate mass tolerance error 0.001 dalton.

Berberine

16,17-dimethoxy-5,7-dioxa-13lambda5-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(21),2,4(8),9,13,15,17,19-octaen-13-ylium

[C20H18NO4]+ (336.1236)


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).

   

Fenbuconazole

Pesticide6_Fenbuconazole_C19H17ClN4_4-(4-Chlorophenyl)-2-phenyl-2-(1H-1,2,4-triazol-1-ylmethyl)butanenitrile

C19H17ClN4 (336.1142)


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

1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}-3-hydroxyazetidine-2-carboxylic acid

C12H20N2O9 (336.1169)


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.

   

Amidoxime

N-hydroxy-4-{5-[4-(N-hydroxycarbamimidoyl)phenyl]furan-2-yl}benzene-1-carboximidamide

C18H16N4O3 (336.1222)


   

2-Dichloromethylene-3a,7a-dichloro-3a,4,7,7a-tetrahydro-4,7-methanoindene-1,3-dione

2-Dichloromethylene-3a,7a-dichloro-3a,4,7,7a-tetrahydro-4,7-methanoindene-1,3-dione

C12H20N2O9 (336.1169)


   

Epiberberine

16,17-dimethoxy-5,7-dioxa-1-azoniapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),2,4(8),9,11,14,16,18-octaene

C20H18NO4+ (336.1236)


Epiberberine is a natural product found in Sinomenium acutum, Corydalis turtschaninovii, and other organisms with data available.

   
   

Daurioxoisoporphine B

Daurioxoisoporphine B

C19H16N2O4 (336.111)


   

Avicennone B

Avicennone B

C17H20O7 (336.1209)


   

4,5-Dihydromelampodin B

4,5-Dihydromelampodin B

C17H20O7 (336.1209)


   

Isoapressin

Isoapressin

C17H20O7 (336.1209)


   

Apressin[sesquiterpene]

Apressin[sesquiterpene]

C17H20O7 (336.1209)


   

Oncocalyxonol

Oncocalyxonol

C17H20O7 (336.1209)


   

Yomogiartemin

Yomogiartemin

C17H20O7 (336.1209)


   

Paeoniflorone

Paeoniflorone

C17H20O7 (336.1209)


   

1alpha-Peroxy-4alpha-hydroxybishopsolicepolide

1alpha-Peroxy-4alpha-hydroxybishopsolicepolide

C17H20O7 (336.1209)


   

1alpha-Hydroxy-4alpha-peroxybishopsolicepolide

1alpha-Hydroxy-4alpha-peroxybishopsolicepolide

C17H20O7 (336.1209)


   

Ezomontanin

Ezomontanin

C17H20O7 (336.1209)


   

YHL III

Dehydroapocavidine

C20H18NO4 (336.1236)


   

9alpha-Acetoxyartecanin

9alpha-Acetoxyartecanin

C17H20O7 (336.1209)


   

MCULE-8194435021

MCULE-8194435021

C19H16N2O4 (336.111)


   

(E)-3-hydroxy-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid

(E)-3-hydroxy-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid

C17H20O7 (336.1209)


   

4-Me,6,8-DiAc- Sclerotinin B

4-Me,6,8-DiAc- Sclerotinin B

C17H20O7 (336.1209)


   

1-(4-Hydroxy-3-methoxyphenyl)-2-(4-hydroxy-3-methoxyphenoxy)-1,3-propanediol

1-(4-Hydroxy-3-methoxyphenyl)-2-(4-hydroxy-3-methoxyphenoxy)-1,3-propanediol

C17H20O7 (336.1209)


   

Dihydroscandenolide

Dihydroscandenolide

C17H20O7 (336.1209)


   

3-O-Ethyldihydrofusarubin A

3-O-Ethyldihydrofusarubin A

C17H20O7 (336.1209)


   

Flavotorresin

Flavotorresin

C17H20O7 (336.1209)


   

8-methoxy-3-methyl-1naphthalenol-6-O-alpha-D-ribofuranoside

8-methoxy-3-methyl-1naphthalenol-6-O-alpha-D-ribofuranoside

C17H20O7 (336.1209)


   

Structure II

Structure II

C17H20O7 (336.1209)


   

8-Chlorocannabiorcichromenic acid

8-Chlorocannabiorcichromenic acid

C18H21ClO4 (336.1128)


   

Pseuduvarine B

Pseuduvarine B

C19H16N2O4 (336.111)


   

allantopyrone A

allantopyrone A

C17H20O7 (336.1209)


   

Daibucarboline C

Daibucarboline C

C19H16N2O4 (336.111)


A natural product found in Neolitsea daibuensis.

   

8alpha-acetoxy-2-oxo-5alpha,10alpha-dihydroxyguaia-3,11(13)-dien-1-alpha,6beta,7alphaH-12,6-olide|artemanomalide B

8alpha-acetoxy-2-oxo-5alpha,10alpha-dihydroxyguaia-3,11(13)-dien-1-alpha,6beta,7alphaH-12,6-olide|artemanomalide B

C17H20O7 (336.1209)


   

8-methoxy-1-naphthyl beta-glucopyranoside

8-methoxy-1-naphthyl beta-glucopyranoside

C17H20O7 (336.1209)


   

1alpha-acetoxy-8alpha,9b-dihydroxy-2-oxo-eudesman-3,7(11)-dien-8,12-olide

1alpha-acetoxy-8alpha,9b-dihydroxy-2-oxo-eudesman-3,7(11)-dien-8,12-olide

C17H20O7 (336.1209)


   

terreumol B

terreumol B

C17H20O7 (336.1209)


   

Lecocarpinolide E

Lecocarpinolide E

C17H20O7 (336.1209)


   

(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

(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

C17H20O7 (336.1209)


   

5alpha,10alpha-dihydroxy-9-acetoxyarbiglovin|5alpha,10alpha-Dihydroxy-9alpha-acetoxyarbiglovin

5alpha,10alpha-dihydroxy-9-acetoxyarbiglovin|5alpha,10alpha-Dihydroxy-9alpha-acetoxyarbiglovin

