L-isoleucine (Q484940)

Gene Ontology release 2019-11-16

L-isoleucine transmembrane transporter activity

subject has role

cargo

1 reference

Gene Ontology release 2019-11-16

L-isoleucine import across plasma membrane

subject has role

cargo

1 reference

Gene Ontology release 2020-05-02

Milk basic protein

proportion

0.065±0.005

1 reference

0.065±0.005

1 reference

1 reference

L-Isoleucine (English)

DrugBank

image of molecular model or crystal lattice model

17 November 2015

L-isoleucine-skeletal.svg
512 × 495; 13 KB

0 references

L-isoleucine-3D-sticks.png
722 × 1,013; 114 KB

depicts

sticks model

0 references

Isoleucine-from-xtal-3D-sf.png
1,918 × 2,365; 513 KB

depicts

space-filling model

0 references

L-isoleucine-3D-balls.png
1,086 × 1,100; 190 KB

0 references

2 references

2 references

inferred from InChI

L-isoleucine zwitterion

1 reference

1 reference

L-isoleucine zwitterion

1 reference

ChEBI release 2021-03-01

chemical formula

C₆H₁₃NO₂

1 reference

l-isoleucine (English)

19 October 2016

canonical SMILES

CCC(C)C(C(=O)O)N

1 reference

l-isoleucine (English)

19 October 2016

isomeric SMILES

CC[C@H](C)[C@H](N)C(O)=O

1 reference

14 February 2018

0.09 gram per 100 gram of solvent

solvent

ethanol

temperature

20 degree Celsius

1 reference

Food Chemistry

pKa

9.758

1 reference

CRC Handbook of Chemistry and Physics (1st student edition)

found in taxon

Homo sapiens

3 references

Recon 2.2: from reconstruction to model of human metabolism

Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles

A community-driven global reconstruction of human metabolism.

Pseudotsuga menziesii

1 reference

Analysis of conifer leaf free amino acids by gas-liquid chromatography

Abies balsamea

1 reference

Analysis of conifer leaf free amino acids by gas-liquid chromatography

Tsuga heterophylla

1 reference

Analysis of conifer leaf free amino acids by gas-liquid chromatography

Juniperus scopulorum

1 reference

Analysis of conifer leaf free amino acids by gas-liquid chromatography

Juniperus occidentalis

1 reference

Analysis of conifer leaf free amino acids by gas-liquid chromatography

Pinus contorta

1 reference

Analysis of conifer leaf free amino acids by gas-liquid chromatography

Picea glauca

1 reference

Analysis of conifer leaf free amino acids by gas-liquid chromatography

Picea mariana

1 reference

Analysis of conifer leaf free amino acids by gas-liquid chromatography

Picea pungens

1 reference

Analysis of conifer leaf free amino acids by gas-liquid chromatography

Pinus ponderosa

2 references

Analysis of conifer leaf free amino acids by gas-liquid chromatography

Analysis by high-performance liquid chromatography of free amino acids extracted from needles of drought-stressed and shaded Pinus ponderosa seedlings

Achillea millefolium

1 reference

Time-course of accumulation of free extra- and intracellular amino acids in Achillea millefolium cell suspension cultures

Agaricus campestris

1 reference

Allium sativum

1 reference

Arginine is not responsible for the activation of nitric oxide synthase by garlic

Alpinia galanga

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Alpinia purpurata

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Archontophoenix alexandrae

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Areca catechu

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Artemia salina

1 reference

Composition of San Francisco Bay brine shrimp (Artemia salina)

Astragalus hamosus

1 reference

Constituents of Astragalus membranaceus

Spermacoce pusilla

1 reference

Chemical constituents of Datura stramonium seeds

Cajanus cajan

1 reference

Phenylalanine is the predominant antisickling agent in Cajanus cajan seed extract

Senna obtusifolia

1 reference

Composition of sicklepod (Cassia obtusifolia) toxic weed seeds

Cocos nucifera

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Cucurbita foetidissima

1 reference

Buffalo gourd roots: chemical composition and seasonal changes in starch content

Cyperus aromaticus

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Daucus carota

1 reference

Structural features of cell-wall polysaccharides of the carrot Daucus carota

Dendrobium crumenatum

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Dieffenbachia reginae

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Donax grandis

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Eichhornia crassipes

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Euphorbia prostrata

1 reference

Constituents of Euphorbia tinctoria

Flammulina velutipes

1 reference

Amino Acid Profiles of Common Cultivated Mushrooms Including the Identification of N-(N-?-L-Glutamyl-3-Sulfo-L-Alanyl)Glycine in Flammulina velutipes

