Exact Mass: 220.0866
Exact Mass Matches: 220.0866
Found 255 metabolites which its exact mass value is equals to given mass value 220.0866,
within given mass tolerance error 0.01 dalton. Try search metabolite list with more accurate mass tolerance error
0.001 dalton.
5-Hydroxy-L-tryptophan
5-Hydroxy-L-tryptophan is an aromatic amino acid naturally produced by the body from the essential amino acid L-tryptophan. 5-Hydroxy-L-tryptophan is the immediate precursor of the neurotransmitter serotonin. The conversion to serotonin is catalyzed by the enzyme aromatic L-amino acid decarboxylase (EC 4.1.1.28) (AADC1 also known as DOPA decarboxylase), an essential enzyme in the metabolism of the monoamine neurotransmitters. An accumulation of 5-hydroxy-L-tryptophan in cerebrospinal fluid occurs in aromatic L-amino acid decarboxylase deficiency (AADC deficiency) (OMIM: 608643) accompanied by an increased excretion in the urine of the patients, which are indicative of the disorder but not specific. 5-Hydroxy-L-tryptophan is also increased in other disorders such as in Parkinsons patients with severe postural instability and gait disorders. The amount of endogenous 5-hydroxy-L-tryptophan available for serotonin synthesis depends on the availability of tryptophan and on the activity of various enzymes, especially tryptophan hydroxylase (EC 1.14.16.4), indoleamine 2,3-dioxygenase (EC 1.13.11.52), and tryptophan 2,3-dioxygenase (TDO) (EC 1.13.11.11). 5-Hydroxy-L-tryptophan has been used clinically for over 30 years. In addition to its use in the treatment of depression, the therapeutic administration of 5-hydroxy-L-tryptophan has been shown to be effective in treating a wide variety of conditions, including fibromyalgia, insomnia, binge eating associated with obesity, cerebellar ataxia, and chronic headaches. 5-Hydroxy-L-tryptophan easily crosses the blood-brain barrier and effectively increases central nervous system (CNS) synthesis of serotonin. Supplementation with 5-hydroxy-L-tryptophan is hypothesized to normalize serotonin synthesis, which is putatively related to its antidepressant properties (PMID: 9295177, 17240182, 16023217). When present in sufficiently high levels, 5-hydroxytryptophan can be a neurotoxin and a metabotoxin. A neurotoxin is a compound that disrupts or attacks neural cells or tissue. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. Signs and symptoms of AADC deficiency generally appear in the first year of life. Affected infants may have severe developmental delay, weak muscle tone (hypotonia), muscle stiffness, difficulty moving, and involuntary writhing movements of the limbs (athetosis). They may be lacking in energy (lethargic), feed poorly, startle easily, and have sleep disturbances. Since 5-hydroxytryptophan is a precursor to serotonin, altered levels of serotonin can accumulate in the brain, which leads to abnormal neural signalling. Infants with AADC deficiency have very low levels of neural signalling molecules while individuals who consume high levels of 5-hydroxytryptophan will have very high levels of neural signalling molecules. Both conditions can lead to vomiting, nausea, extreme drowsiness, and lethargy. 5-Hydroxytryptophan (5-HTP), also known as oxitriptan (INN) is sold over-the-counter in the United Kingdom, the United States, and Canada as a dietary supplement for use as an antidepressant, appetite suppressant, and sleep aid. It is also marketed in many European countries for the indication of major depression under trade names such as Cincofarm, Levothym, Levotonine, Oxyfan, Telesol, Tript-OH, and Triptum. Several double-blind placebo-controlled clinical trials have demonstrated the effectiveness of 5-HTP in the treatment of depression, though a lack of high-quality studies has been noted. More and larger studies are needed to determine if 5-HTP is truly effective in treating depression. 5-hydroxy-L-tryptophan is the L-enantiomer of 5-hydroxytryptophan. It has a role as a human metabolite, a plant metabolite and a mouse metabolite. It is a 5-hydroxytryptophan, a hydroxy-L-tryptophan and a non-proteinogenic L-alpha-amino acid. It is an enantiomer of a 5-hydroxy-D-tryptophan. It is a tautomer of a 5-hydroxy-L-tryptophan zwitterion. 5-Hydroxytryptophan (5-HTP), also known as oxitriptan (INN), is a naturally occurring amino acid and metabolic intermediate in the synthesis of serotonin and melatonin. 