Leucine

Details

• Internal ID: 85caada4-41be-459c-9bcc-a16fce8026c5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Leucine and derivatives
• IUPAC Name: (2S)-2-amino-4-methylpentanoic acid
• SMILES (Canonical): CC(C)CC(C(=O)O)N
• SMILES (Isomeric): CC(C)C[C@@H](C(=O)O)N
• InChI: InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m0/s1
• InChI Key: ROHFNLRQFUQHCH-YFKPBYRVSA-N
• Popularity: 84,760 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: -1.50
• Atomic LogP (AlogP): 0.44
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• leucine
• 61-90-5
• (S)-Leucine
• (S)-2-Amino-4-methylpentanoic acid
• (2S)-2-amino-4-methylpentanoic acid
• Leucin
• (S)-(+)-Leucine
• LEUCINE, L-
• (S)-2-Amino-4-methylvaleric acid
• L-alpha-Aminoisocaproic acid
• Leucinum
• Leucina
• FEMA No. 3297
• (2S)-alpha-leucine
• L-leucin
• L-(-)-2-Amino-4-methylpentanoic acid
• alpha-Aminoisocaproic acid
• L-Leuzin
• 2-amino-4-methylvaleric acid
• Leucine, l
• (2S)-alpha-2-amino-4-methylvaleric acid
• GMW67QNF9C
• NSC-46709
• L-Leu
• DTXSID9023203
• CHEBI:15603
• (2S)-2-amino-4-methylpentanoate
• L-Isomer Leucine
• NSC9252
• L-Leucine High
• L-Leucine 7413
• RefChem:6453
• L-Leucine High 7414
• 2-Aminoisobutylacetic acid
• DTXCID903203
• 200-522-0
• (2S)-2-azaniumyl-4-methylpentanoate
• CHEBI:25017
• H-Leu-OH
• leu
• L-Norvaline, 4-methyl-
• Leucin [German]
• Leucine (VAN)
• L-(+)-Leucine
• Leucine [USAN:INN]
• Leucinum [INN-Latin]
• Leucina [INN-Spanish]
• MFCD00002617
• Leucina [Latin,Spanish]
• Valeric acid, 2-amino-4-methyl-, (S)-
• Pentanoic acid, 2-amino-4-methyl-, (S)-
• 2-Amino-4-methylpentanoic acid, (S)-
• AI3-08899
• 2-Amino-4-methylvaleric acid (L)
• 2-Amino-4-methylpentanoic acid (L)
• NSC 46709
• Leucine (L-Leucine)
• (2S)-2-amino-4-methyl-pentanoic acid
• CHEMBL291962
• L-Leucine, labeled with tritium
• 21675-61-6
• M03060
• L-a-Aminoisocaproic acid
• 2-amino-4-methylpentanoicacid
• L-Leucine, Non-animal origin
• EINECS 200-522-0
• UNII-GMW67QNF9C
• Pentanoic acid, 2-amino-4-methyl-
• HSDB 7799
• LeuOH
• 1lan
• 1usk
• 3h-l-leucine
• L-2-Amino-4-methylpentanoic acid
• (L)-leucine
• .alpha.-Amino-.gamma.-methylvaleric acid
• 25322-63-8
• (3H)Leucine
• H-Leu
• L-Leucine, USP
• Leucine (USP)
• L-a-Aminoisocaproate
• Lysine Impurity 14
• Leucine (H-3)
• 4-methyl-L-Norvaline
• L-Leu-OH
• L-Leucine (Standard)
• H-Leu-OH USP grade
• L-Leucine-13C6?
• 1f2o
• starbld0005460
• L-Leucine (JP18)
• L-alpha-Aminoisocaproate
• LEUCINE [VANDF]
• LEUCINE [HSDB]
• LEUCINE [USAN]
• LEUCINE [INN]
• LEUCINE [II]
• LEUCINE [MI]
• L-LEUCINE [FCC]
• L-LEUCINE [JAN]
• LEUCINE [MART.]
• L-LEUCINE [FHFI]
• LEUCINE [WHO-DD]
• bmse000042
• bmse000920
• EC 200-522-0
• L-Leucine, 99%, FG
• SCHEMBL3889
• NCIStruc1_001860
• NCIStruc2_000010
• iso-C4H9CH(NH2)COOH
• L-LEUCINE [USP-RS]
• LEUCINE [EP MONOGRAPH]
• 2-Amino-4-methyl-valeric acid
• GTPL3312
• L-.alpha.-Aminoisocaproic acid
• orb1303448
• SCHEMBL2692807
• SCHEMBL6526967
• (S)-2-Amino-4-methylvalerate
• LEUCINE [USP MONOGRAPH]
• Norvaline, 4-methyl-, (L)-
• HY-N0486R
• (S)-2-Amino-4-methylpentanoate
• MSK1411
• IS_LEUCINE-5,5,5-D3
• Pharmakon1600-01301005
• HY-N0486
• NCI46709
• STR01720
• L-Leucine, Vetec(TM), 98.5%
• BDBM50219348
• CCG-37658
• NCGC00013565
• NSC760100
• s3753
• (S)-2-Amino-4-methyl-pentanoic acid
• 2-Amino-4-methylvaleric acid, (L)-
• AKOS010373766
• AKOS015841779
• CS-W020705
• DB00149
• FL12677
• NSC-760100
• 2-Amino-4-methylpentanoic acid, (L)-
• VALINE IMPURITY C [EP IMPURITY]
• L-Leucine, tested according to Ph.Eur.
• NCGC00013565-02
• NCGC00096678-01
• 71000-80-1
• Certified Reference Material of L-leucine
• E641
• FL180129
• SY005863
• L-Leucine, BioUltra, >=99.5% (NT)
• DB-029966
• L-Leucine(Discontinued,See C4X-221114)
• L-Leucine, SAJ special grade, >=99.0%
• L-Leucine, reagent grade, >=98% (HPLC)
• L0029
• NS00125065
• EN300-52627
• L-Leucine, Vetec(TM) reagent grade, >=98%
• C00123
• D00030
• F70226
• L-Leu-OH;(S)-2-Amino-4-methylpentanoic acid
• L-Leucine, Cell Culture Reagent (H-L-Leu-OH)
• 002L617
• Q483745
• BRD-K12853841-001-02-2
• L-Leucine, certified reference material, TraceCERT(R)
• LYSINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
• 2B9FF792-3CA1-4BEA-BC63-6D4E1A86714E
• F8889-8638
• Leucine, European Pharmacopoeia (EP) Reference Standard
• Z756437526
• L-Leucine, United States Pharmacopeia (USP) Reference Standard
• L-Leucine, Pharmaceutical Secondary Standard; Certified Reference Material
• L-Leucine, 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	+	0.9950	99.50%
Caco-2	-	0.9372	93.72%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Lysosomes	0.7172	71.72%
OATP2B1 inhibitior	-	0.8277	82.77%
OATP1B1 inhibitior	+	0.9631	96.31%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9238	92.38%
P-glycoprotein inhibitior	-	0.9792	97.92%
P-glycoprotein substrate	-	0.9590	95.90%
CYP3A4 substrate	-	0.7943	79.43%
CYP2C9 substrate	+	0.6453	64.53%
CYP2D6 substrate	-	0.8051	80.51%
CYP3A4 inhibition	-	0.9558	95.58%
CYP2C9 inhibition	-	0.9543	95.43%
CYP2C19 inhibition	-	0.9608	96.08%
CYP2D6 inhibition	-	0.9336	93.36%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.9953	99.53%
CYP inhibitory promiscuity	-	0.9910	99.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.6822	68.22%
Eye corrosion	-	0.9168	91.68%
Eye irritation	-	0.5276	52.76%
Skin irritation	-	0.6725	67.25%
Skin corrosion	+	0.6386	63.86%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8642	86.42%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.9234	92.34%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.6354	63.54%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7927	79.27%
Acute Oral Toxicity (c)	III	0.6794	67.94%
Estrogen receptor binding	-	0.9094	90.94%
Androgen receptor binding	-	0.8427	84.27%
Thyroid receptor binding	-	0.8943	89.43%
Glucocorticoid receptor binding	-	0.9093	90.93%
Aromatase binding	-	0.8905	89.05%
PPAR gamma	-	0.8448	84.48%
Honey bee toxicity	-	0.9876	98.76%
Biodegradation	+	0.8250	82.50%
Crustacea aquatic toxicity	-	0.9200	92.00%
Fish aquatic toxicity	-	0.7543	75.43%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	501.2 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.01%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.15%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.01%	90.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	91.40%	92.29%
CHEMBL4040	P28482	MAP kinase ERK2	87.95%	83.82%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.21%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.12%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.13%	96.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.88%	100.00%
CHEMBL1907	P15144	Aminopeptidase N	82.07%	93.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.15%	99.17%

