(E,2S)-2-amino-6-hydroxy-5-methylhex-4-enoic acid

Details

• Internal ID: d24c5af7-ebaf-4538-a861-32e6e87efd51
• 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: (E,2S)-2-amino-6-hydroxy-5-methylhex-4-enoic acid
• SMILES (Canonical): CC(=CCC(C(=O)O)N)CO
• SMILES (Isomeric): C/C(=C\C[C@@H](C(=O)O)N)/CO
• InChI: InChI=1S/C7H13NO3/c1-5(4-9)2-3-6(8)7(10)11/h2,6,9H,3-4,8H2,1H3,(H,10,11)/b5-2+/t6-/m0/s1
• InChI Key: SQDCKWZBSHPVFA-NWKRWUBRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₃NO₃
• Molecular Weight: 159.18 g/mol
• Exact Mass: 159.08954328 g/mol
• Topological Polar Surface Area (TPSA): 83.60 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -0.27
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	-	0.8434	84.34%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.6407	64.07%
OATP2B1 inhibitior	-	0.8499	84.99%
OATP1B1 inhibitior	+	0.9543	95.43%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9236	92.36%
P-glycoprotein inhibitior	-	0.9904	99.04%
P-glycoprotein substrate	-	0.9647	96.47%
CYP3A4 substrate	-	0.7089	70.89%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8132	81.32%
CYP3A4 inhibition	-	0.9545	95.45%
CYP2C9 inhibition	-	0.8861	88.61%
CYP2C19 inhibition	-	0.9122	91.22%
CYP2D6 inhibition	-	0.8107	81.07%
CYP1A2 inhibition	-	0.7808	78.08%
CYP2C8 inhibition	-	0.9770	97.70%
CYP inhibitory promiscuity	-	0.9509	95.09%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.6825	68.25%
Eye corrosion	-	0.9409	94.09%
Eye irritation	-	0.6058	60.58%
Skin irritation	-	0.7151	71.51%
Skin corrosion	-	0.6724	67.24%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8850	88.50%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8853	88.53%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6895	68.95%
Acute Oral Toxicity (c)	III	0.5721	57.21%
Estrogen receptor binding	-	0.9534	95.34%
Androgen receptor binding	-	0.8162	81.62%
Thyroid receptor binding	-	0.9214	92.14%
Glucocorticoid receptor binding	-	0.7866	78.66%
Aromatase binding	-	0.9390	93.90%
PPAR gamma	-	0.8497	84.97%
Honey bee toxicity	-	0.9582	95.82%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	+	0.7982	79.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.76%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.05%	96.95%
CHEMBL2581	P07339	Cathepsin D	88.49%	98.95%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	87.77%	92.29%
CHEMBL4040	P28482	MAP kinase ERK2	86.47%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.87%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.22%	97.29%
CHEMBL340	P08684	Cytochrome P450 3A4	80.40%	91.19%

Plants that contains it

• Blighia unijugata

Cross-Links

• PubChem: 11480593
• LOTUS: LTS0105080
• wikiData: Q105257780