NCBI Taxonomy: 3116

Ulva intestinalis (ncbi_taxid: 3116)

found 49 associated metabolites at species taxonomy rank level.

Ancestor: Ulva

Child Taxonomies: none taxonomy data.

Cycloartenol

(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol

C30H50O (426.3861)


Cycloartenol is found in alcoholic beverages. Cycloartenol is a constituent of Artocarpus integrifolia fruits and Solanum tuberosum (potato) Cycloartenol is a sterol precursor in photosynthetic organisms and plants. The biosynthesis of cycloartenol starts from the triterpenoid squalene. Its structure is also related to triterpenoid lanosterol Cycloartenol is a pentacyclic triterpenoid, a 3beta-sterol and a member of phytosterols. It has a role as a plant metabolite. It derives from a hydride of a lanostane. Cycloartenol is a natural product found in Euphorbia nicaeensis, Euphorbia boetica, and other organisms with data available. Constituent of Artocarpus integrifolia fruits and Solanum tuberosum (potato)

   

L-Alanine

(2S)-2-aminopropanoic acid

C3H7NO2 (89.0477)


Alanine (Ala), also known as L-alanine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Amino acids are organic compounds that contain amino (–NH2) and carboxyl (–COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-alanine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Alanine is found in all organisms ranging from bacteria to plants to animals. It is classified as an aliphatic, non-polar amino acid. In humans, alanine is a non-essential amino acid that can be easily made in the body from either the conversion of pyruvate or the breakdown of the dipeptides carnosine and anserine. Alanine can be also synthesized from branched chain amino acids such as valine, leucine, and isoleucine. Alanine is produced by reductive amination of pyruvate through a two-step process. In the first step, alpha-ketoglutarate, ammonia and NADH are converted by the enzyme known glutamate dehydrogenase to glutamate, NAD+ and water. In the second step, the amino group of the newly-formed glutamate is transferred to pyruvate by an aminotransferase enzyme, regenerating the alpha-ketoglutarate, and converting the pyruvate to alanine. The net result is that pyruvate and ammonia are converted to alanine. In mammals, alanine plays a key role in glucose–alanine cycle between tissues and liver. In muscle and other tissues that degrade amino acids for fuel, amino groups are collected in the form of glutamate by transamination. Glutamate can then transfer its amino group to pyruvate, a product of muscle glycolysis, through the action of alanine aminotransferase, forming alanine and alpha-ketoglutarate. The alanine enters the bloodstream and is transported to the liver. The alanine aminotransferase reaction takes place in reverse in the liver, where the regenerated pyruvate is used in gluconeogenesis, forming glucose which returns to the muscles through the circulation system. Alanine is highly concentrated in muscle and is one of the most important amino acids released by muscle, functioning as a major energy source. Plasma alanine is often decreased when the BCAA (branched-chain amino acids) are deficient. This finding may relate to muscle metabolism. Alanine is highly concentrated in meat products and other high-protein foods like wheat germ and cottage cheese. Alanine is an important participant as well as a regulator of glucose metabolism. Alanine levels parallel blood sugar levels in both diabetes and hypoglycemia, and alanine is reduced in both severe hypoglycemia and the ketosis of diabetes. Alanine is an important amino acid for lymphocyte reproduction and immunity. Alanine therapy has helped dissolve kidney stones in experimental animals. Normal alanine metabolism, like that of other amino acids, is highly dependent upon enzymes that contain vitamin B6. Alanine, like GABA, taurine, and glycine, is an inhibitory neurotransmitter in the brain (http://www.dcnutrition.com/AminoAcids/). L-Alanine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=56-41-7 (retrieved 2024-07-01) (CAS RN: 56-41-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). L-Alanine is a non-essential amino acid, involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and central nervous system. L-Alanine is a non-essential amino acid, involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and central nervous system.

