Hordenine

4-[2-(dimethylamino)ethyl]phenol

C10H15NO (165.1154)


Hordenine is a potent phenylethylamine alkaloid with antibacterial and antibiotic properties produced in nature by several varieties of plants in the family Cactacea. The major source of hordenine in humans is beer brewed from barley. Hordenine in urine interferes with tests for morphine, heroin and other opioid drugs. Hordenine is a biomarker for the consumption of beer Hordenine is a phenethylamine alkaloid. It has a role as a human metabolite and a mouse metabolite. Hordenine is a natural product found in Cereus peruvianus, Mus musculus, and other organisms with data available. See also: Selenicereus grandiflorus stem (part of). Alkaloid from Hordeum vulgare (barley) CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2289 Hordenine, an alkaloid found in plants, inhibits melanogenesis by suppression of cyclic adenosine monophosphate (cAMP) production[1]. Hordenine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=539-15-1 (retrieved 2024-10-24) (CAS RN: 539-15-1). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Indole-3-carboxaldehyde

1H-indole-3-carbaldehyde

C9H7NO (145.0528)


Indole-3-carboxaldehyde (IAld or I3A), also known as 3-formylindole or 3-indolealdehyde, belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of a pyrrole ring fused to benzene to form 2,3-benzopyrrole. In humans, I3A is a biologically active metabolite which acts as a receptor agonist at the aryl hydrocarbon receptor in intestinal immune cells. It stimulates the production of interleukin-22 which facilitates mucosal reactivity (PMID:27102537). I3A is a microbially derived tryptophan metabolite produced by Clostridium and Lactobacillus (PMID:30120222, 27102537). I3A has also been found in the urine of patients with untreated phenylketonuria (PMID:5073866). I3A has been detected, but not quantified, in several different foods, such as beans, Brussels sprouts, cucumbers, cereals and cereal products, and white cabbages. This could make I3A a potential biomarker for the consumption of these foods. Indole-3-carbaldehyde is a heteroarenecarbaldehyde that is indole in which the hydrogen at position 3 has been replaced by a formyl group. It has a role as a plant metabolite, a human xenobiotic metabolite, a bacterial metabolite and a marine metabolite. It is a heteroarenecarbaldehyde, an indole alkaloid and a member of indoles. Indole-3-carboxaldehyde is a natural product found in Euphorbia hirsuta, Derris ovalifolia, and other organisms with data available. A heteroarenecarbaldehyde that is indole in which the hydrogen at position 3 has been replaced by a formyl group. Found in barley and tomato seedlings and cotton Indole-3-carboxaldehyde. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=487-89-8 (retrieved 2024-07-02) (CAS RN: 487-89-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Indole-3-carboxaldehyde (3-Formylindole), a banlangen extract, is the product of the oxidative degradation of indole-3-acetic acid (IAA) by crude enzyme preparations from etiolated pea seedlings. Indole-3-carboxaldehyde (3-Formylindole) is a biochemical used to prepare analogs of the indole phytoalexin cyclobrassinin[1]. Indole-3-carboxaldehyde (3-Formylindole), a banlangen extract, is the product of the oxidative degradation of indole-3-acetic acid (IAA) by crude enzyme preparations from etiolated pea seedlings. Indole-3-carboxaldehyde (3-Formylindole) is a biochemical used to prepare analogs of the indole phytoalexin cyclobrassinin[1].

   

1204-06-4

3-Indoleacrylic acid

C11H9NO2 (187.0633)


trans-3-Indoleacrylic acid is an endogenous metabolite.

   

Citrulline

(S)-2-Amino-5-(aminocarbonyl)aminopentanoic acid

C6H13N3O3 (175.0957)


