[(1S,2R,3R,4S,5S,6S,8R,9R,10R,13R,16S,17R,18R)-11-ethyl-4-hydroxy-6,8,16-trimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-18-yl] acetate

Details

• Internal ID: 4a1c8211-63a2-466c-b840-ec5407fa8b70
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5S,6S,8R,9R,10R,13R,16S,17R,18R)-11-ethyl-4-hydroxy-6,8,16-trimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-18-yl] acetate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)C5(CC(C6CC4C5C6O)OC)OC)OC(=O)C)OC)C
• SMILES (Isomeric): CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@H]([C@@H]([C@H]31)[C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6O)OC)OC)OC(=O)C)OC)C
• InChI: InChI=1S/C26H41NO6/c1-7-27-12-24(3)9-8-17(31-5)26-15-10-14-16(30-4)11-25(32-6,18(15)20(14)29)19(23(26)27)21(22(24)26)33-13(2)28/h14-23,29H,7-12H2,1-6H3/t14-,15-,16+,17+,18-,19+,20+,21+,22-,23-,24+,25-,26+/m1/s1
• InChI Key: FWZLYKYJQSQEPN-DKHSYLGWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₁NO₆
• Molecular Weight: 463.60 g/mol
• Exact Mass: 463.29338803 g/mol
• Topological Polar Surface Area (TPSA): 77.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7793	77.93%
Caco-2	-	0.5175	51.75%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4341	43.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9092	90.92%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.4930	49.30%
P-glycoprotein inhibitior	-	0.7162	71.62%
P-glycoprotein substrate	+	0.5496	54.96%
CYP3A4 substrate	+	0.7138	71.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7096	70.96%
CYP3A4 inhibition	-	0.9210	92.10%
CYP2C9 inhibition	-	0.8967	89.67%
CYP2C19 inhibition	-	0.9281	92.81%
CYP2D6 inhibition	-	0.9119	91.19%
CYP1A2 inhibition	-	0.8987	89.87%
CYP2C8 inhibition	+	0.4916	49.16%
CYP inhibitory promiscuity	-	0.9542	95.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6164	61.64%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9391	93.91%
Skin irritation	-	0.7855	78.55%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6446	64.46%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5694	56.94%
skin sensitisation	-	0.8814	88.14%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6847	68.47%
Acute Oral Toxicity (c)	III	0.6315	63.15%
Estrogen receptor binding	+	0.7944	79.44%
Androgen receptor binding	+	0.6793	67.93%
Thyroid receptor binding	+	0.6251	62.51%
Glucocorticoid receptor binding	+	0.5669	56.69%
Aromatase binding	+	0.6663	66.63%
PPAR gamma	+	0.6995	69.95%
Honey bee toxicity	-	0.6662	66.62%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.6891	68.91%

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	99.73%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.08%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	96.87%	95.58%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.57%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	96.22%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.70%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.78%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.36%	96.77%
CHEMBL204	P00734	Thrombin	91.01%	96.01%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.48%	96.38%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.15%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	87.83%	91.19%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	87.68%	95.36%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.90%	93.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.85%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.74%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.71%	92.94%
CHEMBL5255	O00206	Toll-like receptor 4	86.51%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.90%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.95%	95.89%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	83.94%	95.52%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.30%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.14%	100.00%
CHEMBL1871	P10275	Androgen Receptor	82.60%	96.43%
CHEMBL2581	P07339	Cathepsin D	82.51%	98.95%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.47%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.21%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.97%	86.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.88%	82.50%
CHEMBL256	P0DMS8	Adenosine A3 receptor	80.29%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.07%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.01%	82.69%

Plants that contains it

• Delphinium gueneri
• Delphinium munzianum
• Delphinium peregrinum
• Delphinium virgatum

Cross-Links

• PubChem: 101625139
• LOTUS: LTS0234922
• wikiData: Q104400329