C17H20O7 (336.1209)


   

3,4,5-Trimethoxy-4-(3,5-dimethoxy-4-hydroxyphenyl)-2,5-cyclohexadiene-1-one

3,4,5-Trimethoxy-4-(3,5-dimethoxy-4-hydroxyphenyl)-2,5-cyclohexadiene-1-one

C17H20O7 (336.1209)


   

Pancorinine|pancorynine

Pancorinine|pancorynine

C19H16N2O4 (336.111)


   

Alangimarinone

Alangimarinone

C19H16N2O4 (336.111)


   

4-hydroxy-2,6,3,4,5-pentamethoxydiphenyl ether

4-hydroxy-2,6,3,4,5-pentamethoxydiphenyl ether

C17H20O7 (336.1209)


   

4,5,7-Trihydroxy-3,6-dimethoxyflavon

4,5,7-Trihydroxy-3,6-dimethoxyflavon

C17H20O7 (336.1209)


   

dns-O-acetylethanolamine

dns-O-acetylethanolamine

C16H20N2O4S (336.1144)


   
   
   
   
   
   

Berberine

Berberine

[C20H18NO4]+ (336.1236)


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)-3-hydroxy-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid_major

(E)-3-hydroxy-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid_major

C17H20O7 (336.1209)


   
   

Ala Cys Gly Ser

(2S)-2-{2-[(2R)-2-[(2S)-2-aminopropanamido]-3-sulfanylpropanamido]acetamido}-3-hydroxypropanoic acid

C11H20N4O6S (336.1104)


   

Ala Cys Ser Gly

2-[(2S)-2-[(2R)-2-[(2S)-2-aminopropanamido]-3-sulfanylpropanamido]-3-hydroxypropanamido]acetic acid

C11H20N4O6S (336.1104)


   

Ala Gly Cys Ser

(2S)-2-[(2R)-2-{2-[(2S)-2-aminopropanamido]acetamido}-3-sulfanylpropanamido]-3-hydroxypropanoic acid

C11H20N4O6S (336.1104)


   

Ala Gly Ser Cys

(2R)-2-[(2S)-2-{2-[(2S)-2-aminopropanamido]acetamido}-3-hydroxypropanamido]-3-sulfanylpropanoic acid

C11H20N4O6S (336.1104)


   

Ala Ser Cys Gly

2-[(2R)-2-[(2S)-2-[(2S)-2-aminopropanamido]-3-hydroxypropanamido]-3-sulfanylpropanamido]acetic acid

C11H20N4O6S (336.1104)


   

Ala Ser Gly Cys

(2R)-2-{2-[(2S)-2-[(2S)-2-aminopropanamido]-3-hydroxypropanamido]acetamido}-3-sulfanylpropanoic acid

C11H20N4O6S (336.1104)


   

Cys Ala Gly Ser

(2S)-2-{2-[(2S)-2-[(2R)-2-amino-3-sulfanylpropanamido]propanamido]acetamido}-3-hydroxypropanoic acid

C11H20N4O6S (336.1104)


   

Cys Ala Ser Gly

2-[(2S)-2-[(2S)-2-[(2R)-2-amino-3-sulfanylpropanamido]propanamido]-3-hydroxypropanamido]acetic acid

C11H20N4O6S (336.1104)


   

Cys Gly Ala Ser

(2S)-2-[(2S)-2-{2-[(2R)-2-amino-3-sulfanylpropanamido]acetamido}propanamido]-3-hydroxypropanoic acid

C11H20N4O6S (336.1104)


   

Cys Gly Gly Thr

(2S,3R)-2-(2-{2-[(2R)-2-amino-3-sulfanylpropanamido]acetamido}acetamido)-3-hydroxybutanoic acid

C11H20N4O6S (336.1104)


   

Cys Gly Ser Ala

(2S)-2-[(2S)-2-{2-[(2R)-2-amino-3-sulfanylpropanamido]acetamido}-3-hydroxypropanamido]propanoic acid

C11H20N4O6S (336.1104)


   

Cys Gly Thr Gly

2-[(2S,3R)-2-{2-[(2R)-2-amino-3-sulfanylpropanamido]acetamido}-3-hydroxybutanamido]acetic acid

C11H20N4O6S (336.1104)


   

Cys Ser Ala Gly

2-[(2S)-2-[(2S)-2-[(2R)-2-amino-3-sulfanylpropanamido]-3-hydroxypropanamido]propanamido]acetic acid

C11H20N4O6S (336.1104)


   

Cys Ser Gly Ala

(2S)-2-{2-[(2S)-2-[(2R)-2-amino-3-sulfanylpropanamido]-3-hydroxypropanamido]acetamido}propanoic acid

C11H20N4O6S (336.1104)


   

Cys Thr Gly Gly

2-{2-[(2S,3R)-2-[(2R)-2-amino-3-sulfanylpropanamido]-3-hydroxybutanamido]acetamido}acetic acid

C11H20N4O6S (336.1104)


   

Gly Ala Cys Ser

(2S)-2-[(2R)-2-[(2S)-2-(2-aminoacetamido)propanamido]-3-sulfanylpropanamido]-3-hydroxypropanoic acid

C11H20N4O6S (336.1104)


   

Gly Ala Ser Cys

(2R)-2-[(2S)-2-[(2S)-2-(2-aminoacetamido)propanamido]-3-hydroxypropanamido]-3-sulfanylpropanoic acid

C11H20N4O6S (336.1104)


   

Gly Cys Ala Ser

(2S)-2-[(2S)-2-[(2R)-2-(2-aminoacetamido)-3-sulfanylpropanamido]propanamido]-3-hydroxypropanoic acid

C11H20N4O6S (336.1104)


   

Gly Cys Gly Thr

(2S,3R)-2-{2-[(2R)-2-(2-aminoacetamido)-3-sulfanylpropanamido]acetamido}-3-hydroxybutanoic acid

C11H20N4O6S (336.1104)


   

