L-Alloisoleucine

Details

• Internal ID: 44931c5a-538c-47a2-a9fb-216a833715db
• 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,3R)-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+/m1/s1
• InChI Key: AGPKZVBTJJNPAG-UHNVWZDZSA-N
• Popularity: 6,323 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

• L-allo-Isoleucine
• 1509-34-8
• Alloisoleucine
• (2S,3R)-2-amino-3-methylpentanoic acid
• Allo-Isoleucine
• H-Allo-Ile-OH
• allo-L-Isoleucine
• (3R)-LS-isoleucine
• Alloisoleucine, L-
• L(+)-Alloisoleucine
• L-Norvaline, 3-methyl-, threo-
• DL-Allo-isoleucine
• threo-L-Isoleucine
• Alloisoleucine, DL-
• Isoleucine, allo-
• Isoleucine, threo-
• L-Isoleucine, allo-
• threo-3-methyl-L-Norvaline
• L-Isoleucine, threo-
• 6RNR8XN7S2
• Pentanoic acid, 2-amino-3-methyl-, (S-(R*,S*))-
• 3107-04-8
• 05T3WT3PJ1
• DTXSID3046530
• CHEBI:43433
• DL-Alloisoleucine
• alle
• (2S,3R)-rel-2-Amino-3-methylpentanoic acid
• MFCD00066446
• Norvaline, 3-methyl-, threo-
• [S-(R*,S*)]-2-Amino-3-methylpentanoic acid
• L-Isoleucine, 3-methyl-, threo-
• 4-04-00-02777 (Beilstein Handbook Reference)
• EINECS 216-142-3
• (S-(R*,S*))-2-AMINO-3-METHYLPENTANOIC ACID
• UNII-6RNR8XN7S2
• NSC 206282
• BRN 1721791
• NSC-206282
• NCGC00166071-01
• Allo-DL-isoleucine
• ISO-ISOLEUCINE
• (+)-L-allo isoleucine
• UNII-05T3WT3PJ1
• SCHEMBL42328
• CHEMBL56053
• DTXCID1026530
• (+/-)-ALLO-ISOLEUCINE
• AGPKZVBTJJNPAG-UHNVWZDZSA-N
• DTXSID501019679
• HY-I1060
• EINECS 221-464-2
• ISOLEUCINE L-ALLO-FORM [MI]
• Tox21_112304
• (2S,3R)-2-amino-3-methylpentanoate
• AKOS016842770
• AM81861
• DB01739
• FD21836
• FD21837
• L-allo-Isoleucine (H-L-allo-Ile-OH)
• AS-49218
• CAS-1509-34-8
• (2S,3R)-2-amino-3-methyl-pentanoic acid
• [S-(R*,S*)]-2-Amino-3-methylpentanoate
• (2S,3R)-rel-2-Amino-3-methylpentanoicacid
• 2-amino-3-methyl-[S-(R*,S*)]-Pentanoate
• CS-0011133
• EN300-99057
• C21096
• 2-amino-3-methyl-[S-(R*,S*)]-Pentanoic acid
• A809090
• Q27092902

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

There are no matching plants.

Cross-Links

• PubChem: 99288
• LOTUS: LTS0272989
• wikiData: Q27092902