Piperine

(2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one

C17H19NO3 (285.1365)


Piperine, also known as fema 2909, belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. Piperine is a pepper tasting compound. Piperine is found in the highest concentration within pepper (Piper nigrum) and many other Piper species. Piperine has also been detected, but not quantified, in dills and herbs and spices. Piperine is responsible for the hot taste of pepper. Piperine has been used in trials studying the treatment of Multiple Myeloma and Deglutition Disorders. It is used to impart pungent taste to brandy. Piperine is a N-acylpiperidine that is piperidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum. It has a role as a NF-kappaB inhibitor, a plant metabolite, a food component and a human blood serum metabolite. It is a member of benzodioxoles, a N-acylpiperidine, a piperidine alkaloid and a tertiary carboxamide. It is functionally related to an (E,E)-piperic acid. Bioperine has been used in trials studying the treatment of Multiple Myeloma and Deglutition Disorders. Piperine is a natural product found in Macropiper, Piper boehmeriifolium, and other organisms with data available. See also: Black Pepper (part of) ... View More ... Constituent of pepper (Piper nigrum) and many other Piper subspecies (Piperaceae). It is used to impart pungent taste to brandy. Responsible for the hot taste of pepper. Flavour ingredient. Piperine is found in dill, herbs and spices, and pepper (spice). A N-acylpiperidine that is piperidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum. Piperine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=94-62-2 (retrieved 2024-07-01) (CAS RN: 94-62-2). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Piperine, a natural alkaloid isolated from Piper nigrum L, inhibits P-glycoprotein and CYP3A4 activities with an IC50 value of 61.94±0.054 μg/mL in HeLa cell. Piperine, a natural alkaloid isolated from Piper nigrum L, inhibits P-glycoprotein and CYP3A4 activities with an IC50 value of 61.94±0.054 μg/mL in HeLa cell.

   

5-(1,3-Benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one

5-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one

C17H19NO3 (285.1365)


   

Piperine

Isopiperine

C17H19NO3 (285.1365)


Constituent of pepper (Piper nigrum) (Piperaceae). Isopiperine is found in herbs and spices and pepper (spice). C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic Origin: Plant; SubCategory_DNP: Alkaloids derived from lysine, Piperidine alkaloids D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors Annotation level-1 MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; MXXWOMGUGJBKIW-YPCIICBESA-N_STSL_0203_Piperine_0031fmol_180831_S2_L02M02_45; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. relative retention time with respect to 9-anthracene Carboxylic Acid is 1.245 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.243 Piperine, a natural alkaloid isolated from Piper nigrum L, inhibits P-glycoprotein and CYP3A4 activities with an IC50 value of 61.94±0.054 μg/mL in HeLa cell. Piperine, a natural alkaloid isolated from Piper nigrum L, inhibits P-glycoprotein and CYP3A4 activities with an IC50 value of 61.94±0.054 μg/mL in HeLa cell.

   

macrosphelide I

macrosphelide I

C16H24O8 (344.1471)


   

periconicin A

periconicin A

C20H28O3 (316.2038)


   

Piperin

InChI=1\C17H19NO3\c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15\h2-3,6-9,12H,1,4-5,10-11,13H2\b6-2+,7-3

C17H19NO3 (285.1365)


C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors Piperine, a natural alkaloid isolated from Piper nigrum L, inhibits P-glycoprotein and CYP3A4 activities with an IC50 value of 61.94±0.054 μg/mL in HeLa cell. Piperine, a natural alkaloid isolated from Piper nigrum L, inhibits P-glycoprotein and CYP3A4 activities with an IC50 value of 61.94±0.054 μg/mL in HeLa cell.

   

3a-methoxy-4a,5-dimethyl-3-methylidene-octahydro-2h-naphtho[2,3-b]furan-4-ol

3a-methoxy-4a,5-dimethyl-3-methylidene-octahydro-2h-naphtho[2,3-b]furan-4-ol

C16H26O3 (266.1882)


   

(4s,7e,9r,10s,16r)-9-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadec-7-ene-2,6,12,15-tetrone

(4s,7e,9r,10s,16r)-9-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadec-7-ene-2,6,12,15-tetrone

C16H22O8 (342.1315)


   

(2s,3ar,7s,7ar,7bs)-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-octahydronaphtho[1,2-b]oxiren-2-ol

(2s,3ar,7s,7ar,7bs)-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-octahydronaphtho[1,2-b]oxiren-2-ol

C15H24O3 (252.1725)


   

(2r,6r,11s,12r,13z)-12-hydroxy-6-[(1s)-1-hydroxyethyl]-2,11-dimethyl-1,5,10-trioxacyclopentadeca-7,13-diene-4,9,15-trione

(2r,6r,11s,12r,13z)-12-hydroxy-6-[(1s)-1-hydroxyethyl]-2,11-dimethyl-1,5,10-trioxacyclopentadeca-7,13-diene-4,9,15-trione

C16H22O8 (342.1315)


   

2,4-dihydroxy-6-(penta-1,3-dien-1-yl)benzaldehyde

2,4-dihydroxy-6-(penta-1,3-dien-1-yl)benzaldehyde

C12H12O3 (204.0786)


   

(4r,7e,9r,10s,13e,16s)-9-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

(4r,7e,9r,10s,13e,16s)-9-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

C16H22O7 (326.1365)


   

(3r,5s)-3-[(1r,2r,4as,8as)-2,3,6-trimethyl-1,2,4a,5,8,8a-hexahydronaphthalene-1-carbonyl]-5-(2-methylpropyl)-4,5-dihydropyrrole-2,3-diol

(3r,5s)-3-[(1r,2r,4as,8as)-2,3,6-trimethyl-1,2,4a,5,8,8a-hexahydronaphthalene-1-carbonyl]-5-(2-methylpropyl)-4,5-dihydropyrrole-2,3-diol

C22H33NO3 (359.246)


   

