NCBI Taxonomy: 452284

Ustilaginomycotina (ncbi_taxid: 452284)

found 121 associated metabolites at subphylum taxonomy rank level.

Ancestor: Basidiomycota

Child Taxonomies: Ustilaginomycetes, Moniliellomycetes, Malasseziomycetes, Exobasidiomycetes, Peribolosporomycetes, environmental samples, unclassified Ustilaginomycotina, Ustilaginomycotina incertae sedis

Costunolide

Cyclodeca[b]furan-2(3H)-one, 3a,4,5,8,9,11a-hexahydro-6,10-dimethyl-3-methylene-, (3aS,6E,10E,11aR)-

C15H20O2 (232.1463)


Costunolide is a germacranolide with anthelminthic, antiparasitic and antiviral activities. It has a role as an anthelminthic drug, an antiinfective agent, an antineoplastic agent, an antiparasitic agent, an antiviral drug and a metabolite. It is a germacranolide and a heterobicyclic compound. (+)-Costunolide is a natural product found in Magnolia garrettii, Critonia morifolia, and other organisms with data available. Constituent of costus root (Saussurea lappa). Costunolide is found in tarragon, sweet bay, and herbs and spices. Costunolide is found in herbs and spices. Costunolide is a constituent of costus root (Saussurea lappa) D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics D000890 - Anti-Infective Agents > D000998 - Antiviral Agents INTERNAL_ID 2266; CONFIDENCE Reference Standard (Level 1) CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2266 D000970 - Antineoplastic Agents D004791 - Enzyme Inhibitors Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3]. Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3].

   

Indole-3-lactic acid

(AlphaS)-alpha-hydroxy-1H-indole-3-propanoic acid

C11H11NO3 (205.0739)


Indolelactic acid (CAS: 1821-52-9) is a tryptophan metabolite found in human plasma, serum, and urine. Tryptophan is metabolized by two major pathways in humans, either through kynurenine or via a series of indoles, and some of its metabolites are known to be biologically active. Indolelactic acid is present in various amounts, significantly higher in umbilical fetal plasma than in maternal plasma in the protein-bound form (PMID 2361979, 1400722, 3597614, 11060358, 1400722). Indolelactic acid is also a microbial metabolite; urinary indole-3-lactate is produced by Clostridium sporogenes (PMID: 29168502). Indolelactic acid is a tryptophan metabolite found in human plasma and serum and normal urine. Tryptophan is metabolized by two major pathways in humans, either through kynurenine or via a series of indoles, and some of its metabolites are known to be biologically active. Indolelactic acid is present in various amounts, significantly higher in umbilical foetal plasma than in maternal plasma in the protein-bound form. (PMID 2361979, 1400722, 3597614, 11060358, 1400722) [HMDB] Indolelactic acid (Indole-3-lactic acid) is a tryptophan (Trp) catabolite in Azotobacter vinelandii cultures. Indolelactic acid has anti-inflammation and potential anti-viral activity[1][3][4].

   

Itaconic acid

2-Hydroxy-3-naphthoyl-2-naphthylamine

C5H6O4 (130.0266)


Itaconic acid is a dicarboxylic acid that is methacrylic acid in which one of the methyl hydrogens is substituted by a carboxylic acid group. It has a role as a fungal metabolite and a human metabolite. It is a dicarboxylic acid and an olefinic compound. It derives from a succinic acid. It is a conjugate acid of an itaconate(2-). This dicarboxylic acid is a white solid that is soluble in water, ethanol, and acetone. Historically, itaconic acid was obtained by the distillation of citric acid, but currently it is produced by fermentation. The name itaconic acid was devised as an anagram of aconitic acid, another derivative of citric acid. Itaconic acid, also known as itaconate, belongs to the class of organic compounds known as branched fatty acids. These are fatty acids containing a branched chain. Itaconic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Since the 1960s, it is produced industrially by the fermentation of carbohydrates such as glucose or molasses using fungi such as Aspergillus itaconicus or Aspergillus terreus. For A. terreus the itaconate pathway is mostly elucidated. The generally accepted route for itaconate is via glycolysis, tricarboxylic acid cycle, and a decarboxylation of cis-aconitate to itaconate via cis-aconitate-decarboxylase. The smut fungus Ustilago maydis uses an alternative route. Cis-aconitate is converted to the thermodynamically favoured trans-aconitate via aconitate-Δ-isomerase (Adi1). trans-Aconitate is further decarboxylated to itaconate by trans-aconitate-decarboxylase (Tad1). Itaconic acid is also produced in cells of macrophage lineage. It was shown that itaconate is a covalent inhibitor of the enzyme isocitrate lyase in vitro. As such, itaconate may possess antibacterial activities against bacteria expressing isocitrate lyase (such as Salmonella enterica and Mycobacterium tuberculosis). It is also sythesized in the laboratory, where dry distillation of citric acid affords itaconic anhydride, which undergoes hydrolysis to itaconic acid. Itaconic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=97-65-4 (retrieved 2024-07-01) (CAS RN: 97-65-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Itaconic acid, a precursor of polymers, chemicals, and fuels, can be synthesized by many fungi. Itaconic acid also is a macrophage-specific metabolite. Itaconic acid mediates crosstalk between macrophage metabolism and peritoneal tumors[1][2].

   

9E-Heptadecenoic acid

(9E)-heptadec-9-enoic acid

C17H32O2 (268.2402)


9E-Heptadecenoic acid belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. 9E-Heptadecenoic acid is considered to be practically insoluble (in water) and relatively neutral. It has been detected in saliva. 9E-Heptadecenoic acid is found in fats and oils. It is a minor constituent of several animal and vegetable fats. Minor constituent of several animal and vegetable fats. (Z)-9-Heptadecenoic acid is found in fats and oils and italian sweet red pepper.

   

palytoxin

palytoxin

C129H223N3O54 (2678.4795)


A polyol marine coelenterate toxin composed of substituted N-3-hydroxypropyl-trans-3-amidoacrylamides and produced by species of Palythoa and Zoanthus soft corals (collectively called zoantharians), either as a defence mechanism or to assist them in capturing prey. An ionophore that forms cation channels through Na+/K+-ATPase, it is a potent vasoconstrictor useful in evaluation of anti-angina agents. It is considered to be one of the most poisonous non-protein substances known, second only to maitotoxin in terms of toxicity in mice. D009676 - Noxae > D011042 - Poisons > D003064 - Cnidarian Venoms D009676 - Noxae > D011042 - Poisons > D008387 - Marine Toxins D009676 - Noxae > D011042 - Poisons > D014688 - Venoms

   

(2R)-2-hydroxy-3-(1H-indol-3-yl)propanoic acid

(2R)-2-hydroxy-3-(1H-indol-3-yl)propanoic acid

C11H11NO3 (205.0739)


   

Dehydrocostus lactone

3,6,9-trimethylidene-dodecahydroazuleno[4,5-b]furan-2-one

C15H18O2 (230.1307)


Dehydrocostus lactone, also known as dehydro-alpha-curcumene, belongs to guaianolides and derivatives class of compounds. Those are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. Dehydrocostus lactone is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Dehydrocostus lactone can be found in burdock and sweet bay, which makes dehydrocostus lactone a potential biomarker for the consumption of these food products.

