l-Isoleucine

Details

• Internal ID: 74adcb7e-c3f4-45be-b271-ded581e2e99f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Isoleucine and derivatives
• IUPAC Name: (2S,3S)-2-amino-3-methylpentanoic acid
• SMILES (Canonical): CCC(C)C(C(=O)O)N
• SMILES (Isomeric): CC[C@H](C)[C@@H](C(=O)O)N
• InChI: 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
• InChI Key: AGPKZVBTJJNPAG-WHFBIAKZSA-N
• Popularity: 31,319 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₃NO₂
• Molecular Weight: 131.17 g/mol
• Exact Mass: 131.094628657 g/mol
• Topological Polar Surface Area (TPSA): 63.30 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): 0.44
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• Isoleucine
• 73-32-5
• (2S,3S)-2-Amino-3-methylpentanoic acid
• 2S,3S-Isoleucine
• (S)-Isoleucine
• H-Ile-OH
• (S,S)-Isoleucine
• 2-Amino-3-methylvaleric acid
• L-(+)-Isoleucine
• erythro-L-Isoleucine
• L-Ile
• ISOLEUCINE, L-
• alpha-Amino-beta-methylvaleric acid
• Isoleucine (VAN)
• Isoleucinum [Latin]
• Isoleucina [Spanish]
• Norvaline, 3-methyl-
• Valeric acid, 2-amino-3-methyl-
• L-Norvaline, 3-methyl-, erythro-
• Acetic acid, amino-sec-butyl-
• ile
• Pentanoic acid, 2-amino-3-methyl-
• Isoleucina
• Isoleucinum
• CCRIS 5229
• iso-leucine
• (2S,3S)-alpha-Amino-beta-methyl-n-valeric acid
• Isoleucine [USAN:INN]
• NSC 46708
• (2S,3S)-alpha-Amino-beta-merthylvaleric acid
• (S-(R*,R*))-2-Amino-3-methylpentanoic acid
• FEMA No. 3295
• (2S,3S)-alpha-Amino-beta-merthyl-n-valeric acid
• 2-Amino-3-methylpentanoic acid, (S-(R*,R*))-
• Acetic acid, amino(1-methylpropyl)-, (R*,R*)-
• EINECS 200-798-2
• Isoleucine (L-Isoleucine)
• UNII-5HX0BYT4E3
• 5HX0BYT4E3
• Pentanoic acid, 2-amino-3-methyl-, (S-(R*,R))-
• (2S,3S)-2-Amino-3-methylpentanoicacid
• DTXSID2046882
• FEMA NO. 4675
• CHEBI:17191
• HSDB 7798
• [S-(R*,R*)]-2-Amino-3-methylpentanoic acid
• 2S-Amino-3S-methylpentanoic acid
• Isoleucine, DL-
• Isoleucine [USAN:USP:INN:BAN]
• UNII-04Y7590D77
• DL-Allo-isoleucine
• NSC 9958
• EINECS 207-139-8
• NSC-46708
• AI3-18474
• 04Y7590D77
• MFCD00064222
• (2S,3S)-alpha-Amino-beta-methylvaleric acid
• Pentanoic acid, 2-amino-3-methyl-, (2S,3S)-
• DTXCID201323037
• MFCD00004268
• DL- allo- isoleucine
• CAS-443-79-8
• (2S,3S)-2-amino-3-methylpentanoate
• Isoleucine, (2R,3R)-rel-
• NSC-9958
• NSC46708
• L-isoleucina
• laevo-isoleucine
• l- isoleucine
• L-iso-leucine
• (L)-Isoleucine
• L- iso-Leucine
• NCGC00181164-01
• Isoleucine (USP)
• H-Ile
• Ile-OH
• L-Isoleucine,(S)
• (+)-L-isoleucine
• L-[14C]Isoleucine
• (2S,3S)-a-Amino-b-methylvaleric acid
• (+/-)-erythro-2-Amino-3-methylpentanoic acid
• L-Isoleucine, 99%
• ISOLEUCINE [II]
• ISOLEUCINE [MI]