(1r,4r,5r,9r,10r,13r,14r,17s)-14-[(2r,5r)-5,6-dimethylhept-3-en-2-yl]-17-hydroxy-9,13-dimethylpentacyclo[8.7.0.0¹,¹³.0⁴,⁹.0⁵,¹⁷]heptadecane-3,6-dione

(1r,4r,5r,9r,10r,13r,14r,17s)-14-[(2r,5r)-5,6-dimethylhept-3-en-2-yl]-17-hydroxy-9,13-dimethylpentacyclo[8.7.0.0¹,¹³.0⁴,⁹.0⁵,¹⁷]heptadecane-3,6-dione

C28H42O3 (426.3134)


   

(3r)-5-chloro-8-hydroxy-6-methoxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

(3r)-5-chloro-8-hydroxy-6-methoxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

C11H11ClO4 (242.0346)


   

(4s,7e,10s,13e,15r,16s)-15-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

(4s,7e,10s,13e,15r,16s)-15-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

C16H22O7 (326.1365)


   

(4r,7e,9r,10s,15r,16s)-9,15-dihydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadec-7-ene-2,6,12-trione

(4r,7e,9r,10s,15r,16s)-9,15-dihydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadec-7-ene-2,6,12-trione

C16H24O8 (344.1471)


   

1,6,11-trihydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,6h,6ah,7h,10h,11h,12h-cyclonona[d]isoindol-13-one

1,6,11-trihydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,6h,6ah,7h,10h,11h,12h-cyclonona[d]isoindol-13-one

C22H33NO4 (375.2409)


   

methyl (1s,4s,5r)-3,5-dichloro-1,4-dihydroxy-2-[(1e)-prop-1-en-1-yl]cyclopent-2-ene-1-carboxylate

methyl (1s,4s,5r)-3,5-dichloro-1,4-dihydroxy-2-[(1e)-prop-1-en-1-yl]cyclopent-2-ene-1-carboxylate

C10H12Cl2O4 (266.0113)


   

(1s,2s,5r,8r)-2,6-dimethyl-4-oxatricyclo[3.3.1.0²,⁸]non-6-en-3-one

(1s,2s,5r,8r)-2,6-dimethyl-4-oxatricyclo[3.3.1.0²,⁸]non-6-en-3-one

C10H12O2 (164.0837)


   

15-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

15-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

C16H22O7 (326.1365)


   

methyl (3r,4r,5s,6r)-6-chloro-3,4,5-trihydroxycyclohex-1-ene-1-carboxylate

methyl (3r,4r,5s,6r)-6-chloro-3,4,5-trihydroxycyclohex-1-ene-1-carboxylate

C8H11ClO5 (222.0295)


   

3-[(6-amino-2,4-dihydroxy-4,5,6,7-tetrahydro-3h-azepin-3-yl)-c-hydroxycarbonimidoyl]-3-[({3-[carboxy(chloro)methyl]-2-chloro-2-(1-chlorobutyl)cyclopropyl}(hydroxy)methylidene)amino]propanoic acid

3-[(6-amino-2,4-dihydroxy-4,5,6,7-tetrahydro-3h-azepin-3-yl)-c-hydroxycarbonimidoyl]-3-[({3-[carboxy(chloro)methyl]-2-chloro-2-(1-chlorobutyl)cyclopropyl}(hydroxy)methylidene)amino]propanoic acid

C20H29Cl3N4O8 (558.1051)


   

(1r,2s,4r,5r,8s,10r,14s)-5-(hydroxymethyl)-1,14-dimethyl-3,7-dioxatetracyclo[8.4.0.0²,⁴.0⁴,⁸]tetradecan-5-ol

(1r,2s,4r,5r,8s,10r,14s)-5-(hydroxymethyl)-1,14-dimethyl-3,7-dioxatetracyclo[8.4.0.0²,⁴.0⁴,⁸]tetradecan-5-ol

C15H24O4 (268.1675)


   

(4r,7e,9r,10s,16s)-9-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadec-7-ene-2,6,12,15-tetrone

(4r,7e,9r,10s,16s)-9-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadec-7-ene-2,6,12,15-tetrone

C16H22O8 (342.1315)


   

(4r,7z,10s,13z,15r,16s)-15-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

(4r,7z,10s,13z,15r,16s)-15-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

C16H22O7 (326.1365)


   

5-chloro-8-hydroxy-6-methoxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

5-chloro-8-hydroxy-6-methoxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

C11H11ClO4 (242.0346)


   

(1r,2r,3s,7r,9s)-2,3-dimethyl-10,14-dioxatetracyclo[7.5.1.0²,⁷.0¹²,¹⁵]pentadec-12(15)-ene

(1r,2r,3s,7r,9s)-2,3-dimethyl-10,14-dioxatetracyclo[7.5.1.0²,⁷.0¹²,¹⁵]pentadec-12(15)-ene

C15H22O2 (234.162)


   

(3r)-7-chloro-6,8-dimethoxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

(3r)-7-chloro-6,8-dimethoxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

C12H13ClO4 (256.0502)


   

(4r,7z,9r,10s,13z,16s)-9-hydroxy-10,16-dimethyl-4-(2-oxopropyl)-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

(4r,7z,9r,10s,13z,16s)-9-hydroxy-10,16-dimethyl-4-(2-oxopropyl)-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

C18H24O8 (368.1471)


   

n-({3,7-dimethylbicyclo[4.1.0]hept-2-en-7-yl}methyl)ethanimidic acid

n-({3,7-dimethylbicyclo[4.1.0]hept-2-en-7-yl}methyl)ethanimidic acid

C12H19NO (193.1467)


   

12-hydroxy-6-(1-hydroxyethyl)-2,11-dimethyl-1,5,10-trioxacyclopentadeca-7,13-diene-4,9,15-trione

12-hydroxy-6-(1-hydroxyethyl)-2,11-dimethyl-1,5,10-trioxacyclopentadeca-7,13-diene-4,9,15-trione

C16H22O8 (342.1315)


   

(4r,7z,9r,10s,13z,16s)-9-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

(4r,7z,9r,10s,13z,16s)-9-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

C16H22O7 (326.1365)


