2-[[3-Amino-5-hydroxy-5-(hydroxymethyl)-2-methoxycyclohex-2-en-1-ylidene]amino]-3-hydroxypropanoic acid

Details

• Internal ID: 958f2c86-9258-4044-924b-633f423de75a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Serine and derivatives
• IUPAC Name: 2-[[3-amino-5-hydroxy-5-(hydroxymethyl)-2-methoxycyclohex-2-en-1-ylidene]amino]-3-hydroxypropanoic acid
• InChI: InChI=1S/C11H18N2O6/c1-19-9-6(12)2-11(18,5-15)3-7(9)13-8(4-14)10(16)17/h8,14-15,18H,2-5,12H2,1H3,(H,16,17)
• InChI Key: DQSPXKUKKXDNIL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈N₂O₆
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.11648630 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -1.79
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8183	81.83%
Caco-2	-	0.7948	79.48%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5173	51.73%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9336	93.36%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8838	88.38%
BSEP inhibitior	-	0.6922	69.22%
P-glycoprotein inhibitior	-	0.9408	94.08%
P-glycoprotein substrate	-	0.7821	78.21%
CYP3A4 substrate	-	0.5196	51.96%
CYP2C9 substrate	+	0.6038	60.38%
CYP2D6 substrate	-	0.8479	84.79%
CYP3A4 inhibition	-	0.9802	98.02%
CYP2C9 inhibition	-	0.8690	86.90%
CYP2C19 inhibition	-	0.8542	85.42%
CYP2D6 inhibition	-	0.9128	91.28%
CYP1A2 inhibition	-	0.7724	77.24%
CYP2C8 inhibition	-	0.9007	90.07%
CYP inhibitory promiscuity	-	0.9313	93.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6385	63.85%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.7701	77.01%
Skin irritation	-	0.7693	76.93%
Skin corrosion	-	0.9258	92.58%
Ames mutagenesis	+	0.5063	50.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.4615	46.15%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.6960	69.60%
skin sensitisation	-	0.7851	78.51%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7079	70.79%
Acute Oral Toxicity (c)	III	0.5792	57.92%
Estrogen receptor binding	-	0.6595	65.95%
Androgen receptor binding	-	0.5578	55.78%
Thyroid receptor binding	+	0.6738	67.38%
Glucocorticoid receptor binding	+	0.6880	68.80%
Aromatase binding	-	0.6868	68.68%
PPAR gamma	+	0.7947	79.47%
Honey bee toxicity	-	0.9259	92.59%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.7243	72.43%

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	97.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.66%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.78%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.05%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.90%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.76%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.64%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.74%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.17%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.94%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21774828
• LOTUS: LTS0204072
• wikiData: Q104987121