Ginkgo biloba

1 reference

Separation, identification and quantitative determination of free amino acids from plant extracts

Gloriosa superba

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

soybean

1 reference

Nitrogen-containing compounds ofGlycine hispida

Hedera helix

1 reference

Separation, identification and quantitative determination of free amino acids from plant extracts

Hydrilla verticillata

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Indigofera hirsuta

1 reference

Seeds of Indigofera species. Their content of amino acids that may be deleterious

Indigofera pilosa

1 reference

Seeds of Indigofera species. Their content of amino acids that may be deleterious

Indigofera schimperi

1 reference

Seeds of Indigofera species. Their content of amino acids that may be deleterious

Iochroma fuchsioides

1 reference

The Withanolides of Iochroma fuchsioides

Jatropha gossypiifolia

2 references

Flavonoids of the leaves of Jatropha gossypifolia

Gadain, a lignan from jatropha gossypifolia

Morchella angusticeps

1 reference

Morchella crassipes

1 reference

Morchella deliciosa

1 reference

Morchella esculenta

1 reference

Neptunea antiqua

1 reference

The toxin tetramine from the "edible" whelk Neptunea antiqua

Nicotiana tabacum

1 reference

Chemical composition of tobacco seeds (Nicotiana tabacum L.)

Oncidium sphacelatum

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Opuntia ficus-indica

1 reference

Amino acid composition and betaxanthin formation in fruits from Opuntia ficus-indica

Panax ginseng

1 reference

Chemical constituents of Panax ginseng exposed to .gamma. irradiation

Peliosanthes violacea

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Pentaclethra macrophylla

1 reference

Amino and fatty acid composition ofPentaclethra macrophylla andTreculia africana seeds

Pinus densiflora

1 reference

Studies on the constituents of Pinus densiflora Sieb. et Zucc. leaves. On the ethanol-extractable amino acids

Pisum sativum

1 reference

Nitrogen-containing compounds ofPisum sativum

Prunus domestica

1 reference

Compositional characterization of prune juice

Psophocarpus tetragonolobus

1 reference

Free Amino Acids and Related Compounds in Seeds and Sprouts of Winged Bean Psophocarpus tetragonolobus (L.) DC)

Sagittaria sagittifolia

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Sida hermaphrodita

1 reference

Chemical study of Sida hermaphrodita

Suaeda aegyptiaca

1 reference

Chemical Constituents of Salvia aegyptiaca

Tacca cristata

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Treculia africana

1 reference

Amino and fatty acid composition ofPentaclethra macrophylla andTreculia africana seeds

Valeriana oficina los

1 reference

The Amount of GABA Present in Aqueous Extracts of Valerian is Sufficient to Account for [3H]GABA Release in Synaptosomes

Verpa bohemica

1 reference

straw mushroom

1 reference

Flavor Compounds in Straw MushroomsVolvariellavolvaceaHarvested at Different Stages of Maturity

Chlamydomonas reinhardtii

1 reference

The response of Chlamydomonas reinhardtii to nitrogen deprivation: a systems biology analysis

Saccharomyces cerevisiae

1 reference

Optimal cofactor swapping can increase the theoretical yield for chemical production in Escherichia coli and Saccharomyces cerevisiae

Antirrhinum majus

1 reference

The occurrence of amino acids in the aerial parts of Antirrhinum majus

Castanea sativa

1 reference

Relation métabolique entre l'arginine et l'acide γ-aminobutyrique dans le fruit de Castanea sativa: étude préliminaire de l'arginase

Catha edulis

1 reference

[On the identification of the components of Catha edulis Forskal]

Claviceps purpurea

1 reference

Quantitative analysis of free amino acids of saprophytic cultures of Claviceps purpurea

Lupinus albus

1 reference

Über die aus den Keimpflanzen von Vicia sativa und Lupinus albus darstellbaren Monoaminosäuren.

