6-Hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-hydroxy-3-phenylpropanoate

Details

• Internal ID: 1578c607-8cb1-47da-84f9-01938dc953d8
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: (6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 2-hydroxy-3-phenylpropanoate
• InChI: InChI=1S/C17H23NO4/c1-18-12-8-13(10-14(18)15(19)9-12)22-17(21)16(20)7-11-5-3-2-4-6-11/h2-6,12-16,19-20H,7-10H2,1H3
• InChI Key: HJHAFGCQRMACPE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO₄
• Molecular Weight: 305.40 g/mol
• Exact Mass: 305.16270821 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• HJHAFGCQRMACPE-UHFFFAOYSA-N
• 6-Hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-hydroxy-3-phenylpropanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8785	87.85%
Caco-2	+	0.5160	51.60%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.5114	51.14%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.9097	90.97%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6546	65.46%
P-glycoprotein inhibitior	-	0.8311	83.11%
P-glycoprotein substrate	-	0.6300	63.00%
CYP3A4 substrate	+	0.6199	61.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4628	46.28%
CYP3A4 inhibition	-	0.9446	94.46%
CYP2C9 inhibition	-	0.9141	91.41%
CYP2C19 inhibition	-	0.9202	92.02%
CYP2D6 inhibition	-	0.8605	86.05%
CYP1A2 inhibition	-	0.8961	89.61%
CYP2C8 inhibition	-	0.8544	85.44%
CYP inhibitory promiscuity	-	0.9531	95.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9607	96.07%
Carcinogenicity (trinary)	Non-required	0.6213	62.13%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9639	96.39%
Skin irritation	-	0.7960	79.60%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5236	52.36%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5109	51.09%
skin sensitisation	-	0.8880	88.80%
Respiratory toxicity	+	0.9444	94.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8936	89.36%
Acute Oral Toxicity (c)	III	0.6421	64.21%
Estrogen receptor binding	-	0.4832	48.32%
Androgen receptor binding	-	0.5694	56.94%
Thyroid receptor binding	-	0.7002	70.02%
Glucocorticoid receptor binding	-	0.6272	62.72%
Aromatase binding	+	0.5403	54.03%
PPAR gamma	-	0.6296	62.96%
Honey bee toxicity	-	0.9108	91.08%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.3829	38.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.78%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.21%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.93%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	90.21%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.02%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.43%	94.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.71%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.56%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.78%	96.95%
CHEMBL5028	O14672	ADAM10	82.60%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.88%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.29%	97.09%
CHEMBL238	Q01959	Dopamine transporter	80.59%	95.88%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.04%	91.11%

Plants that contains it

• Hyoscyamus albus

Cross-Links

• PubChem: 91700477
• LOTUS: LTS0259144
• wikiData: Q104375693