Gly Cys Ser Ala

(2S)-2-[(2S)-2-[(2R)-2-(2-aminoacetamido)-3-sulfanylpropanamido]-3-hydroxypropanamido]propanoic acid

C11H20N4O6S (336.1104)


   

Gly Cys Thr Gly

2-[(2S,3R)-2-[(2R)-2-(2-aminoacetamido)-3-sulfanylpropanamido]-3-hydroxybutanamido]acetic acid

C11H20N4O6S (336.1104)


   

Gly Gly Cys Thr

(2S,3R)-2-[(2R)-2-[2-(2-aminoacetamido)acetamido]-3-sulfanylpropanamido]-3-hydroxybutanoic acid

C11H20N4O6S (336.1104)


   

Gly Gly Thr Cys

(2R)-2-[(2S,3R)-2-[2-(2-aminoacetamido)acetamido]-3-hydroxybutanamido]-3-sulfanylpropanoic acid

C11H20N4O6S (336.1104)


   

Gly Ser Ala Cys

(2R)-2-[(2S)-2-[(2S)-2-(2-aminoacetamido)-3-hydroxypropanamido]propanamido]-3-sulfanylpropanoic acid

C11H20N4O6S (336.1104)


   

Gly Ser Cys Ala

(2S)-2-[(2R)-2-[(2S)-2-(2-aminoacetamido)-3-hydroxypropanamido]-3-sulfanylpropanamido]propanoic acid

C11H20N4O6S (336.1104)


   

Gly Thr Cys Gly

2-[(2R)-2-[(2S,3R)-2-(2-aminoacetamido)-3-hydroxybutanamido]-3-sulfanylpropanamido]acetic acid

C11H20N4O6S (336.1104)


   

Gly Thr Gly Cys

(2R)-2-{2-[(2S,3R)-2-(2-aminoacetamido)-3-hydroxybutanamido]acetamido}-3-sulfanylpropanoic acid

C11H20N4O6S (336.1104)


   
   
   
   
   
   
   
   
   
   
   

Ser Ala Cys Gly

2-[(2R)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]propanamido]-3-sulfanylpropanamido]acetic acid

C11H20N4O6S (336.1104)


   
   

Ser Ala Gly Cys

(2R)-2-{2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]propanamido]acetamido}-3-sulfanylpropanoic acid

C11H20N4O6S (336.1104)


   

Ser Cys Ala Gly

2-[(2S)-2-[(2R)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-sulfanylpropanamido]propanamido]acetic acid

C11H20N4O6S (336.1104)


   

Ser Cys Gly Ala

(2S)-2-{2-[(2R)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-sulfanylpropanamido]acetamido}propanoic acid

C11H20N4O6S (336.1104)


   

Ser Gly Ala Cys

(2R)-2-[(2S)-2-{2-[(2S)-2-amino-3-hydroxypropanamido]acetamido}propanamido]-3-sulfanylpropanoic acid

C11H20N4O6S (336.1104)


   

Ser Gly Cys Ala

(2S)-2-[(2R)-2-{2-[(2S)-2-amino-3-hydroxypropanamido]acetamido}-3-sulfanylpropanamido]propanoic acid

C11H20N4O6S (336.1104)


   
   

Thr Cys Gly Gly

2-{2-[(2R)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-3-sulfanylpropanamido]acetamido}acetic acid

C11H20N4O6S (336.1104)


   

Thr Gly Cys Gly

2-[(2R)-2-{2-[(2S,3R)-2-amino-3-hydroxybutanamido]acetamido}-3-sulfanylpropanamido]acetic acid

C11H20N4O6S (336.1104)


   

Thr Gly Gly Cys

(2R)-2-(2-{2-[(2S,3R)-2-amino-3-hydroxybutanamido]acetamido}acetamido)-3-sulfanylpropanoic acid

C11H20N4O6S (336.1104)


   

3-HMA

1-{3-carboxy-3-[(3-carboxy-3-hydroxypropyl)amino]-2-hydroxypropyl}-3-hydroxyazetidine-2-carboxylic acid

C12H20N2O9 (336.1169)


   

1,1,1-Trifluoro-N-[1,2,3,4-tetrahydro-1-(2-methylpropyl)-7-quinolinyl]-methanesulfonamide

1,1,1-Trifluoro-N-[1,2,3,4-tetrahydro-1-(2-methylpropyl)-7-quinolinyl]-methanesulfonamide

C14H19F3N2O2S (336.1119)


   

TERT-BUTYL 5-CHLORO-2-OXOSPIRO[INDOLINE-3,4-PIPERIDINE]-1-CARBOXYLATE

TERT-BUTYL 5-CHLORO-2-OXOSPIRO[INDOLINE-3,4-PIPERIDINE]-1-CARBOXYLATE

C17H21ClN2O3 (336.1241)


   

Methyl 4,6,7-trimethoxy-5-(methoxymethoxy)-2-naphthoate

Methyl 4,6,7-trimethoxy-5-(methoxymethoxy)-2-naphthoate

C17H20O7 (336.1209)


   

CHLORCYCLIZINE HYDROCHLORIDE

CHLORCYCLIZINE HYDROCHLORIDE

C18H22Cl2N2 (336.116)


   

2-Bromo-6-octyl-3,4-dihydro-1(2H)-naphthalenone

2-Bromo-6-octyl-3,4-dihydro-1(2H)-naphthalenone

C18H25BrO (336.1089)


   

2-O-Acetyltutin

2-O-Acetyltutin

C17H20O7 (336.1209)


   

Benzene,1,1,1-[(chlorosilylidyne)tris(methylene)]tris-

Benzene,1,1,1-[(chlorosilylidyne)tris(methylene)]tris-

C21H21ClSi (336.1101)


   

Didemethylclomipramine

Didemethylclomipramine

C18H22Cl2N2 (336.116)


   

3,5-bis-(4-Aminophenoxy)benzoic acid

3,5-bis-(4-Aminophenoxy)benzoic acid

C19H16N2O4 (336.111)


   

1,5-dibenzoylnaphthalene

1,5-dibenzoylnaphthalene

C24H16O2 (336.115)


