2-Amino-4-hydroxypimelic acid

Details

• Internal ID: be3124de-a0e6-44b0-86a8-af1829846ed4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids
• IUPAC Name: 2-amino-4-hydroxyheptanedioic acid
• SMILES (Canonical): C(CC(=O)O)C(CC(C(=O)O)N)O
• SMILES (Isomeric): C(CC(=O)O)C(CC(C(=O)O)N)O
• InChI: InChI=1S/C7H13NO5/c8-5(7(12)13)3-4(9)1-2-6(10)11/h4-5,9H,1-3,8H2,(H,10,11)(H,12,13)
• InChI Key: YLKFCAHJVSLNKP-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₃NO₅
• Molecular Weight: 191.18 g/mol
• Exact Mass: 191.07937252 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -0.99
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• SCHEMBL1512889

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5586	55.86%
Caco-2	-	0.9709	97.09%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5974	59.74%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9619	96.19%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9839	98.39%
P-glycoprotein inhibitior	-	0.9852	98.52%
P-glycoprotein substrate	-	0.9599	95.99%
CYP3A4 substrate	-	0.7200	72.00%
CYP2C9 substrate	-	0.6012	60.12%
CYP2D6 substrate	-	0.7500	75.00%
CYP3A4 inhibition	-	0.9408	94.08%
CYP2C9 inhibition	-	0.9478	94.78%
CYP2C19 inhibition	-	0.9529	95.29%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.8036	80.36%
CYP2C8 inhibition	-	0.9893	98.93%
CYP inhibitory promiscuity	-	0.9895	98.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8811	88.11%
Carcinogenicity (trinary)	Non-required	0.7112	71.12%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8884	88.84%
Skin irritation	-	0.8843	88.43%
Skin corrosion	-	0.7351	73.51%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7392	73.92%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5378	53.78%
skin sensitisation	-	0.9503	95.03%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8638	86.38%
Acute Oral Toxicity (c)	III	0.4890	48.90%
Estrogen receptor binding	-	0.6714	67.14%
Androgen receptor binding	-	0.8335	83.35%
Thyroid receptor binding	-	0.8624	86.24%
Glucocorticoid receptor binding	-	0.7136	71.36%
Aromatase binding	-	0.9158	91.58%
PPAR gamma	-	0.7838	78.38%
Honey bee toxicity	-	0.9503	95.03%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.9300	93.00%
Fish aquatic toxicity	-	0.9064	90.64%

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	95.67%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.91%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	91.51%	83.82%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	91.44%	92.29%
CHEMBL2581	P07339	Cathepsin D	90.11%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.67%	99.17%
CHEMBL236	P41143	Delta opioid receptor	86.37%	99.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.71%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	83.33%	90.20%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.24%	96.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.85%	96.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.79%	100.00%

Plants that contains it

• Reseda luteola

Cross-Links

• PubChem: 54514417
• LOTUS: LTS0043792
• wikiData: Q104253005