(2S,3R,4S)-2-amino-3-hydroxy-4-methylpentanedioic acid

Details

• Internal ID: 189800e9-066a-422d-b315-4ab93d838c9e
• 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,4S)-2-amino-3-hydroxy-4-methylpentanedioic acid
• SMILES (Canonical): CC(C(C(C(=O)O)N)O)C(=O)O
• SMILES (Isomeric): C[C@@H]([C@H]([C@@H](C(=O)O)N)O)C(=O)O
• InChI: InChI=1S/C6H11NO5/c1-2(5(9)10)4(8)3(7)6(11)12/h2-4,8H,7H2,1H3,(H,9,10)(H,11,12)/t2-,3-,4+/m0/s1
• InChI Key: KGABBVATCBBLQD-YVZJFKFKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₁NO₅
• Molecular Weight: 177.16 g/mol
• Exact Mass: 177.06372245 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: -3.90
• Atomic LogP (AlogP): -1.52
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7573	75.73%
Caco-2	-	0.9546	95.46%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4727	47.27%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9694	96.94%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9699	96.99%
P-glycoprotein inhibitior	-	0.9751	97.51%
P-glycoprotein substrate	-	0.9660	96.60%
CYP3A4 substrate	-	0.7629	76.29%
CYP2C9 substrate	+	0.6040	60.40%
CYP2D6 substrate	-	0.7882	78.82%
CYP3A4 inhibition	-	0.8352	83.52%
CYP2C9 inhibition	-	0.9328	93.28%
CYP2C19 inhibition	-	0.9263	92.63%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.9070	90.70%
CYP2C8 inhibition	-	0.9918	99.18%
CYP inhibitory promiscuity	-	0.9933	99.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6703	67.03%
Carcinogenicity (trinary)	Non-required	0.7358	73.58%
Eye corrosion	-	0.9949	99.49%
Eye irritation	-	0.8277	82.77%
Skin irritation	-	0.7808	78.08%
Skin corrosion	-	0.9287	92.87%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8518	85.18%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9821	98.21%
Respiratory toxicity	-	0.8778	87.78%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.4643	46.43%
Acute Oral Toxicity (c)	III	0.6902	69.02%
Estrogen receptor binding	-	0.7979	79.79%
Androgen receptor binding	-	0.8824	88.24%
Thyroid receptor binding	-	0.7363	73.63%
Glucocorticoid receptor binding	-	0.7662	76.62%
Aromatase binding	-	0.8758	87.58%
PPAR gamma	-	0.7880	78.80%
Honey bee toxicity	-	0.9706	97.06%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.9300	93.00%
Fish aquatic toxicity	-	0.8748	87.48%

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	97.06%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.90%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.83%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.97%	94.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.61%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.88%	93.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.73%	85.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.49%	96.47%

Plants that contains it

• Gymnocladus dioicus

Cross-Links

• PubChem: 129710615
• LOTUS: LTS0041489
• wikiData: Q105140645