   
   

dehydrocostus lactone

NCGC00385838-01_C15H18O2_Azuleno[4,5-b]furan-2(3H)-one, decahydro-3,6,9-tris(methylene)-, (3aS,6aR,9aR,9bS)-

C15H18O2 (230.1307)


Dehydrocostus Lactone is a major sesquiterpene lactone isolated from the roots of Saussurea costus. IC50 value: Target: In vitro: Dehydrocostus Lactone promoted apoptosis with increased activation of caspases 8, 9, 7, 3, enhanced PARP cleavage, decreased Bcl-xL expression and increased levels of Bax, Bak, Bok, Bik, Bmf, and t-Bid. We have demonstrated that Dehydrocostus Lactone inhibits cell growth and induce apoptosis in DU145 cells [1]. Dehydrocostus Lactone inhibits NF-kappaB activation by preventing TNF-alpha-induced degradation and phosphorylation of its inhibitory protein I-kappaB alpha in human leukemia HL-60 cells and that dehydrocostus lactone renders HL-60 cells susceptible to TNF-alpha-induced apoptosis by enhancing caspase-8 and caspase-3 activities [2]. Dehydrocostus Lactone inhibited the production of NO in lipopolysaccharide (LPS)-activated RAW 264.7 cells by suppressing inducible nitric oxide synthase enzyme expression. In vivo: Dehydrocostus Lactone decreased the TNF-alpha level in LPS-activated systems in vivo [3]. Dehydrocostus Lactone is a major sesquiterpene lactone isolated from the roots of Saussurea costus. IC50 value: Target: In vitro: Dehydrocostus Lactone promoted apoptosis with increased activation of caspases 8, 9, 7, 3, enhanced PARP cleavage, decreased Bcl-xL expression and increased levels of Bax, Bak, Bok, Bik, Bmf, and t-Bid. We have demonstrated that Dehydrocostus Lactone inhibits cell growth and induce apoptosis in DU145 cells [1]. Dehydrocostus Lactone inhibits NF-kappaB activation by preventing TNF-alpha-induced degradation and phosphorylation of its inhibitory protein I-kappaB alpha in human leukemia HL-60 cells and that dehydrocostus lactone renders HL-60 cells susceptible to TNF-alpha-induced apoptosis by enhancing caspase-8 and caspase-3 activities [2]. Dehydrocostus Lactone inhibited the production of NO in lipopolysaccharide (LPS)-activated RAW 264.7 cells by suppressing inducible nitric oxide synthase enzyme expression. In vivo: Dehydrocostus Lactone decreased the TNF-alpha level in LPS-activated systems in vivo [3].

   

6-methylheptadec-9-enoic acid

6-methylheptadec-9-enoic acid

C18H34O2 (282.2559)


   

Methyl 2-hydroxy-3-phenylpropanoate

Methyl 2-hydroxy-3-phenylpropanoate

C10H12O3 (180.0786)


   

7-(chloromethylidene)dec-4-enoic acid

7-(chloromethylidene)dec-4-enoic acid

C11H17ClO2 (216.0917)


   

Costunolide

NCGC00381718-02_C15H20O2_Cyclodeca[b]furan-2(3H)-one, 3a,4,5,8,9,11a-hexahydro-6,10-dimethyl-3-methylene-, (3aS,6E,10E,11aR)-

C15H20O2 (232.1463)


Costunolide is a germacranolide with anthelminthic, antiparasitic and antiviral activities. It has a role as an anthelminthic drug, an antiinfective agent, an antineoplastic agent, an antiparasitic agent, an antiviral drug and a metabolite. It is a germacranolide and a heterobicyclic compound. (+)-Costunolide is a natural product found in Magnolia garrettii, Critonia morifolia, and other organisms with data available. D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics A germacranolide with anthelminthic, antiparasitic and antiviral activities. D000890 - Anti-Infective Agents > D000998 - Antiviral Agents D000970 - Antineoplastic Agents D004791 - Enzyme Inhibitors Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3]. Costunolide ((+)-Costunolide) is a naturally occurring sesquiterpene lactone, with antioxidative, anti-inflammatory, antiallergic, bone remodeling, neuroprotective, hair growth promoting, anticancer, and antidiabetic properties. Costunolide can induce cell cycle arrest and apoptosis on breast cancer cells[1][2][3].

   

2-Hydroxy-2-(hydroxymethyl)butanedioic acid

2-Hydroxy-2-(hydroxymethyl)butanedioic acid

C5H8O6 (164.0321)


   

4-methylheptadeca-7,11-dienoic acid

4-methylheptadeca-7,11-dienoic acid

C18H32O2 (280.2402)


   

δ-Decalactone

delta-Decalactone

C10H18O2 (170.1307)


[Raw Data] CB015_delta-Decalactone_pos_20eV_CB000009.txt [Raw Data] CB015_delta-Decalactone_pos_10eV_CB000009.txt δ-Decalactone is a lactone compound found in nonfat dry milks and fruit. δ-Decalactone has a sweet taste[1][2]. δ-Decalactone is a lactone compound found in nonfat dry milks and fruit. δ-Decalactone has a sweet taste[1][2].

   

Itaconic acid

2-methylidenebutanedioic acid;2-methylenesuccinic acid

C5H6O4 (130.0266)


A dicarboxylic acid that is methacrylic acid in which one of the methyl hydrogens is substituted by a carboxylic acid group. Itaconic acid, a precursor of polymers, chemicals, and fuels, can be synthesized by many fungi. Itaconic acid also is a macrophage-specific metabolite. Itaconic acid mediates crosstalk between macrophage metabolism and peritoneal tumors[1][2].

   
   

Methyl (2R)-2-hydroxy-3-phenylpropanoate

Methyl (2R)-2-hydroxy-3-phenylpropanoate

C10H12O3 (180.0786)


   

Indole-3-lactic Acid

DL-Indole-3-lactic acid

C11H11NO3 (205.0739)


Indolelactic acid (Indole-3-lactic acid) is a tryptophan (Trp) catabolite in Azotobacter vinelandii cultures. Indolelactic acid has anti-inflammation and potential anti-viral activity[1][3][4].

