Exact Mass: 201.1516
Exact Mass Matches: 201.1516
Found 260 metabolites which its exact mass value is equals to given mass value 201.1516,
within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error
0.01 dalton.
Aminoundecanoic acid
11-Aminoundecanoic acid is an organic compound with the formula H2N(CH2)10CO2H. This white solid is classified as an amine and a fatty acid. 11-Aminoundecanoic acid is a precursor to Nylon-11.[1] As practiced by Arkema, 11-aminoundecanoic acid is prepared industrially from undecylenic acid, which is derived from castor oil.[2] The synthesis proceeds in four separate reactions: 1. Transesterification of castor oil to methyl ricinoleate: Crude castor oil consists of about 80\\% triglycerides, from the ricinoleic acid, itself representing about 90\\% of the oil.[3] It is quantitatively transesterified with methanol to methyl ricinoleate (the methyl ester of ricinoleic acid) in the presence of the basic sodium methoxide at 80 °C within 1 h reaction time in a stirred reactor. At the end of the reaction, the resulting glycerol separates and the liquid methyl ester is washed with water to remove residual glycerol. 2. Pyrolysis of methylricinoleate to heptanal and methyl undecenoate: Methylricinoleate is evaporated at 250 °C, mixed with hot steam (600 °C) in a 1:1 ratio and decomposed in a cracking furnace at 400 - 575 °C at a retention time of about 10 seconds into its cleavage products heptanal and methyl undecenoate. The cleavage of the aliphatic chain occurs in this variant of the steam cracking selectively between the hydroxymethylene and the allyl-methylene group. Besides heptanal and methyl undecenoate, a mixture of methyl esters of saturated and unsaturated C18-carboxylic acids is obtained. This mixture is known under the trade name Esterol and is used as a lubricant additive. 3. Hydrolysis of methyl undecenoate to 10-undecenoic acid The hydrolysis of the methyl ester with sodium hydroxide proceeds at 25 °C within 30 min with quantitative yield. After acidification with hydrochloric acid, solid 10-undecenoic acid (undecylenic acid) is obtained. 4. Hydrobromination of 10-undecenoic acid to 11-bromoundecanoic acid The undecenoic acid is dissolved in toluene and, in the presence of the radical initiator benzoyl peroxide (BPO), gaseous hydrogen bromide is added, in contrary to the Markovnikov rule ("anti-Markovnikov"). When cooled to 0 °C, the fast and highly exothermic reaction produces 11-bromoundecanoic acid in 95\\% yield - the Markovnikov product 10-bromoundecanoic acid is produced in small quantities as a by-product. Toluene and unreacted hydrogen bromide are extracted under reduced pressure and reused. 5. Bromine exchange of 11-bromoundecanoic acid to 11-aminoundecanoic acid 11-Bromodecanoic acid is mixed at 30 °C with a large excess of 40\\% aqueous ammonia solution. When the reaction is complete, water is added and the mixture is heated to 100 °C to remove the excess ammonia. The acid can be recrystallized from water. For further purification, the hydrochloride of 11-aminoundecanoic acid, which is available by acidification with hydrochloric acid, can be recrystallized from a methanol/ethyl acetate mixture. Aminoundecanoic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=2432-99-7 (retrieved 2024-07-01) (CAS RN: 2432-99-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 1006
Capryloylglycine
Capryloylglycine is an acylglycine consisting of caprylic acid (an 8-carbon medium chain fatty acid) conjugated to glycine. Acylglycines have an aliphatic acyl chain attached to the amino group of glycine through a peptide bond. Capryloylglycine is a solid with moderate solubility in water. Acylglycines are produced through the action of the enzyme glycine N-acyltransferase (EC 2.3.1.13). Acylglycines are normally minor metabolites of fatty acids. However, the excretion of certain acylglycines is increased in several inborn errors of metabolism. In certain cases, the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation, including medium-chain acyl-coenzyme A (CoA) dehydrogenase (MCAD) deficiency and multiple acyl-CoA dehydrogenation defect (MAD) (PMID: 10708405). Capryloylglycine is frequently used as a cosmetic ingredient where it functions as a conditioning agent or a surfactant. It helps protect the skin’s surface from water loss and can enhance the effectiveness of cosmetic preservatives. Capryloylglycine-containing creams have been shown to inhibit hair growth in individuals suffering from hypertrichosis (PMID: 33934471), due to it inhibiting ornithine decarboxylase 1, which is present in hair follicles. Capryloylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:
(E)-1-Cinnamoylpyrrolidine
(E)-1-Cinnamoylpyrrolidine is found in beverages. (E)-1-Cinnamoylpyrrolidine is an alkaloid from the roots of kava (Piper methysticum). FDA advises against use of kava in food due to potential risk of severe liver damage (2002). Alkaloid from the roots of kava (Piper methysticum). FDA advises against use of kava in food due to potential risk of severe liver damage (2002). (E)-1-Cinnamoylpyrrolidine is found in beverages.