   

3-(3-CYANO-BENZENESULFONYL)-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

3-(3-CYANO-BENZENESULFONYL)-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

C16H20N2O4S (336.1144)


   

3-(4-CYANO-BENZENESULFONYL)-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

3-(4-CYANO-BENZENESULFONYL)-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

C16H20N2O4S (336.1144)


   

Acetylcorianin

Acetylcorianin

C17H20O7 (336.1209)


   
   

2-HYDROXYPROPYL 2-(METHACRYLOYLOXY)ETHYL PHTHALATE

2-HYDROXYPROPYL 2-(METHACRYLOYLOXY)ETHYL PHTHALATE

C17H20O7 (336.1209)


   

4,4-cyclohexylidenedianilinium dichloride

4,4-cyclohexylidenedianilinium dichloride

C18H22Cl2N2 (336.116)


   

Benzobarbital

Benzobarbital

C19H16N2O4 (336.111)


   

2-BROMO-1-(3-ETHYL-5,5,8,8-TETRAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YL)ETHAN-1-ONE

2-BROMO-1-(3-ETHYL-5,5,8,8-TETRAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YL)ETHAN-1-ONE

C18H25BrO (336.1089)


   

N-[(2-HYDROXY-NAPHTHALEN-1-YL)-(3-NITRO-PHENYL)-METHYL]-ACETAMIDE

N-[(2-HYDROXY-NAPHTHALEN-1-YL)-(3-NITRO-PHENYL)-METHYL]-ACETAMIDE

C19H16N2O4 (336.111)


   

(4-Phenoxyphenyl) Phenyl Dimethoxysilane

(4-Phenoxyphenyl) Phenyl Dimethoxysilane

C20H20O3Si (336.1182)


   

4-(3-fluoro-2-methylphenyl)butyl 4-methylbenzenesulfonate

4-(3-fluoro-2-methylphenyl)butyl 4-methylbenzenesulfonate

C18H21FO3S (336.1195)


   

9-(β-D-ribofuranosyl)-6-(furan-2-yl)purine

9-(β-D-ribofuranosyl)-6-(furan-2-yl)purine

C14H16N4O6 (336.107)


   

TERT-BUTYL 7-CHLORO-2-OXOSPIRO[INDOLINE-3,4-PIPERIDINE]-1-CARBOXYLATE

TERT-BUTYL 7-CHLORO-2-OXOSPIRO[INDOLINE-3,4-PIPERIDINE]-1-CARBOXYLATE

C17H21ClN2O3 (336.1241)


   

Bis(2-isopropoxyphenyl)chlorophosphine

Bis(2-isopropoxyphenyl)chlorophosphine

C18H22ClO2P (336.1046)


   

Bis(3,5-dimethyl-4-methoxyphenyl)chlorophosphine

Bis(3,5-dimethyl-4-methoxyphenyl)chlorophosphine

C18H22ClO2P (336.1046)


   

2-FLUORO-4-(2-PHENOXYETHOXY)BENZOPHENONE

2-FLUORO-4-(2-PHENOXYETHOXY)BENZOPHENONE

C21H17FO3 (336.1162)


   

Molidustat sodium

Molidustat sodium

C13H13N8NaO2 (336.1059)


C471 - Enzyme Inhibitor

   

1-Benzo[1,3]dioxol-5-yl-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid

1-Benzo[1,3]dioxol-5-yl-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid

C19H16N2O4 (336.111)


   

6-(2-Chlorophenyl)-3,4-dimethyl-2-oxo-1,6-dihydropyrimidine-5-carboxylic acid 2-methylpropyl ester

6-(2-Chlorophenyl)-3,4-dimethyl-2-oxo-1,6-dihydropyrimidine-5-carboxylic acid 2-methylpropyl ester

C17H21ClN2O3 (336.1241)


   

(E)-3,4-Dihydroxy-N-[(2-Methoxynaphthalen-1-Yl)methylene]benzohydrazide

(E)-3,4-Dihydroxy-N-[(2-Methoxynaphthalen-1-Yl)methylene]benzohydrazide

C19H16N2O4 (336.111)


   

3-Hydroxy-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid

3-Hydroxy-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoic acid

C17H20O7 (336.1209)


   

3-Epi-3-hydroxymugineic acid

3-Epi-3-hydroxymugineic acid

C12H20N2O9 (336.1169)


   

N-beta-D-glucopyranosol IAA

N-beta-D-glucopyranosol IAA

C16H18NO7- (336.1083)


   

5-(3,5-Dimethylpiperidin-1-yl)sulfonyl-1-methylindole-2,3-dione

5-(3,5-Dimethylpiperidin-1-yl)sulfonyl-1-methylindole-2,3-dione

C16H20N2O4S (336.1144)


   

2-Amino-4-(3-nitrophenyl)-3-cyano-7-(dimethylamino)-4h-chromene

2-Amino-4-(3-nitrophenyl)-3-cyano-7-(dimethylamino)-4h-chromene

C18H16N4O3 (336.1222)


   

3-Hydroxymugineic acid

3-Hydroxymugineic acid

C12H20N2O9 (336.1169)


   

(S)-fenbuconazole

(S)-fenbuconazole

C19H17ClN4 (336.1142)


   

3-(2,3-dihydro-1,4-benzodioxin-6-ylamino)-6-(phenylmethyl)-2H-1,2,4-triazin-5-one

3-(2,3-dihydro-1,4-benzodioxin-6-ylamino)-6-(phenylmethyl)-2H-1,2,4-triazin-5-one

C18H16N4O3 (336.1222)


   

4-[5-[Oxo-(3-pyridinylamino)methyl]-2-furanyl]benzoic acid ethyl ester

4-[5-[Oxo-(3-pyridinylamino)methyl]-2-furanyl]benzoic acid ethyl ester

C19H16N2O4 (336.111)


   

1-Phenyl-5-(N-p-tolyl-hydrazinomethylene)-pyrimidine-2,4,6-trione

1-Phenyl-5-(N-p-tolyl-hydrazinomethylene)-pyrimidine-2,4,6-trione

C18H16N4O3 (336.1222)


