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

Details

• Internal ID: 21e7c607-9ec3-4922-8c64-57b7f7b544bf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5R,6S,8R,9R,10R,13S,16S,17R,18R)-8-acetyloxy-11-ethyl-6,16-dihydroxy-18-methoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] acetate
• InChI: InChI=1S/C27H41NO8/c1-6-28-11-25(12-33-4)8-7-18(32)27-16-9-15-17(31)10-26(36-14(3)30,19(16)21(15)35-13(2)29)20(24(27)28)22(34-5)23(25)27/h15-24,31-32H,6-12H2,1-5H3/t15-,16-,17+,18+,19-,20+,21+,22+,23-,24-,25+,26-,27+/m1/s1
• InChI Key: SWPQSEPVSHKEJQ-SASWHMJNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₁NO₈
• Molecular Weight: 507.60 g/mol
• Exact Mass: 507.28321727 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8215	82.15%
Caco-2	-	0.7219	72.19%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.5099	50.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8895	88.95%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6600	66.00%
P-glycoprotein inhibitior	-	0.6197	61.97%
P-glycoprotein substrate	+	0.6447	64.47%
CYP3A4 substrate	+	0.7155	71.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7096	70.96%
CYP3A4 inhibition	-	0.8492	84.92%
CYP2C9 inhibition	-	0.9127	91.27%
CYP2C19 inhibition	-	0.9185	91.85%
CYP2D6 inhibition	-	0.9489	94.89%
CYP1A2 inhibition	-	0.9130	91.30%
CYP2C8 inhibition	+	0.5476	54.76%
CYP inhibitory promiscuity	-	0.9663	96.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5825	58.25%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9230	92.30%
Skin irritation	-	0.7791	77.91%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3862	38.62%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5299	52.99%
skin sensitisation	-	0.8876	88.76%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7588	75.88%
Acute Oral Toxicity (c)	III	0.3686	36.86%
Estrogen receptor binding	+	0.8120	81.20%
Androgen receptor binding	+	0.6926	69.26%
Thyroid receptor binding	+	0.5896	58.96%
Glucocorticoid receptor binding	+	0.5634	56.34%
Aromatase binding	+	0.7007	70.07%
PPAR gamma	+	0.6551	65.51%
Honey bee toxicity	-	0.7093	70.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5137	51.37%
Fish aquatic toxicity	+	0.6921	69.21%

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	99.54%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.80%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.50%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.19%	85.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.69%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	95.09%	90.17%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	91.21%	87.16%
CHEMBL204	P00734	Thrombin	90.65%	96.01%
CHEMBL340	P08684	Cytochrome P450 3A4	90.51%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	89.51%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.51%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.45%	91.24%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	88.41%	95.52%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	87.83%	98.99%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.74%	97.21%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.47%	97.28%
CHEMBL2581	P07339	Cathepsin D	86.64%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.43%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.42%	93.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.29%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.98%	92.94%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.78%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.77%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.71%	94.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.60%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.34%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.98%	95.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.85%	95.58%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.44%	96.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.71%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.94%	91.03%
CHEMBL1871	P10275	Androgen Receptor	81.59%	96.43%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.03%	96.00%

Plants that contains it

• Delphinium staphisagria

Cross-Links

• PubChem: 163190585
• LOTUS: LTS0221135
• wikiData: Q105262807