• (2S,3S)-a-Amino-b-methyl-n-valeric acid
• L-Isoleucine (JP17)
• ISOLEUCINE [INN]
• (2S,3S)-2-amino-3-methyl-Pentanoic acid
• ISOLEUCINE [HSDB]
• ISOLEUCINE [INCI]
• ISOLEUCINE [USAN]
• ISOLEUCINE DL-FORM
• 2-Amino-3-methylvalerate
• ISOLEUCINE [VANDF]
• Isoleucine, L- (8CI)
• bmse000041
• bmse000866
• bmse000884
• D0I8SK
• 2-amino-3-methylpentanoate
• ISOLEUCINE [MART.]
• L-Isoleucine (H-lle-OH)
• L-ISOLEUCINE [FCC]
• L-ISOLEUCINE [JAN]
• SCHEMBL8869
• DL-ISOLEUCINE [FCC]
• ISOLEUCINE [WHO-DD]
• sec-C4H9CH(NH2)COOH
• Acetic acid, amino-s-butyl-
• DL-ISOLEUCINE [FHFI]
• erythro-3-methyl-L-norvaline
• L-Isoleucine (H-L-Ile-OH)
• L-ISOLEUCINE [USP-RS]
• GTPL3311
• CHEMBL1233584
• DTXSID1047441
• ISOLEUCINE DL-FORM [MI]
• L-Isoleucine: D-allo-isoleucine
• BDBM18140
• Norvaline, 3-methyl-, erythro-
• ISOLEUCINE [EP MONOGRAPH]
• ISOLEUCINE [USP MONOGRAPH]
• L-Isoleucine, 99%, FCC, FG
• Pharmakon1600-01301004
• (2S,3S)-a-Amino-b-methylvalerate
• HY-N0771
• Tox21_112765
• LMFA01100047
• NSC760109
• s3752
• L-Isoleucine, Vetec(TM), 98.5%
• AKOS015842027
• Tox21_112765_1
• (2S,3S)-a-Amino-b-methyl-n-valerate
• AM81842
• CCG-266114
• CS-W018502
• DB00167
• FD20022
• NSC-760109
• (2S,3S)-2-amino-3-methyl-Pentanoate
• VALINE IMPURITY B [EP IMPURITY]
• (2S,3S)-alph-Amino-beta-methylvalerate
• LEUCINE IMPURITY A [EP IMPURITY]
• NCGC00274084-01
• (2S,3S)-alpha-Amino-beta-methylvalerate
• AC-34995
• AS-11616
• BP-20357
• LS-84762
• (2S,3S)-alpha-Amino-beta-merthylvalerate
• [S-(R*,R*)]-2-Amino-3-methylpentanoate
• L-Isoleucine, BioUltra, >=99.5% (NT)
• (2S,3S)-alph-Amino-beta-methylvaleric acid
• (2S,3S)-alpha-Amino-beta-methyl-n-valerate
• I0181
• (2S,3S)-alpha-Amino-beta-merthyl-n-valerate
• EN300-52623
• L-Isoleucine, SAJ special grade, >=99.0%
• C00407
• D00065
• L-Isoleucine, reagent grade, >=98% (HPLC)
• M03002
• L-Isoleucine, Vetec(TM) reagent grade, >=98%
• L-Isoleucine, Cell Culture Reagent (H-L-Ile-OH)
• Q484940
• Q-201311
• (2S,3S)-.alpha.-Amino-.beta.-methyl-n-valeric acid
• .alpha.-Amino-.beta.-methylvaleric acid, (2S,3S)-
• Pentanoic acid, 2-amino-3-methyl-, [S-(R*,R*)]-
• F8880-9085
• Z756427442
• Isoleucine, European Pharmacopoeia (EP) Reference Standard
• L-Isoleucine, certified reference material, TraceCERT(R)
• E46116A2-987C-4709-9E80-A64DA838D5A1
• L-Isoleucine, United States Pharmacopeia (USP) Reference Standard
• 6-?amino-?5-?(ethylamino)?-?1-?methyl-2,?4(1H,?3H)?-?Pyrimidinedione
• L-Isoleucine, Pharmaceutical Secondary Standard; Certified Reference Material
• (S,S)-2-amino-3-methyl-pentanoicacid;(s,s)-isoleucine;[S-(R*,R*)]-2-Amino-3-methylpentanoic acid
• 1160211-67-5
• L-Isoleucine, from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 98.5-101.0%