   

Patulin

(2,4-Dihydroxy-2H-pyran-3(6H)-ylidene)acetic acid, 3,4-lactone

C7H6O4 (154.0266)


Patulin is found in pomes. Mycotoxin, found as a contaminant of foods, e.g. apple juice. Sometimes detd. in apple juice Patulin is a mycotoxin produced by a variety of molds, particularly Aspergillus and Penicillium. It is commonly found in rotting apples, and the amount of patulin in apple products is generally viewed as a measure of the quality of the apples used in production. It is not a particularly potent toxin, but a number of studies have shown that it is genotoxic, which has led to some theories that it may be a carcinogen, though animal studies have remained inconclusive. Patulin is also an antibiotic. Several countries have instituted patulin restrictions in apple products. The World Health Organization recommends a maximum concentration of 50 µg/L in apple juice Mycotoxin, found as a contaminant of foods, e.g. apple juice. Sometimes detd. in apple juice D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins D009676 - Noxae > D009153 - Mutagens Patulin (Terinin) is a mycotoxin produced by fungi including the Aspergillus, Penicillium, and Byssochlamys species, is suspected to be clastogenic, mutagenic, teratogenic and cytotoxic. Patulin induces autophagy-dependent apoptosis through lysosomal-mitochondrial axis, and causes DNA damage[1][2][3][4].

   

Fucosterol

(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(E,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

C29H48O (412.3705)


Characteristic sterol of seaweeds; isolated from bladderwrack Fucus vesiculosus. Fucosterol is found in lemon grass and coconut. Fucosterol is found in coconut. Characteristic sterol of seaweeds; isolated from bladderwrack Fucus vesiculosu Fucosterol is a sterol isolated from algae, seaweed or diatoms.?Fucosterol exhibits various biological activities, including antioxidant, anti-adipogenic, blood cholesterol reducing, anti-diabetic and anti-cancer activities[1][2]. Fucosterol regulates adipogenesis via inhibition of?PPARα?and?C/EBPα?expression and can be used for anti-obesity agents development research[1]. Fucosterol is a sterol isolated from algae, seaweed or diatoms.?Fucosterol exhibits various biological activities, including antioxidant, anti-adipogenic, blood cholesterol reducing, anti-diabetic and anti-cancer activities[1][2]. Fucosterol regulates adipogenesis via inhibition of?PPARα?and?C/EBPα?expression and can be used for anti-obesity agents development research[1].

   

24-Methylenecycloartan-3-ol

(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]pentacyclo[9.7.0.0^{1,3}.0^{3,8}.0^{12,16}]octadecan-6-ol

C31H52O (440.4018)


24-methylenecycloartan-3-ol belongs to cycloartanols and derivatives class of compounds. Those are steroids containing a cycloartanol moiety. 24-methylenecycloartan-3-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 24-methylenecycloartan-3-ol can be found in a number of food items such as oregon yampah, common persimmon, pineapple, and climbing bean, which makes 24-methylenecycloartan-3-ol a potential biomarker for the consumption of these food products.

   

24-Methylenelophenol

(1R,2S,5S,6S,7S,11R,14R,15R)-2,6,15-trimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol

C29H48O (412.3705)


24-Methylenelophenol is involved in the biosynthesis of steroids. 24-Methylenelophenol is converted from 4alpha-methylfecosterol by cholestenol delta-isomerase (EC: 5.3.3.5). 24-Methylenelophenol is converted into 24-ethylidenelophenol by 24-methylenesterol C-methyltransferase (EC 2.1.1.143). 24-Methylenelophenol can also be converted into episterol.

   

D-Alanine

D-alpha-Aminopropionic acid

C3H7NO2 (89.0477)


