L-Pyroglutamic acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	55a5619b-e338-4ff1-8408-2851f429611d
Taxonomy	Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name	(2S)-5-oxopyrrolidine-2-carboxylic acid
SMILES (Canonical)	C1CC(=O)NC1C(=O)O
SMILES (Isomeric)	C1CC(=O)N[C@@H]1C(=O)O
InChI	InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1
InChI Key	ODHCTXKNWHHXJC-VKHMYHEASA-N
Popularity	5,127 references in papers

Physical and Chemical Properties

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Molecular Formula	C₅H₇NO₃
Molecular Weight	129.11 g/mol
Exact Mass	129.042593085 g/mol
Topological Polar Surface Area (TPSA)	66.40 Å²
XlogP	-0.80
Atomic LogP (AlogP)	-0.65
H-Bond Acceptor	2
H-Bond Donor	2
Rotatable Bonds	1

Synonyms

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98-79-3

Pidolic acid

Pyroglutamic acid

5-OXOPROLINE

5-oxo-L-proline

H-Pyr-OH

(S)-5-Oxopyrrolidine-2-carboxylic Acid

(2S)-5-oxopyrrolidine-2-carboxylic acid

Pyroglutamate

pyroglu

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9150	91.50%
Caco-2	-	0.9028	90.28%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7605	76.05%
OATP2B1 inhibitior	-	0.8423	84.23%
OATP1B1 inhibitior	+	0.9568	95.68%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9846	98.46%
P-glycoprotein inhibitior	-	0.9916	99.16%
P-glycoprotein substrate	-	0.9777	97.77%
CYP3A4 substrate	-	0.7102	71.02%
CYP2C9 substrate	-	0.5955	59.55%
CYP2D6 substrate	-	0.8648	86.48%
CYP3A4 inhibition	-	0.9931	99.31%
CYP2C9 inhibition	-	0.9782	97.82%
CYP2C19 inhibition	-	0.9812	98.12%
CYP2D6 inhibition	-	0.9678	96.78%
CYP1A2 inhibition	-	0.9641	96.41%
CYP2C8 inhibition	-	0.9864	98.64%
CYP inhibitory promiscuity	-	0.9973	99.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7189	71.89%
Eye corrosion	-	0.9647	96.47%
Eye irritation	+	0.8914	89.14%
Skin irritation	-	0.8518	85.18%
Skin corrosion	-	0.9020	90.20%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8095	80.95%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.9000	90.00%
skin sensitisation	-	0.9390	93.90%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6893	68.93%
Acute Oral Toxicity (c)	III	0.8003	80.03%
Estrogen receptor binding	-	0.9053	90.53%
Androgen receptor binding	-	0.9280	92.80%
Thyroid receptor binding	-	0.9153	91.53%
Glucocorticoid receptor binding	-	0.8865	88.65%
Aromatase binding	-	0.8514	85.14%
PPAR gamma	-	0.7351	73.51%
Honey bee toxicity	-	0.9770	97.70%
Biodegradation	+	0.9000	90.00%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	-	0.9566	95.66%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	5.6 nM 5.6 nM	Potency Potency	via CMAUP via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.54%	83.82%
CHEMBL2581	P07339	Cathepsin D	86.86%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.15%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.67%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.12%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.42%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.82%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.27%	93.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Cremastra appendiculata

Cycas circinalis

Heteropolygonatum alte-lobatum

Isatis tinctoria

Morus alba

Ophiopogon japonicus