3,4-Dihydroxypipecolic acid

Details

• Internal ID: ae9d2ebe-1aaf-472b-93f5-3077e7d773ab
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids
• IUPAC Name: 3,4-dihydroxypiperidine-2-carboxylic acid
• SMILES (Canonical): C1CNC(C(C1O)O)C(=O)O
• SMILES (Isomeric): C1CNC(C(C1O)O)C(=O)O
• InChI: InChI=1S/C6H11NO4/c8-3-1-2-7-4(5(3)9)6(10)11/h3-5,7-9H,1-2H2,(H,10,11)
• InChI Key: SUCGXPHEYBRFIL-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₁NO₄
• Molecular Weight: 161.16 g/mol
• Exact Mass: 161.06880783 g/mol
• Topological Polar Surface Area (TPSA): 89.80 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -1.85
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• SCHEMBL3578701
• 3,4-dihydroxypiperidine-2-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6519	65.19%
Caco-2	-	0.9607	96.07%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6062	60.62%
OATP2B1 inhibitior	-	0.8482	84.82%
OATP1B1 inhibitior	+	0.9638	96.38%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9825	98.25%
P-glycoprotein inhibitior	-	0.9819	98.19%
P-glycoprotein substrate	-	0.9596	95.96%
CYP3A4 substrate	-	0.6582	65.82%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.7155	71.55%
CYP3A4 inhibition	-	0.9951	99.51%
CYP2C9 inhibition	-	0.9624	96.24%
CYP2C19 inhibition	-	0.9731	97.31%
CYP2D6 inhibition	-	0.9581	95.81%
CYP1A2 inhibition	-	0.9358	93.58%
CYP2C8 inhibition	-	0.9869	98.69%
CYP inhibitory promiscuity	-	0.9972	99.72%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7711	77.11%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.8033	80.33%
Skin irritation	-	0.7232	72.32%
Skin corrosion	-	0.8858	88.58%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7874	78.74%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8770	87.70%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5881	58.81%
Acute Oral Toxicity (c)	III	0.6005	60.05%
Estrogen receptor binding	-	0.9066	90.66%
Androgen receptor binding	-	0.8042	80.42%
Thyroid receptor binding	-	0.8007	80.07%
Glucocorticoid receptor binding	-	0.7882	78.82%
Aromatase binding	-	0.9021	90.21%
PPAR gamma	-	0.7410	74.10%
Honey bee toxicity	-	0.9169	91.69%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.9931	99.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.90%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.50%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.91%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.25%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	80.76%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	80.75%	92.50%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	80.28%	96.03%

Plants that contains it

• Gardenia jasminoides

Cross-Links

• PubChem: 14523449
• NPASS: NPC200385