Alanine is a nonessential amino acid made in the body from the conversion of the carbohydrate pyruvate or the breakdown of DNA and the dipeptides carnosine and anserine. It is highly concentrated in muscle and is one of the most important amino acids released by muscle, functioning as a major energy source. Plasma alanine is often decreased when the BCAA (Branched Chain Amino Acids) are deficient. This finding may relate to muscle metabolism. Alanine is highly concentrated in meat products and other high-protein foods like wheat germ and cottage cheese. Alanine is an important participant as well as regulator in glucose metabolism. Alanine levels parallel blood sugar levels in both diabetes and hypoglycemia, and alanine reduces both severe hypoglycemia and the ketosis of diabetes. It is an important amino acid for lymphocyte reproduction and immunity. Alanine therapy has helped dissolve kidney stones in experimental animals. Normal alanine metabolism, like that of other amino acids, is highly dependent upon enzymes that contain vitamin B6. Alanine, like GABA, taurine and glycine, is an inhibitory neurotransmitter in the brain. Alanine can be found in some Gram-positive bacteria (PMID:24752840). Amino acids are one of the most important molecules in living organisms, and most of them have a chiral carbon at a -position. In the higher animals, a large part of the naturally occurring amino acids is the L-form, and the stereoisomers (D-amino acids) had been believed to be rare. However, several D-amino acids have been found in mammals including humans, and their distributions, functions and origins have gradually been clarified. The D-alanine (D-Ala) amounts have also been reported to change in the case of diseases. Proteins of the frontal lobe white and gray matter of human brains, both normal and Alzheimer subjects, contain D-alanine at concentrations between 0.50 and 1.28 mumol/g of wet tissue, 50-70-times lower than the concentration of L-alanine. D-Alanine have been detected in the sera of both normal subjects and patients with renal dysfunction, and their concentrations were higher in the patients than in the normal subjects. (PMID: 16141519, 1450921, 8535409, 1426150, 1933416) [HMDB] KEIO_ID A011 D-Alanine is a weak GlyR (inhibitory glycine receptor) and PMBA agonist, with an EC50 of 9 mM for GlyR. D-Alanine is a weak GlyR (inhibitory glycine receptor) and PMBA agonist, with an EC50 of 9 mM for GlyR.

   

DL-2-Aminopropionic acid

2-aminopropanoic acid

C3H7NO2 (89.0477)


(alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform A (protein), also known as ALA or 2-Aminopropanoic acid, is classified as an alanine or an Alanine derivative. Alanines are compounds containing alanine or a derivative thereof resulting from reaction of alanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. (alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform A (protein) is considered to be soluble (in water) and acidic. (alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform A (protein) can be synthesized from propionic acid. (alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform A (protein) can be synthesized into alanine derivative. (alpha-D-mannosyl)7-beta-D-mannosyl-diacetylchitobiosyl-L-asparagine, isoform A (protein) is an odorless tasting compound found in Green bell peppers, Green zucchinis, Italian sweet red peppers, and Red bell peppers Dietary supplement, nutrient, sweetening flavour enhancer in pickling spice mixts. DL-alanine, an amino acid, is the racemic compound of L- and D-alanine. DL-alanine is employed both as a reducing and a capping agent, used with silver nitrate aqueous solutions for the production of nanoparticles. DL-alanine can be used for the research of transition metals chelation, such as Cu(II), Zn(II), Cd(11). DL-alanine, a sweetener, is classed together with glycine, and sodium saccharin. DL-alanine plays a key role in the glucose-alanine cycle between tissues and liver[1][2][3][4][5][6].

   

3beta-24-Methylenecycloartan-3-ol

7,7,12,16-tetramethyl-15-(6-methyl-5-methylideneheptan-2-yl)pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-ol

C31H52O (440.4018)


3beta-24-Methylenecycloartan-3-ol is a constituent of rice bran oil. Constituent of rice bran oil

   

5-Hydroxy-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

5-Hydroxy-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

C7H8O4 (156.0423)


   

Fucosterol

(24E)-24-n-propylidenecholesterol;(3beta,24E)-stigmasta-5,24(28)-dien-3-ol;(E)-stigmasta-5,24(28)-dien-3beta-ol;24E-ethylidene-cholest-5-en-3beta-ol;fucosterin;trans-24-ethylidenecholesterol

C29H48O (412.3705)