   

(4e)-7-(chloromethylidene)dec-4-enoic acid

(4e)-7-(chloromethylidene)dec-4-enoic acid

C11H17ClO2 (216.0917)


   

(9e)-16-methylnonadec-9-enoic acid

(9e)-16-methylnonadec-9-enoic acid

C20H38O2 (310.2872)


   

(4e)-7-(chloromethylidene)-n-(2-phenylethyl)dec-4-enimidic acid

(4e)-7-(chloromethylidene)-n-(2-phenylethyl)dec-4-enimidic acid

C19H26ClNO (319.1703)


   

3-(acetyloxy)-5-hydroxy-6-(hydroxymethyl)-2-(2,3,4-trihydroxybutoxy)oxan-4-yl hexadecanoate

3-(acetyloxy)-5-hydroxy-6-(hydroxymethyl)-2-(2,3,4-trihydroxybutoxy)oxan-4-yl hexadecanoate

C28H52O11 (564.3509)


   

(5r)-5-hexyloxolan-2-one

(5r)-5-hexyloxolan-2-one

C10H18O2 (170.1307)


   

(2s,5r)-4-hydroxy-5-(1h-indol-3-yl)-1h,2h,5h,6h-azepino[4,5-b]indole-2-carboxylic acid

(2s,5r)-4-hydroxy-5-(1h-indol-3-yl)-1h,2h,5h,6h-azepino[4,5-b]indole-2-carboxylic acid

C21H17N3O3 (359.127)


   

(10r,11r)-10,14-bis(1h-indol-3-yl)-12-oxa-8-azatetracyclo[7.6.0.0²,⁷.0¹¹,¹⁵]pentadeca-1(9),2,4,6,14-pentaen-13-one

(10r,11r)-10,14-bis(1h-indol-3-yl)-12-oxa-8-azatetracyclo[7.6.0.0²,⁷.0¹¹,¹⁵]pentadeca-1(9),2,4,6,14-pentaen-13-one

C29H19N3O2 (441.1477)


   

3-(acetyloxy)-2-(hydroxymethyl)-5-[(2-methylpropanoyl)oxy]-6-(2,3,4-trihydroxybutoxy)oxan-4-yl hexadecanoate

3-(acetyloxy)-2-(hydroxymethyl)-5-[(2-methylpropanoyl)oxy]-6-(2,3,4-trihydroxybutoxy)oxan-4-yl hexadecanoate

C32H58O12 (634.3928)


   

(2r)-2-hydroxy-2-(hydroxymethyl)butanedioic acid

(2r)-2-hydroxy-2-(hydroxymethyl)butanedioic acid

C5H8O6 (164.0321)


   

4-[(3e,5e)-6-chloro-3-(chloromethylidene)hex-5-en-1-yl]-2-(hept-6-yn-1-yl)-1,3-thiazole

4-[(3e,5e)-6-chloro-3-(chloromethylidene)hex-5-en-1-yl]-2-(hept-6-yn-1-yl)-1,3-thiazole

C17H21Cl2NS (341.0772)


   

1-(1h-indole-3-carbonyl)-9h-pyrido[3,4-b]indole-3-carboxylic acid

1-(1h-indole-3-carbonyl)-9h-pyrido[3,4-b]indole-3-carboxylic acid

C21H13N3O3 (355.0957)


   

3-butylphenol

3-butylphenol

C10H14O (150.1045)


   

(2r,3s,4s,5r,6r)-3-(acetyloxy)-6-[(acetyloxy)methyl]-5-hydroxy-2-[(2r,3s)-2,3,4-trihydroxybutoxy]oxan-4-yl hexadecanoate

(2r,3s,4s,5r,6r)-3-(acetyloxy)-6-[(acetyloxy)methyl]-5-hydroxy-2-[(2r,3s)-2,3,4-trihydroxybutoxy]oxan-4-yl hexadecanoate

C30H54O12 (606.3615)


   

2-(hydroxymethyl)-6-(2,3,4-trihydroxybutoxy)oxane-3,4,5-triol

2-(hydroxymethyl)-6-(2,3,4-trihydroxybutoxy)oxane-3,4,5-triol

C10H20O9 (284.1107)


   

(2r,3s,4s,5s,6r)-2-(hydroxymethyl)-6-[(2s,3r)-2,3,4-trihydroxybutoxy]oxane-3,4,5-triol

(2r,3s,4s,5s,6r)-2-(hydroxymethyl)-6-[(2s,3r)-2,3,4-trihydroxybutoxy]oxane-3,4,5-triol

C10H20O9 (284.1107)


   

(1r,3ar,5as,7s,9as,11ar)-3a,9a,11a-trimethyl-1-[(2r)-6-methyl-5-methylideneheptan-2-yl]-1h,2h,3h,4h,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

(1r,3ar,5as,7s,9as,11ar)-3a,9a,11a-trimethyl-1-[(2r)-6-methyl-5-methylideneheptan-2-yl]-1h,2h,3h,4h,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C29H48O (412.3705)


   

n-[(4z,7r,8z)-4-(chloromethylidene)-10-[(2s)-3-methoxy-2-(2-methylpropyl)-5-oxo-2h-pyrrol-1-yl]-7,9-dimethyl-10-oxodec-8-en-1-yl]-n-methylacetamide

n-[(4z,7r,8z)-4-(chloromethylidene)-10-[(2s)-3-methoxy-2-(2-methylpropyl)-5-oxo-2h-pyrrol-1-yl]-7,9-dimethyl-10-oxodec-8-en-1-yl]-n-methylacetamide

C25H39ClN2O4 (466.2598)


   

(2s)-4-hydroxy-5-(1h-indol-3-yl)-1h,2h,5h,6h-azepino[4,5-b]indole-2-carboxylic acid

(2s)-4-hydroxy-5-(1h-indol-3-yl)-1h,2h,5h,6h-azepino[4,5-b]indole-2-carboxylic acid

C21H17N3O3 (359.127)


   

12-formyl-5h,11h-indolo[3,2-b]carbazole-6-carboxylic acid

12-formyl-5h,11h-indolo[3,2-b]carbazole-6-carboxylic acid

C20H12N2O3 (328.0848)


   

(1e,4r,7r,9r,10s,12e)-2-benzyl-1,13-dichloro-7,9-dimethyltrideca-1,12-diene-4,10-diol

(1e,4r,7r,9r,10s,12e)-2-benzyl-1,13-dichloro-7,9-dimethyltrideca-1,12-diene-4,10-diol

C22H32Cl2O2 (398.1779)


   

(2s,3s,4s)-3,6-dihydroxy-8-methoxy-2-methyl-5,10-dioxo-2h,3h,4h-naphtho[2,3-b]pyran-4-yl acetate

(2s,3s,4s)-3,6-dihydroxy-8-methoxy-2-methyl-5,10-dioxo-2h,3h,4h-naphtho[2,3-b]pyran-4-yl acetate

C17H16O8 (348.0845)


   

(1e,4s,5r,7r,10r,12e)-1-chloro-12-(chloromethylidene)-5,7-dimethylheptadec-1-en-16-yne-4,10-diol

