Compounds > leucinol
Page last updated: 2024-12-07

leucinol

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Leucinol is a naturally occurring amino alcohol that is a key intermediate in the biosynthesis of the antibiotic leucinostatin A. It is also found in various plants, including legumes and cereals. Leucinol has shown promise in various studies for its potential biological activities, including anti-inflammatory, antioxidant, and anticancer properties. The synthesis of leucinol has been explored using various methods, including enzymatic and chemical approaches. One notable approach involves the enzymatic reduction of leucine using a reductase enzyme. The unique structure of leucinol and its potential biological activities have made it a subject of ongoing research interest. Researchers are exploring its potential as a therapeutic agent and its role in various biological processes.'
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leucinol: RN given for (L)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID111307
CHEMBL ID1232141
SCHEMBL ID143928
MeSH IDM0375623

Synonyms (52)

Synonym
AC-1342
CHEMBL1232141
AKOS015841781
(s)-(+)-leucinol
1-pentanol, 2-amino-4-methyl-, (s)-
l(+)-leucinol
leucinol
(s)-(+)-leucinol, 96%
L-3700
l-leucinol
(s)-(+)-2-amino-4-methyl-1-pentanol
7533-40-6
l-(+)-leucinol
L0137
(2s)-2-amino-4-methylpentan-1-ol
(s)-leucinol
2-amino-4-methyl-pentan-1-ol
A838385
(s)-2-amino-4-methylpentan-1-ol
ai3-62983
einecs 231-400-5
h-leucinol
BP-12895
AM20100733
gtpl4751
SCHEMBL143928
mfcd00063676
(s)-(+)leucinol
(2s)-2-amino-4-methyl-1-pentanol
(1s)-1-(hydroxymethyl)-3-methyl butylamine
(l)-leucinol
(2s)-2-amino-4-methylpentanol
rac-leucinol
(1s)-1-(hydroxymethyl)-3-methylbutylamine
(1s)-1-(hydroxymethyl)-3methylbutylamine
(s)-(+) leucinol
(s)-2-amino-4-methyl-pentan-1-ol
Q-102752
DS-1180
1-pentanol, 2-amino-4-methyl-, (2s)-
2-amino-4-methyl-1-pentanol #
CS-W016592
(+)-leucinol
F1564-0029
Q27081020
h-leu-ol
(s)-2-amino-4-methyl-1-pentanol, 2-amino-4-methyl-1-pentanol
M03441
(s)-2-amino-4-methyl-1-pentanol
HY-W015876
EN300-112714
DTXSID001032725

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
" Systematic optimization of different positions (P', P3, and P1) of the inhibitor resulted in the identification of the lead compound 46, which had an excellent potency (K(i)* = 4 nM, EC(90) = 30 nM) and good pharmacokinetic profile (22% and 35% bioavailability in rats and dogs, respectively)."( Second-generation highly potent and selective inhibitors of the hepatitis C virus NS3 serine protease.
Arasappan, A; Bennett, F; Blackman, ML; Bogen, SL; Chen, KX; Cheng, KC; Nair, L; Njoroge, FG; Padilla, AI; Pan, W; Prongay, A; Shih, NY; Tong, X; Venkatraman, S; Vibulbhan, B; Yang, W, 2009)		0.35
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (7)