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	-	0.7801	78.01%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.6198	61.98%
OATP2B1 inhibitior	-	0.8407	84.07%
OATP1B1 inhibitior	+	0.9394	93.94%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9245	92.45%
P-glycoprotein inhibitior	-	0.9837	98.37%
P-glycoprotein substrate	-	0.9630	96.30%
CYP3A4 substrate	-	0.8018	80.18%
CYP2C9 substrate	+	0.6453	64.53%
CYP2D6 substrate	-	0.8051	80.51%
CYP3A4 inhibition	-	0.9155	91.55%
CYP2C9 inhibition	-	0.8762	87.62%
CYP2C19 inhibition	-	0.9386	93.86%
CYP2D6 inhibition	-	0.9000	90.00%
CYP1A2 inhibition	-	0.8536	85.36%
CYP2C8 inhibition	-	0.9928	99.28%
CYP inhibitory promiscuity	-	0.9700	97.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5726	57.26%
Carcinogenicity (trinary)	Non-required	0.5962	59.62%
Eye corrosion	-	0.9295	92.95%
Eye irritation	-	0.6102	61.02%
Skin irritation	-	0.7585	75.85%
Skin corrosion	+	0.5952	59.52%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8144	81.44%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.9038	90.38%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6851	68.51%
Acute Oral Toxicity (c)	III	0.6522	65.22%
Estrogen receptor binding	-	0.9106	91.06%
Androgen receptor binding	-	0.8742	87.42%
Thyroid receptor binding	-	0.8803	88.03%
Glucocorticoid receptor binding	-	0.9154	91.54%
Aromatase binding	-	0.8515	85.15%
PPAR gamma	-	0.8586	85.86%
Honey bee toxicity	-	0.9888	98.88%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.9500	95.00%
Fish aquatic toxicity	-	0.5919	59.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.24%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.96%	98.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.11%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.70%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.41%	96.95%
CHEMBL4040	P28482	MAP kinase ERK2	83.01%	83.82%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.23%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.47%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.96%	93.56%

Plants that contains it

• Achillea millefolium
• Allium sativum
• Antirrhinum majus
• Arabidopsis thaliana
• Astragalus hamosus
• Brassica napus
• Cajanus cajan
• Cannabis sativa
• Castanea sativa
• Catha edulis
• Colchicum trigynum
• Cucurbita foetidissima
• Daucus carota
• Euphorbia prostrata
• Ginkgo biloba
• Glycine max
• Indigofera hirsuta
• Iochroma fuchsioides
• Jatropha gossypiifolia
• Lupinus albus
• Murdannia nudiflora
• Nicotiana tabacum
• Opuntia ficus-indica
• Panax ginseng
• Pinus contorta
• Pinus densiflora
• Pinus ponderosa
• Prunus domestica
• Psophocarpus tetragonolobus
• Ripariosida hermaphrodita
• Senna obtusifolia
• Spermacoce pusilla
• Stellaria media
• Suaeda aegyptiaca
• Treculia africana
• Valeriana officinalis
• Viscum album

Cross-Links

• PubChem: 6306
• NPASS: NPC174246
• LOTUS: LTS0249538
• wikiData: Q484940