(1e,4s,5r,7r,10r,12e)-1-chloro-12-(chloromethylidene)-5,7-dimethylheptadec-1-en-16-yne-4,10-diol

C20H32Cl2O2 (374.1779)


   

(3r)-3-hydroxy-5-oxooxolane-3-carboxylic acid

(3r)-3-hydroxy-5-oxooxolane-3-carboxylic acid

C5H6O5 (146.0215)


   

1,3-bis(1h-indol-3-yl)propan-2-one

1,3-bis(1h-indol-3-yl)propan-2-one

C19H16N2O (288.1263)


   

(2r,3r,4s,5s,6r)-3-(acetyloxy)-2-(hydroxymethyl)-5-[(2-methylpropanoyl)oxy]-6-[(2r,3s)-2,3,4-trihydroxybutoxy]oxan-4-yl hexadecanoate

(2r,3r,4s,5s,6r)-3-(acetyloxy)-2-(hydroxymethyl)-5-[(2-methylpropanoyl)oxy]-6-[(2r,3s)-2,3,4-trihydroxybutoxy]oxan-4-yl hexadecanoate

C32H58O12 (634.3928)


   

2,3-dihydroxy-4,7,8-tris(1h-indol-3-yl)-1-azaspiro[4.4]nona-1,3,7-triene-6,9-dione

2,3-dihydroxy-4,7,8-tris(1h-indol-3-yl)-1-azaspiro[4.4]nona-1,3,7-triene-6,9-dione

C32H20N4O4 (524.1484)


   

(9e)-6-methylheptadec-9-enoic acid

(9e)-6-methylheptadec-9-enoic acid

C18H34O2 (282.2559)


   

(1r,3as,3bs,5as,9ar,9bs,11ar)-1-[(2r,5r)-5,6-dimethylheptan-2-yl]-7,7-dimethoxy-9a,11a-dimethyl-dodecahydro-1h-cyclopenta[a]phenanthren-5-one

(1r,3as,3bs,5as,9ar,9bs,11ar)-1-[(2r,5r)-5,6-dimethylheptan-2-yl]-7,7-dimethoxy-9a,11a-dimethyl-dodecahydro-1h-cyclopenta[a]phenanthren-5-one

C30H52O3 (460.3916)


   

(2r,3r,4s,5s,6r)-3,5-bis(acetyloxy)-2-[(acetyloxy)methyl]-6-[(2r,3s)-2,3,4-trihydroxybutoxy]oxan-4-yl hexadecanoate

(2r,3r,4s,5s,6r)-3,5-bis(acetyloxy)-2-[(acetyloxy)methyl]-6-[(2r,3s)-2,3,4-trihydroxybutoxy]oxan-4-yl hexadecanoate

C32H56O13 (648.3721)


   

4-[6-chloro-3-(chloromethylidene)hex-5-en-1-yl]-2-(hept-6-yn-1-yl)-1,3-thiazole

4-[6-chloro-3-(chloromethylidene)hex-5-en-1-yl]-2-(hept-6-yn-1-yl)-1,3-thiazole

C17H21Cl2NS (341.0772)


   

(2s,3r,5r,6e,8r,9s)-10-[(2r,3r,4r,5s,6r)-6-[(1s,2r,3s,4s,5r,11s)-12-[(1r,3s,5s,7r)-5-[(8s,9s)-9-[(2r,3r,4r,5r,6s)-6-[(2s,3s,4e,6s,9r,10r)-10-[(2s,4r,5s,6r)-6-[(2r,3r)-4-[(2r,3s,4r,5r,6s)-6-[(2s,3z,5e,8r,9s,10r,12z,17s,18r,19r,20r)-21-[(2r,3r,4r,5s,6r)-6-[(1z,3r,4r)-5-[(1s,3r,5r,7r)-7-{2-[(2r,3r,5s)-5-(aminomethyl)-3-hydroxyoxolan-2-yl]ethyl}-2,6-dioxabicyclo[3.2.1]octan-3-yl]-3,4-dihydroxypent-1-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]-2,8,9,10,17,18,19-heptahydroxy-20-methyl-14-methylidenehenicosa-3,5,12-trien-1-yl]-3,4,5-trihydroxyoxan-2-yl]-2,3-dihydroxybutyl]-4,5-dihydroxyoxan-2-yl]-2,6,9,10-tetrahydroxy-3-methyldec-4-en-1-yl]-3,4,5,6-tetrahydroxyoxan-2-yl]-8,9-dihydroxynonyl]-1,3-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-yl]-1,2,3,4,5-pentahydroxy-11-methyldodecyl]-3,4,5-trihydroxyoxan-2-yl]-2,5,8,9-tetrahydroxy-n-[(1e)-2-[(3-hydroxypropyl)-c-hydroxycarbonimidoyl]eth-1-en-1-yl]-3,7-dimethyldec-6-enimidic acid

(2s,3r,5r,6e,8r,9s)-10-[(2r,3r,4r,5s,6r)-6-[(1s,2r,3s,4s,5r,11s)-12-[(1r,3s,5s,7r)-5-[(8s,9s)-9-[(2r,3r,4r,5r,6s)-6-[(2s,3s,4e,6s,9r,10r)-10-[(2s,4r,5s,6r)-6-[(2r,3r)-4-[(2r,3s,4r,5r,6s)-6-[(2s,3z,5e,8r,9s,10r,12z,17s,18r,19r,20r)-21-[(2r,3r,4r,5s,6r)-6-[(1z,3r,4r)-5-[(1s,3r,5r,7r)-7-{2-[(2r,3r,5s)-5-(aminomethyl)-3-hydroxyoxolan-2-yl]ethyl}-2,6-dioxabicyclo[3.2.1]octan-3-yl]-3,4-dihydroxypent-1-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]-2,8,9,10,17,18,19-heptahydroxy-20-methyl-14-methylidenehenicosa-3,5,12-trien-1-yl]-3,4,5-trihydroxyoxan-2-yl]-2,3-dihydroxybutyl]-4,5-dihydroxyoxan-2-yl]-2,6,9,10-tetrahydroxy-3-methyldec-4-en-1-yl]-3,4,5,6-tetrahydroxyoxan-2-yl]-8,9-dihydroxynonyl]-1,3-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-yl]-1,2,3,4,5-pentahydroxy-11-methyldodecyl]-3,4,5-trihydroxyoxan-2-yl]-2,5,8,9-tetrahydroxy-n-[(1e)-2-[(3-hydroxypropyl)-c-hydroxycarbonimidoyl]eth-1-en-1-yl]-3,7-dimethyldec-6-enimidic acid

C129H223N3O55 (2694.4744)


