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

Details

• Internal ID: 806349a6-9fbf-41cb-ab88-09273697af37
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1S,2S,3S,4S,5R,6R,8S,9S,10S,13S,16S,17R,18R)-11-ethyl-6,8,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,9,16-triol
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6O)OC)OC)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)OC)O)OC)O)COC
• InChI: InChI=1S/C25H41NO7/c1-6-26-11-22(12-30-2)8-7-16(27)24-14-9-13-15(31-3)10-23(33-5,17(14)18(13)28)25(29,21(24)26)20(32-4)19(22)24/h13-21,27-29H,6-12H2,1-5H3/t13-,14-,15+,16-,17-,18-,19+,20+,21-,22-,23-,24-,25+/m0/s1
• InChI Key: ZUMVRGDGUZROMJ-YVNSXEBHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₁NO₇
• Molecular Weight: 467.60 g/mol
• Exact Mass: 467.28830265 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.27
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8000	80.00%
Caco-2	-	0.6396	63.96%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.6026	60.26%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9159	91.59%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5847	58.47%
P-glycoprotein inhibitior	-	0.8945	89.45%
P-glycoprotein substrate	+	0.6426	64.26%
CYP3A4 substrate	+	0.7076	70.76%
CYP2C9 substrate	-	0.8228	82.28%
CYP2D6 substrate	+	0.4426	44.26%
CYP3A4 inhibition	-	0.8448	84.48%
CYP2C9 inhibition	-	0.9097	90.97%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9123	91.23%
CYP1A2 inhibition	-	0.9414	94.14%
CYP2C8 inhibition	+	0.6373	63.73%
CYP inhibitory promiscuity	-	0.9484	94.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6034	60.34%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9161	91.61%
Skin irritation	-	0.7737	77.37%
Skin corrosion	-	0.9341	93.41%
Ames mutagenesis	-	0.5634	56.34%
Human Ether-a-go-go-Related Gene inhibition	+	0.6890	68.90%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6440	64.40%
skin sensitisation	-	0.8667	86.67%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7949	79.49%
Acute Oral Toxicity (c)	III	0.3951	39.51%
Estrogen receptor binding	+	0.7323	73.23%
Androgen receptor binding	+	0.7324	73.24%
Thyroid receptor binding	+	0.6857	68.57%
Glucocorticoid receptor binding	-	0.5212	52.12%
Aromatase binding	+	0.6925	69.25%
PPAR gamma	+	0.6436	64.36%
Honey bee toxicity	-	0.7577	75.77%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.6560	65.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.91%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.30%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.00%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.75%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.11%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.85%	85.14%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	93.59%	95.52%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.61%	95.58%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.27%	96.38%
CHEMBL1871	P10275	Androgen Receptor	89.13%	96.43%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.48%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.31%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.15%	96.95%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.99%	95.36%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.73%	95.17%
CHEMBL221	P23219	Cyclooxygenase-1	83.93%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.41%	95.89%
CHEMBL4302	P08183	P-glycoprotein 1	83.36%	92.98%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	83.23%	92.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.10%	92.62%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.69%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.31%	94.45%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.06%	97.50%
CHEMBL2996	Q05655	Protein kinase C delta	82.02%	97.79%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.80%	100.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.52%	98.99%

Plants that contains it

• Delphinium carduchorum
• Delphinium crispulum
• Delphinium grandiflorum
• Delphinium scabriflorum

Cross-Links

• PubChem: 163013302
• LOTUS: LTS0197632
• wikiData: Q105383848