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

Details

• Internal ID: c41fa757-265b-48cb-ba22-1f498dc2514b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1S,2R,3R,4S,5S,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-6,18-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,9,16-tetrol
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6O)OC)O)O)OC)O)COC
• 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)O)COC
• InChI: InChI=1S/C24H39NO7/c1-5-25-10-21(11-30-2)7-6-15(26)23-13-8-12-14(31-3)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: BMZNJVXOLCBDPZ-FCXNFKKQSA-N
• Popularity: 0 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	-	0.4787	47.87%
Caco-2	-	0.6765	67.65%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.6563	65.63%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5295	52.95%
P-glycoprotein inhibitior	-	0.9056	90.56%
P-glycoprotein substrate	+	0.6248	62.48%
CYP3A4 substrate	+	0.7027	70.27%
CYP2C9 substrate	-	0.8202	82.02%
CYP2D6 substrate	+	0.3924	39.24%
CYP3A4 inhibition	-	0.9163	91.63%
CYP2C9 inhibition	-	0.8960	89.60%
CYP2C19 inhibition	-	0.8908	89.08%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.9338	93.38%
CYP2C8 inhibition	+	0.5777	57.77%
CYP inhibitory promiscuity	-	0.9667	96.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6155	61.55%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9274	92.74%
Skin irritation	-	0.7672	76.72%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.5934	59.34%
Human Ether-a-go-go-Related Gene inhibition	+	0.6773	67.73%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.7116	71.16%
skin sensitisation	-	0.8593	85.93%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8269	82.69%
Acute Oral Toxicity (c)	III	0.3894	38.94%
Estrogen receptor binding	+	0.7266	72.66%
Androgen receptor binding	+	0.7156	71.56%
Thyroid receptor binding	+	0.6515	65.15%
Glucocorticoid receptor binding	-	0.5379	53.79%
Aromatase binding	+	0.6685	66.85%
PPAR gamma	+	0.6069	60.69%
Honey bee toxicity	-	0.7316	73.16%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.6626	66.26%

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	98.87%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.68%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.91%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	94.82%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.67%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.14%	96.38%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	92.09%	95.52%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.37%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.05%	95.58%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.12%	91.03%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.67%	95.17%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	86.53%	98.99%
CHEMBL204	P00734	Thrombin	86.47%	96.01%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.28%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.98%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.40%	95.89%
CHEMBL1871	P10275	Androgen Receptor	85.19%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	85.11%	90.17%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.31%	95.36%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.25%	97.21%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.86%	97.50%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	82.84%	92.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.62%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.60%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.80%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.62%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.44%	97.14%

Plants that contains it

• Aconitum japonicum
• Aconitum leucostomum
• Aconitum variegatum
• Delphinium bicolor
• Delphinium glaucescens
• Delphinium grandiflorum
• Delphinium majus
• Delphinium pentagynum
• Delphinium scabriflorum
• Delphinium tatsienense
• Delphinium umbrosum
• Delphinium yunnanense

Cross-Links

• PubChem: 57525180
• LOTUS: LTS0181387
• wikiData: Q104938688