(2S,4S)-2-ammonio-4-carboxy-4-hydroxybutanoate

Details

• Internal ID: 392248cf-b323-4efb-9083-1ad5007461a3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Glutamic acid and derivatives
• IUPAC Name: (2S,4S)-2-azaniumyl-4,5-dihydroxy-5-oxopentanoate
• SMILES (Canonical): C(C(C(=O)[O-])[NH3+])C(C(=O)O)O
• SMILES (Isomeric): C([C@@H](C(=O)[O-])[NH3+])[C@@H](C(=O)O)O
• InChI: InChI=1S/C5H9NO5/c6-2(4(8)9)1-3(7)5(10)11/h2-3,7H,1,6H2,(H,8,9)(H,10,11)/t2-,3-/m0/s1
• InChI Key: HBDWQSHEVMSFGY-HRFVKAFMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₉NO₅
• Molecular Weight: 163.13 g/mol
• Exact Mass: 163.04807239 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -3.82
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• (2S,4S)-2-ammonio-4-carboxy-4-hydroxybutanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6952	69.52%
Caco-2	-	0.9835	98.35%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4773	47.73%
OATP2B1 inhibitior	-	0.8496	84.96%
OATP1B1 inhibitior	+	0.9320	93.20%
OATP1B3 inhibitior	+	0.9169	91.69%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9860	98.60%
P-glycoprotein inhibitior	-	0.9889	98.89%
P-glycoprotein substrate	-	0.9596	95.96%
CYP3A4 substrate	-	0.7075	70.75%
CYP2C9 substrate	-	0.6064	60.64%
CYP2D6 substrate	-	0.8217	82.17%
CYP3A4 inhibition	-	0.9710	97.10%
CYP2C9 inhibition	-	0.9388	93.88%
CYP2C19 inhibition	-	0.9529	95.29%
CYP2D6 inhibition	-	0.9463	94.63%
CYP1A2 inhibition	-	0.9386	93.86%
CYP2C8 inhibition	-	0.9823	98.23%
CYP inhibitory promiscuity	-	0.9946	99.46%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8611	86.11%
Carcinogenicity (trinary)	Non-required	0.7564	75.64%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.6379	63.79%
Skin irritation	-	0.7791	77.91%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8117	81.17%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9377	93.77%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.7778	77.78%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6367	63.67%
Acute Oral Toxicity (c)	III	0.6826	68.26%
Estrogen receptor binding	-	0.7617	76.17%
Androgen receptor binding	-	0.7548	75.48%
Thyroid receptor binding	-	0.8242	82.42%
Glucocorticoid receptor binding	-	0.5541	55.41%
Aromatase binding	-	0.8840	88.40%
PPAR gamma	-	0.8561	85.61%
Honey bee toxicity	-	0.9300	93.00%
Biodegradation	+	0.7750	77.50%
Crustacea aquatic toxicity	-	0.9400	94.00%
Fish aquatic toxicity	-	0.9400	94.00%

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	96.33%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.71%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.02%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.62%	96.95%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	81.34%	92.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.27%	99.17%

Plants that contains it

• Hemerocallis fulva

Cross-Links

• PubChem: 44286641
• NPASS: NPC88898
• ChEMBL: CHEMBL197110