Colchicum trigynum

1 reference

Polypeptides and amino acids in the bulbus of Merendera caucasica

Puccinia graminis

1 reference

A SURVEY OF AMINO ACID CONTENT OF THE UREDOSPORES OF SOME RACES OF WHEAT RUST (PUCCINIA GRAMINIS)

Stellaria media

1 reference

Amino-acid and mineral composition of Stellaria media

Vicia sativa

1 reference

Über die aus den Keimpflanzen von Vicia sativa und Lupinus albus darstellbaren Monoaminosäuren.

Viscum album

1 reference

[On the identification of the constituents of Viscum album. I. Free amino acids]

Cannabis sativa

1 reference

Constituents of Cannabis sativa L. XVII. A review of the natural constituents

Apium graveolens

1 reference

Phytochemical and biological characterization of Italian "sedano bianco di Sperlonga" Protected Geographical Indication celery ecotype: A multimethodological approach

Catharanthus roseus

1 reference

Analysis of Terpenoid Indole Alkaloids, Carotenoids, Phytosterols, and NMR-Based Metabolomics for Catharanthus roseus Cell Suspension Cultures

common sunflower

1 reference

Metabolic profiles of sunflower genotypes with contrasting response to Sclerotinia sclerotiorum infection

Humulus lupulus

1 reference

Transcriptome analysis of bitter acid biosynthesis and precursor pathways in hop (Humulus lupulus).

Beta vulgaris

1 reference

Betalainic and nutritional profiles of pigment-enriched red beet root (Beta vulgaris L.) dried extracts

Spinacia oleracea

1 reference

Differences in the metabolite profiles of spinach (Spinacia oleracea L.) leaf in different concentrations of nitrate in the culture solution

Brassica oleracea

1 reference

Metabolic Differentiation of Diamondback Moth (Plutella xylostella (L.)) Resistance in Cabbage (Brassica oleracea L. ssp. capitata)

Capsella bursa-pastoris

1 reference

Chemical composition and biological screening of Capsella bursa-pastoris

Phaseolus vulgaris

1 reference

Metabolite Profiling of Root Exudates of Common Bean under Phosphorus Deficiency

broad bean

2 references

UHPLC-ESI-QTOF-MS-based metabolic profiling of Vicia faba L. (Fabaceae) seeds as a key strategy for characterization in foodomics

UHPLC/MS2-based approach for the comprehensive metabolite profiling of bean (Vicia faba L.) by-products: A promising source of bioactive constituents

pomegranate

2 references

Exploitation of the health-promoting and sensory properties of organic pomegranate (Punica granatum L.) juice through lactic acid fermentation

Elucidating the role of shikimate dehydrogenase in controlling the production of anthocyanins and hydrolysable tannins in the outer peels of pomegranate

Oryza sativa

1 reference

Simultaneous determination of the main metabolites in rice leaves using capillary electrophoresis mass spectrometry and capillary electrophoresis diode array detection

Triticum aestivum

2 references

Physiological and metabolome changes during anther development in wheat (Triticum aestivum L.).

Comparative metabolic responses and adaptive strategies of wheat (Triticum aestivum) to salt and alkali stress

Prunus avium

1 reference

Postharvest responses of sweet cherry fruit and stem tissues revealed by metabolomic profiling

tomato

2 references

Metabolomic analysis of tomato seed germination

Identification and characterization of metabolite quantitative trait loci in tomato leaves and comparison with those reported for fruits and seeds

Lathyrus sativus

1 reference

Free amino acids and toxins in Lathyrus sativus seedlings

Stachys officinalis

1 reference

Phytochemical study of Beonica officinalis. II. Acids from the epigeal part of Betonica

Salvia hispanica

1 reference

Amino acids and fatty acids profile of chia (Salvia hispanica L.) and flax (Linum usitatissimum L.) seed

Tacca integrifolia

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Gyromitra esculenta

1 reference

Epipremnum pinnatum

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Ripariosida hermaphrodita

1 reference

Chemical study of Sida hermaphrodita

Pandanus dubius

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Pandanus odorifer

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

pomelo

2 references

Analysis of conifer leaf free amino acids by gas-liquid chromatography

Analysis by high-performance liquid chromatography of free amino acids extracted from needles of drought-stressed and shaded Pinus ponderosa seedlings

Citrus grandis

2 references

Analysis of conifer leaf free amino acids by gas-liquid chromatography

Analysis by high-performance liquid chromatography of free amino acids extracted from needles of drought-stressed and shaded Pinus ponderosa seedlings

Citrus medica

2 references

Analysis of conifer leaf free amino acids by gas-liquid chromatography

Analysis by high-performance liquid chromatography of free amino acids extracted from needles of drought-stressed and shaded Pinus ponderosa seedlings

Brassica napus

1 reference

Chemical composition and toxic compounds in rapeseed (Brassica napus, L.) cultivars grown in Brazil

Escherichia coli

3 references

A comprehensive genome-scale reconstruction of Escherichia coli metabolism--2011.

