L-Allothreonine

Details

• Internal ID: 17013b43-a4e8-49ea-b528-0805239fe3de
• 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,3S)-2-amino-3-hydroxybutanoic acid
• SMILES (Canonical): CC(C(C(=O)O)N)O
• SMILES (Isomeric): C[C@@H]([C@@H](C(=O)O)N)O
• InChI: InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3-/m0/s1
• InChI Key: AYFVYJQAPQTCCC-HRFVKAFMSA-N
• Popularity: 312 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): 83.60 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -1.22
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• L-allo-threonine
• 28954-12-3
• h-allo-thr-oh
• (2S,3S)-2-amino-3-hydroxybutanoic acid
• allothreonine
• allo-L-Threonine
• L(+)-allo-Threonine
• DL-allo-Threonine
• 144-98-9
• ALLO-THREONINE
• rel-(2S,3S)-2-Amino-3-hydroxybutanoic acid
• HCQ253CKVK
• DL-allothreonine
• CHEBI:28718
• (2S,3S)-2-ammonio-3-hydroxybutanoate
• Threonine, allo-
• Allothreonine, L-
• Allothreonine, DL-
• MFCD00064268
• 4-04-00-03170 (Beilstein Handbook Reference)
• EINECS 249-327-2
• UNII-HCQ253CKVK
• NSC 206283
• BRN 1721645
• 29NAP6417F
• NSC-41828
• NSC-206283
• l-(+)-allothreonine
• (S)-ALLOTHREONINE
• L-allo-Threonine, 99%
• (S)-ALLO-THREONINE
• CHEMBL59238
• SCHEMBL117301
• DTXSID10183151
• AYFVYJQAPQTCCC-HRFVKAFMSA-N
• DTXSID301030659
• BCP08009
• (2S,3S)-2-amino-3-hydroxybutanoate
• AKOS015924200
• AM82272
• CS-W008315
• HY-W008315
• AC-22377
• AS-12250
• (2s,3s)-2-amino-3-hydroxy-butyric acid
• (2S,3S)-2-azaniumyl-3-hydroxy-butanoate
• (2s 3s)-(+)-2-amino-3-hydroxybutyric acid
• (2s,3s)-(+)-2-amino-3-hydroxybutyric acid
• EN300-73665
• thr
• C05519
• L-allo-Threonine, puriss., >=99.0% (TLC)
• BUTANOIC ACID, 2-AMINO-3-ALLO-HYDROXY-
• A819689
• W-107016
• 9F03AEE4-59DA-4E42-B83D-06EE4AF23EAF
• Q27103859
• Z1162448524

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9539	95.39%
Caco-2	-	0.9289	92.89%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Lysosomes	0.5120	51.20%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.9760	97.60%
OATP1B3 inhibitior	+	0.9640	96.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9453	94.53%
P-glycoprotein inhibitior	-	0.9861	98.61%
P-glycoprotein substrate	-	0.9890	98.90%
CYP3A4 substrate	-	0.8037	80.37%
CYP2C9 substrate	+	0.5906	59.06%
CYP2D6 substrate	-	0.7795	77.95%
CYP3A4 inhibition	-	0.8683	86.83%
CYP2C9 inhibition	-	0.9362	93.62%
CYP2C19 inhibition	-	0.9119	91.19%
CYP2D6 inhibition	-	0.9529	95.29%
CYP1A2 inhibition	-	0.8694	86.94%
CYP2C8 inhibition	-	0.9964	99.64%
CYP inhibitory promiscuity	-	0.9806	98.06%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6349	63.49%
Carcinogenicity (trinary)	Non-required	0.7169	71.69%
Eye corrosion	-	0.9871	98.71%
Eye irritation	+	0.6810	68.10%
Skin irritation	-	0.7186	71.86%
Skin corrosion	-	0.8485	84.85%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8601	86.01%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.9761	97.61%
Respiratory toxicity	-	0.9222	92.22%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.5856	58.56%
Acute Oral Toxicity (c)	III	0.6586	65.86%
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	-	0.9733	97.33%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.9800	98.00%
Fish aquatic toxicity	-	0.9396	93.96%

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	96.00%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.46%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.12%	98.95%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	82.87%	97.88%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.80%	85.14%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.48%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.46%	90.17%

Plants that contains it

• Abutilon indicum
• Antirrhinum majus
• Catha edulis
• Colchicum trigynum
• Onobrychis kachetica
• Viscum album

Cross-Links

• PubChem: 99289
• LOTUS: LTS0115582
• wikiData: Q27103859