5-HTP is sold over-the-counter in the United Kingdom, United States and Canada as a dietary supplement for use as an antidepressant, appetite suppressant, and sleep aid, and is also marketed in many European countries for the indication of major depression under trade names like Cincofarm, Levothym, Levotonine, Oxyfan, Telesol, Tript-OH, and Triptum. Several double-blind placebo-controlled clinical trials have demonstrated the effectiveness of 5-HTP in the treatment of depression, though a lack of high quality studies has been noted. More study is needed to determine efficacy in treating depression. Oxitriptan is an aromatic amino acid with antidepressant activity. In vivo, oxitriptan (or 5-hydroxytryptophan) is converted into 5-hydroxytryptamine (5-HT or serotonin) as well as other neurotransmitters. Oxitriptan may exert its antidepressant activity via conversion to serotonin or directly by binding to serotonin (5-HT) receptors within the central nervous system (CNS). Endogenous oxitriptan is produced from the essential amino acid L-tryptophan. The exogenous therapeutic form is isolated from the seeds of the African plant Griffonia simplicifolia. The immediate precursor in the biosynthesis of SEROTONIN from tryptophan. It is used as an antiepileptic and antidepressant. See also: ... View More ... 5-Hydroxytryptophan (5-HTP), also known as oxitriptan (INN), is a naturally-occurring amino acid and chemical precursor as well as metabolic intermediate in the biosynthesis of the neurotransmitters serotonin and melatonin from tryptophan. 5-Hydroxy-L-tryptophan is found in french plantain. 5-Hydroxy-L-tryptophan. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=4350-09-8 (retrieved 2024-07-02) (CAS RN: 4350-09-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). L-5-Hydroxytryptophan (L-5-HTP), a naturally occurring amino acid and a dietary supplement for use as an antidepressant, appetite suppressant, and sleep aid, is the immediate precursor of the neurotransmitter serotonin and a reserpine antagonist[1]. L-5-Hydroxytryptophan (L-5-HTP) is used to treat fibromyalgia, myoclonus, migraine, and cerebellar ataxia[2][3][4][5].
5-Hydroxytryptophan
5-hydroxytryptophan is a tryptophan derivative that is tryptophan substituted by a hydroxy group at position 5. It has a role as a human metabolite and a neurotransmitter. 5-Hydroxytryptophan, DL- is a racemic mixture of 5-hydroxytryptophan (5-HTP), a precursor to the neurotransmitter serotonin with anti-depressant, analgesic and appetite-suppressant activities. DL-5-HTP is decarboxylated to serotonin by aromatic-L-amino-acid decarboxylase, and results in increased serotonin levels within the brain. Mediated through serotonin receptors, elevated levels of serotonin causes increased serotonin neurotransmissions, hence leading to release of depression, pain and appetite. 5-Hydroxy-L-tryptophan is an aromatic amino acid naturally produced by the body from the essential amino acid l-tryptophan. 5-Hydroxy-L-tryptophan is the immediate precursor of the neurotransmitter serotonin. The conversion to serotonin is catalyzed by the enzyme aromatic l-amino acid decarboxylase (EC 4.1.1.28, AADC1 also known as dopa decarboxylase), an essential enzyme in the metabolism of the monoamine neurotransmitters. An accumulation of 5-Hydroxy-L-tryptophan in cerebrospinal fluid occurs in Aromatic l-amino acid decarboxylase deficiency (OMIM 608643), accompanied by an increased excretion in the urine of the patients, which are indicative of the disorder but not specific 5-Hydroxy-L-tryptophan is also increased in other disorders such as in Parkinsons patients with severe postural instability and gait disorders. Confirmation of the diagnosis AADC deficiency is then required by enzyme activity measurement or genetic analysis. The amount of endogenous 5-Hydroxy-L-tryptophan available for serotonin synthesis depends on the availability of tryptophan and on the activity of various enzymes, especially tryptophan hydroxylase (EC 1.14.16.4), indoleamine 2,3-dioxygenase (EC 1.13.11.52), and tryptophan 2,3-dioxygenase. (EC 1.13.11.11, TDO). 5-Hydroxy-L-tryptophan has been used clinically for over 30 years. In addition to depression, the therapeutic administration of 5-Hydroxy-L-tryptophan has been shown to be effective in treating a wide variety of conditions, including fibromyalgia, insomnia, binge eating associated with obesity, cerebellar ataxia, and chronic headaches. 5-Hydroxy-L-tryptophan easily crosses the blood-brain barrier and effectively increases central nervous system (CNS) synthesis of serotonin. Supplementation with 5-Hydroxy-L-tryptophan is hypothesized to normalize serotonin synthesis, which is putatively related to its antidepressant properties. (A3384, A3385, A3386). The immediate precursor in the biosynthesis of SEROTONIN from tryptophan. It is used as an antiepileptic and antidepressant. D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D000928 - Antidepressive Agents A tryptophan derivative that is tryptophan substituted by a hydroxy group at position 5. 5-Hydroxytryptophan, a tryptophan metabolite, is a direct 5-hydroxytryptamine (5-HT) precursor and an L-aromatic amino acid decarboxylase substrate. [1][2][3]. 5-Hydroxytryptophan, a tryptophan metabolite, is a direct 5-hydroxytryptamine (5-HT) precursor and an L-aromatic amino acid decarboxylase substrate. [1][2][3].