Assay IDTitleYearJournalArticle
AID1572790Inhibition of Leucyl-tRNA synthetase-mediated mTORC1 signaling activation in human HEK293 cells assessed as reduction in leucine-induced S6K phosphorylation at 200 uM preincubated for 50 mins followed by leucine-stimulation and measured after 10 mins by W2019Bioorganic & medicinal chemistry, 03-15, Volume: 27, Issue:6
Structure-activity relationship of leucyladenylate sulfamate analogues as leucyl-tRNA synthetase (LRS)-targeting inhibitors of Mammalian target of rapamycin complex 1 (mTORC1).
AID1304167Inhibition of leucyl-tRNA synthetase (unknown origin) expressed in HEK293 cells assessed as inhibition of leucine-induced mTORC1-mediated S6 kinase phosphorylation pre-treated at 1 mM followed by leucine stimulation for 10 mins by immunoblotting analysis2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
Discovery of (S)-4-isobutyloxazolidin-2-one as a novel leucyl-tRNA synthetase (LRS)-targeted mTORC1 inhibitor.
AID1304179Effect on cellular Akt level in HEK293 cells pre-treated at 800 uM followed by leucine stimulation for 10 mins by immunoblotting analysis2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
Discovery of (S)-4-isobutyloxazolidin-2-one as a novel leucyl-tRNA synthetase (LRS)-targeted mTORC1 inhibitor.
AID1304176Cytotoxicity against rapamycin resistant human SW620 cells at 400 uM to 4 mM by CellTox green fluorescent dye based assay2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
Discovery of (S)-4-isobutyloxazolidin-2-one as a novel leucyl-tRNA synthetase (LRS)-targeted mTORC1 inhibitor.
AID1398320Inhibition of LRS-mediated mTORC1 activation in HEK293 cells assessed as decrease in leucine-induced S6K phosphorylation at T389 at 800 uM treated prior to leucine induction measured after 10 mins by Western blot method2018Bioorganic & medicinal chemistry, 08-07, Volume: 26, Issue:14
Discovery of novel leucyladenylate sulfamate surrogates as leucyl-tRNA synthetase (LRS)-targeted mammalian target of rapamycin complex 1 (mTORC1) inhibitors.
AID1304169Inhibition of leucyl-tRNA synthetase (unknown origin) expressed in HEK293 cells assessed as inhibition of leucine-induced mTORC1-mediated S6 kinase phosphorylation pre-treated at 800 uM followed by leucine stimulation for 10 mins by immunoblotting analysi2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
Discovery of (S)-4-isobutyloxazolidin-2-one as a novel leucyl-tRNA synthetase (LRS)-targeted mTORC1 inhibitor.
AID1304172Inhibition of mTORC2 (unknown origin) expressed in HEK293 cells assessed as inhibition of leucine-induced Akt S473 phosphorylation pre-treated at 800 uM followed by leucine stimulation for 10 mins by immunoblotting analysis2016Bioorganic & medicinal chemistry letters, 07-01, Volume: 26, Issue:13
Discovery of (S)-4-isobutyloxazolidin-2-one as a novel leucyl-tRNA synthetase (LRS)-targeted mTORC1 inhibitor.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (17)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (5.88)18.7374
1990's0 (0.00)18.2507
2000's6 (35.29)29.6817
2010's10 (58.82)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 33.35

