(2S,4R)-5-oxo-4-[(2R,3S,4R)-2,3,4-trihydroxyoxolan-2-yl]pyrrolidine-2-carboxylic acid

Details

• Internal ID: 55249f63-b5ff-4a82-8242-c78da594c2a0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Pentoses
• IUPAC Name: (2S,4R)-5-oxo-4-[(2R,3S,4R)-2,3,4-trihydroxyoxolan-2-yl]pyrrolidine-2-carboxylic acid
• SMILES (Canonical): C1C(C(=O)NC1C(=O)O)C2(C(C(CO2)O)O)O
• SMILES (Isomeric): C1[C@@H](C(=O)N[C@@H]1C(=O)O)[C@@]2([C@H]([C@@H](CO2)O)O)O
• InChI: InChI=1S/C9H13NO7/c11-5-2-17-9(16,6(5)12)3-1-4(8(14)15)10-7(3)13/h3-6,11-12,16H,1-2H2,(H,10,13)(H,14,15)/t3-,4-,5+,6-,9+/m0/s1
• InChI Key: ZFMUVQSKECLHAK-HYMLEYLXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₃NO₇
• Molecular Weight: 247.20 g/mol
• Exact Mass: 247.06920175 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -2.98
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5920	59.20%
Caco-2	-	0.9458	94.58%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6145	61.45%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9349	93.49%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9868	98.68%
P-glycoprotein inhibitior	-	0.9754	97.54%
P-glycoprotein substrate	-	0.7076	70.76%
CYP3A4 substrate	-	0.5110	51.10%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8682	86.82%
CYP3A4 inhibition	-	0.9934	99.34%
CYP2C9 inhibition	-	0.9631	96.31%
CYP2C19 inhibition	-	0.9633	96.33%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.9547	95.47%
CYP2C8 inhibition	-	0.9579	95.79%
CYP inhibitory promiscuity	-	0.9924	99.24%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7183	71.83%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9405	94.05%
Skin irritation	-	0.7968	79.68%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8031	80.31%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5557	55.57%
skin sensitisation	-	0.8901	89.01%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6957	69.57%
Acute Oral Toxicity (c)	III	0.5507	55.07%
Estrogen receptor binding	+	0.7855	78.55%
Androgen receptor binding	-	0.6430	64.30%
Thyroid receptor binding	-	0.5815	58.15%
Glucocorticoid receptor binding	+	0.5414	54.14%
Aromatase binding	-	0.8178	81.78%
PPAR gamma	-	0.5915	59.15%
Honey bee toxicity	-	0.8772	87.72%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.9051	90.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.73%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.54%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.12%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.85%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.28%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.64%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.62%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	82.40%	83.82%
CHEMBL299	P17252	Protein kinase C alpha	80.30%	98.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.11%	95.56%

Plants that contains it

• Rumex obtusifolius

Cross-Links

• PubChem: 162928960
• LOTUS: LTS0177888
• wikiData: Q105374451