[(2S,3S,4S)-4-hydroxy-2-[(4-hydroxyphenyl)methyl]pyrrolidin-3-yl] propanoate

Details

• Internal ID: 40a61c26-8d10-4efd-9f37-a12eb265b3d0
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: [(2S,3S,4S)-4-hydroxy-2-[(4-hydroxyphenyl)methyl]pyrrolidin-3-yl] propanoate
• InChI: InChI=1S/C14H19NO4/c1-2-13(18)19-14-11(15-8-12(14)17)7-9-3-5-10(16)6-4-9/h3-6,11-12,14-17H,2,7-8H2,1H3/t11-,12-,14-/m0/s1
• InChI Key: NXNBOAUSGYFPGB-OBJOEFQTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₄
• Molecular Weight: 265.30 g/mol
• Exact Mass: 265.13140809 g/mol
• Topological Polar Surface Area (TPSA): 78.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.59
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9145	91.45%
Caco-2	+	0.7656	76.56%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7547	75.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8844	88.44%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8849	88.49%
P-glycoprotein inhibitior	-	0.8236	82.36%
P-glycoprotein substrate	-	0.5651	56.51%
CYP3A4 substrate	+	0.5518	55.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3689	36.89%
CYP3A4 inhibition	-	0.9729	97.29%
CYP2C9 inhibition	-	0.8624	86.24%
CYP2C19 inhibition	-	0.8714	87.14%
CYP2D6 inhibition	+	0.6162	61.62%
CYP1A2 inhibition	-	0.8539	85.39%
CYP2C8 inhibition	+	0.6074	60.74%
CYP inhibitory promiscuity	-	0.8185	81.85%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6974	69.74%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9854	98.54%
Skin irritation	-	0.7639	76.39%
Skin corrosion	-	0.9222	92.22%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4207	42.07%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.5857	58.57%
skin sensitisation	-	0.8376	83.76%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.9106	91.06%
Acute Oral Toxicity (c)	II	0.4698	46.98%
Estrogen receptor binding	-	0.5299	52.99%
Androgen receptor binding	-	0.6375	63.75%
Thyroid receptor binding	-	0.5438	54.38%
Glucocorticoid receptor binding	-	0.6053	60.53%
Aromatase binding	-	0.5698	56.98%
PPAR gamma	-	0.7568	75.68%
Honey bee toxicity	-	0.9019	90.19%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5505	55.05%
Fish aquatic toxicity	-	0.5000	50.00%

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	98.70%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.35%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.81%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	95.22%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.40%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	90.55%	83.82%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.46%	93.10%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.26%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.13%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.18%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.66%	95.89%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.12%	90.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.28%	97.25%
CHEMBL4208	P20618	Proteasome component C5	83.67%	90.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.43%	97.28%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.47%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584214
• LOTUS: LTS0114952
• wikiData: Q77281046