[(1S,2R,3R,4S,5R,6S,8S,9S,10R,13S,16S,17R)-8-acetyloxy-11-ethyl-16-hydroxy-6-methoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] acetate

Details

• Internal ID: 4e48c3b0-bde6-4339-9d8a-96b4d90864f5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5R,6S,8S,9S,10R,13S,16S,17R)-8-acetyloxy-11-ethyl-16-hydroxy-6-methoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] acetate
• SMILES (Canonical): CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4C5C6OC(=O)C)OC)OC(=O)C)O)COC
• SMILES (Isomeric): CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2C[C@@H]([C@H]31)[C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6OC(=O)C)OC)OC(=O)C)O)COC
• InChI: InChI=1S/C27H41NO7/c1-6-28-12-25(13-32-4)8-7-21(31)27-17-9-16-19(33-5)11-26(35-15(3)30,18(24(27)28)10-20(25)27)22(17)23(16)34-14(2)29/h16-24,31H,6-13H2,1-5H3/t16-,17-,18+,19+,20-,21+,22-,23+,24-,25+,26+,27-/m1/s1
• InChI Key: DEDNAUCJRZZDNT-ULSKSHAYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₁NO₇
• Molecular Weight: 491.60 g/mol
• Exact Mass: 491.28830265 g/mol
• Topological Polar Surface Area (TPSA): 94.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8669	86.69%
Caco-2	-	0.6473	64.73%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Lysosomes	0.5327	53.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8982	89.82%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6529	65.29%
P-glycoprotein inhibitior	-	0.5941	59.41%
P-glycoprotein substrate	+	0.6167	61.67%
CYP3A4 substrate	+	0.7145	71.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7096	70.96%
CYP3A4 inhibition	-	0.8206	82.06%
CYP2C9 inhibition	-	0.8976	89.76%
CYP2C19 inhibition	-	0.9195	91.95%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.9094	90.94%
CYP2C8 inhibition	+	0.5850	58.50%
CYP inhibitory promiscuity	-	0.9639	96.39%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5993	59.93%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.7761	77.61%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4667	46.67%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.6388	63.88%
skin sensitisation	-	0.8854	88.54%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6628	66.28%
Acute Oral Toxicity (c)	III	0.4807	48.07%
Estrogen receptor binding	+	0.8290	82.90%
Androgen receptor binding	+	0.7217	72.17%
Thyroid receptor binding	+	0.5560	55.60%
Glucocorticoid receptor binding	+	0.5447	54.47%
Aromatase binding	+	0.6906	69.06%
PPAR gamma	+	0.6554	65.54%
Honey bee toxicity	-	0.7275	72.75%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5983	59.83%
Fish aquatic toxicity	+	0.6797	67.97%

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	99.27%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.68%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.54%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.82%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	92.59%	90.17%
CHEMBL204	P00734	Thrombin	92.38%	96.01%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.83%	85.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.17%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	91.00%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.18%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.55%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.66%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.52%	95.58%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	87.44%	95.52%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.88%	94.33%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	86.80%	98.99%
CHEMBL2581	P07339	Cathepsin D	86.06%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.80%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.63%	95.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.53%	91.03%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.06%	92.86%
CHEMBL226	P30542	Adenosine A1 receptor	83.96%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.72%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.43%	94.08%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.35%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	81.94%	92.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.84%	90.24%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.36%	82.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.14%	93.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.67%	97.28%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.43%	95.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.34%	97.50%

Plants that contains it

• Delphinium pyramidale

Cross-Links

• PubChem: 102316682
• LOTUS: LTS0034123
• wikiData: Q104977115