N-(5-Methyl-3-oxohexyl)alanine
N-(5-Methyl-3-oxohexyl)alanine is a constituent of false sago (Cycas circinalis) (Cycadaceae). Constituent of false sago (Cycas circinalis) (Cycadaceae)
Valproylglycine
In humans, valproylglycine has been identified as a urinary metabolite of Valproic acid (Abbott and Anari 1999) along with VPA-glutamate conjugate.Valproic acid (VPA; 2-n-propylpentanoic acid) is widely used as a major drug in the treatment of epilepsy and in the control of several types of seizures. [HMDB] In humans, valproylglycine has been identified as a urinary metabolite of Valproic acid (Abbott and Anari 1999) along with VPA-glutamate conjugate.Valproic acid (VPA; 2-n-propylpentanoic acid) is widely used as a major drug in the treatment of epilepsy and in the control of several types of seizures.
1',2'-Dihydro-1,1'-dimethyl-2'-oxo-4,4'-bipyridinium(1+)
1,2-Dihydro-1,1-dimethyl-2-oxo-4,4-bipyridinium(1+) is a metabolite of 1,1-Dimethyl-4,4-bipyridinium(2+)
2,3-Dihydro-6-methyl-5-(5-methyl-2-furanyl)-1H-pyrrolizine
Proline-derived Maillard product. Proline-derived Maillard product
N-Acetylaminooctanoic acid
N-Acetylaminooctanoic acid belongs to the family of N-acyl-alpha Amino Acids and Derivatives. These are compounds containing an alpha amino acid which bears an acyl group at his terminal nitrogen atom.
Dimethylguanidino valeric acid
Dimethylguanidino valeric acid or DMGV is a product formed from the transamination of asymmetric dimethylarginine (ADMA) via the enzyme alanine-glyoxylate aminotransferase 2 (AGXT2). This pathway is involved in nitric oxide regulation. DMGV has been detected in both blood and urine (PMID: 21945966 ). More recently DMGV has been identified as an independent plasma biomarker of nonalcoholic fatty liver disease (NAFLD). Furthermore, plasma DMGV levels are correlated with biopsy-proven nonalcoholic steatohepatitis (NASH). Plasma DMGV levels have also been found to decline in parallel with improvements in post-procedure cardiometabolic parameters. Plasma DMGV levels have been shown to be able to predict the development of type 2 diabetes up to 12 years before disease onset (PMID: 29083323). Baseline plasma levels of DMGV have been shown to be positively associated with body fat percentage, abdominal visceral fat, very low-density lipoprotein cholesterol (VLDL), and triglycerides. Plasma levels of DMGV are inversely associated with insulin sensitivity, low-density lipoprotein cholesterol, high-density lipoprotein size, and high-density lipoprotein cholesterol (HDL). Overall, DMGV is associated with partial resistance to metabolic health benefits of regular exercise (PMID: 31166569).
1-Hydroxy-2,2,5,5-tetramethylpyrrolidine-3-carboxylic acid methyl ester
lepomerine
Leptomerine is a natural product found in Haplophyllum griffithianum and Esenbeckia leiocarpa with data available.
1-Cinnamoylpyrrolidine
1-Cinnamoylpyrrolidine is an olefinic compound. It is functionally related to a cinnamic acid. 1-Cinnamoylpyrrolidine is a natural product found in Piper caninum, Piper methysticum, and other organisms with data available.
Leptomerine
Leptomerine is a natural product found in Haplophyllum griffithianum and Esenbeckia leiocarpa with data available.