   

n-(3-{3,6,9,12,15,18,21-heptahydroxy-17,20-bis[3-(n-hydroxyacetamido)propyl]-1,4,7,10,13,16,19-heptaazacyclohenicosa-1(21),3,6,9,12,15,18-heptaen-2-yl}propyl)-n-hydroxyacetamide

n-(3-{3,6,9,12,15,18,21-heptahydroxy-17,20-bis[3-(n-hydroxyacetamido)propyl]-1,4,7,10,13,16,19-heptaazacyclohenicosa-1(21),3,6,9,12,15,18-heptaen-2-yl}propyl)-n-hydroxyacetamide

C29H48N10O13 (744.3402)


   

bis(1h-indol-3-yl)furan-2,5-dione

bis(1h-indol-3-yl)furan-2,5-dione

C20H12N2O3 (328.0848)


   

3-(acetyloxy)-2-[(acetyloxy)methyl]-5-(butanoyloxy)-6-(2,3,4-trihydroxybutoxy)oxan-4-yl hexadecanoate

3-(acetyloxy)-2-[(acetyloxy)methyl]-5-(butanoyloxy)-6-(2,3,4-trihydroxybutoxy)oxan-4-yl hexadecanoate

C34H60O13 (676.4034)


   

2-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[2-(1h-indol-3-yl)ethoxy]oxane-3,4,5-triol

2-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[2-(1h-indol-3-yl)ethoxy]oxane-3,4,5-triol

C21H29NO10 (455.1791)


   

7-(chloromethylidene)-n-(2-phenylethyl)dec-4-enimidic acid

7-(chloromethylidene)-n-(2-phenylethyl)dec-4-enimidic acid

C19H26ClNO (319.1703)


   

(6s)-6-[(2r,4r,7r,9e)-9-benzyl-10-chloro-7-hydroxy-4-methyldec-9-en-2-yl]-4-methoxy-5,6-dihydropyran-2-one

(6s)-6-[(2r,4r,7r,9e)-9-benzyl-10-chloro-7-hydroxy-4-methyldec-9-en-2-yl]-4-methoxy-5,6-dihydropyran-2-one

C24H33ClO4 (420.2067)


   

(4e,7e)-7-(chloromethylidene)-n-(3-methylbutyl)dec-4-enimidic acid

(4e,7e)-7-(chloromethylidene)-n-(3-methylbutyl)dec-4-enimidic acid

C16H28ClNO (285.1859)


   

γ-decalactone

γ-decalactone

C10H18O2 (170.1307)


   
   

3-hydroxy-4,7,8-tris(1h-indol-3-yl)-1-oxaspiro[4.4]nona-3,7-diene-2,6,9-trione

3-hydroxy-4,7,8-tris(1h-indol-3-yl)-1-oxaspiro[4.4]nona-3,7-diene-2,6,9-trione

C32H19N3O5 (525.1325)


   

n-[(4z,8z)-4-(chloromethylidene)-10-[3-methoxy-2-(2-methylpropyl)-5-oxo-2h-pyrrol-1-yl]-7,9-dimethyl-10-oxodec-8-en-1-yl]-n-methylacetamide

n-[(4z,8z)-4-(chloromethylidene)-10-[3-methoxy-2-(2-methylpropyl)-5-oxo-2h-pyrrol-1-yl]-7,9-dimethyl-10-oxodec-8-en-1-yl]-n-methylacetamide

C25H39ClN2O4 (466.2598)


   

10,14-bis(1h-indol-3-yl)-12-oxa-8-azatetracyclo[7.6.0.0²,⁷.0¹¹,¹⁵]pentadeca-1(9),2,4,6,14-pentaen-13-one

10,14-bis(1h-indol-3-yl)-12-oxa-8-azatetracyclo[7.6.0.0²,⁷.0¹¹,¹⁵]pentadeca-1(9),2,4,6,14-pentaen-13-one

C29H19N3O2 (441.1477)


   

(2r,3r,4s,5s,6r)-3-(acetyloxy)-2-[(acetyloxy)methyl]-5-(hexanoyloxy)-6-[(2r,3s)-2,3,4-trihydroxybutoxy]oxan-4-yl hexadecanoate

(2r,3r,4s,5s,6r)-3-(acetyloxy)-2-[(acetyloxy)methyl]-5-(hexanoyloxy)-6-[(2r,3s)-2,3,4-trihydroxybutoxy]oxan-4-yl hexadecanoate

C36H64O13 (704.4347)


   

3-{9h-pyrido[3,4-b]indole-1-carbonyl}-1h-indole

3-{9h-pyrido[3,4-b]indole-1-carbonyl}-1h-indole

C20H13N3O (311.1059)


   

3,4-bis(1h-indol-3-yl)-2,5-dioxo-2',3',4',9'-tetrahydrospiro[cyclopentane-1,1'-pyrido[3,4-b]indol]-3-ene-3'-carboxylic acid

3,4-bis(1h-indol-3-yl)-2,5-dioxo-2',3',4',9'-tetrahydrospiro[cyclopentane-1,1'-pyrido[3,4-b]indol]-3-ene-3'-carboxylic acid

C32H22N4O4 (526.1641)


   

(+)-δ-decalactone

(+)-δ-decalactone

C10H18O2 (170.1307)


   

methyl 2-[2-formyl-5-(hydroxymethyl)pyrrol-1-yl]propanoate

methyl 2-[2-formyl-5-(hydroxymethyl)pyrrol-1-yl]propanoate

C10H13NO4 (211.0845)


   

(2r,3r,4s,5s,6r)-3-(acetyloxy)-2-[(acetyloxy)methyl]-5-(butanoyloxy)-6-[(2r,3s)-2,3,4-trihydroxybutoxy]oxan-4-yl hexadecanoate

(2r,3r,4s,5s,6r)-3-(acetyloxy)-2-[(acetyloxy)methyl]-5-(butanoyloxy)-6-[(2r,3s)-2,3,4-trihydroxybutoxy]oxan-4-yl hexadecanoate

C34H60O13 (676.4034)


   

icosa-10,14-dienoic acid

icosa-10,14-dienoic acid

C20H36O2 (308.2715)


   

{12-formyl-5h,11h-indolo[3,2-b]carbazol-6-yl}(oxo)acetic acid

{12-formyl-5h,11h-indolo[3,2-b]carbazol-6-yl}(oxo)acetic acid

C21H12N2O4 (356.0797)


   

(6r,9e)-6-methylheptadec-9-enoic acid

(6r,9e)-6-methylheptadec-9-enoic acid

C18H34O2 (282.2559)


   

(7z,11z)-4-methylheptadeca-7,11-dienal

(7z,11z)-4-methylheptadeca-7,11-dienal

C18H32O (264.2453)


   

16-methylnonadec-9-enoic acid

16-methylnonadec-9-enoic acid

C20H38O2 (310.2872)


   

7-(chloromethylidene)-n-(3-methylbutyl)dec-4-enimidic acid

7-(chloromethylidene)-n-(3-methylbutyl)dec-4-enimidic acid

C16H28ClNO (285.1859)