A 3beta-sterol consisting of stigmastan-3beta-ol with double bonds at positions 5 and 24(28). (3b,5a,24(28)e)-stigmasta-7,24(28)-dien-3-ol belongs to stigmastanes and derivatives class of compounds. Those are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24 (3b,5a,24(28)e)-stigmasta-7,24(28)-dien-3-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (3b,5a,24(28)e)-stigmasta-7,24(28)-dien-3-ol can be found in horseradish tree and sunflower, which makes (3b,5a,24(28)e)-stigmasta-7,24(28)-dien-3-ol a potential biomarker for the consumption of these food products. Fucosterol is a sterol isolated from algae, seaweed or diatoms.?Fucosterol exhibits various biological activities, including antioxidant, anti-adipogenic, blood cholesterol reducing, anti-diabetic and anti-cancer activities[1][2]. Fucosterol regulates adipogenesis via inhibition of?PPARα?and?C/EBPα?expression and can be used for anti-obesity agents development research[1]. Fucosterol is a sterol isolated from algae, seaweed or diatoms.?Fucosterol exhibits various biological activities, including antioxidant, anti-adipogenic, blood cholesterol reducing, anti-diabetic and anti-cancer activities[1][2]. Fucosterol regulates adipogenesis via inhibition of?PPARα?and?C/EBPα?expression and can be used for anti-obesity agents development research[1].

   

Cycloartenol

9beta,19-cyclolanost-24-en-3beta-ol

C30H50O (426.3861)


   

L-alanine

L-alanine

C3H7NO2 (89.0477)


The L-enantiomer of alanine. L-Alanine is a non-essential amino acid, involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and central nervous system. L-Alanine is a non-essential amino acid, involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and central nervous system.

   

D-Alanine

(2R)-2-aminopropanoic acid

C3H7NO2 (89.0477)


The D-enantiomer of alanine. D-Alanine is a weak GlyR (inhibitory glycine receptor) and PMBA agonist, with an EC50 of 9 mM for GlyR. D-Alanine is a weak GlyR (inhibitory glycine receptor) and PMBA agonist, with an EC50 of 9 mM for GlyR.

   

Alanine

L-α-Aminopropionic acid

C3H7NO2 (89.0477)


An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2. Alanine (symbol Ala or A),[4] or α-alanine, is an α-amino acid that is used in the biosynthesis of proteins. It contains an amine group and a carboxylic acid group, both attached to the central carbon atom which also carries a methyl group side chain. Consequently it is classified as a nonpolar, aliphatic α-amino acid. Under biological conditions, it exists in its zwitterionic form with its amine group protonated (as −NH + 3 ) and its carboxyl group deprotonated (as −CO − 2 ). It is non-essential to humans as it can be synthesized metabolically and does not need to be present in the diet. It is encoded by all codons starting with GC (GCU, GCC, GCA, and GCG). The L-isomer of alanine (left-handed) is the one that is incorporated into proteins. L-alanine is second only to L-leucine in rate of occurrence, accounting for 7.8\\\\\% of the primary structure in a sample of 1,150 proteins.[5] The right-handed form, D-alanine, occurs in peptides in some bacterial cell walls[6]: 131  (in peptidoglycan) and in some peptide antibiotics, and occurs in the tissues of many crustaceans and molluscs as an osmolyte. D-Alanine is a weak GlyR (inhibitory glycine receptor) and PMBA agonist, with an EC50 of 9 mM for GlyR. D-Alanine is a weak GlyR (inhibitory glycine receptor) and PMBA agonist, with an EC50 of 9 mM for GlyR. L-Alanine is a non-essential amino acid, involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and central nervous system. L-Alanine is a non-essential amino acid, involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and central nervous system.

   

patulin

4-hydroxy-4,6-dihydrofuro[3,2-c]pyran-2-one

C7H6O4 (154.0266)


D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE standard compound; INTERNAL_ID 5971 D009676 - Noxae > D009153 - Mutagens CONFIDENCE Reference Standard (Level 1) Patulin (Terinin) is a mycotoxin produced by fungi including the Aspergillus, Penicillium, and Byssochlamys species, is suspected to be clastogenic, mutagenic, teratogenic and cytotoxic. Patulin induces autophagy-dependent apoptosis through lysosomal-mitochondrial axis, and causes DNA damage[1][2][3][4].

   

24-methylene-cycloartanol

24-methylene-9beta,19-cyclo-lanostan-3beta-ol

C31H52O (440.4018)


   

(2R)-2-aminopropanoic acid

(2R)-2-aminopropanoic acid

C3H7NO2 (89.0477)


   

24-methylenecycloartanol

24-methylenecycloartanol

C31H52O (440.4018)


A pentacyclic triterpenoid that is (9beta)-24-methylene-9,19-cyclolanostane which carries a hydroxy group at position 3beta. It is isolated from several plant species including Euphorbia, Epidendrum, Psychotria and Sideritis.