   

2-[(2-Benzylsulfanyl-pyrimidin-4-yl)-hydrazonomethyl]-phenol

2-[(2-Benzylsulfanyl-pyrimidin-4-yl)-hydrazonomethyl]-phenol

C18H16N4OS (336.1045)


   
   
   
   

(R)-fenbuconazole

(R)-fenbuconazole

C19H17ClN4 (336.1142)


   

(2S,3S,4S)-1-[1,3-benzodioxol-5-yl(oxo)methyl]-4-(hydroxymethyl)-3-phenyl-2-azetidinecarbonitrile

(2S,3S,4S)-1-[1,3-benzodioxol-5-yl(oxo)methyl]-4-(hydroxymethyl)-3-phenyl-2-azetidinecarbonitrile

C19H16N2O4 (336.111)


   

(2R,3R,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

C19H16N2O4 (336.111)


   

(2S,3R,4S)-1-(1,3-benzodioxole-5-carbonyl)-4-(hydroxymethyl)-3-phenylazetidine-2-carbonitrile

(2S,3R,4S)-1-(1,3-benzodioxole-5-carbonyl)-4-(hydroxymethyl)-3-phenylazetidine-2-carbonitrile

C19H16N2O4 (336.111)


   

(2R,3S,4R)-1-[1,3-benzodioxol-5-yl(oxo)methyl]-4-(hydroxymethyl)-3-phenyl-2-azetidinecarbonitrile

(2R,3S,4R)-1-[1,3-benzodioxol-5-yl(oxo)methyl]-4-(hydroxymethyl)-3-phenyl-2-azetidinecarbonitrile

C19H16N2O4 (336.111)


   

(2S,3R,4R)-1-(1,3-benzodioxole-5-carbonyl)-4-(hydroxymethyl)-3-phenylazetidine-2-carbonitrile

(2S,3R,4R)-1-(1,3-benzodioxole-5-carbonyl)-4-(hydroxymethyl)-3-phenylazetidine-2-carbonitrile

C19H16N2O4 (336.111)


   

(2R,3R,4R)-1-[1,3-benzodioxol-5-yl(oxo)methyl]-4-(hydroxymethyl)-3-phenyl-2-azetidinecarbonitrile

(2R,3R,4R)-1-[1,3-benzodioxol-5-yl(oxo)methyl]-4-(hydroxymethyl)-3-phenyl-2-azetidinecarbonitrile

C19H16N2O4 (336.111)


   

(2R,3S,4S)-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

C19H16N2O4 (336.111)


   

(2S,3S,4R)-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

C19H16N2O4 (336.111)


   
   
   
   
   
   
   
   
   
   

N-[3-(2-methoxyphenyl)imino-1,4-dioxo-2-naphthalenyl]acetamide

N-[3-(2-methoxyphenyl)imino-1,4-dioxo-2-naphthalenyl]acetamide

C19H16N2O4 (336.111)


   

Berberine

16,17-dimethoxy-5,7-dioxa-13lambda5-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-1(21),2,4(8),9,13,15,17,19-octaen-13-ylium

C20H18NO4+ (336.1236)


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 Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

3-Epihydroxymugineic acid

3-Epihydroxymugineic acid

C12H20N2O9 (336.1169)


   

1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid

1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid

C19H16N2O4 (336.111)


   

[5-(hydroxymethyl)-6-[(1e)-3-hydroxyprop-1-en-1-yl]-4-methoxy-2-oxopyran-3-yl]methyl (2z,4e)-hexa-2,4-dienoate

[5-(hydroxymethyl)-6-[(1e)-3-hydroxyprop-1-en-1-yl]-4-methoxy-2-oxopyran-3-yl]methyl (2z,4e)-hexa-2,4-dienoate

C17H20O7 (336.1209)


   

5,7-dihydroxy-2-(1-hydroxy-4,4-dimethoxycyclohexyl)chromen-4-one

5,7-dihydroxy-2-(1-hydroxy-4,4-dimethoxycyclohexyl)chromen-4-one

C17H20O7 (336.1209)


   

(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

(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

C17H20O7 (336.1209)


   

(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

(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

C17H20O7 (336.1209)


   

(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,5s,11ar)-6-formyl-4-hydroxy-10-(hydroxymethyl)-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl acetate

C17H20O7 (336.1209)


   

(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

(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

C17H20O7 (336.1209)


   

(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

(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

C17H20O7 (336.1209)


   

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

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

C17H20O7 (336.1209)


   

(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

(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

C17H20O7 (336.1209)


   

8-chloro-5-hydroxy-2,7-dimethyl-2-(4-methylpent-3-en-1-yl)chromene-6-carboxylic acid

8-chloro-5-hydroxy-2,7-dimethyl-2-(4-methylpent-3-en-1-yl)chromene-6-carboxylic acid

C18H21ClO4 (336.1128)


   

(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

(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

C17H20O7 (336.1209)


   

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

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

C19H16N2O4 (336.111)


   

6-hydroxy-3,15-dimethyl-4,13-dioxo-5,14-dioxatetracyclo[6.6.1.0²,⁶.0¹²,¹⁵]pentadec-2-en-9-yl acetate

6-hydroxy-3,15-dimethyl-4,13-dioxo-5,14-dioxatetracyclo[6.6.1.0²,⁶.0¹²,¹⁵]pentadec-2-en-9-yl acetate

C17H20O7 (336.1209)


   

(2r,3r,4s,5r)-2-[(5-hydroxy-4-methoxy-7-methylnaphthalen-2-yl)oxy]-5-(hydroxymethyl)oxolane-3,4-diol

(2r,3r,4s,5r)-2-[(5-hydroxy-4-methoxy-7-methylnaphthalen-2-yl)oxy]-5-(hydroxymethyl)oxolane-3,4-diol

C17H20O7 (336.1209)


   

berberime

NA

C20H18NO4+ (336.1236)