Citrulline, also known as Cit or δ-ureidonorvaline, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Citrulline has the formula H2NC(O)NH(CH2)3CH(NH2)CO2H. Citrulline exists in all living species, ranging from bacteria to humans. Within humans, citrulline participates in a number of enzymatic reactions. In particular, citrulline can be biosynthesized from carbamoyl phosphate and ornithine which is catalyzed by the enzyme ornithine carbamoyltransferase. In addition, citrulline and L-aspartic acid can be converted into argininosuccinic acid through the action of the enzyme argininosuccinate synthase. In humans, citrulline is involved in the metabolic disorder called argininemia. Citrulline has also been found to be associated with several diseases such as ulcerative colitis, rheumatoid arthritis, and citrullinemia type II. Citrulline has also been linked to several inborn metabolic disorders including argininosuccinic aciduria and fumarase deficiency. Outside of the human body, citrulline is found, on average, in the highest concentration in a few different foods such as wheats, oats, and cucumbers and in a lower concentration in swiss chards, yellow wax beans, and potato. Citrulline has also been detected, but not quantified in several different foods, such as epazotes, lotus, common buckwheats, strawberry guava, and italian sweet red peppers. Citrulline is a potentially toxic compound. Proteins that normally contain citrulline residues include myelin basic protein (MBP), filaggrin, and several histone proteins, whereas other proteins, such as fibrin and vimentin are susceptible to citrullination during cell death and tissue inflammation. Citrulline is also produced as a byproduct of the enzymatic production of nitric oxide from the amino acid arginine, catalyzed by nitric oxide synthase. It is also produced from arginine as a byproduct of the reaction catalyzed by NOS family (NOS; EC1.14.13.39). [Spectral] L-Citrulline (exact mass = 175.09569) and L-Glutamate (exact mass = 147.05316) were not completely separated on HPLC under the present analytical conditions as described in AC$XXX. Additionally some of the peaks in this data contains dimers and other unidentified ions. Acquisition and generation of the data is financially supported in part by CREST/JST. COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials Occurs in the juice of watermelon (Citrullus vulgaris) IPB_RECORD: 257; CONFIDENCE confident structure KEIO_ID C013 Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS 2-Amino-5-ureidopentanoic acid is an endogenous metabolite. 2-Amino-5-ureidopentanoic acid is an endogenous metabolite. L-Citrulline is an amino acid derived from ornithine in the catabolism of proline or glutamine and glutamate, or from l-arginine via arginine-citrulline pathway. L-Citrulline is an amino acid derived from ornithine in the catabolism of proline or glutamine and glutamate, or from l-arginine via arginine-citrulline pathway.

   

Isoglutamate

3-Aminopentanedioic acid

C5H9NO4 (147.0532)


   

Cycloeudesmol

Hexahydro-alpha,alpha,3a,7-tetramethyl-1H-cycloprop[c]indene-1a(2H)-methanol

C15H26O (222.1984)


   

Domoic acid

4-[(2E,4Z)-6-carboxy-6-methylhexa-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

C15H21NO6 (311.1369)


D018373 - Peripheral Nervous System Agents > D009465 - Neuromuscular Agents > D009466 - Neuromuscular Blocking Agents Isodomoic acid F is found in mollusks. Isodomoic acid F is isolated from mussels. Isolated from mussels. Isodomoic acid F is found in mollusks.

   

caulerpin

NCI60_041046

C24H18N2O4 (398.1267)


   

Isodomoic acid A

Isodomoic acid A

C15H21NO6 (311.1369)


An L-proline derivative that is L-proline substituted by a carboxymethyl group at position 3 and a 6-carboxyhepta-2,5-dien-2-yl group at position 4. It is isolated from the red alga, Chondria armata. D009676 - Noxae > D011042 - Poisons > D008387 - Marine Toxins

   

D-Aspartic acid

(2R)-2-Aminobutanedioic acid

C4H7NO4 (133.0375)


