11-Chloro-4'-hydroxy-3',4,5-trimethoxyspiro[7-azatricyclo[4.3.3.01,6]dodec-4-ene-10,5'-cyclopent-2-ene]-1',3-dione

Details

• Internal ID: d6f824ae-7b3e-491c-a3fa-171942256588
• Taxonomy: Alkaloids and derivatives > Acutumine and related alkaloids
• IUPAC Name: 11-chloro-4'-hydroxy-3',4,5-trimethoxyspiro[7-azatricyclo[4.3.3.01,6]dodec-4-ene-10,5'-cyclopent-2-ene]-1',3-dione
• SMILES (Canonical): COC1=CC(=O)C2(C1O)C(CC34C2(CCN3)CC(=O)C(=C4OC)OC)Cl
• SMILES (Isomeric): COC1=CC(=O)C2(C1O)C(CC34C2(CCN3)CC(=O)C(=C4OC)OC)Cl
• InChI: InChI=1S/C18H22ClNO6/c1-24-10-6-12(22)18(14(10)23)11(19)8-17-15(26-3)13(25-2)9(21)7-16(17,18)4-5-20-17/h6,11,14,20,23H,4-5,7-8H2,1-3H3
• InChI Key: SBALNGLYQFMKPR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂ClNO₆
• Molecular Weight: 383.80 g/mol
• Exact Mass: 383.1135651 g/mol
• Topological Polar Surface Area (TPSA): 94.10 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): 0.65
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	-	0.5210	52.10%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7142	71.42%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8969	89.69%
OATP1B3 inhibitior	+	0.9286	92.86%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8866	88.66%
P-glycoprotein inhibitior	-	0.7606	76.06%
P-glycoprotein substrate	+	0.5331	53.31%
CYP3A4 substrate	+	0.6314	63.14%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.7734	77.34%
CYP3A4 inhibition	-	0.8068	80.68%
CYP2C9 inhibition	-	0.8179	81.79%
CYP2C19 inhibition	-	0.7647	76.47%
CYP2D6 inhibition	-	0.8649	86.49%
CYP1A2 inhibition	-	0.7225	72.25%
CYP2C8 inhibition	-	0.8633	86.33%
CYP inhibitory promiscuity	-	0.8760	87.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8144	81.44%
Carcinogenicity (trinary)	Non-required	0.4549	45.49%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9663	96.63%
Skin irritation	-	0.7126	71.26%
Skin corrosion	-	0.9103	91.03%
Ames mutagenesis	+	0.5634	56.34%
Human Ether-a-go-go-Related Gene inhibition	-	0.6934	69.34%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5166	51.66%
skin sensitisation	-	0.8401	84.01%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.8699	86.99%
Acute Oral Toxicity (c)	III	0.5325	53.25%
Estrogen receptor binding	+	0.7668	76.68%
Androgen receptor binding	+	0.7506	75.06%
Thyroid receptor binding	+	0.7124	71.24%
Glucocorticoid receptor binding	+	0.7292	72.92%
Aromatase binding	-	0.4883	48.83%
PPAR gamma	+	0.6111	61.11%
Honey bee toxicity	-	0.6566	65.66%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.4767	47.67%

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	97.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.93%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.00%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.33%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	90.39%	98.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.30%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.31%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.57%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.25%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	83.60%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.29%	93.00%

Plants that contains it

• Hypserpa nitida
• Menispermum dauricum
• Sinomenium acutum

Cross-Links

• PubChem: 4485347
• LOTUS: LTS0091151
• wikiData: Q105249280