Optimal cofactor swapping can increase the theoretical yield for chemical production in Escherichia coli and Saccharomyces cerevisiae

Antipolarity in the ilv Operon of Escherichia coli K-12

Sinorhizobium meliloti

1 reference

Creation and Characterization of a Genomically Hybrid Strain in the Nitrogen-Fixing Symbiotic Bacterium Sinorhizobium meliloti

Araceae

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Rhynchospora colorata

1 reference

Taxonomic variation in total leaf protein amino acid compositions of monocotyledonous plants

Caenorhabditis elegans

1 reference

Metabotyping of the C. elegans sir-2.1 Mutant Using in Vivo Labeling and 13C-Heteronuclear Multidimensional NMR Metabolomics

0 references

0 references

0 references

131.095 dalton

1 reference

l-isoleucine (English)

19 October 2016

1 reference

C29598

1 reference

InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m0/s1

14 February 2018

0 references

0 references

Isoleucine

0 references

Identifiers

InChI

1 reference

l-isoleucine (English)

19 October 2016

2 references

l-isoleucine (English)

19 October 2016

14 February 2018

2 references

L-isoleucine (English)

19 October 2016

14 February 2018

1 reference

L-(+)-Isoleucine (English)

19 October 2016

2 references

l-isoleucine (English)

19 October 2016

7043901

1 reference

Reaxys registry number

1721792

1 reference

L-isoleucine (English)

19 October 2016

Gmelin number

486381

0 references

1 reference

ISOLEUCINE (English)

