(2S,5S)-2-amino-5-hydroxyhexanoic acid

Details

• Internal ID: c602e589-56c7-4c5f-a674-b2ec8d415dac
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids > L-alpha-amino acids
• IUPAC Name: (2S,5S)-2-amino-5-hydroxyhexanoic acid
• SMILES (Canonical): CC(CCC(C(=O)O)N)O
• SMILES (Isomeric): C[C@@H](CC[C@@H](C(=O)O)N)O
• InChI: InChI=1S/C6H13NO3/c1-4(8)2-3-5(7)6(9)10/h4-5,8H,2-3,7H2,1H3,(H,9,10)/t4-,5-/m0/s1
• InChI Key: CQUIPUAMBATVOP-WHFBIAKZSA-N
• Popularity: 1 reference 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): 83.60 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -0.44
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9698	96.98%
Caco-2	-	0.9334	93.34%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4858	48.58%
OATP2B1 inhibitior	-	0.8394	83.94%
OATP1B1 inhibitior	+	0.9701	97.01%
OATP1B3 inhibitior	+	0.9469	94.69%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9761	97.61%
P-glycoprotein inhibitior	-	0.9908	99.08%
P-glycoprotein substrate	-	0.9715	97.15%
CYP3A4 substrate	-	0.7689	76.89%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.7751	77.51%
CYP3A4 inhibition	-	0.9542	95.42%
CYP2C9 inhibition	-	0.9609	96.09%
CYP2C19 inhibition	-	0.9442	94.42%
CYP2D6 inhibition	-	0.9260	92.60%
CYP1A2 inhibition	-	0.7552	75.52%
CYP2C8 inhibition	-	0.9976	99.76%
CYP inhibitory promiscuity	-	0.9743	97.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.7361	73.61%
Eye corrosion	-	0.9658	96.58%
Eye irritation	-	0.6309	63.09%
Skin irritation	-	0.7293	72.93%
Skin corrosion	+	0.8258	82.58%
Ames mutagenesis	-	0.9028	90.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.8188	81.88%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9130	91.30%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.6806	68.06%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8274	82.74%
Acute Oral Toxicity (c)	III	0.5656	56.56%
Estrogen receptor binding	-	0.8852	88.52%
Androgen receptor binding	-	0.8802	88.02%
Thyroid receptor binding	-	0.8411	84.11%
Glucocorticoid receptor binding	-	0.6853	68.53%
Aromatase binding	-	0.9159	91.59%
PPAR gamma	-	0.9288	92.88%
Honey bee toxicity	-	0.9916	99.16%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.9400	94.00%
Fish aquatic toxicity	-	0.8827	88.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.23%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.08%	96.09%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.60%	92.29%
CHEMBL2581	P07339	Cathepsin D	90.50%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.99%	96.47%
CHEMBL221	P23219	Cyclooxygenase-1	86.87%	90.17%
CHEMBL236	P41143	Delta opioid receptor	85.53%	99.35%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.98%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.58%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.72%	99.17%

Plants that contains it

• Crotalaria juncea

Cross-Links

• PubChem: 124350746
• LOTUS: LTS0227623
• wikiData: Q104968265