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

Details

• Internal ID: 37c2d368-b990-4565-8b4c-dcf0194b4411
• 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-16-hydroxy-6,18-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] acetate
• InChI: InChI=1S/C28H43NO8/c1-7-29-12-26(13-33-4)9-8-19(32)28-17-10-16-18(34-5)11-27(37-15(3)31,20(17)22(16)36-14(2)30)21(25(28)29)23(35-6)24(26)28/h16-25,32H,7-13H2,1-6H3/t16-,17-,18+,19+,20-,21+,22+,23+,24-,25-,26+,27-,28+/m1/s1
• InChI Key: HRNMOJZLZGYPOJ-BJWNYVHPSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₃NO₈
• Molecular Weight: 521.60 g/mol
• Exact Mass: 521.29886733 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 7

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	-	0.6664	66.64%
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	+	0.8958	89.58%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7049	70.49%
P-glycoprotein inhibitior	-	0.5724	57.24%
P-glycoprotein substrate	+	0.6225	62.25%
CYP3A4 substrate	+	0.7205	72.05%
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	+	0.5762	57.62%
CYP inhibitory promiscuity	-	0.9639	96.39%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5993	59.93%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.7761	77.61%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4071	40.71%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5089	50.89%
skin sensitisation	-	0.8854	88.54%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6323	63.23%
Acute Oral Toxicity (c)	III	0.4807	48.07%
Estrogen receptor binding	+	0.8128	81.28%
Androgen receptor binding	+	0.7034	70.34%
Thyroid receptor binding	+	0.5755	57.55%
Glucocorticoid receptor binding	+	0.5460	54.60%
Aromatase binding	+	0.6843	68.43%
PPAR gamma	+	0.6821	68.21%
Honey bee toxicity	-	0.7261	72.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5483	54.83%
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	99.49%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.45%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.39%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.07%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	95.63%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.93%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	90.68%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	90.42%	83.82%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.16%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.72%	97.09%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	89.49%	98.99%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	87.83%	95.52%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.42%	97.28%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.40%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.10%	96.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.03%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.45%	100.00%
CHEMBL204	P00734	Thrombin	86.25%	96.01%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.05%	95.50%
CHEMBL2581	P07339	Cathepsin D	85.82%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.58%	93.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.01%	94.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.75%	97.50%
CHEMBL226	P30542	Adenosine A1 receptor	84.38%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.34%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.08%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.74%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.71%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.69%	92.94%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.48%	91.03%
CHEMBL1871	P10275	Androgen Receptor	82.35%	96.43%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.31%	94.08%
CHEMBL5255	O00206	Toll-like receptor 4	81.34%	92.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.05%	92.86%

Plants that contains it

• Delphinium pictum
• Delphinium staphisagria

Cross-Links

• PubChem: 97032085
• LOTUS: LTS0247295
• wikiData: Q104397714