(1R,2R,3R,4R,5S,6S,8R,9R,10R,13R,16R,17S,18S)-11-ethyl-13-(hydroxymethyl)-6,16,18-trimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,9-triol

Details

• Internal ID: fe7b041d-c9c4-4a8c-a9ca-60ca87c929f7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1R,2R,3R,4R,5S,6S,8R,9R,10R,13R,16R,17S,18S)-11-ethyl-13-(hydroxymethyl)-6,16,18-trimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,9-triol
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6O)OC)O)O)OC)OC)CO
• SMILES (Isomeric): CCN1C[C@]2(CC[C@H]([C@]34[C@H]2[C@@H]([C@]([C@@H]31)([C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@@H]6O)OC)O)O)OC)OC)CO
• InChI: InChI=1S/C24H39NO7/c1-5-25-10-21(11-26)7-6-15(31-3)23-13-8-12-14(30-2)9-22(28,16(13)17(12)27)24(29,20(23)25)19(32-4)18(21)23/h12-20,26-29H,5-11H2,1-4H3/t12-,13-,14+,15-,16-,17-,18+,19+,20-,21-,22-,23-,24+/m1/s1
• InChI Key: NCFXPSTWPUGLEA-HLZRNPIISA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₉NO₇
• Molecular Weight: 453.60 g/mol
• Exact Mass: 453.27265258 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.38
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.7118	71.18%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.7184	71.84%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9153	91.53%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5939	59.39%
P-glycoprotein inhibitior	-	0.8810	88.10%
P-glycoprotein substrate	+	0.6249	62.49%
CYP3A4 substrate	+	0.7004	70.04%
CYP2C9 substrate	-	0.8182	81.82%
CYP2D6 substrate	+	0.3551	35.51%
CYP3A4 inhibition	-	0.9314	93.14%
CYP2C9 inhibition	-	0.8834	88.34%
CYP2C19 inhibition	-	0.8950	89.50%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	-	0.9279	92.79%
CYP2C8 inhibition	+	0.5401	54.01%
CYP inhibitory promiscuity	-	0.9713	97.13%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6422	64.22%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9241	92.41%
Skin irritation	-	0.7659	76.59%
Skin corrosion	-	0.9288	92.88%
Ames mutagenesis	-	0.6712	67.12%
Human Ether-a-go-go-Related Gene inhibition	+	0.7153	71.53%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.6866	68.66%
skin sensitisation	-	0.8568	85.68%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7906	79.06%
Acute Oral Toxicity (c)	III	0.4572	45.72%
Estrogen receptor binding	+	0.7399	73.99%
Androgen receptor binding	+	0.7246	72.46%
Thyroid receptor binding	+	0.6849	68.49%
Glucocorticoid receptor binding	-	0.4907	49.07%
Aromatase binding	+	0.6917	69.17%
PPAR gamma	+	0.6617	66.17%
Honey bee toxicity	-	0.7037	70.37%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.8702	87.02%

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	99.14%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.24%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	94.50%	95.93%
CHEMBL204	P00734	Thrombin	93.40%	96.01%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.31%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.48%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	92.07%	91.03%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.01%	96.61%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	88.96%	95.36%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.91%	95.58%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.23%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.50%	94.45%
CHEMBL230	P35354	Cyclooxygenase-2	87.06%	89.63%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.89%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.58%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	85.25%	97.79%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.97%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.66%	92.62%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	83.54%	92.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.42%	96.77%
CHEMBL3820	P35557	Hexokinase type IV	83.20%	91.96%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.80%	97.14%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.76%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	82.21%	95.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.07%	92.94%
CHEMBL1871	P10275	Androgen Receptor	81.54%	96.43%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.34%	100.00%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	81.04%	95.52%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.78%	95.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.31%	95.89%

Plants that contains it

• Delphinium elatum
• Delphinium scabriflorum

Cross-Links

• PubChem: 162991039
• LOTUS: LTS0240845
• wikiData: Q105177169