H0500
1,2,3,4-Tetrahydroharmane-3-carboxylic acid
Synonym(s):
1-Methyl-1,2,3,4-Tetrahydropyrido[3,4-b]indole-3-carboxylic acid, 1-Methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid, NSC 26225
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About This Item
Empirical Formula (Hill Notation):
C13H14N2O2
CAS Number:
Molecular Weight:
230.26
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
storage temp.
−20°C
Quality Level
SMILES string
CC1NC(Cc2c1[nH]c3ccccc23)C(O)=O
InChI
1S/C13H14N2O2/c1-7-12-9(6-11(14-7)13(16)17)8-4-2-3-5-10(8)15-12/h2-5,7,11,14-15H,6H2,1H3,(H,16,17)
InChI key
ZUPHXNBLQCSEIA-UHFFFAOYSA-N
Related Categories
Application
Reactant involved in synthesis of molecules for biological studies including:
- Cytotoxicity and insecticidal activities of harmine derivatives
- Isoquinolines, β-carbolines, and 3-deazapurines via oxidative decarboxylation
- Cytotoxic evaluation of 1,3-di- and 1,3,9-trisubstituted β-carbolines
Biochem/physiol Actions
Implicated in eosinophilia-myalgia syndrome associated with L-tryptophan ingestion.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Analysis of L-tryptophan for the etiology of eosinophilia-myalgia syndrome.
MMWR. Morbidity and mortality weekly report, 39(34), 589-591 (1990-08-31)
A comparative study of tissue distribution and excretion among three substances implicated in eosinophilia-myalgia syndrome.
J Adachi et al.
Advances in experimental medicine and biology, 398, 365-370 (1996-01-01)
J Adachi et al.
Archives of toxicology, 67(4), 284-289 (1993-01-01)
Peak E substance, 1,1'-ethylidenebis[tryptophan], a contaminant found in L-tryptophan tablets, has been suggested as a causative agent for eosinophilia-myalgia syndrome (EMS). Peak E substance (50 mg/kg) was administered perorally to Wistar rats to determine its metabolism and distribution. A purification
S Fukushima et al.
Alcohol (Fayetteville, N.Y.), 9(1), 31-35 (1992-01-01)
We conducted analyses of 1-methyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid (1Me3C-THBC) by gas chromatography-mass spectrometry (negative chemical ionization mode) to investigate its presence and the in vivo condensation between tryptophan and AcH. 1Me3C-THBC was found in the cerebellum and the cerebrum of normal rat
A Nagahara et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 29(4), 243-247 (1991-04-01)
The excretion and distribution of 14C were studied in rats given by oral intubation 14C-labelled (-)-(1S,3S)-1-methyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid and its stereoisomer, (-)-(1R,3S)-1-methyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid (MTCAs), compounds that are known to become mutagenic on reaction with nitrite. For comparison, another group of rats
Global Trade Item Number
| SKU | GTIN |
|---|---|
| H0500-100MG | 04061831826852 |
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