Aspidofractinine, 1-acetyl-17-methoxy-

Details

• Internal ID: dc9e5ea4-5aef-42d9-b798-014bf722ab19
• Taxonomy: Alkaloids and derivatives > Aspidofractine alkaloids
• IUPAC Name: 1-(4-methoxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-trien-2-yl)ethanone
• SMILES (Canonical): CC(=O)N1C2=C(C=CC=C2OC)C34C15CCC6(C3N(CCC6)CC4)CC5
• SMILES (Isomeric): CC(=O)N1C2=C(C=CC=C2OC)C34C15CCC6(C3N(CCC6)CC4)CC5
• InChI: InChI=1S/C22H28N2O2/c1-15(25)24-18-16(5-3-6-17(18)26-2)22-12-14-23-13-4-7-20(19(22)23)8-10-21(22,24)11-9-20/h3,5-6,19H,4,7-14H2,1-2H3
• InChI Key: PGRMOTGVMPDJPT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈N₂O₂
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.215078140 g/mol
• Topological Polar Surface Area (TPSA): 32.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 1-Acetyl-17-methoxyaspidofractinine #
• Aspidofractinine, 1-acetyl-17-methoxy-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	+	0.7422	74.22%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7460	74.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9459	94.59%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.7250	72.50%
BSEP inhibitior	+	0.7486	74.86%
P-glycoprotein inhibitior	-	0.6659	66.59%
P-glycoprotein substrate	-	0.5443	54.43%
CYP3A4 substrate	+	0.6511	65.11%
CYP2C9 substrate	-	0.8176	81.76%
CYP2D6 substrate	+	0.4404	44.04%
CYP3A4 inhibition	+	0.8972	89.72%
CYP2C9 inhibition	-	0.8674	86.74%
CYP2C19 inhibition	-	0.6550	65.50%
CYP2D6 inhibition	-	0.5452	54.52%
CYP1A2 inhibition	-	0.5111	51.11%
CYP2C8 inhibition	-	0.7316	73.16%
CYP inhibitory promiscuity	+	0.5438	54.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6694	66.94%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9793	97.93%
Skin irritation	-	0.8156	81.56%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7812	78.12%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5171	51.71%
skin sensitisation	-	0.8662	86.62%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.5999	59.99%
Acute Oral Toxicity (c)	III	0.5096	50.96%
Estrogen receptor binding	+	0.5331	53.31%
Androgen receptor binding	+	0.7241	72.41%
Thyroid receptor binding	+	0.5751	57.51%
Glucocorticoid receptor binding	-	0.5252	52.52%
Aromatase binding	-	0.5766	57.66%
PPAR gamma	-	0.5074	50.74%
Honey bee toxicity	-	0.9143	91.43%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5803	58.03%
Fish aquatic toxicity	-	0.4564	45.64%

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	98.76%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.80%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.33%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.26%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.90%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.32%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.75%	91.11%
CHEMBL5028	O14672	ADAM10	85.23%	97.50%
CHEMBL2535	P11166	Glucose transporter	84.02%	98.75%
CHEMBL1914	P06276	Butyrylcholinesterase	83.47%	95.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.50%	94.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.13%	93.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.61%	85.14%

Plants that contains it

• Aspidosperma pyrifolium

Cross-Links

• PubChem: 572913
• LOTUS: LTS0104617
• wikiData: Q105208622