D-Aspartic acid is the D-isomer of aspartic acid. Since its discovery in invertebrates, free D-aspartate (D-Asp) has been identified in a variety of organisms, including microorganisms, plants, and lower animals, mammals and humans. D-Asp in mammalian tissues is present in specific cells, indicating the existence of specific molecular components that regulate D-Asp levels and localization in tissues. In the rat adrenal medulla, D-Asp is closely associated with adrenaline-cells (A-cells), which account for approximately 80\\\\\\% of the total number of chromaffin cells in the tissue, and which make and store adrenaline. D-Asp appears to be absent from noradrenaline-cells (NA-cells), which comprise approximately 20\\\\\\% of the total number of chromaffin cells in the adrenal medulla, and which make and store noradrenaline. D-aspartate oxidase (EC 1.4.3.1, D-AspO), which catalyzes oxidative deamination of D-Asp, appears to be present only in NA-cells, suggesting that the lack of D-Asp in these cells is due to D-Asp oxidase-mediated metabolism of D-Aspecies In the rat adrenal cortex, the distribution of D-Asp changes during development. It has been suggested that developmental changes in the localization of D-Asp reflects the participation of D-Asp in the development and maturation of steroidogenesis in rat adrenal cortical cells. D-Asp is involved in steroid hormone synthesis and secretion in mammals as well. D-Asp is synthesized intracellularly, most likely by Asp racemase (EC 5.1.1.13). Endogenous D-Asp apparently has two different intracellular localization patterns: cytoplasmic and vesicular. D-Asp release can occur through three distinct pathways: 1) spontaneous, continuous release of cytoplasmic D-Asp, which is not associated with a specific stimulus; 2) release of cytoplasmic D-Asp via a volume-sensitive organic anion channel that connects the cytoplasm and extracellular space; 3) exocytotic discharge of vesicular D-Aspecies D-Asp can be released via a mechanism that involves the L-Glu transporter. D-Asp is thus apparently in dynamic flux at the cellular level to carry out its physiological function(s) in mammals. (PMID: 16755369) [HMDB] D-Aspartic acid is the D-isomer of aspartic acid. Since its discovery in invertebrates, free D-aspartate (D-Asp) has been identified in a variety of organisms, including microorganisms, plants, and lower animals, mammals and humans. D-Asp in mammalian tissues is present in specific cells, indicating the existence of specific molecular components that regulate D-Asp levels and localization in tissues. In the rat adrenal medulla, D-Asp is closely associated with adrenaline-cells (A-cells), which account for approximately 80\\\\\\% of the total number of chromaffin cells in the tissue, and which make and store adrenaline. D-Asp appears to be absent from noradrenaline-cells (NA-cells), which comprise approximately 20\\\\\\% of the total number of chromaffin cells in the adrenal medulla, and which make and store noradrenaline. D-aspartate oxidase (EC 1.4.3.1, D-AspO), which catalyzes oxidative deamination of D-Asp, appears to be present only in NA-cells, suggesting that the lack of D-Asp in these cells is due to D-Asp oxidase-mediated metabolism of D-Asp. In the rat adrenal cortex, the distribution of D-Asp changes during development. It has been suggested that developmental changes in the localization of D-Asp reflects the participation of D-Asp in the development and maturation of steroidogenesis in rat adrenal cortical cells. D-Asp is involved in steroid hormone synthesis and secretion in mammals as well. D-Asp is synthesized intracellularly, most likely by Asp racemase (EC 5.1.1.13). Endogenous D-Asp apparently has two different intracellular localization patterns: cytoplasmic and vesicular. D-Asp release can occur through three distinct pathways: 1) spontaneous, continuous release of cytoplasmic D-Asp, which is not associated with a specific stimulus; 2) release of cytoplasmic D-Asp via a volume-sensitive organic anion channel that connects the cytoplasm and extracellular space; 3) exocytotic discharge of vesicular D-Asp. D-Asp can be released via a mechanism that involves the L-Glu transporter. D-Asp is thus apparently in dynamic flux at the cellular level to carry out its physiological function(s) in mammals (PMID:16755369). (-)-Aspartic acid is an endogenous NMDA receptor agonist. (-)-Aspartic acid is an endogenous NMDA receptor agonist. (-)-Aspartic acid is an endogenous NMDA receptor agonist. (-)-Aspartic acid is an endogenous NMDA receptor agonist.

   

1,2,4-Trithiolane

1,2,4-Trithiacyclopentane

C2H4S3 (123.9475)


1,2,4-Trithiolane is found in green vegetables. 1,2,4-Trithiolane is present in patai beans (Parkia speciosa) and the shiitake mushroom (Lentinus edodes). 1,2,4-Trithiolane is a component of mushroom flavour. Present in patai beans (Parkia speciosa) and the shiitake mushroom (Lentinus edodes). Component of mushroom flavour. 1,2,4-Trithiolane is found in mushrooms and green vegetables.

   

Indoleacrylic acid

(2E)-3-(1H-indol-3-yl)prop-2-enoic acid

C11H9NO2 (187.0633)


Indoleacrylic acid (CAS: 1204-06-4), also known as indoleacrylate, IA, and IAcrA, is a member of the class of compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. Indoleacrylic acid is practically insoluble (in water) and a weak acidic compound (based on its pKa). Within the cell, indoleacrylic acid is primarily located in the membrane (predicted from logP). Indoleacrylic acid is best known as a plant growth hormone (a natural auxin), whereas its biological role in animals is still unknown. A two-stage production of this compound is likely: intestinal microorganisms catabolize tryptophan to indole derivatives which are then absorbed and converted into indoleacrylic acid and its glycine conjugate, indolylacryloylglycine (IAcrGly). Indolylacryloylglycine excretion in urine is especially pronounced in some myopathies, namely in boys with Duchenne muscular dystrophy (PMID: 10707769). It has been recently found that indoleacrylic acid promotes intestinal epithelial barrier function and mitigates inflammatory responses. Stimulating indoleacrylic acid production could promote anti-inflammatory responses and have therapeutic benefits (PMID: 28704649). Urinary Indole-3-acrylate is produced by Clostridium sporogenes (PMID: 29168502). Indoleacrylic acid is also a metabolite of Peptostreptococcus (PMID: 28704649, 29168502). trans-3-Indoleacrylic acid is an endogenous metabolite.

