(2S,4S)-4,5-dihydroxynorvaline

Details

• Internal ID: 500441b6-f2a1-4369-8465-18d70cece094
• 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,4S)-2-amino-4,5-dihydroxypentanoic acid
• SMILES (Canonical): C(C(CO)O)C(C(=O)O)N
• SMILES (Isomeric): C([C@@H](CO)O)[C@@H](C(=O)O)N
• InChI: InChI=1S/C5H11NO4/c6-4(5(9)10)1-3(8)2-7/h3-4,7-8H,1-2,6H2,(H,9,10)/t3-,4-/m0/s1
• InChI Key: MNEGOIQRDZMOLW-IMJSIDKUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₁₁NO₄
• Molecular Weight: 149.15 g/mol
• Exact Mass: 149.06880783 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -1.86
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• (2S,4S)-4,5-dihydroxynorvaline
• AKOS006342134

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6626	66.26%
Caco-2	-	0.9668	96.68%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4878	48.78%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.9728	97.28%
OATP1B3 inhibitior	-	0.3713	37.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9651	96.51%
P-glycoprotein inhibitior	-	0.9880	98.80%
P-glycoprotein substrate	-	0.9807	98.07%
CYP3A4 substrate	-	0.7652	76.52%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.7850	78.50%
CYP3A4 inhibition	-	0.9513	95.13%
CYP2C9 inhibition	-	0.9238	92.38%
CYP2C19 inhibition	-	0.9427	94.27%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	-	0.9921	99.21%
CYP inhibitory promiscuity	-	0.9846	98.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.7877	78.77%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.6866	68.66%
Skin irritation	-	0.8503	85.03%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7731	77.31%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.9414	94.14%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7707	77.07%
Acute Oral Toxicity (c)	IV	0.5301	53.01%
Estrogen receptor binding	-	0.8615	86.15%
Androgen receptor binding	-	0.8343	83.43%
Thyroid receptor binding	-	0.8346	83.46%
Glucocorticoid receptor binding	-	0.6323	63.23%
Aromatase binding	-	0.8624	86.24%
PPAR gamma	-	0.8374	83.74%
Honey bee toxicity	-	0.8840	88.40%
Biodegradation	+	0.8250	82.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.9840	98.40%

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	93.32%	96.09%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.80%	92.29%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.22%	97.29%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.93%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.22%	99.17%
CHEMBL233	P35372	Mu opioid receptor	83.75%	97.93%
CHEMBL2581	P07339	Cathepsin D	83.25%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	81.56%	83.82%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.72%	100.00%

Plants that contains it

• Lunaria annua

Cross-Links

• PubChem: 11194422
• LOTUS: LTS0244500
• wikiData: Q105168312