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Spinacine

Cat No.:V38606 Purity: ≥98%
Spinacine is an endogenously produced metabolite.
Spinacine
Spinacine Chemical Structure CAS No.: 59981-63-4
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Spinacine is an endogenously produced metabolite.
Spinacine ((S)-Spinacine, CAS 59981-63-4) is a condensation product of formaldehyde and histidine and an endogenous metabolite. It functions as a GABA uptake inhibitor, increasing synaptic GABA availability by inhibiting its reuptake in cortical neuronal tissues. Spinacine is an alkaloid inhibitor of GABA (γ-aminobutyric acid) absorption that can be isolated from spinach leaf extract. It serves as a rigid histidine surrogate for peptidomimetic design and as a key intermediate in pharmaceutical development targeting neurological disorders.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary target of Spinacine is the GABA transporter, for which it acts as a GABA uptake inhibitor. By inhibiting GABA reuptake in cortical neuronal tissues, Spinacine increases synaptic GABA availability. GABA is the primary inhibitory neurotransmitter in the central nervous system, and its modulation is relevant for neurological disorders. Spinacine also serves as a structural element in biologically active compounds such as glucagon and angiotensin II receptor antagonists. These targets make it valuable for neurological and peptidomimetic research.
ln Vitro
In vitro, Spinacine functions as a GABA uptake inhibitor, increasing synaptic GABA availability by inhibiting its reuptake in cortical neuronal tissues. It is studied in neuronal cell cultures to assess its effects on GABAergic signaling. As a rigid histidine surrogate, it is used in peptidomimetic design for the development of biologically active compounds. These in vitro activities support its use in research on neurological disorders, GABAergic neurotransmission, and pharmaceutical development.
ln Vivo
In vivo, Spinacine has potential applications in neurological disorders due to its GABA uptake inhibitory activity. By increasing synaptic GABA availability, it may modulate inhibitory neurotransmission in the brain. However, detailed in vivo efficacy data are limited. As an endogenous metabolite, it is naturally present in biological systems. Further studies are needed to evaluate its therapeutic potential in animal models of neurological disorders such as epilepsy, anxiety, and other conditions involving GABAergic dysfunction.
Enzyme Assay
In vitro enzyme/receptor binding assays for Spinacine involve GABA uptake inhibition studies using cortical neuronal tissues or cells expressing GABA transporters. The compound is incubated with cells or tissue preparations at concentrations ranging from 0.1-1000 μM, and [3H]-GABA uptake is measured. The inhibition of GABA reuptake is quantified by comparing uptake in treated versus untreated samples. Binding affinity to GABA transporters can be assessed using radioligand binding assays. All assays include appropriate controls and reference compounds (e.g., nipecotic acid).
Cell Assay
In vitro cell-based assays for Spinacine are conducted using cortical neuronal cultures or GABA transporter-expressing cell lines. Cells are treated with Spinacine at concentrations ranging from 0.1-1000 μM for 1-24 hours. GABA uptake is measured using [3H]-GABA or fluorescent GABA analogs. Intracellular GABA levels are quantified. Cell viability is assessed using standard assays. The compound's effects on neuronal excitability may be evaluated using electrophysiological recordings. Experiments include vehicle controls and positive controls (e.g., known GABA uptake inhibitors).
Animal Protocol
In vivo animal studies with Spinacine are limited, as the compound is primarily used as a research tool. Neurological studies may be conducted in rodent models of epilepsy, anxiety, or other GABA-related disorders. The compound is administered via intraperitoneal or oral routes at doses ranging from 1-50 mg/kg. Behavioral tests (e.g., seizure models, elevated plus maze) are used to assess efficacy. Brain GABA levels are measured. Each group consists of 6-10 animals with vehicle-treated controls. Further studies are needed for comprehensive characterization.
ADME/Pharmacokinetics
Pharmacokinetic properties of Spinacine have not been extensively characterized. As a small, polar molecule (MW 167.17, C7H9N3O2), it is expected to have moderate oral bioavailability and reasonable tissue distribution, including penetration of the blood-brain barrier. The compound is an endogenous metabolite and likely undergoes metabolism through pathways typical of amino acid derivatives, with elimination via renal excretion. Detailed PK parameters require further investigation.
Toxicity/Toxicokinetics
Toxicological data for Spinacine indicate that it is generally well-tolerated at concentrations used for research. As an endogenous metabolite, it is expected to have a favorable safety profile. No significant toxicity has been reported. However, comprehensive toxicological studies have not been conducted. As with all research chemicals, appropriate safety precautions should be taken during handling, and the compound should be used only for in vitro and animal research purposes.
Additional Infomation
Spinachine is an α-amino acid. It has been reported that ginseng contains spinachine, and relevant data is available for reference.
Spinacine is an endogenous metabolite and GABA uptake inhibitor isolated from spinach leaf extract. It functions by inhibiting GABA reuptake in cortical neuronal tissues, increasing synaptic GABA availability. The compound serves as a rigid histidine surrogate for peptidomimetic design and as a key intermediate in pharmaceutical development targeting neurological disorders. It is used in research on GABAergic neurotransmission, neurological disorders, and peptidomimetic drug design. Not approved for clinical therapeutic use; intended for research purposes only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H9N3O2
Molecular Weight
167.1653
Exact Mass
167.069
CAS #
59981-63-4
PubChem CID
162899
Appearance
White to off-white solid powder
Density
1.439g/cm3
Boiling Point
552.2ºC at 760 mmHg
Flash Point
287.8ºC
Index of Refraction
1.612
LogP
-3.1
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
1
Heavy Atom Count
12
Complexity
197
Defined Atom Stereocenter Count
1
SMILES
C1[C@H](NCC2=C1N=CN2)C(=O)O
InChi Key
YCFJXOFFQLPCHD-YFKPBYRVSA-N
InChi Code
InChI=1S/C7H9N3O2/c11-7(12)5-1-4-6(2-8-5)10-3-9-4/h3,5,8H,1-2H2,(H,9,10)(H,11,12)/t5-/m0/s1
Chemical Name
(6S)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine-6-carboxylic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~33.33 mg/mL (~199.38 mM)
DMSO :< 1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: 4.55 mg/mL (27.22 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication (<60°C).

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.9819 mL 29.9097 mL 59.8193 mL
5 mM 1.1964 mL 5.9819 mL 11.9639 mL
10 mM 0.5982 mL 2.9910 mL 5.9819 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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