2',4,5-Trimethoxyspiro[7-azatricyclo[4.3.3.01,6]dodec-4-ene-10,5'-cyclopent-2-ene]-1',3-dione

Details

• Internal ID: 352eb917-ccd2-47cc-92b7-79eff84054d8
• Taxonomy: Alkaloids and derivatives > Acutumine and related alkaloids
• IUPAC Name: 2',4,5-trimethoxyspiro[7-azatricyclo[4.3.3.01,6]dodec-4-ene-10,5'-cyclopent-2-ene]-1',3-dione
• SMILES (Canonical): COC1=CCC2(C1=O)CCC34C2(CCN3)CC(=O)C(=C4OC)OC
• SMILES (Isomeric): COC1=CCC2(C1=O)CCC34C2(CCN3)CC(=O)C(=C4OC)OC
• InChI: InChI=1S/C18H23NO5/c1-22-12-4-5-16(14(12)21)6-7-18-15(24-3)13(23-2)11(20)10-17(16,18)8-9-19-18/h4,19H,5-10H2,1-3H3
• InChI Key: YTYROCNIOIJAQT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₃NO₅
• Molecular Weight: 333.40 g/mol
• Exact Mass: 333.15762283 g/mol
• Topological Polar Surface Area (TPSA): 73.90 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	+	0.6074	60.74%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6937	69.37%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.9265	92.65%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9148	91.48%
P-glycoprotein inhibitior	-	0.8545	85.45%
P-glycoprotein substrate	-	0.7971	79.71%
CYP3A4 substrate	+	0.5480	54.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7641	76.41%
CYP3A4 inhibition	-	0.8759	87.59%
CYP2C9 inhibition	-	0.8549	85.49%
CYP2C19 inhibition	-	0.8676	86.76%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	-	0.6630	66.30%
CYP2C8 inhibition	-	0.8268	82.68%
CYP inhibitory promiscuity	-	0.8576	85.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5593	55.93%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8022	80.22%
Skin irritation	-	0.7231	72.31%
Skin corrosion	-	0.9119	91.19%
Ames mutagenesis	-	0.5766	57.66%
Human Ether-a-go-go-Related Gene inhibition	-	0.5887	58.87%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6004	60.04%
skin sensitisation	-	0.8471	84.71%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7469	74.69%
Acute Oral Toxicity (c)	III	0.5267	52.67%
Estrogen receptor binding	+	0.6223	62.23%
Androgen receptor binding	+	0.7215	72.15%
Thyroid receptor binding	+	0.5851	58.51%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.4885	48.85%
PPAR gamma	-	0.6264	62.64%
Honey bee toxicity	-	0.6823	68.23%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.6831	68.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.72%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.14%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.54%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.61%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	89.20%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.71%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.24%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.61%	95.56%
CHEMBL4208	P20618	Proteasome component C5	86.78%	90.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.68%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.13%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.36%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14380736
• LOTUS: LTS0170291
• wikiData: Q105362417