Plants that contains it

• Abutilon indicum
• Achillea millefolium
• Allium sativum
• Amaranthus spinosus
• Arabidopsis thaliana
• Artemisia absinthium
• Brassica napus
• Cajanus cajan
• Calendula officinalis
• Cannabis sativa
• Castanea sativa
• Catha edulis
• Cocos nucifera
• Colchicum trigynum
• Cucurbita foetidissima
• Daucus carota
• Euphrasia stricta
• Ginkgo biloba
• Glycine max
• Hansenia weberbaueriana
• Indigofera hirsuta
• Iochroma fuchsioides
• Jatropha gossypiifolia
• Juniperus occidentalis
• Nicotiana tabacum
• Onobrychis kachetica
• Opuntia ficus-indica
• Panax ginseng
• Pinus densiflora
• Pinus ponderosa
• Pogostemon cablin
• Prunus domestica
• Psophocarpus tetragonolobus
• Ripariosida hermaphrodita
• Rosa pulverulenta
• Senna obtusifolia
• Spermacoce pusilla
• Stellaria media
• Stratiotes aloides
• Suaeda aegyptiaca
• Swertia angustifolia var. minor
• Telekia speciosa
• Thymus transcaucasicus
• Treculia africana
• Valeriana officinalis
• Viscum album

Cross-Links

• PubChem: 6106
• NPASS: NPC245027
• LOTUS: LTS0113423
• wikiData: Q483745