   

4-hydroxy-5-(1h-indol-3-yl)-1h,2h,5h,6h-azepino[4,5-b]indole-2-carboxylic acid

4-hydroxy-5-(1h-indol-3-yl)-1h,2h,5h,6h-azepino[4,5-b]indole-2-carboxylic acid

C21H17N3O3 (359.127)


   

n-[(4z,8e)-4-(chloromethylidene)-10-[3-methoxy-2-(2-methylpropyl)-5-oxo-2h-pyrrol-1-yl]-7,9-dimethyl-10-oxodec-8-en-1-yl]-n-methylacetamide

n-[(4z,8e)-4-(chloromethylidene)-10-[3-methoxy-2-(2-methylpropyl)-5-oxo-2h-pyrrol-1-yl]-7,9-dimethyl-10-oxodec-8-en-1-yl]-n-methylacetamide

C25H39ClN2O4 (466.2598)


   

(2s,5s)-4,5-dihydroxy-5-(1h-indol-3-yl)-1h,2h,6h-azepino[4,5-b]indole-2-carboxylic acid

(2s,5s)-4,5-dihydroxy-5-(1h-indol-3-yl)-1h,2h,6h-azepino[4,5-b]indole-2-carboxylic acid

C21H17N3O4 (375.1219)


   

3-(acetyloxy)-6-[(acetyloxy)methyl]-5-hydroxy-2-(2,3,4-trihydroxybutoxy)oxan-4-yl hexadecanoate

3-(acetyloxy)-6-[(acetyloxy)methyl]-5-hydroxy-2-(2,3,4-trihydroxybutoxy)oxan-4-yl hexadecanoate

C30H54O12 (606.3615)


   

bis(1h-indol-3-yl)furan-2,3-dione

bis(1h-indol-3-yl)furan-2,3-dione

C20H12N2O3 (328.0848)


   

2-hydroxy-1-(1h-indol-3-yl)-9h-carbazole-3-carboxylic acid

2-hydroxy-1-(1h-indol-3-yl)-9h-carbazole-3-carboxylic acid

C21H14N2O3 (342.1004)


   

(4e,7e)-7-(chloromethylidene)-n-(2-phenylethyl)dec-4-enimidic acid

(4e,7e)-7-(chloromethylidene)-n-(2-phenylethyl)dec-4-enimidic acid

C19H26ClNO (319.1703)


   

(10z,14z)-icosa-10,14-dienoic acid

(10z,14z)-icosa-10,14-dienoic acid

C20H36O2 (308.2715)


   

3-(acetyloxy)-2-[(acetyloxy)methyl]-5-(hexanoyloxy)-6-(2,3,4-trihydroxybutoxy)oxan-4-yl hexadecanoate

3-(acetyloxy)-2-[(acetyloxy)methyl]-5-(hexanoyloxy)-6-(2,3,4-trihydroxybutoxy)oxan-4-yl hexadecanoate

C36H64O13 (704.4347)


   

6-methoxy-1,3-benzoxazol-2-ol

6-methoxy-1,3-benzoxazol-2-ol

C8H7NO3 (165.0426)


   

(1e,4s,5r,7r,10r,12e)-17-bromo-1-chloro-12-(chloromethylidene)-5,7-dimethylheptadec-1-en-16-yne-4,10-diol

(1e,4s,5r,7r,10r,12e)-17-bromo-1-chloro-12-(chloromethylidene)-5,7-dimethylheptadec-1-en-16-yne-4,10-diol

C20H31BrCl2O2 (452.0884)


   

2-hydroxy-3-[2-(1h-indol-3-ylmethyl)-1h-indol-3-yl]propanoic acid

2-hydroxy-3-[2-(1h-indol-3-ylmethyl)-1h-indol-3-yl]propanoic acid

C20H18N2O3 (334.1317)


   

(2r,3s,4s,5r,6r)-3-(acetyloxy)-5-hydroxy-6-(hydroxymethyl)-2-[(2r,3s)-2,3,4-trihydroxybutoxy]oxan-4-yl hexadecanoate

(2r,3s,4s,5r,6r)-3-(acetyloxy)-5-hydroxy-6-(hydroxymethyl)-2-[(2r,3s)-2,3,4-trihydroxybutoxy]oxan-4-yl hexadecanoate

C28H52O11 (564.3509)


   

5h,11h-indolo[3,2-b]carbazol-6-yl(oxo)acetic acid

5h,11h-indolo[3,2-b]carbazol-6-yl(oxo)acetic acid

C20H12N2O3 (328.0848)


   

4-methylheptadeca-7,11-dienal

4-methylheptadeca-7,11-dienal

C18H32O (264.2453)


   

(2s,3r,5r,6e,8r,9s)-10-[(2r,3r,4r,5s,6r)-6-[(1s,2r,3s,4s,5r,11s)-12-[(1r,3s,5s,7r)-5-[(8s,9s)-9-[(2r,3r,4r,5r,6s)-6-[(2s,3r,4e,6s,9r,10r)-10-[(2s,4r,5s,6r)-6-[(2r,3r)-4-[(2r,3s,4r,5r,6s)-6-[(2s,3z,5e,8r,9s,10r,12z,17s,18r,19r,20r)-21-[(2r,3r,4r,5s,6r)-6-[(1z,3r,4r)-5-[(1s,3r,5r,7r)-7-{2-[(2r,3r,5s)-5-(aminomethyl)-3-hydroxyoxolan-2-yl]ethyl}-2,6-dioxabicyclo[3.2.1]octan-3-yl]-3,4-dihydroxypent-1-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]-2,8,9,10,17,18,19-heptahydroxy-20-methyl-14-methylidenehenicosa-3,5,12-trien-1-yl]-3,4,5-trihydroxyoxan-2-yl]-2,3-dihydroxybutyl]-4,5-dihydroxyoxan-2-yl]-2,6,9,10-tetrahydroxy-3-methyldec-4-en-1-yl]-3,4,5,6-tetrahydroxyoxan-2-yl]-8,9-dihydroxynonyl]-1,3-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-yl]-1,2,3,4,5-pentahydroxy-11-methyldodecyl]-3,4,5-trihydroxyoxan-2-yl]-2,5,8,9-tetrahydroxy-n-[(1e)-2-[(3-hydroxypropyl)-c-hydroxycarbonimidoyl]eth-1-en-1-yl]-3,7-dimethyldec-6-enimidic acid