   

(3r,4as,5s,8r,9ar,9br)-2-methyl-3-[(1e)-non-1-en-1-yl]-3h,4ah,5h,7h,8h,9h,9ah,9bh-cyclopenta[f]chromene-5,8-diol

(3r,4as,5s,8r,9ar,9br)-2-methyl-3-[(1e)-non-1-en-1-yl]-3h,4ah,5h,7h,8h,9h,9ah,9bh-cyclopenta[f]chromene-5,8-diol

C22H34O3 (346.2508)


   

1,13-dihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,13h,15h,16h-cyclotrideca[d]isoindole-14,17-dione

1,13-dihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,13h,15h,16h-cyclotrideca[d]isoindole-14,17-dione

C32H38N2O4 (514.2831)


   

(3s,3ar,4s,6as,10s,13r,17ar)-1,13-dihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,13h,15h,16h-cyclotrideca[d]isoindole-14,17-dione

(3s,3ar,4s,6as,10s,13r,17ar)-1,13-dihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,4h,6ah,9h,10h,13h,15h,16h-cyclotrideca[d]isoindole-14,17-dione

C32H38N2O4 (514.2831)


   

2-methyl-3-(non-1-en-1-yl)-3h,4ah,9h,9ah,9bh-cyclopenta[f]chromen-5-one

2-methyl-3-(non-1-en-1-yl)-3h,4ah,9h,9ah,9bh-cyclopenta[f]chromen-5-one

C22H30O2 (326.2246)


   

(1s,6s,7e,9s,11e,13r,14s,16r,17s,18r,19s)-6,21-dihydroxy-19-(1h-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-7,11,20-triene-2,5-dione

(1s,6s,7e,9s,11e,13r,14s,16r,17s,18r,19s)-6,21-dihydroxy-19-(1h-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-7,11,20-triene-2,5-dione

C32H38N2O5 (530.2781)


   

(3s,4ar,9as,9bs)-2-methyl-3-[(1e)-non-1-en-1-yl]-3h,4ah,9h,9ah,9bh-cyclopenta[f]chromen-5-one

(3s,4ar,9as,9bs)-2-methyl-3-[(1e)-non-1-en-1-yl]-3h,4ah,9h,9ah,9bh-cyclopenta[f]chromen-5-one

C22H30O2 (326.2246)


   

(1s,2s,4r,8s,9r,10z,12z)-9-heptyl-4,8-dihydroxy-12-methyltricyclo[6.5.1.0²,⁶]tetradeca-6,10,12-trien-14-one

(1s,2s,4r,8s,9r,10z,12z)-9-heptyl-4,8-dihydroxy-12-methyltricyclo[6.5.1.0²,⁶]tetradeca-6,10,12-trien-14-one

C22H32O3 (344.2351)


   

(1r,3r,5r,6r,9r,11s,15r)-3,15-dihydroxy-8-methyl-9-[(1e)-non-1-en-1-yl]-10,13-dioxatetracyclo[9.2.2.0¹,⁵.0⁶,¹¹]pentadec-7-en-12-one

(1r,3r,5r,6r,9r,11s,15r)-3,15-dihydroxy-8-methyl-9-[(1e)-non-1-en-1-yl]-10,13-dioxatetracyclo[9.2.2.0¹,⁵.0⁶,¹¹]pentadec-7-en-12-one

C23H34O5 (390.2406)


   

(3s,3ar,6s,6ar,10s,13r,17as)-1,6,13-trihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,6h,6ah,9h,10h,13h,15h,16h-cyclotrideca[d]isoindole-14,17-dione

(3s,3ar,6s,6ar,10s,13r,17as)-1,6,13-trihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,6h,6ah,9h,10h,13h,15h,16h-cyclotrideca[d]isoindole-14,17-dione

C32H38N2O5 (530.2781)


   