   

9,15-dihydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadec-7-ene-2,6,12-trione

9,15-dihydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadec-7-ene-2,6,12-trione

C16H24O8 (344.1471)


   

methyl (3r,4r,5r,6s)-6-chloro-3,4,5-trihydroxycyclohex-1-ene-1-carboxylate

methyl (3r,4r,5r,6s)-6-chloro-3,4,5-trihydroxycyclohex-1-ene-1-carboxylate

C8H11ClO5 (222.0295)


   

[(1r,6s,7r)-3-(hydroxymethyl)-7-methylbicyclo[4.1.0]hept-2-en-7-yl]methanol

[(1r,6s,7r)-3-(hydroxymethyl)-7-methylbicyclo[4.1.0]hept-2-en-7-yl]methanol

C10H16O2 (168.115)


   

methyl (3s,4s,5s,6s)-6-chloro-3,4-dihydroxy-5-{[(1s,4r,5r,6r)-4,5,6-trihydroxy-2-(methoxycarbonyl)cyclohex-2-en-1-yl]oxy}cyclohex-1-ene-1-carboxylate

methyl (3s,4s,5s,6s)-6-chloro-3,4-dihydroxy-5-{[(1s,4r,5r,6r)-4,5,6-trihydroxy-2-(methoxycarbonyl)cyclohex-2-en-1-yl]oxy}cyclohex-1-ene-1-carboxylate

C16H21ClO10 (408.0823)


   

7-(hydroxymethyl)-4,7-dimethylbicyclo[4.1.0]hept-4-en-2-ol

7-(hydroxymethyl)-4,7-dimethylbicyclo[4.1.0]hept-4-en-2-ol

C10H16O2 (168.115)


   

(4s,5ar,7r,9s,9ar,9bs)-3-(hydroxymethyl)-9,9a-dimethyl-2h,4h,5h,5ah,6h,7h,8h,9h,9bh-naphtho[1,2-b]furan-4,7-diol

(4s,5ar,7r,9s,9ar,9bs)-3-(hydroxymethyl)-9,9a-dimethyl-2h,4h,5h,5ah,6h,7h,8h,9h,9bh-naphtho[1,2-b]furan-4,7-diol

C15H24O4 (268.1675)


   

(4r,7e,9r,10s,13e,15r,16s)-9,15-dihydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

(4r,7e,9r,10s,13e,15r,16s)-9,15-dihydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

C16H22O8 (342.1315)


   

(1ar,2s,3r,3as,7s,7ar,7bs)-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-octahydronaphtho[1,2-b]oxirene-2,3-diol

(1ar,2s,3r,3as,7s,7ar,7bs)-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-octahydronaphtho[1,2-b]oxirene-2,3-diol

C15H24O4 (268.1675)


   

(1s,3r,4s,5s,7r)-5-hydroxy-12-[(2r)-1-hydroxypropan-2-yl]-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

(1s,3r,4s,5s,7r)-5-hydroxy-12-[(2r)-1-hydroxypropan-2-yl]-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

C20H28O4 (332.1987)


   

(1s,2r,3s,4ar,6r,8s,8ar)-2-(3-hydroxyprop-1-en-2-yl)-8,8a-dimethyl-octahydronaphthalene-1,2,3,6-tetrol

(1s,2r,3s,4ar,6r,8s,8ar)-2-(3-hydroxyprop-1-en-2-yl)-8,8a-dimethyl-octahydronaphthalene-1,2,3,6-tetrol

C15H26O5 (286.178)


   

(1as,2r,3as,7r,7as,7br)-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-octahydronaphtho[1,2-b]oxiren-2-ol

(1as,2r,3as,7r,7as,7br)-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-octahydronaphtho[1,2-b]oxiren-2-ol

C15H24O3 (252.1725)


   

9,15-dihydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

9,15-dihydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

C16H22O8 (342.1315)


   

2-(8,8a-dimethyl-3,7-dioxo-2,8-dihydro-1h-naphthalen-2-yl)propanoic acid

2-(8,8a-dimethyl-3,7-dioxo-2,8-dihydro-1h-naphthalen-2-yl)propanoic acid

C15H18O4 (262.1205)


   

1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-octahydronaphtho[1,2-b]oxirene-2,3-diol

1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-octahydronaphtho[1,2-b]oxirene-2,3-diol

C15H24O4 (268.1675)


   

5-(hydroxymethyl)-8-isopropylnaphthalene-2-carboxylic acid

5-(hydroxymethyl)-8-isopropylnaphthalene-2-carboxylic acid

C15H16O3 (244.1099)


   

(1r,3s,4r,5r,7s,8e)-5-hydroxy-12-(1-hydroxypropan-2-yl)-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

(1r,3s,4r,5r,7s,8e)-5-hydroxy-12-(1-hydroxypropan-2-yl)-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

C20H28O4 (332.1987)


   

9-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

9-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

C16H22O7 (326.1365)


   

3-{3,7-dimethylbicyclo[4.1.0]hept-2-en-7-yl}propanimidic acid

3-{3,7-dimethylbicyclo[4.1.0]hept-2-en-7-yl}propanimidic acid

C12H19NO (193.1467)


   

(1s,3r,4s,5s,7r,8e)-5-hydroxy-12-[(2r)-1-hydroxypropan-2-yl]-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

(1s,3r,4s,5s,7r,8e)-5-hydroxy-12-[(2r)-1-hydroxypropan-2-yl]-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

C20H28O4 (332.1987)


   

(1s,3r,4s,5s,7r,8e)-5-hydroxy-12-(1-hydroxypropan-2-yl)-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

(1s,3r,4s,5s,7r,8e)-5-hydroxy-12-(1-hydroxypropan-2-yl)-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

C20H28O4 (332.1987)


   

1-hydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,4h,6ah,7h,10h,12h-cyclonona[d]isoindole-11,13-dione

1-hydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,4h,6ah,7h,10h,12h-cyclonona[d]isoindole-11,13-dione