(2s,3r,5r,6e,8r,9s)-10-[(2r,3r,4r,5s,6r)-6-[(1s,2r,3s,4s,5r,11s)-12-[(1r,3s,5s,7r)-5-[(8s,9s)-9-[(2r,3r,4r,5r,6s)-6-[(2s,3r,4e,6s,9r,10r)-10-[(2s,4r,5s,6r)-6-[(2r,3r)-4-[(2r,3s,4r,5r,6s)-6-[(2s,3z,5e,8r,9s,10r,12z,17s,18r,19r,20r)-21-[(2r,3r,4r,5s,6r)-6-[(1z,3r,4r)-5-[(1s,3r,5r,7r)-7-{2-[(2r,3r,5s)-5-(aminomethyl)-3-hydroxyoxolan-2-yl]ethyl}-2,6-dioxabicyclo[3.2.1]octan-3-yl]-3,4-dihydroxypent-1-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]-2,8,9,10,17,18,19-heptahydroxy-20-methyl-14-methylidenehenicosa-3,5,12-trien-1-yl]-3,4,5-trihydroxyoxan-2-yl]-2,3-dihydroxybutyl]-4,5-dihydroxyoxan-2-yl]-2,6,9,10-tetrahydroxy-3-methyldec-4-en-1-yl]-3,4,5,6-tetrahydroxyoxan-2-yl]-8,9-dihydroxynonyl]-1,3-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-yl]-1,2,3,4,5-pentahydroxy-11-methyldodecyl]-3,4,5-trihydroxyoxan-2-yl]-2,5,8,9-tetrahydroxy-n-[(1e)-2-[(3-hydroxypropyl)-c-hydroxycarbonimidoyl]eth-1-en-1-yl]-3,7-dimethyldec-6-enimidic acid

C129H223N3O55 (2694.4744)


   

1-(5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-dodecahydro-1h-cyclopenta[a]phenanthrene-5,7-dione

1-(5,6-dimethylheptan-2-yl)-9a,11a-dimethyl-dodecahydro-1h-cyclopenta[a]phenanthrene-5,7-dione

C28H46O2 (414.3498)


   

6-hexanoyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione

6-hexanoyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione

C16H16O7 (320.0896)


   

3a,9a,11a-trimethyl-1-(6-methyl-5-methylideneheptan-2-yl)-1h,2h,3h,4h,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

3a,9a,11a-trimethyl-1-(6-methyl-5-methylideneheptan-2-yl)-1h,2h,3h,4h,5h,5ah,6h,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-ol

C29H48O (412.3705)


   

(1r,3as,3bs,5as,9ar,9bs,11ar)-1-[(2r,5r)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-dodecahydro-1h-cyclopenta[a]phenanthrene-5,7-dione

(1r,3as,3bs,5as,9ar,9bs,11ar)-1-[(2r,5r)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-dodecahydro-1h-cyclopenta[a]phenanthrene-5,7-dione

C28H46O2 (414.3498)


   

(7z,11z)-4-methylheptadeca-7,11-dienoic acid

(7z,11z)-4-methylheptadeca-7,11-dienoic acid

C18H32O2 (280.2402)


   

(2s,3r,5r,6e,8r,9s)-10-[(2r,3r,4s,5s)-6-[(1s,3s,4r,5r,11s)-12-[(1r,3s,5s,7r)-5-[(8s)-9-[(2r,3r,4s,5r,6s)-6-[(2s,3s,4e,6s,9r,10r)-10-[(4r,5s,6r)-6-[(2r,3r)-4-[(2r,3s,4s,5r,6s)-6-[(2s,3z,5e,8r,10r,12z,17s,18r,19r,20r)-21-[(2r,3r,4s,5s,6r)-6-[(1z,3r,4r)-5-[(1s,3r,5s,7r)-7-{2-[(2r,3r,5s)-5-(aminomethyl)-3-hydroxyoxolan-2-yl]ethyl}-2,6-dioxabicyclo[3.2.1]octan-3-yl]-3,4-dihydroxypent-1-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]-2,8,9,10,17,18,19-heptahydroxy-20-methyl-14-methylidenehenicosa-3,5,12-trien-1-yl]-3,4,5-trihydroxyoxan-2-yl]-2,3-dihydroxybutyl]-4,5-dihydroxyoxan-2-yl]-2,6,9,10-tetrahydroxy-3-methyldec-4-en-1-yl]-3,4,5,6-tetrahydroxyoxan-2-yl]-8-hydroxynonyl]-1,3-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-yl]-1,2,3,4,5-pentahydroxy-11-methyldodecyl]-3,4,5-trihydroxyoxan-2-yl]-2,5,8,9-tetrahydroxy-n-[(1z)-2-[(3-hydroxypropyl)-c-hydroxycarbonimidoyl]eth-1-en-1-yl]-3,7-dimethyldec-6-enimidic acid

(2s,3r,5r,6e,8r,9s)-10-[(2r,3r,4s,5s)-6-[(1s,3s,4r,5r,11s)-12-[(1r,3s,5s,7r)-5-[(8s)-9-[(2r,3r,4s,5r,6s)-6-[(2s,3s,4e,6s,9r,10r)-10-[(4r,5s,6r)-6-[(2r,3r)-4-[(2r,3s,4s,5r,6s)-6-[(2s,3z,5e,8r,10r,12z,17s,18r,19r,20r)-21-[(2r,3r,4s,5s,6r)-6-[(1z,3r,4r)-5-[(1s,3r,5s,7r)-7-{2-[(2r,3r,5s)-5-(aminomethyl)-3-hydroxyoxolan-2-yl]ethyl}-2,6-dioxabicyclo[3.2.1]octan-3-yl]-3,4-dihydroxypent-1-en-1-yl]-3,4,5-trihydroxyoxan-2-yl]-2,8,9,10,17,18,19-heptahydroxy-20-methyl-14-methylidenehenicosa-3,5,12-trien-1-yl]-3,4,5-trihydroxyoxan-2-yl]-2,3-dihydroxybutyl]-4,5-dihydroxyoxan-2-yl]-2,6,9,10-tetrahydroxy-3-methyldec-4-en-1-yl]-3,4,5,6-tetrahydroxyoxan-2-yl]-8-hydroxynonyl]-1,3-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-yl]-1,2,3,4,5-pentahydroxy-11-methyldodecyl]-3,4,5-trihydroxyoxan-2-yl]-2,5,8,9-tetrahydroxy-n-[(1z)-2-[(3-hydroxypropyl)-c-hydroxycarbonimidoyl]eth-1-en-1-yl]-3,7-dimethyldec-6-enimidic acid

C129H223N3O54 (2678.4795)


   

(2r,3s,4s,5r,6s)-2-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-(4-ethenyl-2-methoxyphenoxy)oxane-3,4,5-triol

(2r,3s,4s,5r,6s)-2-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-(4-ethenyl-2-methoxyphenoxy)oxane-3,4,5-triol

C20H28O11 (444.1632)


   

3,5-bis(acetyloxy)-6-[(1-{[(2r,3r,4r,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}octadecan-2-yl)oxy]hexanoic acid

3,5-bis(acetyloxy)-6-[(1-{[(2r,3r,4r,6r)-3,4-dihydroxy-6-(hydroxymethyl)-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}octadecan-2-yl)oxy]hexanoic acid

