Compound: l-isoleucine
SMILES: O=C(O)[C@@H](N)[C@H](CC)C
InChIKey: AGPKZVBTJJNPAG-WHFBIAKZSA-N
Synonyms: l-isoleucine, Isoleucine, 73-32-5, (2S,3S)-2-Amino-3-methylpentanoic acid, 2S,3S-Isoleucine, (S)-Isoleucine, (S,S)-Isoleucine, 2-Amino-3-methylvaleric acid, erythro-L-Isoleucine, L-Ile, Isoleucina, alpha-Amino-beta-methylvaleric acid, Norvaline, 3-methyl-, Valeric acid, 2-amino-3-methyl-, Isoleucinum, iso-leucine, (2S,3S)-alpha-Amino-beta-methyl-n-valeric acid, (2S,3S)-alpha-Amino-beta-merthylvaleric acid, (S-(R*,R*))-2-Amino-3-methylpentanoic acid, (2S,3S)-alpha-Amino-beta-merthyl-n-valeric acid, NSC-46708, DTXSID1047441, FEMA NO. 4675, 04Y7590D77, CHEBI:17191, [S-(R*,R*)]-2-Amino-3-methylpentanoic acid, (2S,3S)-2-amino-3-methylpentanoate, L-Isomer Isoleucine, l-isoleucinum, Isoleucine, L, RefChem:924418, DTXCID9027441, CHEBI:24898, 200-798-2, (2S,3S)-2-azaniumyl-3-methylpentanoate, H-Ile-OH, L-(+)-Isoleucine, ISOLEUCINE, L-, Isoleucine (VAN), Isoleucinum [Latin], Isoleucina [Spanish], L-Norvaline, 3-methyl-, erythro-, Pentanoic acid, 2-amino-3-methyl-, Acetic acid, amino-sec-butyl-, ile, MFCD00064222, CCRIS 5229, NSC 46708, FEMA No. 3295, 2-Amino-3-methylpentanoic acid, (S-(R*,R*))-, Acetic acid, amino(1-methylpropyl)-, (R*,R*)-, (2S,3S)-2-amino-3-methyl-Pentanoic acid, Isoleucine (L-Isoleucine), 5HX0BYT4E3, Pentanoic acid, 2-amino-3-methyl-, (S-(R*,R))-, DTXSID2046882, 2S-Amino-3S-methylpentanoic acid, Isoleucine, DL-, NSC46708, (2S,3S)-alpha-Amino-beta-methylvaleric acid, M03002, Pentanoic acid, 2-amino-3-methyl-, (2S,3S)-, H-lle-OH, DTXCID201323037, Isoleucine [USAN:INN], MFCD00004268, CAS-443-79-8, (+)-L-isoleucine, EINECS 200-798-2, UNII-5HX0BYT4E3, (2S,3S)-2-Amino-3-methylpentanoicacid, NSC-9958, Isoleucine CRS, L-iso-leucine, HSDB 7798, (L)-Isoleucine, L- iso-Leucine, Isoleucine [USAN:USP:INN:BAN], UNII-04Y7590D77, NCGC00181164-01, Isoleucine (USP), NSC 9958, EINECS 207-139-8, H-Ile, Ile-OH, L-[14C]Isoleucine, (2S,3S)-a-Amino-b-methylvaleric acid, ISOLEUCINE [II], ISOLEUCINE [MI], (2S,3S)-a-Amino-b-methyl-n-valeric acid, AI3-18474, L-Isoleucine (JP18), ISOLEUCINE [INN], ISOLEUCINE [HSDB], ISOLEUCINE [USAN], ISOLEUCINE DL-FORM, 2-Amino-3-methylvalerate, ISOLEUCINE [VANDF], Isoleucine, L- (8CI), bmse000041, bmse000866, bmse000884, 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, DL-ISOLEUCINE [FHFI], L-Isoleucine (H-L-Ile-OH), L-ISOLEUCINE [USP-RS], GTPL3311, orb1310978, orb3023409, orb3139791, SCHEMBL6525503, SCHEMBL9227569, CHEMBL1233584, ISOLEUCINE DL-FORM [MI], BDBM18140, Norvaline, 3-methyl-, erythro-, ISOLEUCINE [EP MONOGRAPH], MSK1410, ISOLEUCINE [USP MONOGRAPH], L-Isoleucine, 99%, FCC, FG, Pharmakon1600-01301004, (2S,3S)-a-Amino-b-methylvalerate, HY-N0771, Tox21_112765, EBC-04279, LMFA01100047, NSC760109, s3752, SBB037854, L-Isoleucine, Vetec(TM), 98.5%, AKOS015842027, Tox21_112765_1, (2S,3S)-a-Amino-b-methyl-n-valerate, CCG-266114, CS-W018502, DB00167, FD20022, FI12675, 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, ST079276, SY017751, (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, NS00009745, (2S,3S)-alpha-Amino-beta-merthyl-n-valerate, EN300-52623, L-Isoleucine, SAJ special grade, >=99.0%, (+/-)-erythro-2-Amino-3-methylpentanoic acid, C00407, D00065, L-Isoleucine, reagent grade, >=98% (HPLC), SBI-0633514.0002, L-Isoleucine, Cell Culture Reagent (H-L-Ile-OH), Q484940, (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, L-Isoleucine, Pharmaceutical Secondary Standard; Certified Reference Material, 1160211-67-5, IL0, L-Isoleucine, from non-animal source, meets EP, JP, USP testing specifications, suitable for cell culture, 98.5-101.0%
Theoretical properties:
molecular_formula: C6H13NO2
molecular_weight: 131.17 g/mol
exact_mass: 131.094628657 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 3
heavy_atom_count: 9
topological_polar_surface_area: 63.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Waxy, shiny, rhombic leaflets from alcohol
color: Waxy, shiny, rhombic leaflets from alcohol
boiling_point: Sublimes at 168-170 °C
vapor_pressure: 0.00000001 [mmHg]
Descriptions:
pubchem: L-isoleucine is the L-enantiomer of isoleucine. It has a role as a mouse metabolite, a Saccharomyces cerevisiae metabolite, a plant metabolite, an Escherichia coli metabolite, a human metabolite and an algal metabolite. It is a L-alpha-amino acid, an aspartate family amino acid, an isoleucine and a proteinogenic amino acid. It is a conjugate base of a L-isoleucinium. It is a conjugate acid of a L-isoleucinate. It is an enantiomer of a D-isoleucine. It is a tautomer of a L-isoleucine zwitterion.
chebi: The <small>L</small>-enantiomer of isoleucine.
chembl: ISOLEUCINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Isoleucine (symbol Ile or I) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated −NH+3 form under biological conditions), an α-carboxylic acid group (which is in the deprotonated −COO− form under biological conditions), and a hydrocarbon side chain with a branch (a central carbon atom bound to three other carbon atoms). It is classified as a non-polar, uncharged (at physiological pH), branched-chain, aliphatic amino acid. It is essential in humans, meaning the body cannot synthesize it. Essential amino acids are necessary in the human diet. In plants isoleucine can be synthesized from threonine and methionine. In plants and bacteria, isoleucine is synthesized from a pyruvate employing leucine biosynthesis enzymes.  It is encoded by the codons AUU, AUC, and AUA.