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Details

Stereochemistry ACHIRAL
Molecular Formula C12H24O2.C2H6NO3S.K
Molecular Weight 363.555
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of POTASSIUM TAURINE LAURATE

SMILES

[K+].NCCS([O-])(=O)=O.CCCCCCCCCCCC(O)=O

InChI

InChIKey=YXUKIOYEWGMHBJ-UHFFFAOYSA-M
InChI=1S/C12H24O2.C2H7NO3S.K/c1-2-3-4-5-6-7-8-9-10-11-12(13)14;3-1-2-7(4,5)6;/h2-11H2,1H3,(H,13,14);1-3H2,(H,4,5,6);/q;;+1/p-1

HIDE SMILES / InChI

Molecular Formula C2H6NO3S
Molecular Weight 124.139
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C12H24O2
Molecular Weight 200.3178
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula K
Molecular Weight 39.0983
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/3676193 | http://www.medscape.com/viewarticle/804080 | https://www.ncbi.nlm.nih.gov/pubmed/21334852 | https://www.ncbi.nlm.nih.gov/pubmed/26208967

Taurine is a semi-essential amino acid and is not incorporated into proteins. Taurine is considered conditionally essential because it cannot be synthesized by infants younger than 4-6 weeks, and it may not be adequately synthesized in patients receiving long-term parenteral nutrition and patients with short-term hypermetabolic conditions. In mammalian tissues, taurine is ubiquitous and is the most abundant free amino acid in the heart, retina, skeletal muscle, brain, and leukocytes. Taurin occurs naturally in fish and meat. The mean daily intake from omnivore diets was determined to be around 58 mg. Taurine is a component of energy drinks, with many contain 1000 mg per serving. In medicine, taurine supplementation demonstrated efficacy in relieving symptoms of heart failure, hepatitis, hypertension and psychotic disorder. Taurine exerts many physiological functions, including membrane stabilization, osmoregulation and cytoprotective effects, antioxidant and anti-inflammatory actions as well as modulation of intracellular calcium concentration and ion channel function. In addition taurine may control muscle metabolism and gene expression, through yet unclear mechanisms. The cellular and biochemical mechanisms mediating the actions of taurine are not fully known.

Originator

Curator's Comment: Taurin was first isolated from ox bile in 1827.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
406.0 µM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
TAURINE

Approved Use

Taking 2-3 grams of taurine by mouth one to two times daily for 6-8 weeks seems to improve heart function and symptoms in patients with moderate heart failure to severe heart failure. Some patients with severe heart failure rapidly improve from NYHA class IV to II after 4-8 weeks of treatment. Improvement seems to continue for as long as taurine treatment is continued, up to one year.
Palliative
TAURINE

Approved Use

Taking 1.5-4 grams of taurine daily for up to 3 months improves liver function in people with hepatitis.
Preventing
URSA Complex