C22H31NO3 (357.2304)


   

(2s,3as,3bs,6s,6ar,7s,9ar,11ar)-7,8,11-trimethyl-6-(2-methylpropyl)-1h,2h,3h,6h,6ah,7h,9ah,11ah-indeno[5,4-d]isoindole-2,3a,4-triol

(2s,3as,3bs,6s,6ar,7s,9ar,11ar)-7,8,11-trimethyl-6-(2-methylpropyl)-1h,2h,3h,6h,6ah,7h,9ah,11ah-indeno[5,4-d]isoindole-2,3a,4-triol

C22H33NO3 (359.246)


   

5-hydroxy-12-isopropyl-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

5-hydroxy-12-isopropyl-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

C20H28O3 (316.2038)


   

(1r,2s,4s,8s,9r,10s,14s)-1,14-dimethyl-5-methylidene-3,7-dioxatetracyclo[8.4.0.0²,⁴.0⁴,⁸]tetradecane-8,9-diol

(1r,2s,4s,8s,9r,10s,14s)-1,14-dimethyl-5-methylidene-3,7-dioxatetracyclo[8.4.0.0²,⁴.0⁴,⁸]tetradecane-8,9-diol

C15H22O4 (266.1518)


   

(1s,2s,5s,6r,7s,10s,12r,16s)-7,8,12-trimethyl-5-(2-methylpropyl)-13-oxa-4-azapentacyclo[12.2.1.0²,⁶.0²,¹⁰.0¹²,¹⁶]heptadeca-3,8-diene-1,3-diol

(1s,2s,5s,6r,7s,10s,12r,16s)-7,8,12-trimethyl-5-(2-methylpropyl)-13-oxa-4-azapentacyclo[12.2.1.0²,⁶.0²,¹⁰.0¹²,¹⁶]heptadeca-3,8-diene-1,3-diol

C22H33NO3 (359.246)


   

2,6-dimethyl-4-oxatricyclo[3.3.1.0²,⁸]non-6-en-3-one

2,6-dimethyl-4-oxatricyclo[3.3.1.0²,⁸]non-6-en-3-one

C10H12O2 (164.0837)


   

1,12-dihydroxy-8,9,11-trimethyltricyclo[6.2.2.0⁴,⁹]dodeca-3,5-diene-2,7-dione

1,12-dihydroxy-8,9,11-trimethyltricyclo[6.2.2.0⁴,⁹]dodeca-3,5-diene-2,7-dione

C15H18O4 (262.1205)


   

1-hydroxy-3-(3-hydroxyprop-1-en-2-yl)-4a,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-one

1-hydroxy-3-(3-hydroxyprop-1-en-2-yl)-4a,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-one

C15H20O3 (248.1412)


   

(1s,2r,6r,7s)-7-(hydroxymethyl)-4,7-dimethylbicyclo[4.1.0]hept-4-en-2-ol

(1s,2r,6r,7s)-7-(hydroxymethyl)-4,7-dimethylbicyclo[4.1.0]hept-4-en-2-ol

C10H16O2 (168.115)


   

methyl 3,5-dichloro-1,4-dihydroxy-2-(prop-1-en-1-yl)cyclopent-2-ene-1-carboxylate

methyl 3,5-dichloro-1,4-dihydroxy-2-(prop-1-en-1-yl)cyclopent-2-ene-1-carboxylate

C10H12Cl2O4 (266.0113)


   

1-hydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,4h,6ah,7h,8h,9h,10h-cyclohepta[d]isoindol-11-one

1-hydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,4h,6ah,7h,8h,9h,10h-cyclohepta[d]isoindol-11-one

C20H31NO2 (317.2355)


   

1,11-dihydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,4h,6ah,7h,10h,11h,12h-cyclonona[d]isoindol-13-one

1,11-dihydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,4h,6ah,7h,10h,11h,12h-cyclonona[d]isoindol-13-one

C22H33NO3 (359.246)


   

(3as,4s,4ar,5s,8ar,9as)-3a-methoxy-4a,5-dimethyl-3-methylidene-octahydro-2h-naphtho[2,3-b]furan-4-ol

(3as,4s,4ar,5s,8ar,9as)-3a-methoxy-4a,5-dimethyl-3-methylidene-octahydro-2h-naphtho[2,3-b]furan-4-ol

C16H26O3 (266.1882)


   

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

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

C15H24O4 (268.1675)


   

(4s,7z,9s,10r,13z,15s,16r)-9,15-dihydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

(4s,7z,9s,10r,13z,15s,16r)-9,15-dihydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

C16H22O8 (342.1315)


   

n-{[(1r,6s,7r)-3,7-dimethylbicyclo[4.1.0]hept-2-en-7-yl]methyl}ethanimidic acid

n-{[(1r,6s,7r)-3,7-dimethylbicyclo[4.1.0]hept-2-en-7-yl]methyl}ethanimidic acid

C12H19NO (193.1467)


   

3-[1-(but-2-en-2-yl)-3-hydroxy-7-methyl-1,4,4a,5,8,8a-hexahydro-2-benzopyran-3-yl]-5-(2-methylpropyl)-4,5-dihydro-3h-pyrrol-2-ol

3-[1-(but-2-en-2-yl)-3-hydroxy-7-methyl-1,4,4a,5,8,8a-hexahydro-2-benzopyran-3-yl]-5-(2-methylpropyl)-4,5-dihydro-3h-pyrrol-2-ol

C22H35NO3 (361.2617)


   

methyl 6-chloro-3,4,5-trihydroxycyclohex-1-ene-1-carboxylate

methyl 6-chloro-3,4,5-trihydroxycyclohex-1-ene-1-carboxylate

C8H11ClO5 (222.0295)


   

(4r,7e,10s,13e,15r,16s)-15-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

(4r,7e,10s,13e,15r,16s)-15-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

C16H22O7 (326.1365)


   