   

D-Citrulline

2-amino-5-[(C-hydroxycarbonimidoyl)amino]pentanoic acid

C6H13N3O3 (175.0957)


Citrullin, also known as cit or 2-amino-5-uredovaleric acid, is a member of the class of compounds known as alpha amino acids. Alpha amino acids are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Citrullin is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Citrullin can be found in a number of food items such as cow milk, sesame, orange bell pepper, and pepper (c. frutescens), which makes citrullin a potential biomarker for the consumption of these food products. 2-Amino-5-ureidopentanoic acid is an endogenous metabolite. 2-Amino-5-ureidopentanoic acid is an endogenous metabolite.

   

kainic acid

3-(carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylic acid

C10H15NO4 (213.1001)


   

Citrulline

L(+)-Citrulline

C6H13N3O3 (175.0957)


COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS L-Citrulline is an amino acid derived from ornithine in the catabolism of proline or glutamine and glutamate, or from l-arginine via arginine-citrulline pathway. L-Citrulline is an amino acid derived from ornithine in the catabolism of proline or glutamine and glutamate, or from l-arginine via arginine-citrulline pathway.

   

3-Indoleacrylic acid

Indole-3-acrylic acid

C11H9NO2 (187.0633)


trans-3-Indoleacrylic acid is an endogenous metabolite.

   

3-(7-hydroxy-1H-indol-3-yl)prop-2-enoic acid

3-(7-hydroxy-1H-indol-3-yl)prop-2-enoic acid

C11H9NO3 (203.0582)


   

Kainic acid

(2S,3S,4S)-3-(carboxymethyl)-4-prop-1-en-2-ylpyrrolidine-2-carboxylic acid

C10H15NO4 (213.1001)


Kainic acid is a dicarboxylic acid, a pyrrolidinecarboxylic acid, a L-proline derivative and a non-proteinogenic L-alpha-amino acid. It has a role as an antinematodal drug and an excitatory amino acid agonist. It is a conjugate acid of a kainate(1-). (2S-(2 alpha,3 beta,4 beta))-2-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic acid. Ascaricide obtained from the red alga Digenea simplex. It is a potent excitatory amino acid agonist at some types of excitatory amino acid receptors and has been used to discriminate among receptor types. Like many excitatory amino acid agonists it can cause neurotoxicity and has been used experimentally for that purpose. D018377 - Neurotransmitter Agents > D018683 - Excitatory Amino Acid Agents > D018690 - Excitatory Amino Acid Agonists D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C250 - Antihelminthic Agent Kainic acid is a potent excitotoxic agent. Kainic acid hydrate also is an agonist for a subtype of ionotropic glutamate receptor. Kainic acid induces seizures[1][2]. Kainic acid is a potent excitotoxic agent. Kainic acid hydrate also is an agonist for a subtype of ionotropic glutamate receptor. Kainic acid induces seizures[1][2].

   

Citrulline

L(+)-Citrulline

C6H13N3O3 (175.0957)


The parent compound of the citrulline class consisting of ornithine having a carbamoyl group at the N(5)-position. COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS relative retention time with respect to 9-anthracene Carboxylic Acid is 0.052 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.050 CONFIDENCE standard compound; ML_ID 29 L-Citrulline is an amino acid derived from ornithine in the catabolism of proline or glutamine and glutamate, or from l-arginine via arginine-citrulline pathway. L-Citrulline is an amino acid derived from ornithine in the catabolism of proline or glutamine and glutamate, or from l-arginine via arginine-citrulline pathway.

   

Aspartic Acid

DL-Aspartic Acid

C4H7NO4 (133.0375)


An alpha-amino acid that consists of succinic acid bearing a single alpha-amino substituent COVID info from COVID-19 Disease Map, PDB, Protein Data Bank, clinicaltrial, clinicaltrials, clinical trial, clinical trials D018377 - Neurotransmitter Agents > D018846 - Excitatory Amino Acids Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS relative retention time with respect to 9-anthracene Carboxylic Acid is 0.051 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.050 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.054 L-Aspartic acid is is an amino acid, shown to be a suitable proagent for colon-specific agent deliverly. L-Aspartic acid is is an amino acid, shown to be a suitable proagent for colon-specific agent deliverly.

   

Indole-3-carboxaldehyde

INDOLE-3-CARBOXYALDEHYDE

C9H7NO (145.0528)


Indole-3-carboxaldehyde (3-Formylindole), a banlangen extract, is the product of the oxidative degradation of indole-3-acetic acid (IAA) by crude enzyme preparations from etiolated pea seedlings. Indole-3-carboxaldehyde (3-Formylindole) is a biochemical used to prepare analogs of the indole phytoalexin cyclobrassinin[1]. Indole-3-carboxaldehyde (3-Formylindole), a banlangen extract, is the product of the oxidative degradation of indole-3-acetic acid (IAA) by crude enzyme preparations from etiolated pea seedlings. Indole-3-carboxaldehyde (3-Formylindole) is a biochemical used to prepare analogs of the indole phytoalexin cyclobrassinin[1].

