L-pipecolate

Details

• Internal ID: d84b80f5-684d-4b5c-8c8d-ed76692ea386
• 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)-piperidin-1-ium-2-carboxylate
• SMILES (Canonical): C1CC[NH2+]C(C1)C(=O)[O-]
• SMILES (Isomeric): C1CC[NH2+][C@@H](C1)C(=O)[O-]
• InChI: InChI=1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)/t5-/m0/s1
• InChI Key: HXEACLLIILLPRG-YFKPBYRVSA-N
• Popularity: 36 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.16 g/mol
• Exact Mass: 129.078978594 g/mol
• Topological Polar Surface Area (TPSA): 56.70 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.15
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• (S)-pipecolate
• L-pipecolic acid zwitterion
• CHEBI:61185
• (2S)-piperidinium-2-carboxylate
• dl-homoproline, dl-pipecolic acid
• (S)-2-carboxypiperidinium betaine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9822	98.22%
Caco-2	-	0.7823	78.23%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Lysosomes	0.6709	67.09%
OATP2B1 inhibitior	-	0.8261	82.61%
OATP1B1 inhibitior	+	0.9511	95.11%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9706	97.06%
P-glycoprotein inhibitior	-	0.9907	99.07%
P-glycoprotein substrate	-	0.9826	98.26%
CYP3A4 substrate	-	0.6355	63.55%
CYP2C9 substrate	-	0.6077	60.77%
CYP2D6 substrate	-	0.8174	81.74%
CYP3A4 inhibition	-	0.9909	99.09%
CYP2C9 inhibition	-	0.9561	95.61%
CYP2C19 inhibition	-	0.9663	96.63%
CYP2D6 inhibition	-	0.9011	90.11%
CYP1A2 inhibition	-	0.8460	84.60%
CYP2C8 inhibition	-	0.9613	96.13%
CYP inhibitory promiscuity	-	0.9925	99.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6880	68.80%
Eye corrosion	-	0.7675	76.75%
Eye irritation	+	0.9773	97.73%
Skin irritation	+	0.5459	54.59%
Skin corrosion	-	0.6142	61.42%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7860	78.60%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.9260	92.60%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5991	59.91%
Acute Oral Toxicity (c)	III	0.4324	43.24%
Estrogen receptor binding	-	0.9430	94.30%
Androgen receptor binding	-	0.7288	72.88%
Thyroid receptor binding	-	0.9153	91.53%
Glucocorticoid receptor binding	-	0.9056	90.56%
Aromatase binding	-	0.8430	84.30%
PPAR gamma	-	0.8126	81.26%
Honey bee toxicity	-	0.9231	92.31%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.9405	94.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL241	Q14432	Phosphodiesterase 3A	83.01%	92.94%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.19%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	82.12%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	80.95%	92.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.31%	96.09%

Plants that contains it

• Alkanna cappadocica
• Angelica acutiloba
• Angelica gigas
• Angelica sinensis
• Artemisia rupestris subsp. rupestris
• Atalantia racemosa
• Buddleja cordata
• Crambe tatarica
• Diospyros eriantha
• Fritillaria monantha
• Hoffmannia strigillosa
• Humulus lupulus
• Millettia erythrocalyx
• Myrsine lancifolia
• Ononis vaginalis
• Pogostemon cablin
• Pteris semipinnata
• Salvia hispanica
• Scorzonera pseudodivaricata
• Stenocereus griseus
• Syncarpia hillii

Cross-Links

• PubChem: 6931663
• NPASS: NPC276928