(4e)-3-({[(1s)-2-carboxy-1-[(2-hydroxy-4,5,6,7-tetrahydro-3h-azepin-3-yl)-c-hydroxycarbonimidoyl]ethyl]-c-hydroxycarbonimidoyl}methyl)oct-4-enoic acid

(4e)-3-({[(1s)-2-carboxy-1-[(2-hydroxy-4,5,6,7-tetrahydro-3h-azepin-3-yl)-c-hydroxycarbonimidoyl]ethyl]-c-hydroxycarbonimidoyl}methyl)oct-4-enoic acid

C20H31N3O7 (425.2162)


   

(1s,3r,4s,5s,7r)-5-hydroxy-12-isopropyl-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

(1s,3r,4s,5s,7r)-5-hydroxy-12-isopropyl-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

C20H28O3 (316.2038)


   

(3r,4s)-5-chloro-4,8-dihydroxy-6-methoxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

(3r,4s)-5-chloro-4,8-dihydroxy-6-methoxy-3-methyl-3,4-dihydro-2-benzopyran-1-one

C11H11ClO5 (258.0295)


   

(4as,5s)-1-hydroxy-3-(3-hydroxyprop-1-en-2-yl)-4a,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-one

(4as,5s)-1-hydroxy-3-(3-hydroxyprop-1-en-2-yl)-4a,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-one

C15H20O3 (248.1412)


   

[3-(hydroxymethyl)-7-methylbicyclo[4.1.0]hept-2-en-7-yl]methanol

[3-(hydroxymethyl)-7-methylbicyclo[4.1.0]hept-2-en-7-yl]methanol

C10H16O2 (168.115)


   

7,8,12-trimethyl-5-(2-methylpropyl)-13-oxa-4-azapentacyclo[12.2.1.0²,⁶.0²,¹⁰.0¹²,¹⁶]heptadeca-3,8-diene-1,3-diol

7,8,12-trimethyl-5-(2-methylpropyl)-13-oxa-4-azapentacyclo[12.2.1.0²,⁶.0²,¹⁰.0¹²,¹⁶]heptadeca-3,8-diene-1,3-diol

C22H33NO3 (359.246)


   

5-(hydroxymethyl)-1,14-dimethyl-3,7-dioxatetracyclo[8.4.0.0²,⁴.0⁴,⁸]tetradecan-5-ol

5-(hydroxymethyl)-1,14-dimethyl-3,7-dioxatetracyclo[8.4.0.0²,⁴.0⁴,⁸]tetradecan-5-ol

C15H24O4 (268.1675)


   

2-(3-hydroxyprop-1-en-2-yl)-8,8a-dimethyl-octahydronaphthalene-1,2,3-triol

2-(3-hydroxyprop-1-en-2-yl)-8,8a-dimethyl-octahydronaphthalene-1,2,3-triol

C15H26O4 (270.1831)


   

(1s,2s,2'r,3as,5r,7s,7ar)-2'-methoxy-7,7a-dimethyl-4'-methylidene-hexahydro-1h-spiro[indene-2,3'-oxolane]-1,5-diol

(1s,2s,2'r,3as,5r,7s,7ar)-2'-methoxy-7,7a-dimethyl-4'-methylidene-hexahydro-1h-spiro[indene-2,3'-oxolane]-1,5-diol

C16H26O4 (282.1831)


   

methyl (3s,4s,5r,6s)-6-chloro-3,4,5-trihydroxycyclohex-1-ene-1-carboxylate

methyl (3s,4s,5r,6s)-6-chloro-3,4,5-trihydroxycyclohex-1-ene-1-carboxylate

C8H11ClO5 (222.0295)


   

1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-octahydronaphtho[1,2-b]oxiren-2-ol

1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-octahydronaphtho[1,2-b]oxiren-2-ol

C15H24O3 (252.1725)


   

9-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadec-7-ene-2,6,12,15-tetrone

9-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadec-7-ene-2,6,12,15-tetrone

C16H22O8 (342.1315)


   

3-(hydroxymethyl)-9,9a-dimethyl-2h,4h,5h,5ah,6h,7h,8h,9h,9bh-naphtho[1,2-b]furan-4,7-diol

3-(hydroxymethyl)-9,9a-dimethyl-2h,4h,5h,5ah,6h,7h,8h,9h,9bh-naphtho[1,2-b]furan-4,7-diol

C15H24O4 (268.1675)


   

(3s,3ar,6r,6ar,11s,13as)-1,6,11-trihydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,6h,6ah,7h,10h,11h,12h-cyclonona[d]isoindol-13-one

(3s,3ar,6r,6ar,11s,13as)-1,6,11-trihydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,6h,6ah,7h,10h,11h,12h-cyclonona[d]isoindol-13-one

C22H33NO4 (375.2409)


   

7,8,11-trimethyl-6-(2-methylpropyl)-1h,2h,3h,6h,6ah,7h,9ah,11ah-indeno[5,4-d]isoindole-2,3a,4-triol

7,8,11-trimethyl-6-(2-methylpropyl)-1h,2h,3h,6h,6ah,7h,9ah,11ah-indeno[5,4-d]isoindole-2,3a,4-triol

C22H33NO3 (359.246)


   

2,4-dihydroxy-6-[(1e,3e)-penta-1,3-dien-1-yl]benzaldehyde

2,4-dihydroxy-6-[(1e,3e)-penta-1,3-dien-1-yl]benzaldehyde

C12H12O3 (204.0786)


   

6,8-dimethoxy-3-(2-oxopropyl)chromen-2-one

6,8-dimethoxy-3-(2-oxopropyl)chromen-2-one

C14H14O5 (262.0841)


   

3-[(6-amino-2,4-dihydroxy-4,5,6,7-tetrahydro-3h-azepin-3-yl)-c-hydroxycarbonimidoyl]-3-[({3-[carboxy(chloro)methyl]-2-chloro-2-(1-chloro-3-hydroxybutyl)cyclopropyl}(hydroxy)methylidene)amino]propanoic acid

