Dihydrodioscorine

Details

• Internal ID: d44d475b-acfb-495c-ac8b-a201fd6cc9ed
• Taxonomy: Organoheterocyclic compounds > Azaspirodecane derivatives
• IUPAC Name: 2,4'-dimethylspiro[2-azabicyclo[2.2.2]octane-5,6'-oxane]-2'-one
• InChI: InChI=1S/C13H21NO2/c1-9-5-12(15)16-13(6-9)7-11-4-3-10(13)8-14(11)2/h9-11H,3-8H2,1-2H3
• InChI Key: KUBGFNFNLFGTGA-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₁NO₂
• Molecular Weight: 223.31 g/mol
• Exact Mass: 223.157228913 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• CHEBI:184336
• DTXSID101110667
• 2,4'-dimethylspiro[2-azabicyclo[2.2.2]octane-5,6'-oxane]-2'-one
• 4',5-Dimethyl-5-azaspiro[bicyclo[2.2.2]octane-2,2'-oxane]-6'-one
• 96552-66-8
• Spiro[2-azabicyclo[2.2.2]octane-5,2'-[2H]pyran]-6'(3'H)-one, dihydro-2,4'-dimethyl-, [1S-[1alpha,4alpha,5beta(R*)]]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9226	92.26%
Caco-2	+	0.8765	87.65%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5486	54.86%
OATP2B1 inhibitior	-	0.8508	85.08%
OATP1B1 inhibitior	+	0.9176	91.76%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8871	88.71%
P-glycoprotein inhibitior	-	0.9607	96.07%
P-glycoprotein substrate	-	0.6808	68.08%
CYP3A4 substrate	+	0.5919	59.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6768	67.68%
CYP3A4 inhibition	-	0.9652	96.52%
CYP2C9 inhibition	-	0.9736	97.36%
CYP2C19 inhibition	-	0.9353	93.53%
CYP2D6 inhibition	-	0.9027	90.27%
CYP1A2 inhibition	-	0.9170	91.70%
CYP2C8 inhibition	-	0.9792	97.92%
CYP inhibitory promiscuity	-	0.9956	99.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6112	61.12%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.8094	80.94%
Skin irritation	-	0.7173	71.73%
Skin corrosion	-	0.8395	83.95%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7351	73.51%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5727	57.27%
skin sensitisation	-	0.7713	77.13%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.7574	75.74%
Acute Oral Toxicity (c)	III	0.6295	62.95%
Estrogen receptor binding	-	0.8680	86.80%
Androgen receptor binding	-	0.5252	52.52%
Thyroid receptor binding	-	0.6786	67.86%
Glucocorticoid receptor binding	-	0.7328	73.28%
Aromatase binding	-	0.7624	76.24%
PPAR gamma	-	0.8852	88.52%
Honey bee toxicity	-	0.9116	91.16%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	-	0.7155	71.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.38%	97.25%
CHEMBL238	Q01959	Dopamine transporter	91.02%	95.88%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.94%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.89%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.87%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.22%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.29%	98.95%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	85.02%	92.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.57%	82.69%
CHEMBL4072	P07858	Cathepsin B	83.41%	93.67%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.33%	85.11%
CHEMBL217	P14416	Dopamine D2 receptor	83.01%	95.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.71%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.80%	95.89%

Plants that contains it

• Dioscorea dumetorum

Cross-Links

• PubChem: 15931602
• LOTUS: LTS0040429
• wikiData: Q105146054