   

Hordenine

N,N-Dimethyl-2-(4-hydroxyphenyl)ethylamine

C10H15NO (165.1154)


Annotation level-1 Hordenine, an alkaloid found in plants, inhibits melanogenesis by suppression of cyclic adenosine monophosphate (cAMP) production[1]. Hordenine, an alkaloid found in plants, inhibits melanogenesis by suppression of cyclic adenosine monophosphate (cAMP) production[1].

   

Domoic acid

(-)-domoic acid

C15H21NO6 (311.1369)


An L-proline derivative that is L-proline substituted by a carboxymethyl group at position 3 and a 6-carboxyhepta-2,4-dien-2-yl group at position 4. It is produced by the diatomic algal Pseudo-nitzschia. It is an analogue of kainic acid and a neurotoxin which causes amnesic shellfish poisoning (ASP). D018373 - Peripheral Nervous System Agents > D009465 - Neuromuscular Agents > D009466 - Neuromuscular Blocking Agents

   

D-Aspartic acid

D-Aspartic acid

C4H7NO4 (133.0375)


The D-enantiomer of aspartic acid. (-)-Aspartic acid is an endogenous NMDA receptor agonist. (-)-Aspartic acid is an endogenous NMDA receptor agonist. (-)-Aspartic acid is an endogenous NMDA receptor agonist. (-)-Aspartic acid is an endogenous NMDA receptor agonist.

   

Kainic acid

Kainic acid

C10H15NO4 (213.1001)


Annotation level-1

   

Anhalin

Hordenine

C10H15NO (165.1154)


Origin: Plant; Formula(Parent): C10H15NO; Bottle Name:Hordenine sulfate; PRIME Parent Name:Hordenine; PRIME in-house No.:V0301; SubCategory_DNP: Alkaloids derived wholly or in part from phenylalanine or tyrosine, Cactus alkaloids Hordenine, an alkaloid found in plants, inhibits melanogenesis by suppression of cyclic adenosine monophosphate (cAMP) production[1]. Hordenine, an alkaloid found in plants, inhibits melanogenesis by suppression of cyclic adenosine monophosphate (cAMP) production[1].

   

1,2,4-TRITHIOLANE

1,2,4-Trithiacyclopentane

C2H4S3 (123.9475)


   

Methyl hentriacontanoate

Methyl hentriacontanoate

C32H64O2 (480.4906)


   

Isoglutamic acid

3-Aminopentanedioic acid

C5H9NO4 (147.0532)


A 1,5-dicarboxylic acid compound having a 3-amino substituent. It has been isolated from the extracts of the algae, Chondria armata.

   

(2s,3s,4s)-4-[(2e,4z,6r)-6-carboxy-6-methylhexa-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

(2s,3s,4s)-4-[(2e,4z,6r)-6-carboxy-6-methylhexa-2,4-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

C15H21NO6 (311.1369)


   

(1r,4r,5s,6s,9r)-9-bromo-4-{[(1r,4r)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl]methyl}-6-methyl-11-oxatricyclo[4.3.2.0¹,⁵]undecan-10-one

(1r,4r,5s,6s,9r)-9-bromo-4-{[(1r,4r)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl]methyl}-6-methyl-11-oxatricyclo[4.3.2.0¹,⁵]undecan-10-one

C20H30Br2O3 (476.0562)


   

(2e)-3-(1h-indol-3-yl)prop-2-enimidic acid

(2e)-3-(1h-indol-3-yl)prop-2-enimidic acid

C11H10N2O (186.0793)


   

(e,2e)-3-(7-methoxy-1-methylindol-3-yl)-n-[(1e)-2-(1-methylindol-3-yl)ethenyl]prop-2-enimidic acid

(e,2e)-3-(7-methoxy-1-methylindol-3-yl)-n-[(1e)-2-(1-methylindol-3-yl)ethenyl]prop-2-enimidic acid

C24H23N3O2 (385.179)


   

(e,2e)-3-(1h-indol-3-yl)-n-[(1e)-2-(1h-indol-3-yl)ethenyl]prop-2-enimidic acid

(e,2e)-3-(1h-indol-3-yl)-n-[(1e)-2-(1h-indol-3-yl)ethenyl]prop-2-enimidic acid

C21H17N3O (327.1372)


   

2,13-dimethyl 11,22-diazapentacyclo[13.7.0.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosa-1,3,5,7,9,12,14,16,18,20-decaene-2,13-dicarboxylate

2,13-dimethyl 11,22-diazapentacyclo[13.7.0.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosa-1,3,5,7,9,12,14,16,18,20-decaene-2,13-dicarboxylate

