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5-Methoxy-L-tryptophan - ≥97%, high purity , CAS No.25197-96-0
Discover 5-Methoxy-L-tryptophan by Aladdin Scientific in ≥97% for only $135.90. Available - in Ligands at Aladdin Scientific. Tags: .
Basic Description
Synonyms
M-3574 | 5-Methoxytryptophan | 5-METHOXY-TRYPTOPHAN | AC-31277 | 5B7WK2X4JP | UNII-5B7WK2X4JP | MFCD01074513 | (S)-2-Amino-3-(5-methoxy-1H-indol-3-yl)propanoic acid | A877671 | Indole-3-propionic acid, alpha-amino-5-methoxy- | 5-methoxy-L-tryptophan | AS-
Specifications & Purity
≥97%
Storage Temp
Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
General description：
5-Methoxy-L-tryptophan is a L-tryptophan metabolite that exhibits anti-inflammatory and tumor-suppressing activities. 5-Methoxy-L-tryptophan is synthesized by tryptophan hydroxylase (TPH) and hydroxyindole O-methyltransferase (HIOMT). Recent study indicates 5-methoxytryptophan as a biomarker of progression of chronic kidney disease (CKD). Its levels decrease during disease and treatment with 5-methoxytryptophan ameliorates kidney fibrosis n mice model of CKD. 5-Methoxytryptophan appears to inhibit I?B/NF-?B signaling and enhaces Keap1/Nrf2 signaling in mice model of unilateral ureteral obstruction. Literature often uses the name 5-Methoxytryptophan instead L-5-Methoxytryptophan.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Organoheterocyclic compounds
Class
Indoles and derivatives
Subclass
Tryptamines and derivatives
Intermediate Tree Nodes
Not available
Direct Parent
Serotonins
Alternative Parents
Indolyl carboxylic acids and derivatives 3-alkylindoles L-alpha-amino acids Anisoles Alkyl aryl ethers Aralkylamines Substituted pyrroles Heteroaromatic compounds Amino acids Carboxylic acids Azacyclic compounds Monocarboxylic acids and derivatives Organopnictogen compounds Carbonyl compounds Monoalkylamines Organic oxides Hydrocarbon derivatives
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Serotonin - Indolyl carboxylic acid derivative - Alpha-amino acid - Alpha-amino acid or derivatives - L-alpha-amino acid - 3-alkylindole - Indole - Anisole - Alkyl aryl ether - Aralkylamine - Benzenoid - Substituted pyrrole - Heteroaromatic compound - Pyrrole - Amino acid or derivatives - Amino acid - Carboxylic acid derivative - Carboxylic acid - Ether - Azacycle - Monocarboxylic acid or derivatives - Amine - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Primary amine - Primary aliphatic amine - Organic oxide - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
Description
This compound belongs to the class of organic compounds known as serotonins. These are compounds containing a serotonin moiety, which consists of an indole that bears an aminoethyl a position 2 and a hydroxyl group at position 5.
External Descriptors
L-tryptophan derivative
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Names and Identifiers
Pubchem Sid
488188229
IUPAC Name
(2S)-2-amino-3-(5-methoxy-1H-indol-3-yl)propanoic acid
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)/t10-/m0/s1
InChIKey
KVNPSKDDJARYKK-JTQLQIEISA-N
Smiles
COC1=CC2=C(C=C1)NC=C2CC(C(=O)O)N
Isomeric SMILES
COC1=CC2=C(C=C1)NC=C2C[C@@H](C(=O)O)N
Molecular Weight
234.26
Reaxy-Rn
26781
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=26781&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
Soluble in warm water.
Refractive Index
n20D1.66 (Predicted)
Specific Rotation[α]
α20/D -29.0°±1°, c = 1 in water
Boil Point(°C)
478.32° C at 760 mmHg (Predicted)
Melt Point(°C)
254.0° C
Molecular Weight
234.250 g/mol
XLogP3
-0.800
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
4
Exact Mass
234.1 Da
Monoisotopic Mass
234.1 Da
Topological Polar Surface Area
88.300 Ų
Heavy Atom Count
17
Formal Charge
0
Complexity
285.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
1
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
Citations of This Product
1.
Qiang Zhu, Didi Geng, Jingchao Li, Jinqiu Zhang, Haofan Sun, Zhiya Fan, Jiahui He, Ninghui Hao, Yinping Tian, Liuqing Wen, Tiehai Li, Weijie Qin, Xiakun Chu, Yong Wang, Wen Yi.
(2024)
A Computational and Chemical Design Strategy for Manipulating Glycan-Protein Recognition. Advanced Science,
(2308522).
2.
Qixing Nie, Yonggan Sun, Wenbing Hu, Chunhua Chen, Qiongni Lin, Shaoping Nie.
(2024)
Glucomannan promotes Bacteroides ovatus to improve intestinal barrier function and ameliorate insulin resistance. iMeta,
(e163).
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2 Citations
C2202072