(4R)-4-hydroxy-L-isoleucine

Details

• Internal ID: 6a9f89f6-7981-42a1-8410-76a202212673
• 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,4R)-2-azaniumyl-4-hydroxy-3-methylpentanoate
• SMILES (Canonical): CC(C(C)O)C(C(=O)[O-])[NH3+]
• SMILES (Isomeric): C[C@@H]([C@@H](C)O)[C@@H](C(=O)[O-])[NH3+]
• InChI: InChI=1S/C6H13NO3/c1-3(4(2)8)5(7)6(9)10/h3-5,8H,7H2,1-2H3,(H,9,10)/t3-,4+,5-/m0/s1
• InChI Key: OSCCDBFHNMXNME-LMVFSUKVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₃NO₃
• Molecular Weight: 147.17 g/mol
• Exact Mass: 147.08954328 g/mol
• Topological Polar Surface Area (TPSA): 88.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.64
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8202	82.02%
Caco-2	-	0.9259	92.59%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6495	64.95%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9480	94.80%
OATP1B3 inhibitior	+	0.9555	95.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9388	93.88%
P-glycoprotein inhibitior	-	0.9832	98.32%
P-glycoprotein substrate	-	0.9588	95.88%
CYP3A4 substrate	-	0.7025	70.25%
CYP2C9 substrate	+	0.5983	59.83%
CYP2D6 substrate	-	0.8417	84.17%
CYP3A4 inhibition	-	0.9665	96.65%
CYP2C9 inhibition	-	0.8986	89.86%
CYP2C19 inhibition	-	0.9427	94.27%
CYP2D6 inhibition	-	0.9415	94.15%
CYP1A2 inhibition	-	0.8960	89.60%
CYP2C8 inhibition	-	0.9961	99.61%
CYP inhibitory promiscuity	-	0.9788	97.88%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.6549	65.49%
Carcinogenicity (trinary)	Non-required	0.7607	76.07%
Eye corrosion	-	0.9436	94.36%
Eye irritation	-	0.9240	92.40%
Skin irritation	-	0.6347	63.47%
Skin corrosion	-	0.8074	80.74%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8836	88.36%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.7199	71.99%
skin sensitisation	-	0.9701	97.01%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.7130	71.30%
Acute Oral Toxicity (c)	III	0.8001	80.01%
Estrogen receptor binding	-	0.8915	89.15%
Androgen receptor binding	-	0.8572	85.72%
Thyroid receptor binding	-	0.8638	86.38%
Glucocorticoid receptor binding	-	0.8489	84.89%
Aromatase binding	-	0.8694	86.94%
PPAR gamma	-	0.8314	83.14%
Honey bee toxicity	-	0.9218	92.18%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.8907	89.07%

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	92.02%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.05%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.58%	85.14%

Plants that contains it

• Croton megistocarpus
• Geranium sibiricum
• Lagerstroemia indica
• Machilus japonica
• Senecio isatideus
• Strobilanthes cusia
• Trigonella foenum-graecum

Cross-Links

• PubChem: 6993179
• NPASS: NPC302370