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

Details

• Internal ID: 29163801-86e3-47ef-84ac-548d8dfbecb2
• 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-13-(hydroxymethyl)-6,18-dimethoxy-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)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)O)CO
• InChI: InChI=1S/C23H37NO7/c1-4-24-9-20(10-25)6-5-14(26)22-12-7-11-13(30-2)8-21(28,15(12)16(11)27)23(29,19(22)24)18(31-3)17(20)22/h11-19,25-29H,4-10H2,1-3H3/t11-,12-,13+,14+,15-,16+,17-,18+,19+,20+,21-,22+,23-/m1/s1
• InChI Key: PNKADVXQUJDNSJ-WBBRWVNZSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₇NO₇
• Molecular Weight: 439.50 g/mol
• Exact Mass: 439.25700252 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.04
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

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	-	0.7407	74.07%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.7184	71.84%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9215	92.15%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6677	66.77%
P-glycoprotein inhibitior	-	0.8883	88.83%
P-glycoprotein substrate	+	0.6148	61.48%
CYP3A4 substrate	+	0.6954	69.54%
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	+	0.5060	50.60%
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	-	0.9327	93.27%
Skin irritation	-	0.7659	76.59%
Skin corrosion	-	0.9288	92.88%
Ames mutagenesis	-	0.6612	66.12%
Human Ether-a-go-go-Related Gene inhibition	+	0.7076	70.76%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.6991	69.91%
skin sensitisation	-	0.8568	85.68%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8166	81.66%
Acute Oral Toxicity (c)	III	0.4572	45.72%
Estrogen receptor binding	+	0.6936	69.36%
Androgen receptor binding	+	0.7191	71.91%
Thyroid receptor binding	+	0.6810	68.10%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6551	65.51%
PPAR gamma	+	0.6030	60.30%
Honey bee toxicity	-	0.7180	71.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
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	98.80%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.56%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	94.87%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.74%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.18%	96.61%
CHEMBL204	P00734	Thrombin	92.83%	96.01%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.31%	85.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.56%	91.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.36%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.31%	94.45%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.43%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.66%	100.00%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	86.63%	95.52%
CHEMBL1871	P10275	Androgen Receptor	85.45%	96.43%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.76%	95.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.73%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.66%	96.77%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	84.35%	92.38%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.77%	95.83%
CHEMBL2996	Q05655	Protein kinase C delta	82.12%	97.79%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	82.02%	98.99%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.62%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.55%	92.86%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.30%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.18%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.58%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.56%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.33%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	80.29%	95.38%

Plants that contains it

• Aconitum japonicum
• Delphinium andersonii
• Delphinium menziesii
• Delphinium nudicaule
• Delphinium omeiense

Cross-Links

• PubChem: 100981290
• NPASS: NPC255962
• LOTUS: LTS0092788
• wikiData: Q104397707