3-[(6-amino-2,4-dihydroxy-4,5,6,7-tetrahydro-3h-azepin-3-yl)-c-hydroxycarbonimidoyl]-3-[({3-[carboxy(chloro)methyl]-2-chloro-2-(1-chloro-3-hydroxybutyl)cyclopropyl}(hydroxy)methylidene)amino]propanoic acid

C20H29Cl3N4O9 (574.1)


   

(3s,3ar,4s,6as,11s,13ar)-1,11-dihydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,4h,6ah,7h,10h,11h,12h-cyclonona[d]isoindol-13-one

(3s,3ar,4s,6as,11s,13ar)-1,11-dihydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,4h,6ah,7h,10h,11h,12h-cyclonona[d]isoindol-13-one

C22H33NO3 (359.246)


   

(3s,5s)-3-[(1s,2s,4ar,8ar)-2,3,6-trimethyl-1,2,4a,5,8,8a-hexahydronaphthalene-1-carbonyl]-5-(2-methylpropyl)-4,5-dihydropyrrole-2,3-diol

(3s,5s)-3-[(1s,2s,4ar,8ar)-2,3,6-trimethyl-1,2,4a,5,8,8a-hexahydronaphthalene-1-carbonyl]-5-(2-methylpropyl)-4,5-dihydropyrrole-2,3-diol

C22H33NO3 (359.246)


   

(1s,3r,4s,5s,7r)-5-hydroxy-12-(1-hydroxypropan-2-yl)-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

(1s,3r,4s,5s,7r)-5-hydroxy-12-(1-hydroxypropan-2-yl)-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

C20H28O4 (332.1987)


   

3-(hydroxymethyl)-4a,5-dimethyl-2h,4h,5h,6h,7h,8h,8ah,9h,9ah-naphtho[2,3-b]furan-4,7-diol

3-(hydroxymethyl)-4a,5-dimethyl-2h,4h,5h,6h,7h,8h,8ah,9h,9ah-naphtho[2,3-b]furan-4,7-diol

C15H24O4 (268.1675)


   

ethyl 2-hydroxy-3-[1-hydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-13-oxo-3h,3ah,4h,6ah,7h,10h,11h,12h-cyclonona[d]isoindol-11-ylsulfinyl]propanoate

ethyl 2-hydroxy-3-[1-hydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-13-oxo-3h,3ah,4h,6ah,7h,10h,11h,12h-cyclonona[d]isoindol-11-ylsulfinyl]propanoate

C27H41NO6S (507.2654)


   

ethyl 3-[(3s,3ar,4s,6as,11s,13ar)-1-hydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-13-oxo-3h,3ah,4h,6ah,7h,10h,11h,12h-cyclonona[d]isoindol-11-ylsulfinyl]-2-hydroxypropanoate

ethyl 3-[(3s,3ar,4s,6as,11s,13ar)-1-hydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-13-oxo-3h,3ah,4h,6ah,7h,10h,11h,12h-cyclonona[d]isoindol-11-ylsulfinyl]-2-hydroxypropanoate

C27H41NO6S (507.2654)


   

(4r,7z,9r,10s,16s)-9-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadec-7-ene-2,6,12,15-tetrone

(4r,7z,9r,10s,16s)-9-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadec-7-ene-2,6,12,15-tetrone

C16H22O8 (342.1315)


   

2-(3-hydroxyprop-1-en-2-yl)-8,8a-dimethyl-octahydronaphthalene-1,2,3,6-tetrol

2-(3-hydroxyprop-1-en-2-yl)-8,8a-dimethyl-octahydronaphthalene-1,2,3,6-tetrol

C15H26O5 (286.178)


   

(1r,8r,9s,11r,12r)-1,12-dihydroxy-8,9,11-trimethyltricyclo[6.2.2.0⁴,⁹]dodeca-3,5-diene-2,7-dione

(1r,8r,9s,11r,12r)-1,12-dihydroxy-8,9,11-trimethyltricyclo[6.2.2.0⁴,⁹]dodeca-3,5-diene-2,7-dione

C15H18O4 (262.1205)


   

(3ar,3bs,6s,6ar,7s,9as,11as)-7,8-dimethyl-6-(2-methylpropyl)-1h,6h,6ah,7h,9ah,10h,11h,11ah-indeno[5,4-d]isoindole-3a,4-diol

(3ar,3bs,6s,6ar,7s,9as,11as)-7,8-dimethyl-6-(2-methylpropyl)-1h,6h,6ah,7h,9ah,10h,11h,11ah-indeno[5,4-d]isoindole-3a,4-diol

C21H31NO2 (329.2355)


   

6-hydroxy-2-methyl-2,3-dihydro-1-benzopyran-4-one

6-hydroxy-2-methyl-2,3-dihydro-1-benzopyran-4-one

C10H10O3 (178.063)


   

methyl (3s,4r,5s,6s)-6-chloro-3,4-dihydroxy-5-{[(1s,4s,5r,6s)-4,5,6-trihydroxy-2-(methoxycarbonyl)cyclohex-2-en-1-yl]oxy}cyclohex-1-ene-1-carboxylate

methyl (3s,4r,5s,6s)-6-chloro-3,4-dihydroxy-5-{[(1s,4s,5r,6s)-4,5,6-trihydroxy-2-(methoxycarbonyl)cyclohex-2-en-1-yl]oxy}cyclohex-1-ene-1-carboxylate

C16H21ClO10 (408.0823)


   

methyl (3s,4s,5s,6r)-3,4,5-trihydroxy-6-methoxycyclohex-1-ene-1-carboxylate

methyl (3s,4s,5s,6r)-3,4,5-trihydroxy-6-methoxycyclohex-1-ene-1-carboxylate

C9H14O6 (218.079)


   

(1r,2s,5r,8s,10r,14s)-5-(hydroxymethyl)-1,14-dimethyl-3,7-dioxatetracyclo[8.4.0.0²,⁴.0⁴,⁸]tetradecan-5-ol

