L-homoserine

Details

• Internal ID: 65500342-a4c4-4276-bb14-e6c92b44fd5c
• 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-amino-4-hydroxybutanoic acid
• SMILES (Canonical): C(CO)C(C(=O)O)N
• SMILES (Isomeric): C(CO)[C@@H](C(=O)O)N
• 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: 5,237 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: -4.40
• Atomic LogP (AlogP): -1.22
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 672-15-1
• homoserine
• (2S)-2-amino-4-hydroxybutanoic acid
• (s)-2-amino-4-hydroxybutanoic acid
• h-hoser-oh
• (S)-2-Amino-4-hydroxybutyric acid
• (s)-homoserine
• Homoserine (VAN)
• h-hse-oh
• MFCD00063090
• 2-Amino-4-hydroxybutyric acid
• 119736-88-8
• (2S)-2-ammonio-4-hydroxybutanoate
• 6KA95X0IVO
• Butyric acid, 2-amino-4-hydroxy-, L-
• Butanoic acid, 2-amino-4-hydroxy-, (S)-
• CHEBI:15699
• 2-amino-4-hydroxybutanoate
• HSE
• UNII-6KA95X0IVO
• 2-amino-4-hydroxy-Butyric acid
• Isothreonine
• 2-amino-4-hydroxybutyrate
• NSC-206251
• EINECS 211-590-6
• NSC 206251
• HOMOSERINE [MI]
• HOMOSERINE, L-
• bmse000040
• 2-amino-4-hydroxy-Butyrate
• SCHEMBL29649
• CHEMBL11722
• 2-amino-4-hydroxy-L-Butyrate
• DTXSID5075159
• (S)-2-Amino-4-hydroxybutanoate
• L-2-Amino-4-hydroxybutyric acid
• (S)-2-amino-4-hydroxy-Butanoate
• 2-amino-4-hydroxy-L-Butyric acid
• STR06869
• s3118
• (S)-2-amino-4-hydroxy-Butanoic acid
• AKOS005146323
• AKOS016015443
• AC-5665
• CS-W002292
• DB04193
• HY-W002292
• S-2-AMINO-4-HYDROXYBUTYRIC ACID
• (S)-2-Amino-4-hydroxybutyric acid, Hse
• BP-13218
• L-Homoserine,labeledwith carbon-14(9ci)
• AM20100617
• H1030
• EN300-75344
• C00263
• (S)-(-)-2-AMINO-4-HYDROXYBUTYRIC ACID
• Butyric acid, 2-amino-4-hydroxy-, L- (8CI)
• A835661
• Q418214
• Z1172369006
• 09EC5004-E0F7-4325-B392-59A264DAF51F

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8866	88.66%
Caco-2	-	0.9360	93.60%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Lysosomes	0.5433	54.33%
OATP2B1 inhibitior	-	0.8418	84.18%
OATP1B1 inhibitior	+	0.9772	97.72%
OATP1B3 inhibitior	+	0.8778	87.78%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9575	95.75%
P-glycoprotein inhibitior	-	0.9897	98.97%
P-glycoprotein substrate	-	0.9866	98.66%
CYP3A4 substrate	-	0.8123	81.23%
CYP2C9 substrate	+	0.5853	58.53%
CYP2D6 substrate	-	0.7806	78.06%
CYP3A4 inhibition	-	0.9387	93.87%
CYP2C9 inhibition	-	0.9394	93.94%
CYP2C19 inhibition	-	0.9574	95.74%
CYP2D6 inhibition	-	0.9459	94.59%
CYP1A2 inhibition	-	0.8889	88.89%
CYP2C8 inhibition	-	0.9962	99.62%
CYP inhibitory promiscuity	-	0.9859	98.59%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7365	73.65%
Eye corrosion	-	0.9618	96.18%
Eye irritation	-	0.5431	54.31%
Skin irritation	-	0.8245	82.45%
Skin corrosion	-	0.6492	64.92%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8220	82.20%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5465	54.65%
skin sensitisation	-	0.9601	96.01%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.8000	80.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7292	72.92%
Acute Oral Toxicity (c)	IV	0.6590	65.90%
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	-	0.9747	97.47%
Biodegradation	+	0.8250	82.50%
Crustacea aquatic toxicity	-	0.9800	98.00%
Fish aquatic toxicity	-	0.9814	98.14%

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	95.40%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.59%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.74%	99.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	87.26%	92.29%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.85%	96.95%
CHEMBL233	P35372	Mu opioid receptor	84.59%	97.93%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	83.37%	96.03%
CHEMBL236	P41143	Delta opioid receptor	83.10%	99.35%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.03%	100.00%

Plants that contains it

• Arabidopsis thaliana
• Lathyrus latifolius
• Lotus corniculatus
• Lotus corniculatus subsp. corniculatus

Cross-Links

• PubChem: 12647
• LOTUS: LTS0150040
• wikiData: Q418214