4-Hydroxy-l-tryptophan
An optically active form of 4-hydroxytryptophan having L-configuration.
Alanylmethionine
Alanylmethionine is a dipeptide composed of alanine and methionine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.
Cysteinyl-Valine
Cysteinyl-Valine is a dipeptide composed of cysteine and valine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an Expected metabolite.
Methionyl-Alanine
Methionyl-Alanine is a dipeptide composed of methionine and alanine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an Expected metabolite.
Valylcysteine
Valylcysteine is a dipeptide composed of valine and cysteine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.
2,4-Diamino-6,7-dimethoxyquinazoline
2,4-Diamino-6,7-dimethoxyquinazoline is a metabolite of prazosin. Prazosin, trade names Minipress, Vasoflex, Pressin and Hypovase, is a sympatholytic drug used to treat high blood pressure and anxiety, PTSD, and panic disorder. It is an alpha-adrenergic blocker. Specifically, prazosin is selective for the alpha-1 receptors on vascular smooth muscle. These receptors are responsible for the vasoconstrictive action of norepinephrine, which would normally raise blood pressure and cause increase in anxiety and panic. (Wikipedia)
p-Hydroxyl-ethotoin
p-Hydroxyl-ethotoin is a metabolite of ethotoin. Ethotoin (marketed as Peganone by Ovation) is an anticonvulsant drug used in the treatment of epilepsy. It is a hydantoin, similar to phenytoin. Ethotoin lacks phenytoins side effects of gingival hyperplasia and hirsutism, however it is less effective. This, combined with the need for frequent dosing has limited its usefulness. Ethotoin is no longer widely used. (Wikipedia)
1,2-O-Isopropylidene-D-glucofuranose
9-Acetoanthracene
CONFIDENCE standard compound; INTERNAL_ID 8170 CONFIDENCE standard compound; INTERNAL_ID 8025
4-amino-6,7-dimethoxy-3-quinolinol hydrochloride hydrate
9-(Thienyl-(2))-non-6-en-8-in-3-ol|9--non-6-en-8-in-3-ol|9--nonen-(6)-in-(8)-ol-(3)
2,3,6-Tri-O-methyl-D-galactono-1,4-lacton|2,3,6-tri-O-methyl-D-galactono-gamma-lactone|2,3,6-Tri-O-methyl-D-galactonsaeure-gamma-lacton|2,3,6-Tri-O-methyl-D-galaktono-1,4-lacton|O2,O3,O6-trimethyl-D-galactonic acid-4-lactone|O2,O3,O6-Trimethyl-D-galactonsaeure-1,4-lacton|O2,O3,O6-Trimethyl-D-galactonsaeure-4-lacton
1beta,6beta,7alphab,8alpha,10-pentahydroxy-cis-2-oxabicyclo[4.3.0]nonane
Oxitriptan
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D000928 - Antidepressive Agents relative retention time with respect to 9-anthracene Carboxylic Acid is 0.053 N - Nervous system > N06 - Psychoanaleptics > N06A - Antidepressants relative retention time with respect to 9-anthracene Carboxylic Acid is 0.054 L-5-Hydroxytryptophan (L-5-HTP), a naturally occurring amino acid and a dietary supplement for use as an antidepressant, appetite suppressant, and sleep aid, is the immediate precursor of the neurotransmitter serotonin and a reserpine antagonist[1]. L-5-Hydroxytryptophan (L-5-HTP) is used to treat fibromyalgia, myoclonus, migraine, and cerebellar ataxia[2][3][4][5].
