Dehydrohyoscinamine

Details

• Internal ID: bb19ce04-f81e-47a8-bfd1-0a46e79917c4
• Taxonomy: Benzenoids > Benzene and substituted derivatives
• IUPAC Name: (8-methyl-8-azabicyclo[3.2.1]oct-2-en-3-yl) 2-phenylpropanoate
• SMILES (Canonical): CC(C1=CC=CC=C1)C(=O)OC2=CC3CCC(C2)N3C
• SMILES (Isomeric): CC(C1=CC=CC=C1)C(=O)OC2=CC3CCC(C2)N3C
• InChI: InChI=1S/C17H21NO2/c1-12(13-6-4-3-5-7-13)17(19)20-16-10-14-8-9-15(11-16)18(14)2/h3-7,10,12,14-15H,8-9,11H2,1-2H3
• InChI Key: LNFOOMVUSZBFCN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁NO₂
• Molecular Weight: 271.35 g/mol
• Exact Mass: 271.157228913 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• LNFOOMVUSZBFCN-UHFFFAOYSA-N
• 8-Methyl-8-azabicyclo[3.2.1]oct-2-en-3-yl hydratropate #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.8490	84.90%
Blood Brain Barrier	+	0.8358	83.58%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5130	51.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9536	95.36%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	+	0.9000	90.00%
BSEP inhibitior	-	0.7687	76.87%
P-glycoprotein inhibitior	-	0.8263	82.63%
P-glycoprotein substrate	-	0.7534	75.34%
CYP3A4 substrate	+	0.5207	52.07%
CYP2C9 substrate	-	0.8256	82.56%
CYP2D6 substrate	-	0.6632	66.32%
CYP3A4 inhibition	-	0.8786	87.86%
CYP2C9 inhibition	-	0.9029	90.29%
CYP2C19 inhibition	-	0.8251	82.51%
CYP2D6 inhibition	+	0.8023	80.23%
CYP1A2 inhibition	-	0.7920	79.20%
CYP2C8 inhibition	-	0.9414	94.14%
CYP inhibitory promiscuity	-	0.7782	77.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6029	60.29%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9853	98.53%
Skin irritation	-	0.7980	79.80%
Skin corrosion	-	0.9554	95.54%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3992	39.92%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.8606	86.06%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8249	82.49%
Acute Oral Toxicity (c)	III	0.6408	64.08%
Estrogen receptor binding	-	0.5810	58.10%
Androgen receptor binding	-	0.5752	57.52%
Thyroid receptor binding	-	0.5676	56.76%
Glucocorticoid receptor binding	-	0.5592	55.92%
Aromatase binding	+	0.6014	60.14%
PPAR gamma	-	0.6046	60.46%
Honey bee toxicity	-	0.8307	83.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.8487	84.87%

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	97.78%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.81%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.51%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	92.06%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	87.17%	83.82%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.96%	93.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.92%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.89%	86.33%
CHEMBL5028	O14672	ADAM10	84.35%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.99%	94.62%
CHEMBL2535	P11166	Glucose transporter	83.41%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.20%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	81.92%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.74%	97.25%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.12%	94.23%
CHEMBL4208	P20618	Proteasome component C5	81.02%	90.00%

Plants that contains it

• Datura stramonium

Cross-Links

• PubChem: 580032
• LOTUS: LTS0168516
• wikiData: Q105154313