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index33.35 (24.57)
Research Supply Index2.89 (2.92)
Research Growth Index5.19 (4.65)
Search Engine Demand Index38.54 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (33.35)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other17 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
monoisopropanolamine
monoisopropanolamine: possible industrial pollutant; structure. 1-aminopropan-2-ol : Any amino alcohol that is propan-2-ol substituted by an amino group at position 1.		2.0610amino alcohol;
secondary alcohol		Escherichia coli metabolite
ethanolamine
[no description available]		2.1110ethanolamines;
primary alcohol;
primary amine		Escherichia coli metabolite;
human metabolite;
mouse metabolite
glycine
[no description available]		2.4420alpha-amino acid;
amino acid zwitterion;
proteinogenic amino acid;
serine family amino acid		EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor;
fundamental metabolite;
hepatoprotective agent;
micronutrient;
neurotransmitter;
NMDA receptor agonist;
nutraceutical
oxamic acid
Oxamic Acid: Amino-substituted glyoxylic acid derivative.. oxamic acid : A dicarboxylic acid monoamide resulting from the formal condensation of one of the carboxy groups of oxalic acid with ammonia.		2.0110dicarboxylic acid monoamideEscherichia coli metabolite
sulfuric acid
sulfuric acid : A sulfur oxoacid that consists of two oxo and two hydroxy groups joined covalently to a central sulfur atom.		2.1110sulfur oxoacidcatalyst
urea
pseudourea: clinical use; structure. isourea : A carboximidic acid that is the imidic acid tautomer of urea, H2NC(=NH)OH, and its hydrocarbyl derivatives.		2.0510isourea;
monocarboxylic acid amide;
one-carbon compound		Daphnia magna metabolite;
Escherichia coli metabolite;
fertilizer;
flour treatment agent;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
2-aminopropanol
2-aminopropanol: RN given refers to cpd without isomeric designation. 2-aminopropan-1-ol : An amino alcohol that is alanine in which the carboxy group has been reduced to the corresponding alcohol.		2.4920amino alcohol;
primary alcohol;
primary amino compound
alanine
Alanine: A non-essential amino acid that occurs in high levels in its free state in plasma. It is produced from pyruvate by transamination. It is involved in sugar and acid metabolism, increases IMMUNITY, and provides energy for muscle tissue, BRAIN, and the CENTRAL NERVOUS SYSTEM.. alanine : An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2.		1.9310alanine zwitterion;
alanine;
L-alpha-amino acid;
proteinogenic amino acid;
pyruvate family amino acid		EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor;
fundamental metabolite
aspartic acid
Aspartic Acid: One of the non-essential amino acids commonly occurring in the L-form. It is found in animals and plants, especially in sugar cane and sugar beets. It may be a neurotransmitter.. aspartic acid : An alpha-amino acid that consists of succinic acid bearing a single alpha-amino substituent. L-aspartic acid : The L-enantiomer of aspartic acid.		2.0110aspartate family amino acid;
aspartic acid;
L-alpha-amino acid;
proteinogenic amino acid		Escherichia coli metabolite;
mouse metabolite;
neurotransmitter
leucine
Leucine: An essential branched-chain amino acid important for hemoglobin formation.. leucine : A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isobutyl group.		9.11150amino acid zwitterion;
L-alpha-amino acid;
leucine;
proteinogenic amino acid;
pyruvate family amino acid		algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite
phenylalanine
Phenylalanine: An essential aromatic amino acid that is a precursor of MELANIN; DOPAMINE; noradrenalin (NOREPINEPHRINE), and THYROXINE.. L-phenylalanine : The L-enantiomer of phenylalanine.. phenylalanine : An aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group.		2.4420amino acid zwitterion;
erythrose 4-phosphate/phosphoenolpyruvate family amino acid;
L-alpha-amino acid;
phenylalanine;
proteinogenic amino acid		algal metabolite;
EC 3.1.3.1 (alkaline phosphatase) inhibitor;
Escherichia coli metabolite;
human xenobiotic metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
valine
Valine: A branched-chain essential amino acid that has stimulant activity. It promotes muscle growth and tissue repair. It is a precursor in the penicillin biosynthetic pathway.. valine : A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isopropyl group.. L-valine : The L-enantiomer of valine.		2.4620L-alpha-amino acid zwitterion;
L-alpha-amino acid;
proteinogenic amino acid;
pyruvate family amino acid;
valine		algal metabolite;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
Saccharomyces cerevisiae metabolite
threonine
Threonine: An essential amino acid occurring naturally in the L-form, which is the active form. It is found in eggs, milk, gelatin, and other proteins.. threonine : An alpha-amino acid in which one of the hydrogens attached to the alpha-carbon of glycine is substituted by a 1-hydroxyethyl group.		2.0210amino acid zwitterion;
aspartate family amino acid;
L-alpha-amino acid;
proteinogenic amino acid;
threonine		algal metabolite;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
2-piperidone
2-piperidone: structure given in first source. piperidin-2-one : A delta-lactam that is piperidine which is substituted by an oxo group at position 2.		2.0510delta-lactam;
piperidones		EC 1.2.1.88 (L-glutamate gamma-semialdehyde dehydrogenase) inhibitor
fluorine