5-hydroxytryptophan
5-Hydroxytryptophan, a tryptophan metabolite, is a direct 5-hydroxytryptamine (5-HT) precursor and an L-aromatic amino acid decarboxylase substrate. [1][2][3]. 5-Hydroxytryptophan, a tryptophan metabolite, is a direct 5-hydroxytryptamine (5-HT) precursor and an L-aromatic amino acid decarboxylase substrate. [1][2][3].
L-5-Hydroxytryptophan
L-5-Hydroxytryptophan (L-5-HTP), a naturally occurring amino acid and a dietary supplement for use as an antidepressant, appetite suppressant, and sleep aid, is the immediate precursor of the neurotransmitter serotonin and a reserpine antagonist[1]. L-5-Hydroxytryptophan (L-5-HTP) is used to treat fibromyalgia, myoclonus, migraine, and cerebellar ataxia[2][3][4][5].
Ala-met
A dipeptide formed from L-alanyl and L-methionine residues.
Met-ala
A dipeptide formed from L-methionine and L-alanine residues.
Ascaroside C3
An omega-hydroxy fatty acid ascaroside obtained by formal condensation of the alcoholic hydroxy group of 3-hydroxypropanoic acid with ascarylopyranose (the alpha anomer). A major component of the dauer pheromone of the nematode Caenorhabditis elegans, it synergises with ascr#2 and ascr#3 as a population-density signal to promote entry into an alternate larval stage, the nonfeeding and highly persistent dauer diapause. Ascr#5 is a highly conserved ascaroside isolated from Caenorhabditis elegans. Ascaroside C3. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=1086696-26-5 (retrieved 2024-08-21) (CAS RN: 1086696-26-5). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
trans-1-methyl-4-carboxy-5-(3-pyridyl)-2-pyrrolidinone
ETHYL 5-METHOXY-1H-PYRROLO[2, 3-C]PYRIDINE-2-CARBOXYLATE
Pyrido[3,2-e]-as-triazine-3-carboxylic acid, 1,2-dihydro-1-methyl-, ethyl ester (8CI)
3-(Dimethylamino)-1-(4-nitrophenyl)prop-2-en-1-one
ethyl 5,7-dimethyl-[1,2,4]triazolo[4,3-a]pyrimidine-3-carboxylate
2,4-DIHYDRO-5-(3,4-DIMETHOXYPHENYL)-3H-PYRAZOL-3-ONE
4,6-dimethyl-2-oxo-3H-pyrido[1,2-a]pyrimidine-4-carboxylic acid
4-(1,1-Dimethylethyl)phenol,polymer with formaldehyde,compound with magnesium oxide
1-(4-FLUOROPHENYL)-5-METHYLTHIO-3-PHENYL-1H-PYRAZOLE
N-Methoxy-N,3-dimethyl-3H-imidazo[4,5-b]pyridine-6-carboxamide
ethyl 3-(hydroxymethyl)imidazo[1,2-a]pyridine-8-carboxylate
5-oxo-1-(pyridin-2-ylmethyl)pyrrolidine-3-carboxylic acid
2-(1,1-DIMETHYLETHYL)-6-(TRIFLUOROMETHYL)-4(1H)-PYRIMIDINONE
ETHYL 3-(2-FURYL)-1-METHYL-1H-PYRAZOLE-5-CARBOXYLATE
(E)-(3-(3-Ethoxy-3-oxoprop-1-en-1-yl)phenyl)boronic acid
3-(2-HYDROXYMETHYL-BENZOIMIDAZOL-1-YL)-PROPIONIC ACID
ethyl 5-cyano-2-ethyl-1,6-dihydro-6-oxo-3-pyridinecarboxylate
4-(E-3-Ethoxy-3-oxo-1-propen-1-yl)phenylboronic acid
Ethyl 5-methoxy-1H-pyrrolo[3,2-b]pyridine-2-carboxylate
1-(4-FLUOROPHENYL)-5-METHYL-1H-PYRAZOLE-4-CARBOXYLICACID
ETHYL 5-(2-FURYL)-1-METHYL-1H-PYRAZOLE-3-CARBOXYLATE
4-HYDRAZINYL-5,6,7,8-TETRAHYDROBENZO[4,5]THIENO[2,3-D]PYRIMIDINE
(3S)-(-)-3-(TRIFLUOROACETAMIDO)PYRROLIDINEHYDROCHLORIDE