(1r,2s,5r,8s,10r,14s)-5-(hydroxymethyl)-1,14-dimethyl-3,7-dioxatetracyclo[8.4.0.0²,⁴.0⁴,⁸]tetradecan-5-ol

C15H24O4 (268.1675)


   

7,8-dimethyl-6-(2-methylpropyl)-1h,6h,6ah,7h,9ah,10h,11h,11ah-indeno[5,4-d]isoindole-3a,4-diol

7,8-dimethyl-6-(2-methylpropyl)-1h,6h,6ah,7h,9ah,10h,11h,11ah-indeno[5,4-d]isoindole-3a,4-diol

C21H31NO2 (329.2355)


   

(1s,2r,3s,4ar,8s,8ar)-2-(3-hydroxyprop-1-en-2-yl)-8,8a-dimethyl-octahydronaphthalene-1,2,3-triol

(1s,2r,3s,4ar,8s,8ar)-2-(3-hydroxyprop-1-en-2-yl)-8,8a-dimethyl-octahydronaphthalene-1,2,3-triol

C15H26O4 (270.1831)


   

(1r,3s,4r,5r,7s,8e)-5-hydroxy-12-isopropyl-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

(1r,3s,4r,5r,7s,8e)-5-hydroxy-12-isopropyl-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

C20H28O3 (316.2038)


   

(3s,3ar,4s,6as,13ar)-1-hydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,4h,6ah,7h,10h,12h-cyclonona[d]isoindole-11,13-dione

(3s,3ar,4s,6as,13ar)-1-hydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,4h,6ah,7h,10h,12h-cyclonona[d]isoindole-11,13-dione

C22H31NO3 (357.2304)


   

methyl 6-chloro-3,4-dihydroxy-5-{[4,5,6-trihydroxy-2-(methoxycarbonyl)cyclohex-2-en-1-yl]oxy}cyclohex-1-ene-1-carboxylate

methyl 6-chloro-3,4-dihydroxy-5-{[4,5,6-trihydroxy-2-(methoxycarbonyl)cyclohex-2-en-1-yl]oxy}cyclohex-1-ene-1-carboxylate

C16H21ClO10 (408.0823)


   

(3s,3ar,4s,6as,11r,13ar)-1,11-dihydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,4h,6ah,7h,10h,11h,12h-cyclonona[d]isoindol-13-one

(3s,3ar,4s,6as,11r,13ar)-1,11-dihydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,4h,6ah,7h,10h,11h,12h-cyclonona[d]isoindol-13-one

C22H33NO3 (359.246)


   

(3s,5s)-3-[(1s,2r,4as,8ar)-2,3,6-trimethyl-1,2,4a,5,8,8a-hexahydronaphthalene-1-carbonyl]-5-(2-methylpropyl)-4,5-dihydropyrrole-2,3-diol

(3s,5s)-3-[(1s,2r,4as,8ar)-2,3,6-trimethyl-1,2,4a,5,8,8a-hexahydronaphthalene-1-carbonyl]-5-(2-methylpropyl)-4,5-dihydropyrrole-2,3-diol

C22H33NO3 (359.246)


   

(2s,3as,3bs,6s,6ar,7s,9as,11ar)-7,8-dimethyl-11-methylidene-6-(2-methylpropyl)-1h,2h,3h,6h,6ah,7h,9ah,10h,11ah-indeno[5,4-d]isoindole-2,3a,4-triol

(2s,3as,3bs,6s,6ar,7s,9as,11ar)-7,8-dimethyl-11-methylidene-6-(2-methylpropyl)-1h,2h,3h,6h,6ah,7h,9ah,10h,11ah-indeno[5,4-d]isoindole-2,3a,4-triol

C22H33NO3 (359.246)


   

(3s,5s)-3-[(1r,2r,4as,8as)-2,3,6-trimethyl-1,2,4a,5,8,8a-hexahydronaphthalene-1-carbonyl]-5-(2-methylpropyl)-4,5-dihydropyrrole-2,3-diol

(3s,5s)-3-[(1r,2r,4as,8as)-2,3,6-trimethyl-1,2,4a,5,8,8a-hexahydronaphthalene-1-carbonyl]-5-(2-methylpropyl)-4,5-dihydropyrrole-2,3-diol

C22H33NO3 (359.246)


   

(4r,7e,9s,10r,13e,16s)-9-hydroxy-10,16-dimethyl-4-(2-oxopropyl)-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

(4r,7e,9s,10r,13e,16s)-9-hydroxy-10,16-dimethyl-4-(2-oxopropyl)-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

C18H24O8 (368.1471)


   

3-{[6-(aminomethyl)-2-hydroxy-3,4,5,6-tetrahydropyridin-3-yl]-c-hydroxycarbonimidoyl}-3-[({3-[carboxy(chloro)methyl]-2-chloro-2-(1-chloro-3-hydroxybutyl)cyclopropyl}(hydroxy)methylidene)amino]propanoic acid

3-{[6-(aminomethyl)-2-hydroxy-3,4,5,6-tetrahydropyridin-3-yl]-c-hydroxycarbonimidoyl}-3-[({3-[carboxy(chloro)methyl]-2-chloro-2-(1-chloro-3-hydroxybutyl)cyclopropyl}(hydroxy)methylidene)amino]propanoic acid

C20H29Cl3N4O8 (558.1051)


   

5,8,9-trihydroxy-7-(3-methylbut-3-en-1-yl)-3,4,5,7,8,9-hexahydro-1h-2-benzoxepin-6-one

5,8,9-trihydroxy-7-(3-methylbut-3-en-1-yl)-3,4,5,7,8,9-hexahydro-1h-2-benzoxepin-6-one

C15H22O5 (282.1467)


   

methyl (3s,4s,5s,6s)-6-chloro-3,4,5-trihydroxycyclohex-1-ene-1-carboxylate

methyl (3s,4s,5s,6s)-6-chloro-3,4,5-trihydroxycyclohex-1-ene-1-carboxylate

C8H11ClO5 (222.0295)


   