{"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

(4ar,5s,6r,7r,8as)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4a,5,6,7,8,8a-hexahydrochromen-4-one

C17H20O7 (336.1209)


   

(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

(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

C17H20O7 (336.1209)


   

(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

(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

C17H20O7 (336.1209)


   

6a-hydroperoxy-9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,9ah,9bh-azuleno[4,5-b]furan-4-yl acetate

6a-hydroperoxy-9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,9ah,9bh-azuleno[4,5-b]furan-4-yl acetate

C17H20O7 (336.1209)


   

[(2r,4r,6r)-2-(7-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)-6-methyl-1,3-dioxan-4-yl]acetic acid

[(2r,4r,6r)-2-(7-methoxy-6-methyl-1-oxo-3h-2-benzofuran-4-yl)-6-methyl-1,3-dioxan-4-yl]acetic acid

C17H20O7 (336.1209)


   

6a-hydroperoxy-9-hydroxy-9-methyl-3,6-dimethylidene-2-oxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl acetate

6a-hydroperoxy-9-hydroxy-9-methyl-3,6-dimethylidene-2-oxo-3ah,4h,5h,9ah,9bh-azuleno[4,5-b]furan-4-yl acetate

C17H20O7 (336.1209)


   

9-hydroperoxy-6a-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

C17H20O7 (336.1209)


   

7-hydroxy-6-[2-hydroxy-2-(2-methyl-5-oxooxolan-2-yl)ethyl]-5-methoxy-4-methyl-3h-2-benzofuran-1-one

7-hydroxy-6-[2-hydroxy-2-(2-methyl-5-oxooxolan-2-yl)ethyl]-5-methoxy-4-methyl-3h-2-benzofuran-1-one

C17H20O7 (336.1209)


   

3,8-dimethyl-4,14-dioxo-5,9,15-trioxatetracyclo[11.2.1.0²,⁶.0⁸,¹⁰]hexadec-13(16)-en-12-yl acetate

3,8-dimethyl-4,14-dioxo-5,9,15-trioxatetracyclo[11.2.1.0²,⁶.0⁸,¹⁰]hexadec-13(16)-en-12-yl acetate

C17H20O7 (336.1209)


   

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

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

C19H16N2O4 (336.111)


   

6,9a-dihydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,6ah,9bh-azuleno[4,5-b]furan-5-yl acetate

6,9a-dihydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,6ah,9bh-azuleno[4,5-b]furan-5-yl acetate

C17H20O7 (336.1209)


   

[5-(hydroxymethyl)-6-(3-hydroxyprop-1-en-1-yl)-4-methoxy-2-oxopyran-3-yl]methyl hexa-2,4-dienoate

[5-(hydroxymethyl)-6-(3-hydroxyprop-1-en-1-yl)-4-methoxy-2-oxopyran-3-yl]methyl hexa-2,4-dienoate

C17H20O7 (336.1209)


   

(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

(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

C17H20O7 (336.1209)


   

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

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

C19H16N2O4 (336.111)


   

methyl 2-{[(3e,4s,5s)-4-hydroxy-5-(2-hydroxypropan-2-yl)-2-oxooxolan-3-ylidene](methoxy)methyl}benzoate

methyl 2-{[(3e,4s,5s)-4-hydroxy-5-(2-hydroxypropan-2-yl)-2-oxooxolan-3-ylidene](methoxy)methyl}benzoate

C17H20O7 (336.1209)


   

3-ethoxy-6,9-dihydroxy-7-methoxy-3-methyl-1h,4h,4ah,10ah-naphtho[2,3-c]pyran-5,10-dione

3-ethoxy-6,9-dihydroxy-7-methoxy-3-methyl-1h,4h,4ah,10ah-naphtho[2,3-c]pyran-5,10-dione

C17H20O7 (336.1209)


   

(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

(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

C17H20O7 (336.1209)


   

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

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

C17H20O7 (336.1209)


   

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

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

C17H20O7 (336.1209)


   

(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

(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

C17H20O7 (336.1209)


   

2-(4-hydroxy-3-methoxyphenoxy)-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol

2-(4-hydroxy-3-methoxyphenoxy)-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol

C17H20O7 (336.1209)


   

(2r)-8-chloro-5-hydroxy-2,7-dimethyl-2-(4-methylpent-3-en-1-yl)chromene-6-carboxylic acid

(2r)-8-chloro-5-hydroxy-2,7-dimethyl-2-(4-methylpent-3-en-1-yl)chromene-6-carboxylic acid

C18H21ClO4 (336.1128)


   

(1r,2r,3r,6s,8s,10r,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

(1r,2r,3r,6s,8s,10r,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

C17H20O7 (336.1209)


   

(1r,2r,3s,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

(1r,2r,3s,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

C17H20O7 (336.1209)


   

methyl (2s,5s)-2-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(3-hydroxyprop-1-en-2-yl)oxolane-2-carboxylate

methyl (2s,5s)-2-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(3-hydroxyprop-1-en-2-yl)oxolane-2-carboxylate

C17H20O7 (336.1209)


   

(3ar,4s,6as,9s,9as,9bs)-6a-hydroperoxy-9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,9ah,9bh-azuleno[4,5-b]furan-4-yl acetate

(3ar,4s,6as,9s,9as,9bs)-6a-hydroperoxy-9-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,9ah,9bh-azuleno[4,5-b]furan-4-yl acetate

C17H20O7 (336.1209)


   

2-[(5-hydroxy-4-methoxy-7-methylnaphthalen-2-yl)oxy]-5-(hydroxymethyl)oxolane-3,4-diol

2-[(5-hydroxy-4-methoxy-7-methylnaphthalen-2-yl)oxy]-5-(hydroxymethyl)oxolane-3,4-diol

C17H20O7 (336.1209)


   

{1-hydroxy-2,6-dimethyl-4-oxobicyclo[3.1.1]heptan-6-yl}methyl 3,4,5-trihydroxybenzoate

{1-hydroxy-2,6-dimethyl-4-oxobicyclo[3.1.1]heptan-6-yl}methyl 3,4,5-trihydroxybenzoate