C24H18N2O4 (398.1267)


   

(2s,3s,9s)-3-bromo-2-ethyl-9-(pent-2-en-4-yn-1-yl)-2,3,6,7,8,9-hexahydrooxonine

(2s,3s,9s)-3-bromo-2-ethyl-9-(pent-2-en-4-yn-1-yl)-2,3,6,7,8,9-hexahydrooxonine

C15H21BrO (296.0776)


   

(1r,2r,4ar,6s,8as)-6-bromo-1-[(3r)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol

(1r,2r,4ar,6s,8as)-6-bromo-1-[(3r)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol

C20H35BrO2 (386.182)


   

4-(6-carboxy-6-methylhexa-2,5-dien-2-yl)-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

4-(6-carboxy-6-methylhexa-2,5-dien-2-yl)-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

C15H21NO6 (311.1369)


   

(2s,3s,4z,9s)-3-bromo-2-ethyl-9-[(2z)-pent-2-en-4-yn-1-yl]-2,3,6,7,8,9-hexahydrooxonine

(2s,3s,4z,9s)-3-bromo-2-ethyl-9-[(2z)-pent-2-en-4-yn-1-yl]-2,3,6,7,8,9-hexahydrooxonine

C15H21BrO (296.0776)


   

(2s,3s,4s)-4-[(5e)-6-carboxy-6-methylhexa-1,5-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

(2s,3s,4s)-4-[(5e)-6-carboxy-6-methylhexa-1,5-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

C15H21NO6 (311.1369)


   

(2r,4z,7r,8r)-7-chloro-8-[(2z)-pent-2-en-4-yn-1-yl]-2-[(1e)-prop-1-en-1-yl]-3,6,7,8-tetrahydro-2h-oxocine

(2r,4z,7r,8r)-7-chloro-8-[(2z)-pent-2-en-4-yn-1-yl]-2-[(1e)-prop-1-en-1-yl]-3,6,7,8-tetrahydro-2h-oxocine

C15H19ClO (250.1124)


   

(2s,3s,4e)-4-[(3e,6r)-6-carboxy-6-methylhex-3-en-2-ylidene]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

(2s,3s,4e)-4-[(3e,6r)-6-carboxy-6-methylhex-3-en-2-ylidene]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

C15H21NO6 (311.1369)


   

(2s,3r,6r)-6-bromo-2-[(3r)-3-[(1r,3s,6r,8r,11s,14s)-14-bromo-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadecan-6-yl]-3-hydroxybutyl]-3,7,7-trimethyloxepan-3-ol

(2s,3r,6r)-6-bromo-2-[(3r)-3-[(1r,3s,6r,8r,11s,14s)-14-bromo-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadecan-6-yl]-3-hydroxybutyl]-3,7,7-trimethyloxepan-3-ol

C30H52Br2O6 (666.213)


   

(2s,3s,4s)-4-[(2e,5e)-6-carboxy-6-methylhexa-2,5-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

(2s,3s,4s)-4-[(2e,5e)-6-carboxy-6-methylhexa-2,5-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

C15H21NO6 (311.1369)


   

1,2,4-trithiolan-1-ium-1-olate

1,2,4-trithiolan-1-ium-1-olate

C2H4OS3 (139.9424)


   

3-(1h-indol-3-yl)prop-2-enimidic acid

3-(1h-indol-3-yl)prop-2-enimidic acid

C11H10N2O (186.0793)


   

6-amino-6-carboxy-2-(trimethylammonio)hexanoate

6-amino-6-carboxy-2-(trimethylammonio)hexanoate

C10H20N2O4 (232.1423)


   

(2e)-3-(1h-indol-3-yl)-n-[2-(1h-indol-3-yl)ethenyl]prop-2-enimidic acid

(2e)-3-(1h-indol-3-yl)-n-[2-(1h-indol-3-yl)ethenyl]prop-2-enimidic acid

C21H17N3O (327.1372)


   

(2s,3s,6r)-6-bromo-2-[(3r)-3-[(1r,3s,6r,8r,11s,14r)-14-bromo-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadecan-6-yl]-3-hydroxybutyl]-3,7,7-trimethyloxepan-3-ol

(2s,3s,6r)-6-bromo-2-[(3r)-3-[(1r,3s,6r,8r,11s,14r)-14-bromo-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadecan-6-yl]-3-hydroxybutyl]-3,7,7-trimethyloxepan-3-ol

C30H52Br2O6 (666.213)


   

6-bromo-2-(3-hydroxy-3-{1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadec-14-en-6-yl}butyl)-3,7,7-trimethyloxepan-3-ol

