4-(5-Hydroxy-2-methyl-2-azabicyclo[2.2.2]octan-5-yl)-3-methylbutanoic acid

Details

• Internal ID: e0209bda-837c-47f8-97a7-3e13f500f0e2
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Heterocyclic fatty acids
• IUPAC Name: 4-(5-hydroxy-2-methyl-2-azabicyclo[2.2.2]octan-5-yl)-3-methylbutanoic acid
• InChI: InChI=1S/C13H23NO3/c1-9(5-12(15)16)6-13(17)7-11-4-3-10(13)8-14(11)2/h9-11,17H,3-8H2,1-2H3,(H,15,16)
• InChI Key: YWVYEZNFPRWGMM-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₃NO₃
• Molecular Weight: 241.33 g/mol
• Exact Mass: 241.16779360 g/mol
• Topological Polar Surface Area (TPSA): 60.80 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 4-(5-Hydroxy-2-methyl-2-azabicyclo[2.2.2]octan-5-yl)-3-methylbutanoic acid
• 4-{5-hydroxy-2-methyl-2-azabicyclo[2.2.2]octan-5-yl}-3-methylbutanoic acid
• CHEBI:173742

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8781	87.81%
Caco-2	+	0.8159	81.59%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6122	61.22%
OATP2B1 inhibitior	-	0.8491	84.91%
OATP1B1 inhibitior	+	0.9525	95.25%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9183	91.83%
P-glycoprotein inhibitior	-	0.9412	94.12%
P-glycoprotein substrate	-	0.5898	58.98%
CYP3A4 substrate	+	0.5522	55.22%
CYP2C9 substrate	-	0.6103	61.03%
CYP2D6 substrate	-	0.7452	74.52%
CYP3A4 inhibition	-	0.9807	98.07%
CYP2C9 inhibition	-	0.9421	94.21%
CYP2C19 inhibition	-	0.9671	96.71%
CYP2D6 inhibition	-	0.8837	88.37%
CYP1A2 inhibition	-	0.9197	91.97%
CYP2C8 inhibition	-	0.9847	98.47%
CYP inhibitory promiscuity	-	0.9969	99.69%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6570	65.70%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.7190	71.90%
Skin irritation	-	0.7483	74.83%
Skin corrosion	-	0.9126	91.26%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7346	73.46%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6094	60.94%
skin sensitisation	-	0.8436	84.36%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7358	73.58%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.4496	44.96%
Acute Oral Toxicity (c)	III	0.6715	67.15%
Estrogen receptor binding	+	0.5504	55.04%
Androgen receptor binding	-	0.7318	73.18%
Thyroid receptor binding	-	0.4914	49.14%
Glucocorticoid receptor binding	-	0.5545	55.45%
Aromatase binding	-	0.5708	57.08%
PPAR gamma	-	0.8112	81.12%
Honey bee toxicity	-	0.9441	94.41%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	-	0.6319	63.19%

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	98.02%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.86%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	92.45%	90.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.65%	96.38%
CHEMBL2581	P07339	Cathepsin D	90.16%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.11%	96.47%
CHEMBL274	P51681	C-C chemokine receptor type 5	89.09%	98.77%
CHEMBL238	Q01959	Dopamine transporter	85.64%	95.88%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.07%	96.77%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.40%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.82%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.01%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.64%	91.19%
CHEMBL268	P43235	Cathepsin K	80.17%	96.85%

Plants that contains it

• Dioscorea dumetorum

Cross-Links

• PubChem: 10060255
• LOTUS: LTS0183511
• wikiData: Q105367392