(5R,6R,7S,8S)-6,7,8-trihydroxy-5-(hydroxymethyl)-1,2,3,5,6,7,8,8a-octahydroimidazo[1,2-a]pyridine-2-carboxylic acid

Details

• Internal ID: 1fcfad2d-4d60-4a5f-9f85-d87051a55d27
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (5R,6R,7S,8S)-6,7,8-trihydroxy-5-(hydroxymethyl)-1,2,3,5,6,7,8,8a-octahydroimidazo[1,2-a]pyridine-2-carboxylic acid
• SMILES (Canonical): C1C(NC2N1C(C(C(C2O)O)O)CO)C(=O)O
• SMILES (Isomeric): C1C(NC2N1[C@@H]([C@H]([C@@H]([C@H]2O)O)O)CO)C(=O)O
• InChI: InChI=1S/C9H16N2O6/c12-2-4-5(13)6(14)7(15)8-10-3(9(16)17)1-11(4)8/h3-8,10,12-15H,1-2H2,(H,16,17)/t3?,4-,5-,6+,7-,8?/m1/s1
• InChI Key: CLJMUGBMMVBGHE-FOCKFDDASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₆N₂O₆
• Molecular Weight: 248.23 g/mol
• Exact Mass: 248.10083623 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: -5.00
• Atomic LogP (AlogP): -3.87
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7533	75.33%
Caco-2	-	0.8218	82.18%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.5078	50.78%
OATP2B1 inhibitior	-	0.8498	84.98%
OATP1B1 inhibitior	+	0.9634	96.34%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8979	89.79%
P-glycoprotein inhibitior	-	0.9779	97.79%
P-glycoprotein substrate	-	0.9084	90.84%
CYP3A4 substrate	-	0.5594	55.94%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8356	83.56%
CYP3A4 inhibition	-	0.9955	99.55%
CYP2C9 inhibition	-	0.9450	94.50%
CYP2C19 inhibition	-	0.9441	94.41%
CYP2D6 inhibition	-	0.9258	92.58%
CYP1A2 inhibition	-	0.8429	84.29%
CYP2C8 inhibition	-	0.9787	97.87%
CYP inhibitory promiscuity	-	0.9844	98.44%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6768	67.68%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9208	92.08%
Skin irritation	-	0.7201	72.01%
Skin corrosion	-	0.9206	92.06%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6897	68.97%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.7266	72.66%
skin sensitisation	-	0.8522	85.22%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6080	60.80%
Acute Oral Toxicity (c)	III	0.5245	52.45%
Estrogen receptor binding	-	0.8045	80.45%
Androgen receptor binding	-	0.6367	63.67%
Thyroid receptor binding	-	0.6301	63.01%
Glucocorticoid receptor binding	-	0.4712	47.12%
Aromatase binding	-	0.8190	81.90%
PPAR gamma	-	0.7020	70.20%
Honey bee toxicity	-	0.8924	89.24%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8355	83.55%
Fish aquatic toxicity	-	0.9380	93.80%

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	96.89%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.17%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.32%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	87.58%	83.82%
CHEMBL2581	P07339	Cathepsin D	87.01%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.44%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.51%	99.17%

Plants that contains it

• Fraxinus excelsior

Cross-Links

• PubChem: 11957433
• LOTUS: LTS0267453
• wikiData: Q104963510