Approved Use

Taurine is a component of energy drinks used for relieving of fatigue
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Calcium-mediated transductive systems and functionally active gap junctions in astrocyte-like GL15 cells.
2001
The influence of a taurine containing drink on cardiac parameters before and after exercise measured by echocardiography.
2001
Isolation and characterization of an alpha 2-type zebrafish glycine receptor subunit.
2001
New developments in the pharmacotherapy of alcohol dependence.
2001
Oxygen metabolites in immune- stimulated ion transport in rat colon: modulation by taurine.
2001
Synthesis of monensin derivatives and their effect on the activity of ricin A-chain immunotoxins.
2001
Gene expression of the taurine transporter and taurine biosynthetic enzymes in rat kidney after antidiuresis and salt loading.
2001 Apr
Increased taurine content in esophageal mucosa of children affected by gastroesophageal reflux.
2001 Apr
Dipolar coupling and ordering effects observed in magnetic resonance spectra of skeletal muscle.
2001 Apr
Cellular uptake of taurine by lactating porcine mammary tissue.
2001 Apr
Transport of L-carnitine in isolated cerebral cortex neurons.
2001 Apr
Analysis of amino acids in human serum by isocratic reversed-phase high-performance liquid chromatography with electrochemical detection.
2001 Apr 13
Endogenous glutamate-taurine interaction in striatum and nucleus accumbens of the freely moving rat: studies during the normal process of aging.
2001 Apr 15
Reduction of phospholemman expression decreases osmosensitive taurine efflux in astrocytes.
2001 Apr 23
Mast cell numbers in the young rat thalamus: a search for control factors.
2001 Aug
Taurine increases rat survival and reduces striatal damage caused by 3-nitropropionic acid.
2001 Aug
Osmolytes stabilize ribonuclease S by stabilizing its fragments S protein and S peptide to compact folding-competent states.
2001 Aug 3
Effects of new taurine derivatives on primary immune response in rats.
2001 Feb
[Role of angiotensin-(1-7) in amino-acid-neurotransmitter-mediated blood pressure regulation in rat rostral ventrolateral medulla].
2001 Feb
Effect of acamprosate and naltrexone, alone or in combination, on ethanol consumption.
2001 Feb
The use of 1H magnetic resonance spectroscopy in inflammatory bowel diseases: distinguishing ulcerative colitis from Crohn's disease.
2001 Feb
Aging-induced changes in 24-h rhythms of mitogenic responses, lymphocyte subset populations and neurotransmitter and amino acid content in rat submaxillary lymph nodes during Freund's adjuvant arthritis.
2001 Feb
Differences between GABA levels in Alzheimer's disease and Down syndrome with Alzheimer-like neuropathology.
2001 Feb
Real-time, two-dimensional visualization of ischaemia-induced glutamate release from hippocampal slices.
2001 Feb
Taurine - monograph.
2001 Feb
Activation of an ATP-dependent K(+) conductance in Xenopus oocytes by expression of adenylate kinase cloned from renal proximal tubules.
2001 Feb 9
[Effect of taurine on the microvessel exchange function and adrenergic response of veins and arteries in the cat skeletal muscle].
2001 Jan
Effects of methionine loading on plasma and erythrocyte sulphur amino acids and sulph-hydryls before and after co-factor supplementation in haemodialysis patients.
2001 Jan
Dietary taurine manipulations in aged male Fischer 344 rat tissue: taurine concentration, taurine biosynthesis, and oxidative markers.
2001 Jul 1
Taurine modulates arginine vasopressin-mediated regulation of renal function.
2001 Jun
Enhanced fungicidal activity of N-chlorotaurine in nasal secretion.
2001 Jun
Occupational lead exposure and amino acid profiles and liver function tests in industrial workers.
2001 Jun
17 beta-estradiol protects neurons from ischemic damage and attenuates accumulation of extracellular excitatory amino acids.
2001 Jun
Bile acid hydrophobicity is correlated with induction of apoptosis and/or growth arrest in HCT116 cells.
2001 Jun 1
Effects of acamprosate on ethanol-seeking and self-administration in the rat.
2001 Mar
A new model for diffuse brain injury by rotational acceleration: II. Effects on extracellular glutamate, intracranial pressure, and neuronal apoptosis.
2001 Mar
Two-voxel localization sequence for in vivo two-dimensional homonuclear correlation spectroscopy.
2001 Mar
Reactive nitrogen oxygen species metabolize N-acetylbenzidine.
2001 Mar
Hypocholesterolemic effect of bile acid sulfonate analogs in hamsters.
2001 Mar
Alteration of excitation-contraction coupling mechanism in extensor digitorum longus muscle fibres of dystrophic mdx mouse and potential efficacy of taurine.
2001 Mar
Intrathecal magnesium sulfate attenuates algogenic behavior and spinal amino acids release after kainic acid receptor activation in rats.
2001 Mar 30
Oxidative stress and protection against reactive oxygen species in the pre-implantation embryo and its surroundings.
2001 Mar-Apr
Mechanisms of alcohol-nicotine interactions: alcoholics versus smokers.
2001 May
Pharmacological relapse prevention in alcohol dependence: from animal models to clinical trials.
2001 May
The influence of plasma on the disinfecting activity of the new antimicrobial agent N-chlorotaurine-sodium in comparison with chloramine T.
2001 May
The anti-craving compound acamprosate acts as a weak NMDA-receptor antagonist, but modulates NMDA-receptor subunit expression similar to memantine and MK-801.
2001 May
N-chlorotaurine, a novel endogenous antimicrobial agent: tolerability testing in a mouse model.
2001 May
High glucose inhibits renal proximal tubule cell proliferation and involves PKC, oxidative stress, and TGF-beta 1.
2001 May
Down-regulation of cholesterol 7alpha-hydroxylase (CYP7A1) gene expression by bile acids in primary rat hepatocytes is mediated by the c-Jun N-terminal kinase pathway.
2001 May 11
Further studies on the effects of topical lactate on amino acid efflux from the ischemic rat cortex.
2001 May 18
Patents

Sample Use Guides

Taurin occurs naturally in fish and meat. The mean daily intake from omnivore diets was determined to be around 58 mg.
Route of Administration: Oral
In Vitro Use Guide
Agonist properties of taurine on glycine receptor of supraoptic magnocellular neurones acutely dissociated from adult rats, using whole-cell voltage clamp. Responses to 1 mM taurine were blocked by strychnine but not by gabazine and showed no additivity with glycine-induced currents, indicating selective activation of glycine receptors.
Substance Class Chemical
Created
by admin
on Sat Dec 16 20:17:48 UTC 2023
Edited
by admin
on Sat Dec 16 20:17:48 UTC 2023
Record UNII
GQK0L6ZDHA
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
POTASSIUM TAURINE LAURATE
INCI  
INCI  
Official Name English
DODECANOIC ACID, 2-AMINOETHANESULFONIC, POTASSIUM SALT
Common Name English
L-TK
Brand Name English
POTASSIUM TAURINE LAURATE [INCI]
Common Name English
Code System Code Type Description
PUBCHEM
76963160
Created by admin on Sat Dec 16 20:17:48 UTC 2023 , Edited by admin on Sat Dec 16 20:17:48 UTC 2023
PRIMARY
FDA UNII
GQK0L6ZDHA
Created by admin on Sat Dec 16 20:17:48 UTC 2023 , Edited by admin on Sat Dec 16 20:17:48 UTC 2023
PRIMARY
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PARENT -> SALT/SOLVATE
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ACTIVE MOIETY