1,2-Dihydroxy-3-(hydroxymethyl)-5-methylindolizidine
1-(2-hydroxyethyl)-2,2,6,6-tetramethylpiperidin-4-ol
9-methanesulfinylnonanenitrile (isomer of 666)
Annotation level-3
1-(1H-indol-6-yl)-3-methylbutan-1-one|verticillatine B
Hydroxyethyl tetramethylpiperidinol
CONFIDENCE standard compound; INTERNAL_ID 2521
9-methanesulfinylnonanenitrile (isomer of 665)
Annotation level-3
2-oxo-5-(3,3-Dimethylguanidine-1-yl)pentanoic acid
(E)-8-methyl-5-(pent-2-en-4-yn-1-yl)-1,2,3,5,8,8a-hexahydroindolizine
1-methyl-4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)pyridin-1-ium
2,3-Dihydro-6-methyl-5-(5-methyl-2-furanyl)-1H-pyrrolizine
CARBAMIC ACID, (2-CYCLOPROPYL-2-HYDROXYETHYL)-, 1,1-DIMETHYLETHYL ESTER
1H-Indole-3-carboxaldehyde,2-methyl-1-propyl-(9CI)
1H-Benz[e]isoindole,6-ethyl-2,3,3a,4,5,9b-hexahydro-,(3aR,9bR)-(9CI)
Pyridine, 2-(4-hydrazinylbutyl)-, hydrochloride (1:1)
N-METHYL-1-(5-METHYL-2-PHENYL-3-FURYL)METHYLAMINE 95
1H-Indole-3-carboxaldehyde,2-methyl-1-(1-methylethyl)-(9CI)
(E)-2-(1,6,7,8-Tetrahydro-2H-indeno[5,4-b]furan-8-ylidene)ethylamine
4-hydroxy-1-(2-hydroxyethyl)-2,2,6,6-tetramethylpiperidine
tert-Butyl 3-(hydroxymethyl)-3-methylazetidine-1-carboxylate
(3,5-DIIODO-TYR1,D-ALA2)-MET-ENKEPHALINAMIDEACETATESALT
4-(2-HYDROXYETHYL)-N-ETHYL-PIPERAZINE-1-CARBOXYLAMIDE
TERT-BUTYL ((1R,3S)-3-HYDROXYCYCLOPENTYL)CARBAMATE
tert-butyl 3-hydroxy-3-methyl-pyrrolidine-1-carboxylate
2-(2-AMINOETHYL)-4(3H)-QUINAZOLINONEMONOHYDROCHLORIDE
tert-Butyl 3-(2-hydroxyethyl)azetidine-1-carboxylate
tert-butyl N-[trans-3-(hydroxymethyl)cyclobutyl]carbamate
3,4-DIHYDRO-1-ISOPROPYLISOQUINOLINE-7-CARBALDEHYDE
1,3-dihydroxy-2,2,4,4-tetramethyl-5-(nitrosomethylidene)imidazolidine
(R)-tert-butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate
tert-Butyl N-[(1R,2S)-2-hydroxycyclopentyl]carbamate
N-METHYL-N-[(1-METHYL-3-PHENYL-1H-PYRAZOL-5-YL)METHYL]AMINE
tert-Butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate
Carbamicacid,[(1S,3R)-3-hydroxycyclopentyl]-,1,1-dimethylethylester(9CI)
N,5-DIMETHYL-1-PHENYL-(1H-PYRAZOL-4-YLMETHYL)AMINE
1H-Imidazole-4-ethanamine,2-(2-methylphenyl)-(9CI)
Pyridine,2-(1,1-dimethylethyl)-5-hydrazinyl-,hydrochloride (1:1)
Carbamic acid, [(1S,2E)-3-methoxy-1-methyl-2-propenyl]-, 1,1-dimethylethyl
N-methyl-1-[1-(3-methylphenyl)pyrazol-4-yl]methanamine,hydrochloride
3-(trideuteriomethyl)imidazo[4,5-f]quinolin-2-amine
Indanazoline
R - Respiratory system > R01 - Nasal preparations > R01A - Decongestants and other nasal preparations for topical use > R01AA - Sympathomimetics, plain C78272 - Agent Affecting Nervous System > C29747 - Adrenergic Agent > C87053 - Adrenergic Agonist
1,3,3-Trimethyl-2-(formylmethylene)indoline
2-BROMO-1-(4-(4-METHYL-1H-IMIDAZOL1YL)PHENYL)ETHANONE
tert-butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate
(3S)-4,4,4-TRIFLUORO-1-(4-METHYLBENZENESULFONATE)-1,3-BUTANEDIOL
N-methyl-1-[3-(1-methylpyrazol-3-yl)phenyl]methanamine
N-METHYL-4-(1H-PYRAZOL-1-YLMETHYL)BENZYLAMINE
tert-Butyl 3-(methoxymethyl)azetidine-1-carboxylate
1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE
2-Naphthalenemethanamine, 6-methoxy-a-methyl-, (aR)-
Tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate
(2S)-2-amino-5-(1-aminobutylideneamino)pentanoic acid
5-((Bis(methylamino)methylene)amino)-2-oxopentanoic acid
1-Cyano-8-(methylsulfinyl)octane
A member of the class of aliphatic nitriles that is nonanenitrile in which one of the methyl hydrogens at position 9 has been replaced by a methylsulfinyl group.
