Cas no 146142-94-1 ((4S)-4-Hydroxy-4-(1H-indol-3-ylmethyl)-L-Glutamic Acid)
(4S)-4-Hydroxy-4-(1H-indol-3-ylmethyl)-L-Glutamic Acid is a specialized glutamate derivative featuring a hydroxyl group and an indole moiety at the C4 position. This compound is of interest in biochemical and pharmacological research due to its structural similarity to endogenous neurotransmitters and potential role in modulating glutamate receptor activity. Its chiral (4S) configuration ensures stereospecific interactions with biological targets, while the indole group may confer unique binding properties. The compound serves as a valuable intermediate in synthetic organic chemistry and neuroscience studies, particularly in investigating excitatory amino acid pathways. Its high purity and well-defined stereochemistry make it suitable for mechanistic studies and structure-activity relationship analyses.
146142-94-1 structure
Product Name:(4S)-4-Hydroxy-4-(1H-indol-3-ylmethyl)-L-Glutamic Acid
CAS No:146142-94-1
MF:C14H16N2O5
MW:292.287243843079
CID:209031
PubChem ID:9860847
Update Time:2025-05-27
(4S)-4-Hydroxy-4-(1H-indol-3-ylmethyl)-L-Glutamic Acid Chemical and Physical Properties
Names and Identifiers
-
- L-Glutamic acid,4-hydroxy-4-(1H-indol-3-ylmethyl)-, (4S)-
- (2S,4S)-4-amino-2-hydroxy-2-(1H-indol-3-ylmethyl)pentanedioic acid
- (2S,4S)-2-Amino-4-carboxy-4-hydroxy-5-(3-indolyl)pentanoic acid
- Monatin
- TL342VQ3GR
- Q754363
- (2S,4S)-2-((1H-Indol-3-yl)methyl)-4-amino-2-hydroxypentanedioic acid
- (2S,4S)-4-hydroxy-4-(indol-3-ylmethyl)glutamic acid
- 146142-94-1
- RMLYXMMBIZLGAQ-HZMBPMFUSA-N
- DTXSID60432020
- L-Glutamic acid, 4-hydroxy-4-(1H-indol-3-ylmethyl)-, (4S)-
- (2R,4S)-4-AZANYL-2-(1H-INDOL-3-YLMETHYL)-2-OXIDANYL-PENTANEDIOIC ACID
- AKOS005145817
- SCHEMBL2700624
- Monatin, (2S,4S)-
- (4S)-4-Hydroxy-4-(1H-indol-3-ylmethyl)-L-glutamic acid
- (4S)-4-Hydroxy-4-(1H-indol-3-ylmethyl)-L-Glutamic Acid
-
- Inchi: 1S/C14H16N2O5/c15-10(12(17)18)6-14(21,13(19)20)5-8-7-16-11-4-2-1-3-9(8)11/h1-4,7,10,16,21H,5-6,15H2,(H,17,18)(H,19,20)/t10-,14-/m0/s1
- InChI Key: RMLYXMMBIZLGAQ-HZMBPMFUSA-N
- SMILES: O[C@](C(=O)O)(C[C@@H](C(=O)O)N)CC1=CNC2C=CC=CC1=2
Computed Properties
- Exact Mass: 292.10592162g/mol
- Monoisotopic Mass: 292.10592162g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 5
- Hydrogen Bond Acceptor Count: 6
- Heavy Atom Count: 21
- Rotatable Bond Count: 6
- Complexity: 416
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 2
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: -2.2
- Topological Polar Surface Area: 137?2
Experimental Properties
- Density: 1.525
(4S)-4-Hydroxy-4-(1H-indol-3-ylmethyl)-L-Glutamic Acid Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | H429410-0.5mg |
(4S)-4-Hydroxy-4-(1H-indol-3-ylmethyl)-L-Glutamic Acid |
146142-94-1 | 0.5mg |
$ 170.00 | 2022-06-04 | ||
| TRC | H429410-2.5mg |
(4S)-4-Hydroxy-4-(1H-indol-3-ylmethyl)-L-Glutamic Acid |
146142-94-1 | 2.5mg |
$953.00 | 2023-05-18 | ||
| TRC | H429410-5mg |
(4S)-4-Hydroxy-4-(1H-indol-3-ylmethyl)-L-Glutamic Acid |
146142-94-1 | 5mg |
$1642.00 | 2023-05-18 | ||
| TRC | H429410-.5mg |
(4S)-4-Hydroxy-4-(1H-indol-3-ylmethyl)-L-Glutamic Acid |
146142-94-1 | 5mg |
$207.00 | 2023-05-18 | ||
| TRC | H429410-25mg |
(4S)-4-Hydroxy-4-(1H-indol-3-ylmethyl)-L-Glutamic Acid |
146142-94-1 | 25mg |
$ 27000.00 | 2023-09-07 |
(4S)-4-Hydroxy-4-(1H-indol-3-ylmethyl)-L-Glutamic Acid Related Literature
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1. Structure elucidation of monatin, a high-intensity sweetener isolated from the plant Schlerochiton ilicifoliusRobert Vleggaar,Louis G. J. Ackerman,Pieter S. Steyn J. Chem. Soc. Perkin Trans. 1 1992 3095
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Osamu Tamura,Tomoya Shiro,Atsushi Toyao,Hiroyuki Ishibashi Chem. Commun. 2003 2678
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Satoshi Hibino,Tominari Choshi Nat. Prod. Rep. 2002 19 148
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4. Index pages
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Kazuhiro Higuchi,Tomomi Kawasaki Nat. Prod. Rep. 2007 24 843
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