(1r,2r,4r,8r,9s,10z,12z)-9-heptyl-4,8-dihydroxy-12-methyltricyclo[6.5.1.0²,⁶]tetradeca-6,10,12-trien-14-one

(1r,2r,4r,8r,9s,10z,12z)-9-heptyl-4,8-dihydroxy-12-methyltricyclo[6.5.1.0²,⁶]tetradeca-6,10,12-trien-14-one

C22H32O3 (344.2351)


   

1,6,13-trihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,6h,6ah,9h,10h,13h,15h,16h-cyclotrideca[d]isoindole-14,17-dione

1,6,13-trihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,6h,6ah,9h,10h,13h,15h,16h-cyclotrideca[d]isoindole-14,17-dione

C32H38N2O5 (530.2781)


   

(3r,4as,8r,9ar,9br)-8-hydroxy-2-methyl-3-[(1e)-non-1-en-1-yl]-3h,4ah,7h,8h,9h,9ah,9bh-cyclopenta[f]chromen-5-one

(3r,4as,8r,9ar,9br)-8-hydroxy-2-methyl-3-[(1e)-non-1-en-1-yl]-3h,4ah,7h,8h,9h,9ah,9bh-cyclopenta[f]chromen-5-one

C22H32O3 (344.2351)


   

(4r)-4-hydroxy-4h,6h-furo[3,2-c]pyran-2-one

(4r)-4-hydroxy-4h,6h-furo[3,2-c]pyran-2-one

C7H6O4 (154.0266)


   

1-(5-isopropylhept-5-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

1-(5-isopropylhept-5-en-2-yl)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C29H48O (412.3705)


   

2-methyl-3-(non-1-en-1-yl)-3h,4ah,5h,7h,8h,9h,9ah,9bh-cyclopenta[f]chromene-5,8-diol

2-methyl-3-(non-1-en-1-yl)-3h,4ah,5h,7h,8h,9h,9ah,9bh-cyclopenta[f]chromene-5,8-diol

C22H34O3 (346.2508)


   

3,15-dihydroxy-8-methyl-9-(non-1-en-1-yl)-10,13-dioxatetracyclo[9.2.2.0¹,⁵.0⁶,¹¹]pentadec-7-en-12-one

3,15-dihydroxy-8-methyl-9-(non-1-en-1-yl)-10,13-dioxatetracyclo[9.2.2.0¹,⁵.0⁶,¹¹]pentadec-7-en-12-one

C23H34O5 (390.2406)


   

8-hydroxy-2-methyl-3-(non-1-en-1-yl)-3h,4ah,7h,8h,9h,9ah,9bh-cyclopenta[f]chromen-5-one

8-hydroxy-2-methyl-3-(non-1-en-1-yl)-3h,4ah,7h,8h,9h,9ah,9bh-cyclopenta[f]chromen-5-one

C22H32O3 (344.2351)


   

6-hydroxy-7-(5-hydroxy-2-methyldodeca-1,3-dien-1-yl)-1,6,7,7a-tetrahydroinden-5-one

6-hydroxy-7-(5-hydroxy-2-methyldodeca-1,3-dien-1-yl)-1,6,7,7a-tetrahydroinden-5-one

C22H32O3 (344.2351)


   

(3r,6s,8r,11s,12s,15r,16r)-7,7,12,16-tetramethyl-15-[(2r)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-ol

(3r,6s,8r,11s,12s,15r,16r)-7,7,12,16-tetramethyl-15-[(2r)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.0¹,³.0³,⁸.0¹²,¹⁶]octadecan-6-ol

C30H50O (426.3861)


   

9-heptyl-4,8-dihydroxy-12-methyltricyclo[6.5.1.0²,⁶]tetradeca-6,10,12-trien-14-one

9-heptyl-4,8-dihydroxy-12-methyltricyclo[6.5.1.0²,⁶]tetradeca-6,10,12-trien-14-one

C22H32O3 (344.2351)


   

(1s,6r,7e,9s,11e,13r,14s,16r,17s,18r,19s)-6,21-dihydroxy-19-(1h-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-7,11,20-triene-2,5-dione