3-[(6-amino-2-hydroxy-4,5,6,7-tetrahydro-3h-azepin-3-yl)-c-hydroxycarbonimidoyl]-3-[({3-[carboxy(chloro)methyl]-2-chloro-2-(1-chloro-3-hydroxybutyl)cyclopropyl}(hydroxy)methylidene)amino]propanoic acid

3-[(6-amino-2-hydroxy-4,5,6,7-tetrahydro-3h-azepin-3-yl)-c-hydroxycarbonimidoyl]-3-[({3-[carboxy(chloro)methyl]-2-chloro-2-(1-chloro-3-hydroxybutyl)cyclopropyl}(hydroxy)methylidene)amino]propanoic acid

C20H29Cl3N4O8 (558.1051)


   

[(1s,6r,8r)-4,8-dimethyl-7-oxabicyclo[4.2.0]oct-4-en-8-yl]methanol

[(1s,6r,8r)-4,8-dimethyl-7-oxabicyclo[4.2.0]oct-4-en-8-yl]methanol

C10H16O2 (168.115)


   

(1s,2r,3s,7r,9r)-2,3-dimethyl-10,14-dioxatetracyclo[7.5.1.0²,⁷.0¹²,¹⁵]pentadec-12(15)-ene

(1s,2r,3s,7r,9r)-2,3-dimethyl-10,14-dioxatetracyclo[7.5.1.0²,⁷.0¹²,¹⁵]pentadec-12(15)-ene

C15H22O2 (234.162)


   

{4,8-dimethyl-7-oxabicyclo[4.2.0]oct-4-en-8-yl}methanol

{4,8-dimethyl-7-oxabicyclo[4.2.0]oct-4-en-8-yl}methanol

C10H16O2 (168.115)


   

(2r)-2-[(2s,8s,8ar)-8,8a-dimethyl-3,7-dioxo-2,8-dihydro-1h-naphthalen-2-yl]propanoic acid

(2r)-2-[(2s,8s,8ar)-8,8a-dimethyl-3,7-dioxo-2,8-dihydro-1h-naphthalen-2-yl]propanoic acid

C15H18O4 (262.1205)


   

methyl 3,4,5-trihydroxy-6-methoxycyclohex-1-ene-1-carboxylate

methyl 3,4,5-trihydroxy-6-methoxycyclohex-1-ene-1-carboxylate

C9H14O6 (218.079)


   

2,3-dimethyl-10,14-dioxatetracyclo[7.5.1.0²,⁷.0¹²,¹⁵]pentadec-12(15)-ene

2,3-dimethyl-10,14-dioxatetracyclo[7.5.1.0²,⁷.0¹²,¹⁵]pentadec-12(15)-ene

C15H22O2 (234.162)


   

(4s,7e,9r,10s,13e,15r,16s)-9,15-dihydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

(4s,7e,9r,10s,13e,15r,16s)-9,15-dihydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

C16H22O8 (342.1315)


   

7,8-dimethyl-11-methylidene-6-(2-methylpropyl)-1h,2h,3h,6h,6ah,7h,9ah,10h,11ah-indeno[5,4-d]isoindole-2,3a,4-triol

7,8-dimethyl-11-methylidene-6-(2-methylpropyl)-1h,2h,3h,6h,6ah,7h,9ah,10h,11ah-indeno[5,4-d]isoindole-2,3a,4-triol

C22H33NO3 (359.246)


   

(3s,3ar,4s,6as,8s,11ar)-1-hydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,4h,6ah,7h,8h,9h,10h-cyclohepta[d]isoindol-11-one

(3s,3ar,4s,6as,8s,11ar)-1-hydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-3h,3ah,4h,6ah,7h,8h,9h,10h-cyclohepta[d]isoindol-11-one

C20H31NO2 (317.2355)


   

1,14-dimethyl-5-methylidene-3,7-dioxatetracyclo[8.4.0.0²,⁴.0⁴,⁸]tetradecane-8,9-diol

1,14-dimethyl-5-methylidene-3,7-dioxatetracyclo[8.4.0.0²,⁴.0⁴,⁸]tetradecane-8,9-diol

C15H22O4 (266.1518)


   

(3r,5s)-3-[(1s,3r,4ar,8as)-1-[(2e)-but-2-en-2-yl]-3-hydroxy-7-methyl-1,4,4a,5,8,8a-hexahydro-2-benzopyran-3-yl]-5-(2-methylpropyl)-4,5-dihydro-3h-pyrrol-2-ol

(3r,5s)-3-[(1s,3r,4ar,8as)-1-[(2e)-but-2-en-2-yl]-3-hydroxy-7-methyl-1,4,4a,5,8,8a-hexahydro-2-benzopyran-3-yl]-5-(2-methylpropyl)-4,5-dihydro-3h-pyrrol-2-ol

C22H35NO3 (361.2617)


   

methyl (1s,4r,5r)-5-chloro-1,4-dihydroxy-2-(prop-1-en-1-yl)cyclopent-2-ene-1-carboxylate

methyl (1s,4r,5r)-5-chloro-1,4-dihydroxy-2-(prop-1-en-1-yl)cyclopent-2-ene-1-carboxylate

C10H13ClO4 (232.0502)


   

5-hydroxy-12-(1-hydroxypropan-2-yl)-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

5-hydroxy-12-(1-hydroxypropan-2-yl)-1,4-dimethyl-6-oxotricyclo[9.3.0.0³,⁷]tetradeca-8,11-diene-8-carbaldehyde

C20H28O4 (332.1987)


   

2'-methoxy-7,7a-dimethyl-4'-methylidene-hexahydro-1h-spiro[indene-2,3'-oxolane]-1,5-diol

2'-methoxy-7,7a-dimethyl-4'-methylidene-hexahydro-1h-spiro[indene-2,3'-oxolane]-1,5-diol

C16H26O4 (282.1831)


   

9-hydroxy-10,16-dimethyl-4-(2-oxopropyl)-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

9-hydroxy-10,16-dimethyl-4-(2-oxopropyl)-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione

C18H24O8 (368.1471)