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

Details

• Internal ID: e8e720b0-28cf-4f13-9fbc-037e73085437
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5R,6S,8R,9R,10R,13R,16S,17R,18R)-11-ethyl-4,6,8,16-tetramethoxy-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(C6CC4C5C6OC)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]6OC)OC)OC)OC(=O)C)OC)C
• InChI: InChI=1S/C27H43NO6/c1-8-28-13-25(3)10-9-18(31-5)27-16-11-15-17(30-4)12-26(33-7,19(16)21(15)32-6)20(24(27)28)22(23(25)27)34-14(2)29/h15-24H,8-13H2,1-7H3/t15-,16-,17+,18+,19-,20+,21+,22+,23-,24-,25+,26-,27+/m1/s1
• InChI Key: HDJTYWHSCLRAAH-SASWHMJNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₃NO₆
• Molecular Weight: 477.60 g/mol
• Exact Mass: 477.30903809 g/mol
• Topological Polar Surface Area (TPSA): 66.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8545	85.45%
Caco-2	+	0.5420	54.20%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4489	44.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9020	90.20%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5565	55.65%
P-glycoprotein inhibitior	-	0.5812	58.12%
P-glycoprotein substrate	+	0.5102	51.02%
CYP3A4 substrate	+	0.7100	71.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7086	70.86%
CYP3A4 inhibition	-	0.8977	89.77%
CYP2C9 inhibition	-	0.9213	92.13%
CYP2C19 inhibition	-	0.9164	91.64%
CYP2D6 inhibition	-	0.8414	84.14%
CYP1A2 inhibition	-	0.8795	87.95%
CYP2C8 inhibition	+	0.5442	54.42%
CYP inhibitory promiscuity	-	0.9291	92.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5967	59.67%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9155	91.55%
Skin irritation	-	0.7948	79.48%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7428	74.28%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5694	56.94%
skin sensitisation	-	0.8669	86.69%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6862	68.62%
Acute Oral Toxicity (c)	III	0.6817	68.17%
Estrogen receptor binding	+	0.8107	81.07%
Androgen receptor binding	+	0.6960	69.60%
Thyroid receptor binding	+	0.6404	64.04%
Glucocorticoid receptor binding	+	0.5918	59.18%
Aromatase binding	+	0.6627	66.27%
PPAR gamma	+	0.7472	74.72%
Honey bee toxicity	-	0.6715	67.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.6923	69.23%

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	99.68%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.07%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.16%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	94.98%	83.82%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.92%	95.58%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.80%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.48%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	90.12%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.90%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.48%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.20%	92.94%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	87.66%	95.36%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.35%	93.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.77%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	85.68%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.69%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.62%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.39%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.29%	97.28%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.61%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.42%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.30%	92.62%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	83.18%	95.52%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.85%	100.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.67%	98.99%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.54%	96.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.42%	91.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.36%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.18%	97.14%
CHEMBL1871	P10275	Androgen Receptor	80.58%	96.43%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.38%	89.50%

Plants that contains it

• Delphinium gueneri

Cross-Links

• PubChem: 162953185
• LOTUS: LTS0040515
• wikiData: Q105026386