Fluorine: A nonmetallic, diatomic gas that is a trace element and member of the halogen family. It is used in dentistry as fluoride (FLUORIDES) to prevent dental caries.		210diatomic fluorine;
gas molecular entity		NMR chemical shift reference compound
n-phenylethanolamine
[no description available]		2.4420aralkylamine
glutamic acid
Glutamic Acid: A non-essential amino acid naturally occurring in the L-form. Glutamic acid is the most common excitatory neurotransmitter in the CENTRAL NERVOUS SYSTEM.. glutamic acid : An alpha-amino acid that is glutaric acid bearing a single amino substituent at position 2.		2.0110glutamic acid;
glutamine family amino acid;
L-alpha-amino acid;
proteinogenic amino acid		Escherichia coli metabolite;
ferroptosis inducer;
micronutrient;
mouse metabolite;
neurotransmitter;
nutraceutical
adenosine diphosphate ribose
Adenosine Diphosphate Ribose: An ester formed between the aldehydic carbon of RIBOSE and the terminal phosphate of ADENOSINE DIPHOSPHATE. It is produced by the hydrolysis of nicotinamide-adenine dinucleotide (NAD) by a variety of enzymes, some of which transfer an ADP-ribosyl group to target proteins.		210ADP-sugarEscherichia coli metabolite;
mouse metabolite
etoposide
[no description available]		2.5920beta-D-glucoside;
furonaphthodioxole;
organic heterotetracyclic compound		antineoplastic agent;
DNA synthesis inhibitor
ubenimex
ubenimex: growth inhibitor		2.0110
oxazolidin-2-one
Oxazolidinones: Derivatives of oxazolidin-2-one. They represent an important class of synthetic antibiotic agents.. oxazolidin-2-one : An oxazolidinone that is 1,3-oxazolidine with an oxo substituent at position 2.. oxazolidinone : An oxazolidine containing one or more oxo groups.		2.1310carbamate ester;
oxazolidinone		metabolite
valinol
valinol: RN given refers to cpd without isomeric designation		2.0110amino alcohol
isovaline
isovaline: RN given refers to parent cpd(L)-isomer		2.1710
1-aminoindan
[no description available]		2.0610
histidinol
L-histidinol : An amino alcohol that is propanol substituted by 1H-imidazol-4-yl group at position 3 and an amino group at position 2 (the 2S stereoisomer).		210amino alcohol;
imidazoles		EC 2.3.1.97 (glycylpeptide N-tetradecanoyltransferase) inhibitor;
Escherichia coli metabolite;
human metabolite;
Saccharomyces cerevisiae metabolite
actinonin
actinonin: natural hydroxamic acid, pseudopeptide antibiotic isolated from Streptomyces species; structure		2.0110
phenylalaninol
phenylalaninol: inhibits intestinal absorption of phenylalanine; RN given refers to cpd with unspecified stereochemistry. L-phenylalaninol : An amino alcohol resulting from the formal reduction of the carboxy group of L-phenylalanine to the corresponding alcohol.		2.4420amino alcohol;
amphetamines;
primary alcohol;
primary amino compound
apstatin
apstatin: inhibits aminopeptidase P; structure given in first source		2.0110
sirolimus
Sirolimus: A macrolide compound obtained from Streptomyces hygroscopicus that acts by selectively blocking the transcriptional activation of cytokines thereby inhibiting cytokine production. It is bioactive only when bound to IMMUNOPHILINS. Sirolimus is a potent immunosuppressant and possesses both antifungal and antineoplastic properties.. sirolimus : A macrolide lactam isolated from Streptomyces hygroscopicus consisting of a 29-membered ring containing 4 trans double bonds, three of which are conjugated. It is an antibiotic, immunosupressive and antineoplastic agent.		2.7630antibiotic antifungal drug;
cyclic acetal;
cyclic ketone;
ether;
macrolide lactam;
organic heterotricyclic compound;
secondary alcohol		antibacterial drug;
anticoronaviral agent;
antineoplastic agent;
bacterial metabolite;
geroprotector;
immunosuppressive agent;
mTOR inhibitor
aluminum
Aluminum: A metallic element that has the atomic number 13, atomic symbol Al, and atomic weight 26.98.		210boron group element atom;
elemental aluminium;
metal atom
staurosporine
staurosporinium : Conjugate acid of staurosporine.		210ammonium ion derivative
zeolites
[no description available]		2.1110
oxadiazoles
Oxadiazoles: Compounds containing five-membered heteroaromatic rings containing two carbons, two nitrogens, and one oxygen atom which exist in various regioisomeric forms.		2.1310
emerimicins
Peptaibols: A group of peptides characterized by length of 1-2 dozen residues with a high proportion of them being non-proteinogenic, notably alpha-aminoisobutyric acid (Aib) and isovaline, and have a C-terminal amino alcohol and N terminal alkyl group. They are found in FUNGI and some are ANTI-INFECTIVE AGENTS. They form channels or pores in target organisms. The term is a contraction of peptide-Aib-alcohol.		2.1710
arphamenine a
arphamenine A: from Chromobacterium violaceum; structure given in second source		2.0110
ConditionIndicatedRelationship StrengthStudiesTrials
Benign Neoplasms
[description not available]		02.2110
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.2110
Cataract, Membranous
[description not available]		01.9310
Cataract
Partial or complete opacity on or in the lens or capsule of one or both eyes, impairing vision or causing blindness. The many kinds of cataract are classified by their morphology (size, shape, location) or etiology (cause and time of occurrence). (Dorland, 27th ed)		06.9310
Muscle Contraction
A process leading to shortening and/or development of tension in muscle tissue. Muscle contraction occurs by a sliding filament mechanism whereby actin filaments slide inward among the myosin filaments.		02.0110