(1s,6r,7e,9s,11e,13r,14s,16r,17s,18r,19s)-6,21-dihydroxy-19-(1h-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-7,11,20-triene-2,5-dione

C32H38N2O5 (530.2781)


   

6,21-dihydroxy-19-(1h-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-7,11,20-triene-2,5-dione

6,21-dihydroxy-19-(1h-indol-3-ylmethyl)-7,9,16,17-tetramethyl-15-oxa-20-azatetracyclo[11.8.0.0¹,¹⁸.0¹⁴,¹⁶]henicosa-7,11,20-triene-2,5-dione

C32H38N2O5 (530.2781)


   

3-hydroxy-5-(1h-indol-3-ylmethyl)-7,8,15,17-tetramethyl-9-oxa-4,22-diazapentacyclo[17.2.1.0²,⁶.0²,¹¹.0⁸,¹⁰]docosa-1(22),3,12,16-tetraen-18-one

3-hydroxy-5-(1h-indol-3-ylmethyl)-7,8,15,17-tetramethyl-9-oxa-4,22-diazapentacyclo[17.2.1.0²,⁶.0²,¹¹.0⁸,¹⁰]docosa-1(22),3,12,16-tetraen-18-one

C32H37N3O3 (511.2835)


   

(1r,3r,5s,6r,9r,11s,15r)-3,15-dihydroxy-8-methyl-9-[(1e)-non-1-en-1-yl]-10,13-dioxatetracyclo[9.2.2.0¹,⁵.0⁶,¹¹]pentadec-7-en-12-one

(1r,3r,5s,6r,9r,11s,15r)-3,15-dihydroxy-8-methyl-9-[(1e)-non-1-en-1-yl]-10,13-dioxatetracyclo[9.2.2.0¹,⁵.0⁶,¹¹]pentadec-7-en-12-one

C23H34O5 (390.2406)


   

(3s,3ar,6s,6ar,10s,13s,17as)-1,6,13-trihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,6h,6ah,9h,10h,13h,15h,16h-cyclotrideca[d]isoindole-14,17-dione

(3s,3ar,6s,6ar,10s,13s,17as)-1,6,13-trihydroxy-3-(1h-indol-3-ylmethyl)-4,5,10,12-tetramethyl-3h,3ah,6h,6ah,9h,10h,13h,15h,16h-cyclotrideca[d]isoindole-14,17-dione

C32H38N2O5 (530.2781)


   

(1r,5s,6r)-5-hydroxy-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

(1r,5s,6r)-5-hydroxy-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one

C7H8O4 (156.0423)


   

penostatin a

penostatin a

C22H32O3 (344.2351)


   

(2r,5s,6r,7s,8r,10s,11r,12e,15s,16e,19s)-3-hydroxy-5-(1h-indol-3-ylmethyl)-7,8,15,17-tetramethyl-9-oxa-4,22-diazapentacyclo[17.2.1.0²,⁶.0²,¹¹.0⁸,¹⁰]docosa-1(22),3,12,16-tetraen-18-one

(2r,5s,6r,7s,8r,10s,11r,12e,15s,16e,19s)-3-hydroxy-5-(1h-indol-3-ylmethyl)-7,8,15,17-tetramethyl-9-oxa-4,22-diazapentacyclo[17.2.1.0²,⁶.0²,¹¹.0⁸,¹⁰]docosa-1(22),3,12,16-tetraen-18-one

C32H37N3O3 (511.2835)


   

(1r,3ar,3br,7s,9ar,9br,11ar)-1-[(2r,5e)-5-isopropylhept-5-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

(1r,3ar,3br,7s,9ar,9br,11ar)-1-[(2r,5e)-5-isopropylhept-5-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-ol

C29H48O (412.3705)


   

(6r,7s,7as)-6-hydroxy-7-[(1z,3e,5s)-5-hydroxy-2-methyldodeca-1,3-dien-1-yl]-1,6,7,7a-tetrahydroinden-5-one

(6r,7s,7as)-6-hydroxy-7-[(1z,3e,5s)-5-hydroxy-2-methyldodeca-1,3-dien-1-yl]-1,6,7,7a-tetrahydroinden-5-one

C22H32O3 (344.2351)