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L-5-Hydroxytryptophan (Standard)

CAT: 0804-HY-B1716R-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B1716R-01Size:10 mg
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Description
L-5-Hydroxytryptophan (Standard) is the analytical standard of L-5-Hydroxytryptophan. This product is intended for research and analytical applications. 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].
CAS Number
4350-09-8
Product Name Alternative
L-5-HTP (Standard) ; Oxitriptan (Standard)
UNSPSC
12352005
Target
Endogenous Metabolite; Reference Standards
Type
Reference Standards
Related Pathways
Metabolic Enzyme/Protease; Others
Field of Research
Metabolic Disease; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/l-5-hydroxytryptophan-standard.html
Purity
99.69
Solubility
10 mM in DMSO
Smiles
N[C@@H](CC1=CNC2=CC=C(O)C=C12)C(O)=O
Molecular Formula
C11H12N2O3
Molecular Weight
220.22
References & Citations
[1]ARVID CARLSSON, et al. 3,4-Dihydroxyphenylalanine and 5-Hydroxytryptophan as Reserpine Antagonists. Nature 180, page1200 (1957) .|[2]Caruso I, et al. Double-blind study of 5-hydroxytryptophan versus placebo in the treatment of primary fibromyalgia syndrome. J Int Med Res. 1990 May-Jun;18 (3) :201-9.|[3]Thal LJ, et al. Treatment of myoclonus with L-5-hydroxytryptophan and carbidopa: clinical, electrophysiological, and biochemical observations. Ann Neurol. 1980 Jun;7 (6) :570-6.|[4]Boiardi A, et al. 5-OH-Tryptophane in migraine: clinical and neurophysiological considerations. J Neurol. 1981;225 (1) :41-6.|[5]Trouillas P, et al. Improvement of cerebellar ataxia with levorotatory form of 5-hydroxytryptophan. A double-blind study with quantified data processing. Arch Neurol. 1988 Nov;45 (11) :1217-22.
Shipping Conditions
Room Temperature
Storage Conditions
4°C, sealed storage, away from light and moisture
Scientific Category
Reference Standards
Clinical Information
Launched

Chemical Information

Oxitriptan

5-hydroxy-L-tryptophan is the L-enantiomer of 5-hydroxytryptophan. It has a role as a mouse metabolite, a plant metabolite and a human 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.

CAS Number4350-09-8
PubChem CID439280
IUPAC Name(2S)-2-amino-3-(5-hydroxy-1H-indol-3-yl)propanoic acid
Molecular FormulaC11H12N2O3
Molecular Weight220.22
XLogP-1.2
Topological Polar Surface Area99.3
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Heavy Atom Count16
Formal Charge0
Complexity272
SMILES
C1=CC2=C(C=C1O)C(=CN2)C[C@@H](C(=O)O)N
InChI
InChI=1S/C11H12N2O3/c12-9(11(15)16)3-6-5-13-10-2-1-7(14)4-8(6)10/h1-2,4-5,9,13-14H,3,12H2,(H,15,16)/t9-/m0/s1
InChIKey
LDCYZAJDBXYCGN-VIFPVBQESA-N
Chemical Structure
2D Structure
2D structure of Oxitriptan
CAS: 4350-09-8
CID: 439280
Formula: C11H12N2O3
MW: 220.22
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight220.22
XLogP3-1.2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Exact Mass220.08479225
Monoisotopic Mass220.08479225
Topological Polar Surface Area99.3 Ų
Heavy Atom Count16
Formal Charge0
Complexity272
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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