(2S,3R)-2-azaniumyl-3-hydroxybutanoate

Details

• Internal ID: 9cb465a2-e700-4cc4-9a89-c042e8ed4e64
• 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,3R)-2-azaniumyl-3-hydroxybutanoate
• SMILES (Canonical): CC(C(C(=O)[O-])[NH3+])O
• SMILES (Isomeric): C[C@H]([C@@H](C(=O)[O-])[NH3+])O
• InChI: InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1
• InChI Key: AYFVYJQAPQTCCC-GBXIJSLDSA-N
• Popularity: 262 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₉NO₃
• Molecular Weight: 119.12 g/mol
• Exact Mass: 119.058243149 g/mol
• Topological Polar Surface Area (TPSA): 88.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -3.27
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 2S,3R)-2-amino-3-hydroxybutanoic acid
• 102783-05-1
• 3aje
• L-threonine zwitterion
• 3c1n
• CHEBI:57926
• (2S,3R)-2-ammonio-3-hydroxybutanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9028	90.28%
Caco-2	-	0.9289	92.89%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5960	59.60%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.9569	95.69%
OATP1B3 inhibitior	+	0.9653	96.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9453	94.53%
P-glycoprotein inhibitior	-	0.9861	98.61%
P-glycoprotein substrate	-	0.9659	96.59%
CYP3A4 substrate	-	0.7419	74.19%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8390	83.90%
CYP3A4 inhibition	-	0.9545	95.45%
CYP2C9 inhibition	-	0.9460	94.60%
CYP2C19 inhibition	-	0.9327	93.27%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.9187	91.87%
CYP2C8 inhibition	-	0.9960	99.60%
CYP inhibitory promiscuity	-	0.9850	98.50%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5149	51.49%
Carcinogenicity (trinary)	Non-required	0.7242	72.42%
Eye corrosion	-	0.9236	92.36%
Eye irritation	+	0.6810	68.10%
Skin irritation	-	0.6019	60.19%
Skin corrosion	-	0.6663	66.63%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8601	86.01%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.9790	97.90%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.7032	70.32%
Acute Oral Toxicity (c)	III	0.7399	73.99%
Estrogen receptor binding	-	0.9442	94.42%
Androgen receptor binding	-	0.9242	92.42%
Thyroid receptor binding	-	0.8461	84.61%
Glucocorticoid receptor binding	-	0.9047	90.47%
Aromatase binding	-	0.9066	90.66%
PPAR gamma	-	0.8484	84.84%
Honey bee toxicity	-	0.9042	90.42%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	-	0.8789	87.89%

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	92.46%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.47%	98.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.67%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.37%	85.14%

Plants that contains it

• Allium sativum
• Angelica acutiloba
• Angelica gigas
• Angelica sinensis
• Brassica juncea
• Bupleurum chinense
• Bupleurum falcatum
• Bupleurum scorzonerifolium
• Cornus officinalis
• Ginkgo biloba
• Platymiscium floribundum
• Pogostemon cablin
• Santalum album
• Sinapis alba
• Tussilago farfara
• Vigna radiata

Cross-Links

• PubChem: 6971019
• NPASS: NPC93888