6-bromo-2-(3-hydroxy-3-{1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadec-14-en-6-yl}butyl)-3,7,7-trimethyloxepan-3-ol

C30H51BrO6 (586.2869)


   

4-hydroxy-1-methylpyrrolidine-2-carboxylic acid

4-hydroxy-1-methylpyrrolidine-2-carboxylic acid

C6H11NO3 (145.0739)


   

(1r,4r)-4-bromo-1-{[(1r,4r,5s,6s,9r)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl]methyl}-3,3-dimethylcyclohexyl acetate

(1r,4r)-4-bromo-1-{[(1r,4r,5s,6s,9r)-9-bromo-6-methyl-10-oxo-11-oxatricyclo[4.3.2.0¹,⁵]undecan-4-yl]methyl}-3,3-dimethylcyclohexyl acetate

C22H32Br2O4 (518.0667)


   

3-(carboxymethyl)-4-[(1z)-1-(3-hydroxy-4-methyl-5-oxooxolan-2-yl)prop-1-en-2-yl]pyrrolidine-2-carboxylic acid

3-(carboxymethyl)-4-[(1z)-1-(3-hydroxy-4-methyl-5-oxooxolan-2-yl)prop-1-en-2-yl]pyrrolidine-2-carboxylic acid

C15H21NO7 (327.1318)


   

(2s,3s,6r)-6-bromo-2-[(3r)-3-[(1r,3s,6r,8r,11r,14r)-14-bromo-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadecan-6-yl]-3-hydroxybutyl]-3,7,7-trimethyloxepan-3-ol

(2s,3s,6r)-6-bromo-2-[(3r)-3-[(1r,3s,6r,8r,11r,14r)-14-bromo-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadecan-6-yl]-3-hydroxybutyl]-3,7,7-trimethyloxepan-3-ol

C30H52Br2O6 (666.213)


   

(2r,3r,8r)-8-[(1r)-1-bromopropyl]-3-chloro-2-(pent-2-en-4-yn-1-yl)-3,4,7,8-tetrahydro-2h-oxocine

(2r,3r,8r)-8-[(1r)-1-bromopropyl]-3-chloro-2-(pent-2-en-4-yn-1-yl)-3,4,7,8-tetrahydro-2h-oxocine

C15H20BrClO (330.0386)


   

(2r,4z,7r,8r)-2-[(1r)-1-bromopropyl]-7-chloro-8-[(2z)-pent-2-en-4-yn-1-yl]-3,6,7,8-tetrahydro-2h-oxocine

(2r,4z,7r,8r)-2-[(1r)-1-bromopropyl]-7-chloro-8-[(2z)-pent-2-en-4-yn-1-yl]-3,6,7,8-tetrahydro-2h-oxocine

C15H20BrClO (330.0386)


   

(2r,3r,8r)-3-chloro-2-(pent-2-en-4-yn-1-yl)-8-(prop-1-en-1-yl)-3,4,7,8-tetrahydro-2h-oxocine

(2r,3r,8r)-3-chloro-2-(pent-2-en-4-yn-1-yl)-8-(prop-1-en-1-yl)-3,4,7,8-tetrahydro-2h-oxocine

C15H19ClO (250.1124)


   

(e,2e)-3-(7-hydroxy-1h-indol-3-yl)-n-[(1e)-2-(1h-indol-3-yl)ethenyl]prop-2-enimidic acid

(e,2e)-3-(7-hydroxy-1h-indol-3-yl)-n-[(1e)-2-(1h-indol-3-yl)ethenyl]prop-2-enimidic acid

C21H17N3O2 (343.1321)


   

(2s,3s,6r)-6-bromo-2-[(3s)-3-hydroxy-3-[(1r,3s,6r,8r,11s)-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadec-14-en-6-yl]butyl]-3,7,7-trimethyloxepan-3-ol

(2s,3s,6r)-6-bromo-2-[(3s)-3-hydroxy-3-[(1r,3s,6r,8r,11s)-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadec-14-en-6-yl]butyl]-3,7,7-trimethyloxepan-3-ol

C30H51BrO6 (586.2869)


   

(z,2e)-3-(1h-indol-3-yl)-n-[(1z)-2-(1h-indol-3-yl)ethenyl]prop-2-enimidic acid

(z,2e)-3-(1h-indol-3-yl)-n-[(1z)-2-(1h-indol-3-yl)ethenyl]prop-2-enimidic acid

C21H17N3O (327.1372)


   

(2s,3s,6r)-6-bromo-2-[(3r)-3-[(1r,3s,6r,8r,11s,14s)-14-bromo-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadecan-6-yl]-3-hydroxybutyl]-3,7,7-trimethyloxepan-3-ol