C17H20O7 (336.1209)


   

(3ar,4s,6ar,9s,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

(3ar,4s,6ar,9s,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

C17H20O7 (336.1209)


   

methyl 2-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(3-hydroxyprop-1-en-2-yl)oxolane-2-carboxylate

methyl 2-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(3-hydroxyprop-1-en-2-yl)oxolane-2-carboxylate

C17H20O7 (336.1209)


   

7-hydroxy-6-{2-[(2s,3r)-3-hydroxy-2-methyl-5-oxooxolan-2-yl]ethyl}-5-methoxy-4-methyl-3h-2-benzofuran-1-one

7-hydroxy-6-{2-[(2s,3r)-3-hydroxy-2-methyl-5-oxooxolan-2-yl]ethyl}-5-methoxy-4-methyl-3h-2-benzofuran-1-one

C17H20O7 (336.1209)


   

(3as,5r,6s,6as,9as,9bs)-6,9a-dihydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,6ah,9bh-azuleno[4,5-b]furan-5-yl acetate

(3as,5r,6s,6as,9as,9bs)-6,9a-dihydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,6ah,9bh-azuleno[4,5-b]furan-5-yl acetate

C17H20O7 (336.1209)


   

4-(4-hydroxy-3,5-dimethoxyphenyl)-3,4,5-trimethoxycyclohexa-2,5-dien-1-one

4-(4-hydroxy-3,5-dimethoxyphenyl)-3,4,5-trimethoxycyclohexa-2,5-dien-1-one

C17H20O7 (336.1209)


   

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

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

C17H20O7 (336.1209)


   

(3s,4e)-3-hydroxy-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1h-2-benzofuran-5-yl)-4-methylhex-4-enoic acid

(3s,4e)-3-hydroxy-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1h-2-benzofuran-5-yl)-4-methylhex-4-enoic acid

C17H20O7 (336.1209)


   

[(1s,2r,4r,8r,10r,12s,14r)-14-hydroxy-7,11-dimethylidene-6-oxo-5,13,15-trioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadecan-2-yl]methyl acetate

[(1s,2r,4r,8r,10r,12s,14r)-14-hydroxy-7,11-dimethylidene-6-oxo-5,13,15-trioxatetracyclo[10.2.1.0²,¹⁰.0⁴,⁸]pentadecan-2-yl]methyl acetate

C17H20O7 (336.1209)


   

8-amino-4,5,15-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,8,10,12,14-octaen-16-one

8-amino-4,5,15-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,8,10,12,14-octaen-16-one

C19H16N2O4 (336.111)


   

(1r,2s,3r,6s,8s,10r,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

(1r,2s,3r,6s,8s,10r,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

C17H20O7 (336.1209)


   

6-formyl-4-hydroxy-10-(hydroxymethyl)-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl acetate

6-formyl-4-hydroxy-10-(hydroxymethyl)-3-methylidene-2-oxo-3ah,4h,5h,8h,9h,11ah-cyclodeca[b]furan-5-yl acetate

C17H20O7 (336.1209)


   

methyl (1s,2s,4s)-1-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-2,4-dihydroxy-3-methylidenecyclohexane-1-carboxylate

methyl (1s,2s,4s)-1-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-2,4-dihydroxy-3-methylidenecyclohexane-1-carboxylate

C17H20O7 (336.1209)


   

(3r,4ar,10as)-3-ethoxy-6,9-dihydroxy-7-methoxy-3-methyl-1h,4h,4ah,10ah-naphtho[2,3-c]pyran-5,10-dione

(3r,4ar,10as)-3-ethoxy-6,9-dihydroxy-7-methoxy-3-methyl-1h,4h,4ah,10ah-naphtho[2,3-c]pyran-5,10-dione

C17H20O7 (336.1209)


   

(1r,2r)-2-(4-hydroxy-3-methoxyphenoxy)-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol

(1r,2r)-2-(4-hydroxy-3-methoxyphenoxy)-1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol

C17H20O7 (336.1209)


   

(1r,2s,6r,8r,11s)-8-(hydroxymethyl)-3-methylidene-4,13-dioxo-5,14-dioxatricyclo[10.2.1.0²,⁶]pentadec-12(15)-en-11-yl acetate

(1r,2s,6r,8r,11s)-8-(hydroxymethyl)-3-methylidene-4,13-dioxo-5,14-dioxatricyclo[10.2.1.0²,⁶]pentadec-12(15)-en-11-yl acetate

C17H20O7 (336.1209)


   

(1s,2r,3r,5s,9s,10s,11r,13s,14r)-2-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,15-trioxapentacyclo[8.5.0.0¹,¹⁴.0⁵,⁹.0¹¹,¹³]pentadecan-3-yl acetate

(1s,2r,3r,5s,9s,10s,11r,13s,14r)-2-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,15-trioxapentacyclo[8.5.0.0¹,¹⁴.0⁵,⁹.0¹¹,¹³]pentadecan-3-yl acetate

C17H20O7 (336.1209)


   

methyl 1-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-2,4-dihydroxy-3-methylidenecyclohexane-1-carboxylate

methyl 1-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-2,4-dihydroxy-3-methylidenecyclohexane-1-carboxylate

C17H20O7 (336.1209)


   

8-(hydroxymethyl)-3-methylidene-4,13-dioxo-5,14-dioxatricyclo[10.2.1.0²,⁶]pentadec-12(15)-en-11-yl acetate

8-(hydroxymethyl)-3-methylidene-4,13-dioxo-5,14-dioxatricyclo[10.2.1.0²,⁶]pentadec-12(15)-en-11-yl acetate

C17H20O7 (336.1209)


   

methyl (1r,2r,4r)-1-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-2,4-dihydroxy-3-methylidenecyclohexane-1-carboxylate

methyl (1r,2r,4r)-1-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-2,4-dihydroxy-3-methylidenecyclohexane-1-carboxylate

C17H20O7 (336.1209)