19 October 2016

2 references

CCDC Number

1838774

1 reference

Cambridge Structural Database

10 January 2023

1 reference

Cambridge Structural Database

10 January 2023

MSBNK-BGC_Munich-RP000801

InChIKey match

MassBank accession ID

0 references

MSBNK-BGC_Munich-RP000802

0 references

MSBNK-BGC_Munich-RP000803

0 references

MSBNK-BGC_Munich-RP000811

0 references

MSBNK-GL_Sciences_Inc-GLS00013

0 references

0 references

0 references

0 references

0 references

0 references

0 references

MSBNK-Osaka_Univ-OUF00312

0 references

MSBNK-Osaka_Univ-OUF01004

0 references

MSBNK-RIKEN-PR010061

0 references

MSBNK-RIKEN-PR030010

0 references

MSBNK-Keio_Univ-KO001175

0 references

MSBNK-Keio_Univ-KO001176

0 references

MSBNK-Keio_Univ-KO001177

0 references

MSBNK-Keio_Univ-KO001178

0 references

MSBNK-Keio_Univ-KO001179

0 references

MSBNK-Kazusa-KZ000231

0 references

MSBNK-Kazusa-KZ000232

0 references

MSBNK-Kazusa-KZ000233

0 references

MSBNK-Keio_Univ-KO003172

0 references

MSBNK-Keio_Univ-KO003173

0 references

MSBNK-Keio_Univ-KO003174

0 references

MSBNK-Keio_Univ-KO003175

0 references

MSBNK-Keio_Univ-KO003176

0 references

SPLASH

splash10-0a4i-0930000000-e78f845bb2a8d4736476

0 references

splash10-0a4i-0910000000-de9162d149073d0e2a37

0 references

splash10-0a4i-0920000000-599e61f8ccdb6525c7a9

0 references

splash10-001i-0900000000-8c75bde35c4a4073ee65

0 references

splash10-001i-0900000000-233a9862f616afea2d17

0 references

splash10-001i-1900000000-375f35065b82b13e6d6e

0 references

splash10-00dl-9000000000-48214fe4509abf8ab954

0 references

splash10-0006-9000000000-0018f47571feaf232ff8

0 references

splash10-001r-7900000000-278dc67396114be331ba

0 references

splash10-000i-9000000000-e26c042aa6231eeca071

0 references

splash10-014r-9000000000-23ab8ed06fcf2a11b659

0 references

splash10-05mo-9000000000-4b80020c8cb2cfef772b

0 references

splash10-052f-9000000000-3d52b5d56d3fab45276e

0 references

splash10-001i-0900000000-5b11521ff6a631376d2b

0 references

splash10-000i-9000000000-3c352f229e4067fcd489

0 references

splash10-000i-9000000000-8a7ef48fc0c1b6f845c2

0 references

splash10-001i-0900000000-b63ac9cf06eda4c54a81

0 references

splash10-000i-9000000000-e5b0c8c6b09f541d6dbf

0 references

splash10-000i-9000000000-d89d16d5c2242e44ec63

0 references

splash10-0a4i-0910000000-742e44c426c0d6c2a9ac

0 references

splash10-0udi-2392000000-74cca1eb265b8e3d7f43

0 references

splash10-05fr-8910000000-dbb33e0f02ac2ca5fedd

0 references

splash10-001i-0900000000-720554d58264a9cfdb67

0 references

splash10-0019-9600000000-3553688913b269a04cdd

0 references

splash10-000i-9000000000-75cf7a8ef6bf816fc381

0 references

splash10-00ku-9000000000-5b8cfe92d8ae000699cd

0 references

splash10-000i-9100000000-27891dff695c5db53796

0 references

splash10-0a4i-0910000000-43ec1890f6dbd6aea657

0 references

splash10-000i-9000000000-91dff09710b5caa3e107

0 references

splash10-000i-9100000000-d5317c473e6aa380a6a3

0 references

splash10-000i-9300000000-8a23b3e62231eb65f80f

0 references

splash10-052f-9000000000-2586d4a089921dd977ed

0 references

splash10-00ko-9000000000-ac7e71578d7e1d0e8ce9

0 references

splash10-004r-9000000000-34d4d4cb7042da231eb4

0 references

NMRShiftDB structure ID

20026338

1 reference

Hazardous Substances Data Bank

0 references

1 reference

28 October 2019

L-Isoleucine (English)

10 May 2021

2 references

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

DTXSID501096647

1 reference

DSSTOX compound identifier

0 references

0 references

0 references

1 reference

UNII

04Y7590D77

ECHA Substance Infocard ID

14 February 2018

100.000.726

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.000.726

27 December 2018

Guide to Pharmacology Ligand ID

L-isoleucine (English)

quotation

CAS no.: 73-32-5 (English)

1 reference

28 December 2019

ISOLEUCINE (English)

CAS no.: 73-32-5 (English)

3311

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

Guide to Pharmacology Ligand ID

3311

branched-chain amino acid

L-isoleucine (English)

19 October 2016

Isoleucine

0 references

0 references

0 references

0 references

1 reference

14 February 2018

1 reference

Human Metabolome Database ID

HMDB0000172

2 references

1 reference

L-isoleucine (English)

19 October 2016

3 references

L-Isoleucine (English)

19 October 2016

UNII

04Y7590D77

14 February 2018

5HX0BYT4E3

1 reference

PatientsLikeMe treatment ID

0 references

1 reference

26 February 2018

0 references

1 reference

1 reference

http://www.lipidmaps.org/rest/compound/lm_id/LM/all/download

L-isoleucine (English)

19 October 2016

0 references

1 reference

Brockhaus Enzyklopädie online ID

30 June 2018

PDB ligand ID

ILE

0 references

0 references

1 reference

6 April 2020

0 references

Encyclopædia Britannica Online ID

science/isoleucine

subject named as

isoleucine

0 references

Foundational Model of Anatomy ID

82756

subject named as

Isoleucine

1 reference

Foundational Model of Anatomy

1 August 2019

1 reference

28 October 2013

Gran Enciclopèdia Catalana ID

isoleucina

0 references

Gran Enciclopèdia Catalana ID (former scheme)

0117957

0 references

Great Russian Encyclopedia Online ID (2017)

2002572

subject named as

ИЗОЛЕЙЦИН

reason for deprecated rank

redirected to GRE portal

0 references

Great Russian Encyclopedia portal ID

0 references

1 reference

9 July 2020

0 references

Microsoft Academic ID (discontinued)

0 references

1 reference

26 January 2022

https://docs.openalex.org/download-snapshot/snapshot-data-format

Great Norwegian Encyclopedia ID

0 references

1 reference

inferred by common MeSH mappings on source and on Wikidata

UMLS 2023