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5-Methoxy-DL-tryptophan

CAT: 0804-HY-128731-01Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-128731-01Size:50 mg
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Description
5-Methoxy-DL-tryptophan is a metabolite. 5-Methoxy-DL-tryptophan reduces LPS -induced release of IL-6. 5-Methoxy-DL-tryptophan has anti-inflammatory effects. 5-Methoxy-DL-tryptophan can be used in the study of atherosclerosis[1][2].
CAS Number
28052-84-8
Product Name Alternative
DL-5-MTP
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Endogenous Metabolite; Interleukin Related
Type
Natural Products
Related Pathways
Immunology/Inflammation; Metabolic Enzyme/Protease
Field of Research
Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/5-methoxy-dl-tryptophan.html
Purity
99.32
Solubility
1M HCl : 100 mg/mL (ultrasonic) |DMSO : 100 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
NC(CC1=CNC2=C1C=C(OC)C=C2)C(O)=O
Molecular Formula
C12H14N2O3
Molecular Weight
234.25
Precautions
H302, H315, H319, H335
References & Citations
[1]Lee GL, et al. Restoration of 5-methoxytryptophan protects against atherosclerotic chondrogenesis and calcification in ApoE-/- mice fed high fat diet. J Biomed Sci. 2021 Nov 8;28 (1) :74. |[2]Menzaghi C, et al. Inflammation and prediction of death in type 2 diabetes. Evidence of an intertwined link with tryptophan metabolism. J Clin Endocrinol Metab. 2024 Aug 28:dgae593.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
IL-6

Chemical Information

5-Methoxy-DL-tryptophan

5-Methoxy-DL-tryptophan is a member of tryptamines. It is functionally related to a serotonin.

CAS Number28052-84-8
PubChem CID119802
IUPAC Name2-amino-3-(5-methoxy-1H-indol-3-yl)propanoic acid
Molecular FormulaC12H14N2O3
Molecular Weight234.25
XLogP-0.8
Topological Polar Surface Area88.3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Heavy Atom Count17
Formal Charge0
Complexity285
SMILES
COC1=CC2=C(C=C1)NC=C2CC(C(=O)O)N
InChI
InChI=1S/C12H14N2O3/c1-17-8-2-3-11-9(5-8)7(6-14-11)4-10(13)12(15)16/h2-3,5-6,10,14H,4,13H2,1H3,(H,15,16)
InChIKey
KVNPSKDDJARYKK-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 5-Methoxy-DL-tryptophan
CAS: 28052-84-8
CID: 119802
Formula: C12H14N2O3
MW: 234.25
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight234.25
XLogP3-0.8
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass234.10044231
Monoisotopic Mass234.10044231
Topological Polar Surface Area88.3 Ų
Heavy Atom Count17
Formal Charge0
Complexity285
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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