C40H72O18 (840.4718)


   

(3's)-3,4-bis(1h-indol-3-yl)-2,5-dioxo-2',3',4',9'-tetrahydrospiro[cyclopentane-1,1'-pyrido[3,4-b]indol]-3-ene-3'-carboxylic acid

(3's)-3,4-bis(1h-indol-3-yl)-2,5-dioxo-2',3',4',9'-tetrahydrospiro[cyclopentane-1,1'-pyrido[3,4-b]indol]-3-ene-3'-carboxylic acid

C32H22N4O4 (526.1641)


   

(2r,3s,4s,5s,6r)-2-(hydroxymethyl)-6-[(2r,3s)-2,3,4-trihydroxybutoxy]oxane-3,4,5-triol

(2r,3s,4s,5s,6r)-2-(hydroxymethyl)-6-[(2r,3s)-2,3,4-trihydroxybutoxy]oxane-3,4,5-triol

C10H20O9 (284.1107)


   

(4e)-7-(chloromethylidene)-n-(3-methylbutyl)dec-4-enimidic acid

(4e)-7-(chloromethylidene)-n-(3-methylbutyl)dec-4-enimidic acid

C16H28ClNO (285.1859)


   

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 9-hydroxy-3-methyldec-2-enoate

3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl 9-hydroxy-3-methyldec-2-enoate

C17H30O8 (362.1941)


   

1-(5,6-dimethylheptan-2-yl)-7,7-dimethoxy-9a,11a-dimethyl-dodecahydro-1h-cyclopenta[a]phenanthren-5-one

1-(5,6-dimethylheptan-2-yl)-7,7-dimethoxy-9a,11a-dimethyl-dodecahydro-1h-cyclopenta[a]phenanthren-5-one

C30H52O3 (460.3916)


   

n-[(4e,6e,9s,11r)-4-(chloromethylidene)-11-[(2r)-4-methoxy-6-oxo-2,3-dihydropyran-2-yl]-7,9-dimethyldodec-6-en-1-yl]-n-methylpropanamide

n-[(4e,6e,9s,11r)-4-(chloromethylidene)-11-[(2r)-4-methoxy-6-oxo-2,3-dihydropyran-2-yl]-7,9-dimethyldodec-6-en-1-yl]-n-methylpropanamide

C25H40ClNO4 (453.2646)


   

4,5-dihydroxy-5-(1h-indol-3-yl)-1h,2h,6h-azepino[4,5-b]indole-2-carboxylic acid

4,5-dihydroxy-5-(1h-indol-3-yl)-1h,2h,6h-azepino[4,5-b]indole-2-carboxylic acid

C21H17N3O4 (375.1219)


   

3,5-bis(acetyloxy)-2-[(acetyloxy)methyl]-6-(2,3,4-trihydroxybutoxy)oxan-4-yl hexadecanoate

3,5-bis(acetyloxy)-2-[(acetyloxy)methyl]-6-(2,3,4-trihydroxybutoxy)oxan-4-yl hexadecanoate

C32H56O13 (648.3721)


   

(6r)-6-[(2z)-pent-2-en-1-yl]oxan-2-one

(6r)-6-[(2z)-pent-2-en-1-yl]oxan-2-one

C10H16O2 (168.115)


   

16-{[(2r,3r,4s,5s,6r)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-2,15-dihydroxyhexadecanoic acid

16-{[(2r,3r,4s,5s,6r)-6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy}-2,15-dihydroxyhexadecanoic acid

C24H44O11 (508.2883)


   

(6r)-4-methoxy-6-[(2r,4s)-4-methyl-6-oxoheptan-2-yl]-5,6-dihydropyran-2-one

(6r)-4-methoxy-6-[(2r,4s)-4-methyl-6-oxoheptan-2-yl]-5,6-dihydropyran-2-one

C14H22O4 (254.1518)


   

(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2z)-9-hydroxy-3-methyldec-2-enoate

(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2z)-9-hydroxy-3-methyldec-2-enoate

C17H30O8 (362.1941)


   

n-[(4z,7r,8e)-4-(chloromethylidene)-10-[(2s)-3-methoxy-2-(2-methylpropyl)-5-oxo-2h-pyrrol-1-yl]-7,9-dimethyl-10-oxodec-8-en-1-yl]-n-methylacetamide

n-[(4z,7r,8e)-4-(chloromethylidene)-10-[(2s)-3-methoxy-2-(2-methylpropyl)-5-oxo-2h-pyrrol-1-yl]-7,9-dimethyl-10-oxodec-8-en-1-yl]-n-methylacetamide

C25H39ClN2O4 (466.2598)


   

16-({6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,15-dihydroxyhexadecanoic acid

16-({6-[(acetyloxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,15-dihydroxyhexadecanoic acid

C24H44O11 (508.2883)


   

(2r,3s,4s,5r,6r)-2-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[2-(1h-indol-3-yl)ethoxy]oxane-3,4,5-triol

(2r,3s,4s,5r,6r)-2-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-[2-(1h-indol-3-yl)ethoxy]oxane-3,4,5-triol

C21H29NO10 (455.1791)


   

n-[(4z)-4-(chloromethylidene)-8-hydroxy-10-[3-methoxy-2-(2-methylpropyl)-5-oxo-2h-pyrrol-1-yl]-7,9-dimethyl-10-oxodecyl]-n-methylpropanamide

n-[(4z)-4-(chloromethylidene)-8-hydroxy-10-[3-methoxy-2-(2-methylpropyl)-5-oxo-2h-pyrrol-1-yl]-7,9-dimethyl-10-oxodecyl]-n-methylpropanamide

C26H43ClN2O5 (498.286)


   

1,11-dimethyl undecanedioate

1,11-dimethyl undecanedioate

C13H24O4 (244.1675)


   

(2r)-2-hydroxy-3-[2-(1h-indol-3-ylmethyl)-1h-indol-3-yl]propanoic acid

(2r)-2-hydroxy-3-[2-(1h-indol-3-ylmethyl)-1h-indol-3-yl]propanoic acid

C20H18N2O3 (334.1317)


   

2-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-(4-ethenyl-2-methoxyphenoxy)oxane-3,4,5-triol

2-({[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-6-(4-ethenyl-2-methoxyphenoxy)oxane-3,4,5-triol

C20H28O11 (444.1632)


   

(9e,16s)-16-methylnonadec-9-enoic acid

(9e,16s)-16-methylnonadec-9-enoic acid

C20H38O2 (310.2872)


   

(5s)-5-hexyloxolan-2-one

(5s)-5-hexyloxolan-2-one

C10H18O2 (170.1307)


   

3-hydroxy-5-oxooxolane-3-carboxylic acid

3-hydroxy-5-oxooxolane-3-carboxylic acid

C5H6O5 (146.0215)