methyl 5-cyano-6-propan-2-yloxypyridine-3-carboxylate
1-(4-aminophenyl)-5-oxopyrrolidine-3-carboxylic acid
6-METHOXY-1H-INDAZOLE-3-CARBOXYLIC ACID ETHYL ESTER
5-METHOXY-1H-INDAZOLE-3-CARBOXYLIC ACID ETHYL ESTER
Hydrazine,[1,1-biphenyl]-4-yl-, hydrochloride (1:1)
1-Isopropyl-7-methyl-1H-pyrido[2,3-d][1,3]oxazine-2,4-dione
7-Methyl-1-propyl-1H-pyrido[2,3-d][1,3]oxazine-2,4-dione
(4-(1-(Methoxycarbonyl)cyclopropyl)phenyl)boronic acid
1,2,4-Triazolo[4,3-a]pyrazine, 5,6,7,8-tetrahydro-5,5-dimethyl-3-(trifluoromethyl)-
Ethyl 5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxylate
(1R)-1-[5-(2,2,2-trifluoroethoxy)-2-pyridyl]ethanamine
5-(3,5-DIMETHYL-PYRAZOL-1-YLMETHYL)-FURAN-2-CARBOXYLIC ACID
5-Methoxy-pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester
Ethyl 6-methoxyh-pyrazolo[1,5-a]pyridine-3-carboxylate
Ethyl 4-methoxy-1H-pyrrolo[2,3-b]pyridine-2-carboxylate
Ethyl 7-amino-2-methylpyrazolo[1,5-a]pyrimidine-6-carboxylate
ethyl 4,7-dimethylpyrazolo[5,1-c][1,2,4]triazine-3-carboxylate
5-methyl-2-phenyl-1,3,2-dioxaborinane-5-carboxylic acid
4-Hydroxytryptophan
A hydroxytryptophan substituted by a hydroxy group at position 4 on the indole ring.
5-oxo-1-(pyridin-4-ylmethyl)pyrrolidine-3-carboxylic acid
(1,1-Dioxo-1,4-dihydrobenzo[1,2,4]thiadiazin-3-yl)acetic acid ethyl ester
5-Hydroxy-D-tryptophan
The D-enantiomer of 5-hydroxytryptophan.
3-(trifluoromethyl)-5,6,7,8-tetrahydro-5,8-dimethyl-[1,2,4]triazolo[4,3-a]pyrazine
5-oxo-1-(pyridin-3-ylmethyl)pyrrolidine-3-carboxylic acid
Ethyl 3-amino-5-(furan-2-yl)-1H-pyrrole-2-carboxylate
2-[(4-methyl-1H-benzimidazol-2-yl)methoxy]acetic acid
ETHYL3-HYDROXY-1,2-DIHYDROQUINOXALINE-2-CARBOXYLATE
2-Hydroxy-L-tryptophan
An optically active form of 2-hydroxytryptophan having L-configuration.
4-[(4-Fluorophenyl)hydrazinylidene]pyrazole-3,5-diamine
7-hydroxy-L-tryptophan
An optically active form of 7-hydroxytryptophan having L-configuration.
2-Hydroxytryptophan
A hydroxytryptophan that is tryptophan substituted by a hydroxy group at position 2 on the indole ring.
(2S)-2-ammonio-3-(5-hydroxy-1H-indol-3-yl)propanoate
(2S)-2-azaniumyl-3-(4-hydroxy-1H-indol-3-yl)propanoate
(2~{S},3~{R})-2-azanyl-3-(1~{H}-indol-3-yl)-3-oxidanyl-propanoic acid
1D-1-guanidiniumyl-1-deoxy-3-dehydro-scyllo-inositol(1+)
2-[(2-Aminoacetyl)amino]-3-phenylprop-2-enoic acid
4-(2-Acetamidoethylsulfanyl)-2-amino-butanoic acid
6-Chloro-1,2,3,4-tetrahydro-3-methyl-gamma-carboline
Met-Ala zwitterion
A peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of Met-Ala.
5-hydroxy-L-tryptophan zwitterion
An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of 5-hydroxy-L-tryptophan; major species at pH 7.3.
3-ethyl-5-(4-hydroxyphenyl)imidazolidine-2,4-dione
3-hydroxy-L-tryptophan
A hydroxy-L-tryptophan which carries a hydroxy group at position 3.
7-hydroxytryptophan
A hydroxytryptophan substituted by a hydroxy group at position 7 on the indole ring.
