(2S,5S)-2-amino-5-hydroxyheptanedioic acid

Details

• Internal ID: 4dce4435-3baf-4861-b1c8-a50d83ceab15
• 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,5S)-2-amino-5-hydroxyheptanedioic acid
• SMILES (Canonical): C(CC(C(=O)O)N)C(CC(=O)O)O
• SMILES (Isomeric): C(C[C@@H](C(=O)O)N)[C@@H](CC(=O)O)O
• InChI: InChI=1S/C7H13NO5/c8-5(7(12)13)2-1-4(9)3-6(10)11/h4-5,9H,1-3,8H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1
• InChI Key: GQOZCDSIBMMJPA-WHFBIAKZSA-N
• Popularity: 0 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5633	56.33%
Caco-2	-	0.9714	97.14%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5179	51.79%
OATP2B1 inhibitior	-	0.8490	84.90%
OATP1B1 inhibitior	+	0.9704	97.04%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9828	98.28%
P-glycoprotein inhibitior	-	0.9886	98.86%
P-glycoprotein substrate	-	0.9688	96.88%
CYP3A4 substrate	-	0.7286	72.86%
CYP2C9 substrate	-	0.6012	60.12%
CYP2D6 substrate	-	0.7500	75.00%
CYP3A4 inhibition	-	0.8738	87.38%
CYP2C9 inhibition	-	0.9476	94.76%
CYP2C19 inhibition	-	0.9381	93.81%
CYP2D6 inhibition	-	0.8977	89.77%
CYP1A2 inhibition	-	0.7609	76.09%
CYP2C8 inhibition	-	0.9925	99.25%
CYP inhibitory promiscuity	-	0.9884	98.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8811	88.11%
Carcinogenicity (trinary)	Non-required	0.6811	68.11%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.7667	76.67%
Skin irritation	-	0.8565	85.65%
Skin corrosion	-	0.6174	61.74%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8477	84.77%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9633	96.33%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.8111	81.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8401	84.01%
Acute Oral Toxicity (c)	III	0.5009	50.09%
Estrogen receptor binding	-	0.8352	83.52%
Androgen receptor binding	-	0.8142	81.42%
Thyroid receptor binding	-	0.8060	80.60%
Glucocorticoid receptor binding	-	0.5992	59.92%
Aromatase binding	-	0.9132	91.32%
PPAR gamma	-	0.7691	76.91%
Honey bee toxicity	-	0.9569	95.69%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.9100	91.00%
Fish aquatic toxicity	-	0.9133	91.33%

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	95.37%	96.09%
CHEMBL236	P41143	Delta opioid receptor	91.09%	99.35%
CHEMBL4040	P28482	MAP kinase ERK2	88.05%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.65%	99.17%
CHEMBL2581	P07339	Cathepsin D	86.91%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	85.06%	90.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.42%	100.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	83.86%	92.29%
CHEMBL1255126	O15151	Protein Mdm4	83.18%	90.20%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.33%	97.29%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.07%	96.95%

Plants that contains it

• Reseda luteola

Cross-Links

• PubChem: 162872339
• LOTUS: LTS0087995
• wikiData: Q105015500