(2S)-2-azaniumyl-4-hydroxybutanoate

Details

• Internal ID: 60e35385-9187-4bc9-b8f6-4a26bbd35126
• 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)-2-azaniumyl-4-hydroxybutanoate
• SMILES (Canonical): C(CO)C(C(=O)[O-])[NH3+]
• SMILES (Isomeric): C(CO)[C@@H](C(=O)[O-])[NH3+]
• InChI: InChI=1S/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m0/s1
• InChI Key: UKAUYVFTDYCKQA-VKHMYHEASA-N
• Popularity: 66 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: -3.00
• Atomic LogP (AlogP): -3.27
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• homo-ser
• (2S)-2-azaniumyl-4-hydroxybutanoate
• L-homoserine zwitterion
• CHEBI:57476

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8447	84.47%
Caco-2	-	0.9360	93.60%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5060	50.60%
OATP2B1 inhibitior	-	0.8418	84.18%
OATP1B1 inhibitior	+	0.9571	95.71%
OATP1B3 inhibitior	+	0.9133	91.33%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9575	95.75%
P-glycoprotein inhibitior	-	0.9897	98.97%
P-glycoprotein substrate	-	0.9593	95.93%
CYP3A4 substrate	-	0.7284	72.84%
CYP2C9 substrate	-	0.6070	60.70%
CYP2D6 substrate	-	0.8314	83.14%
CYP3A4 inhibition	-	0.9712	97.12%
CYP2C9 inhibition	-	0.9269	92.69%
CYP2C19 inhibition	-	0.9568	95.68%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.8717	87.17%
CYP2C8 inhibition	-	0.9937	99.37%
CYP inhibitory promiscuity	-	0.9826	98.26%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7438	74.38%
Eye corrosion	-	0.9055	90.55%
Eye irritation	-	0.5431	54.31%
Skin irritation	-	0.7414	74.14%
Skin corrosion	-	0.7469	74.69%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8220	82.20%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5535	55.35%
skin sensitisation	-	0.9697	96.97%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.8333	83.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.5181	51.81%
Acute Oral Toxicity (c)	III	0.5135	51.35%
Estrogen receptor binding	-	0.9383	93.83%
Androgen receptor binding	-	0.8775	87.75%
Thyroid receptor binding	-	0.8986	89.86%
Glucocorticoid receptor binding	-	0.8461	84.61%
Aromatase binding	-	0.8778	87.78%
PPAR gamma	-	0.8762	87.62%
Honey bee toxicity	-	0.8828	88.28%
Biodegradation	+	0.8250	82.50%
Crustacea aquatic toxicity	-	0.9500	95.00%
Fish aquatic toxicity	-	0.9812	98.12%

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	97.37%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.25%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.82%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.83%	96.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.21%	100.00%

Plants that contains it

• Achillea erba-rotta subsp. moschata
• Agathosma thymifolia
• Astragalus sinicus
• Canavalia gladiata
• Glycine falcata
• Lathyrus oleraceus
• Picradeniopsis pringlei
• Polygonatum cyrtonema
• Polygonatum sibiricum
• Pterocarpus indicus
• Salvia trijuga

Cross-Links

• PubChem: 6971022
• NPASS: NPC66343