5-[[Amino(dimethylazaniumylidene)methyl]amino]-2-oxopentanoate
5-[[Methylamino(methylazaniumylidene)methyl]amino]-2-oxopentanoate
11-Aminoundecanoic acid
11-Aminoundecanoic acid is an organic compound with the formula H2N(CH2)10CO2H. This white solid is classified as an amine and a fatty acid. 11-Aminoundecanoic acid is a precursor to Nylon-11.[1] As practiced by Arkema, 11-aminoundecanoic acid is prepared industrially from undecylenic acid, which is derived from castor oil.[2] The synthesis proceeds in four separate reactions: 1. Transesterification of castor oil to methyl ricinoleate: Crude castor oil consists of about 80\% triglycerides, from the ricinoleic acid, itself representing about 90\% of the oil.[3] It is quantitatively transesterified with methanol to methyl ricinoleate (the methyl ester of ricinoleic acid) in the presence of the basic sodium methoxide at 80 °C within 1 h reaction time in a stirred reactor. At the end of the reaction, the resulting glycerol separates and the liquid methyl ester is washed with water to remove residual glycerol. 2. Pyrolysis of methylricinoleate to heptanal and methyl undecenoate: Methylricinoleate is evaporated at 250 °C, mixed with hot steam (600 °C) in a 1:1 ratio and decomposed in a cracking furnace at 400 - 575 °C at a retention time of about 10 seconds into its cleavage products heptanal and methyl undecenoate. The cleavage of the aliphatic chain occurs in this variant of the steam cracking selectively between the hydroxymethylene and the allyl-methylene group. Besides heptanal and methyl undecenoate, a mixture of methyl esters of saturated and unsaturated C18-carboxylic acids is obtained. This mixture is known under the trade name Esterol and is used as a lubricant additive. 3. Hydrolysis of methyl undecenoate to 10-undecenoic acid The hydrolysis of the methyl ester with sodium hydroxide proceeds at 25 °C within 30 min with quantitative yield. After acidification with hydrochloric acid, solid 10-undecenoic acid (undecylenic acid) is obtained. 4. Hydrobromination of 10-undecenoic acid to 11-bromoundecanoic acid The undecenoic acid is dissolved in toluene and, in the presence of the radical initiator benzoyl peroxide (BPO), gaseous hydrogen bromide is added, in contrary to the Markovnikov rule ("anti-Markovnikov"). When cooled to 0 °C, the fast and highly exothermic reaction produces 11-bromoundecanoic acid in 95\% yield - the Markovnikov product 10-bromoundecanoic acid is produced in small quantities as a by-product. Toluene and unreacted hydrogen bromide are extracted under reduced pressure and reused. 5. Bromine exchange of 11-bromoundecanoic acid to 11-aminoundecanoic acid 11-Bromodecanoic acid is mixed at 30 °C with a large excess of 40\% aqueous ammonia solution. When the reaction is complete, water is added and the mixture is heated to 100 °C to remove the excess ammonia. The acid can be recrystallized from water. For further purification, the hydrochloride of 11-aminoundecanoic acid, which is available by acidification with hydrochloric acid, can be recrystallized from a methanol/ethyl acetate mixture. Aminoundecanoic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=2432-99-7 (retrieved 2024-07-01) (CAS RN: 2432-99-7). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
1-[(4-Amino-2-methylpyrimidin-5-yl)methyl]pyridinium
1,2-Dihydro-1,1-dimethyl-2-oxo-4,4-bipyridinium(1+)
3-amino-5-morpholinomethyl-2-oxazolidinone
A member of the class of oxazolidinones that is 3-amino-1,3-oxazolidin-2-one substituted by a morpholin-4-ylmethyl group at position 5. It is the metabolite of furaltadone, a broad-spectrum antibacterial drug which was widely used as an additive in livestock and aquaculture feed.
2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}acetonitrile
argutine a
{"Ingredient_id": "HBIN016725","Ingredient_name": "argutine a","Alias": "NA","Ingredient_formula": "C13H15NO","Ingredient_Smile": "CC1CCC2=C1C=NC=C2C=CC(=O)C","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "1676","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}