(2s,3s,6r)-6-bromo-2-[(3r)-3-[(1r,3s,6r,8r,11s,14s)-14-bromo-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadecan-6-yl]-3-hydroxybutyl]-3,7,7-trimethyloxepan-3-ol

C30H52Br2O6 (666.213)


   

(2s,3r,6r)-6-bromo-2-[(3r)-3-[(1r,3s,6r,8r,11s,14r)-14-bromo-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadecan-6-yl]-3-hydroxybutyl]-3,7,7-trimethyloxepan-3-ol

(2s,3r,6r)-6-bromo-2-[(3r)-3-[(1r,3s,6r,8r,11s,14r)-14-bromo-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadecan-6-yl]-3-hydroxybutyl]-3,7,7-trimethyloxepan-3-ol

C30H52Br2O6 (666.213)


   

4-(6-carboxy-6-methylhexa-1,5-dien-2-yl)-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

4-(6-carboxy-6-methylhexa-1,5-dien-2-yl)-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

C15H21NO6 (311.1369)


   

(1s)-1,2,4-trithiolan-1-ium-1-olate

(1s)-1,2,4-trithiolan-1-ium-1-olate

C2H4OS3 (139.9424)


   

3-(1h-indol-3-yl)-n-[2-(1h-indol-3-yl)ethenyl]prop-2-enimidic acid

3-(1h-indol-3-yl)-n-[2-(1h-indol-3-yl)ethenyl]prop-2-enimidic acid

C21H17N3O (327.1372)


   

2,13-dimethyl (14z)-11,22-diazapentacyclo[13.7.0.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosa-1,3,5,7,9,12,14,16,18,20-decaene-2,13-dicarboxylate

2,13-dimethyl (14z)-11,22-diazapentacyclo[13.7.0.0⁴,¹².0⁵,¹⁰.0¹⁶,²¹]docosa-1,3,5,7,9,12,14,16,18,20-decaene-2,13-dicarboxylate

C24H18N2O4 (398.1267)


   

2-(α-d-galactosyl)glycerol

2-(α-d-galactosyl)glycerol

C9H18O8 (254.1002)


   

(2s,3s,6r)-6-bromo-2-{3-hydroxy-3-[(1r,3s,6r,8r,11s)-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadec-14-en-6-yl]butyl}-3,7,7-trimethyloxepan-3-ol

(2s,3s,6r)-6-bromo-2-{3-hydroxy-3-[(1r,3s,6r,8r,11s)-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadec-14-en-6-yl]butyl}-3,7,7-trimethyloxepan-3-ol

C30H51BrO6 (586.2869)


   

(2s,3s,6r)-6-bromo-2-[(3r)-3-[(1s,3r,6s,8s,11r,14s)-14-bromo-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadecan-6-yl]-3-hydroxybutyl]-3,7,7-trimethyloxepan-3-ol

(2s,3s,6r)-6-bromo-2-[(3r)-3-[(1s,3r,6s,8s,11r,14s)-14-bromo-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadecan-6-yl]-3-hydroxybutyl]-3,7,7-trimethyloxepan-3-ol

C30H52Br2O6 (666.213)


   

(2s,3s,4s)-4-[(2z,5e)-6-carboxy-6-methylhexa-2,5-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

(2s,3s,4s)-4-[(2z,5e)-6-carboxy-6-methylhexa-2,5-dien-2-yl]-3-(carboxymethyl)pyrrolidine-2-carboxylic acid

C15H21NO6 (311.1369)


   

(1r,2r,6s,8as)-6-bromo-1-[(3r)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol

(1r,2r,6s,8as)-6-bromo-1-[(3r)-3-hydroxy-3-methylpent-4-en-1-yl]-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-ol

C20H35BrO2 (386.182)


   

6-bromo-2-(3-{14-bromo-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadecan-6-yl}-3-hydroxybutyl)-3,7,7-trimethyloxepan-3-ol

6-bromo-2-(3-{14-bromo-1,8,13,13-tetramethyl-2,7,12-trioxatricyclo[9.5.0.0³,⁸]hexadecan-6-yl}-3-hydroxybutyl)-3,7,7-trimethyloxepan-3-ol

C30H52Br2O6 (666.213)


   

pentyl hentriacontanoate

pentyl hentriacontanoate

C36H72O2 (536.5532)


   

3-(7-hydroxy-1h-indol-3-yl)-n-[2-(1h-indol-3-yl)ethenyl]prop-2-enimidic acid

3-(7-hydroxy-1h-indol-3-yl)-n-[2-(1h-indol-3-yl)ethenyl]prop-2-enimidic acid

C21H17N3O2 (343.1321)


   

1,2,4-trithiolan-4-ium-4-olate

1,2,4-trithiolan-4-ium-4-olate

C2H4OS3 (139.9424)