(2S,3R)-2-amino-3-hydroxy-4-methylpentanoic acid

Details

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Internal ID be509d49-42bd-4612-9fae-9b390ea55aa8
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,3R)-2-amino-3-hydroxy-4-methylpentanoic acid
SMILES (Canonical) CC(C)C(C(C(=O)O)N)O
SMILES (Isomeric) CC(C)[C@H]([C@@H](C(=O)O)N)O
InChI InChI=1S/C6H13NO3/c1-3(2)5(8)4(7)6(9)10/h3-5,8H,7H2,1-2H3,(H,9,10)/t4-,5+/m0/s1
InChI Key ZAYJDMWJYCTABM-CRCLSJGQSA-N
Popularity 11 references in papers

Physical and Chemical Properties

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Molecular Formula C6H13NO3
Molecular Weight 147.17 g/mol
Exact Mass 147.08954328 g/mol
Topological Polar Surface Area (TPSA) 83.60 Ų
XlogP -2.00
Atomic LogP (AlogP) -0.58
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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(2S,3R)-2-amino-3-hydroxy-4-methylpentanoic acid
(2S,3R)-(+)-2-AMINO-3-HYDROXY-4-METHYLPENTANOIC ACID
L-Leucine, 3-hydroxy-, (3R)-
beta-Hydroxyleucine
(2S,3R)-2-Amino-3-hydroxy-4-methyl-pentanoic acid
L(+)-threo-3-Hydroxyleucine
MFCD00142983
(2s,3r)-beta-hydroxyleucine
SCHEMBL2032146
ZAYJDMWJYCTABM-CRCLSJGQSA-N
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of (2S,3R)-2-amino-3-hydroxy-4-methylpentanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9579 95.79%
Caco-2 - 0.9383 93.83%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Lysosomes 0.5134 51.34%
OATP2B1 inhibitior - 0.8455 84.55%
OATP1B1 inhibitior + 0.9723 97.23%
OATP1B3 inhibitior + 0.9590 95.90%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.9399 93.99%
P-glycoprotein inhibitior - 0.9744 97.44%
P-glycoprotein substrate - 0.9809 98.09%
CYP3A4 substrate - 0.7858 78.58%
CYP2C9 substrate + 0.6040 60.40%
CYP2D6 substrate - 0.7882 78.82%
CYP3A4 inhibition - 0.8547 85.47%
CYP2C9 inhibition - 0.9036 90.36%
CYP2C19 inhibition - 0.9109 91.09%
CYP2D6 inhibition - 0.9378 93.78%
CYP1A2 inhibition - 0.7866 78.66%
CYP2C8 inhibition - 0.9963 99.63%
CYP inhibitory promiscuity - 0.9766 97.66%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.6249 62.49%
Carcinogenicity (trinary) Non-required 0.7347 73.47%
Eye corrosion - 0.9798 97.98%
Eye irritation - 0.7079 70.79%
Skin irritation - 0.7593 75.93%
Skin corrosion - 0.8959 89.59%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8764 87.64%
Micronuclear + 0.6300 63.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.9726 97.26%
Respiratory toxicity - 0.7889 78.89%
Reproductive toxicity - 0.5778 57.78%
Mitochondrial toxicity - 0.7000 70.00%
Nephrotoxicity - 0.5774 57.74%
Acute Oral Toxicity (c) III 0.6824 68.24%
Estrogen receptor binding - 0.9057 90.57%
Androgen receptor binding - 0.8898 88.98%
Thyroid receptor binding - 0.7946 79.46%
Glucocorticoid receptor binding - 0.8661 86.61%
Aromatase binding - 0.9000 90.00%
PPAR gamma - 0.6809 68.09%
Honey bee toxicity - 0.9695 96.95%
Biodegradation + 0.5250 52.50%
Crustacea aquatic toxicity - 0.9900 99.00%
Fish aquatic toxicity - 0.8857 88.57%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4040 P28482 MAP kinase ERK2 97.12% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.46% 96.09%
CHEMBL2581 P07339 Cathepsin D 86.30% 98.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.42% 93.56%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 83.05% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.64% 85.14%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.62% 95.58%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Chaenomeles sinensis

Cross-Links

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PubChem 6994743
NPASS NPC168081