   

methyl (2r,5r)-2-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(3-hydroxyprop-1-en-2-yl)oxolane-2-carboxylate

methyl (2r,5r)-2-[2-(2,5-dihydroxyphenyl)-2-oxoethyl]-5-(3-hydroxyprop-1-en-2-yl)oxolane-2-carboxylate

C17H20O7 (336.1209)


   

(1s,2r,4s,5r,9s,10s,11r,13s,14r)-2-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,15-trioxapentacyclo[8.5.0.0¹,¹⁴.0⁵,⁹.0¹¹,¹³]pentadecan-4-yl acetate

(1s,2r,4s,5r,9s,10s,11r,13s,14r)-2-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,15-trioxapentacyclo[8.5.0.0¹,¹⁴.0⁵,⁹.0¹¹,¹³]pentadecan-4-yl acetate

C17H20O7 (336.1209)


   

methyl 2-{[4-hydroxy-5-(2-hydroxypropan-2-yl)-2-oxooxolan-3-ylidene](methoxy)methyl}benzoate

methyl 2-{[4-hydroxy-5-(2-hydroxypropan-2-yl)-2-oxooxolan-3-ylidene](methoxy)methyl}benzoate

C17H20O7 (336.1209)


   

(1s,2r,3r,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-3-yl acetate

(1s,2r,3r,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-3-yl acetate

C17H20O7 (336.1209)


   

(1r,2s,4r,5s,9r,10r,11r,13s,14s)-2-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,15-trioxapentacyclo[8.5.0.0¹,¹⁴.0⁵,⁹.0¹¹,¹³]pentadecan-4-yl acetate

(1r,2s,4r,5s,9r,10r,11r,13s,14s)-2-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,15-trioxapentacyclo[8.5.0.0¹,¹⁴.0⁵,⁹.0¹¹,¹³]pentadecan-4-yl acetate

C17H20O7 (336.1209)


   

7-hydroxy-6-[2-(3-hydroxy-2-methyl-5-oxooxolan-2-yl)ethyl]-5-methoxy-4-methyl-3h-2-benzofuran-1-one

7-hydroxy-6-[2-(3-hydroxy-2-methyl-5-oxooxolan-2-yl)ethyl]-5-methoxy-4-methyl-3h-2-benzofuran-1-one

C17H20O7 (336.1209)


   

(1r,2r,6s,8r,11s)-8-(hydroxymethyl)-3-methylidene-4,13-dioxo-5,14-dioxatricyclo[10.2.1.0²,⁶]pentadec-12(15)-en-11-yl acetate

(1r,2r,6s,8r,11s)-8-(hydroxymethyl)-3-methylidene-4,13-dioxo-5,14-dioxatricyclo[10.2.1.0²,⁶]pentadec-12(15)-en-11-yl acetate

C17H20O7 (336.1209)


   

(1r,2r,3r,5s,9s,10s,11s)-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

(1r,2r,3r,5s,9s,10s,11s)-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

C17H20O7 (336.1209)


   

5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4a,5,6,7,8,8a-hexahydrochromen-4-one

5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4a,5,6,7,8,8a-hexahydrochromen-4-one

C17H20O7 (336.1209)


   

9-hydroperoxy-6a-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,9ah,9bh-azuleno[4,5-b]furan-4-yl acetate

9-hydroperoxy-6a-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,9ah,9bh-azuleno[4,5-b]furan-4-yl acetate

C17H20O7 (336.1209)


   

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

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

C17H20O7 (336.1209)


   

(3ar,4s,6r,6as,9as,9bs)-6,9a-dihydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,6ah,9bh-azuleno[4,5-b]furan-4-yl acetate

(3ar,4s,6r,6as,9as,9bs)-6,9a-dihydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-3ah,4h,5h,6ah,9bh-azuleno[4,5-b]furan-4-yl acetate

C17H20O7 (336.1209)


   

(1s,2r,5r,11r,13s,14r)-2-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,15-trioxapentacyclo[8.5.0.0¹,¹⁴.0⁵,⁹.0¹¹,¹³]pentadecan-4-yl acetate

(1s,2r,5r,11r,13s,14r)-2-hydroxy-2,11-dimethyl-6-methylidene-7-oxo-8,12,15-trioxapentacyclo[8.5.0.0¹,¹⁴.0⁵,⁹.0¹¹,¹³]pentadecan-4-yl acetate

C17H20O7 (336.1209)


   

16-hydroxy-17-methoxy-13-methyl-5,7-dioxa-13-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1,3,8,10,14,16,18,20-octaen-13-ium

16-hydroxy-17-methoxy-13-methyl-5,7-dioxa-13-azapentacyclo[11.8.0.0²,¹⁰.0⁴,⁸.0¹⁵,²⁰]henicosa-1,3,8,10,14,16,18,20-octaen-13-ium

[C20H18NO4]+ (336.1236)


   

(1s,2r,3r,5s,9s,10r,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

(1s,2r,3r,5s,9s,10r,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

C17H20O7 (336.1209)


   

(3ar,4s,6ar,9s,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

(3ar,4s,6ar,9s,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

C17H20O7 (336.1209)


   

16,17-dimethoxy-5,7-dioxa-1λ⁵-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1,3,8,10,12,14(19),15,17-octaen-1-ylium

16,17-dimethoxy-5,7-dioxa-1λ⁵-azapentacyclo[11.8.0.0³,¹¹.0⁴,⁸.0¹⁴,¹⁹]henicosa-1,3,8,10,12,14(19),15,17-octaen-1-ylium

[C20H18NO4]+ (336.1236)


   

(1r,2r,3r,5s,9s,10s,11s)-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

(1r,2r,3r,5s,9s,10s,11s)-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

C17H20O7 (336.1209)


   

(3ar,4s,6as,9s,9ar,9bs)-9-hydroperoxy-6a-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,9ah,9bh-azuleno[4,5-b]furan-4-yl acetate

(3ar,4s,6as,9s,9ar,9bs)-9-hydroperoxy-6a-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-3ah,4h,9ah,9bh-azuleno[4,5-b]furan-4-yl acetate

C17H20O7 (336.1209)