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

Details

• Internal ID: 042936b3-9d45-4fdd-b6d4-0d9a07de82ad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1S,2R,3R,4S,5S,6S,8S,9S,10R,13R,16S,17R)-11-ethyl-6,8,16-trimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-ol
• SMILES (Canonical): CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4C5C6O)OC)OC)OC)C
• SMILES (Isomeric): CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2C[C@@H]([C@H]31)[C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6O)OC)OC)OC)C
• InChI: InChI=1S/C24H39NO4/c1-6-25-12-22(2)8-7-18(28-4)24-14-9-13-16(27-3)11-23(29-5,19(14)20(13)26)15(21(24)25)10-17(22)24/h13-21,26H,6-12H2,1-5H3/t13-,14-,15+,16+,17-,18+,19-,20+,21-,22+,23+,24-/m1/s1
• InChI Key: PUJPMGBYYYNBII-OGVVJMRYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₉NO₄
• Molecular Weight: 405.60 g/mol
• Exact Mass: 405.28790873 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8613	86.13%
Caco-2	+	0.5604	56.04%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.5170	51.70%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9215	92.15%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.4775	47.75%
P-glycoprotein inhibitior	-	0.8692	86.92%
P-glycoprotein substrate	+	0.5128	51.28%
CYP3A4 substrate	+	0.6719	67.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5122	51.22%
CYP3A4 inhibition	-	0.9111	91.11%
CYP2C9 inhibition	-	0.8899	88.99%
CYP2C19 inhibition	-	0.9248	92.48%
CYP2D6 inhibition	-	0.8759	87.59%
CYP1A2 inhibition	-	0.9197	91.97%
CYP2C8 inhibition	+	0.5154	51.54%
CYP inhibitory promiscuity	-	0.9562	95.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6361	63.61%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9221	92.21%
Skin irritation	-	0.7865	78.65%
Skin corrosion	-	0.9203	92.03%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3856	38.56%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.7077	70.77%
skin sensitisation	-	0.8739	87.39%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8032	80.32%
Acute Oral Toxicity (c)	III	0.6719	67.19%
Estrogen receptor binding	+	0.7173	71.73%
Androgen receptor binding	+	0.7085	70.85%
Thyroid receptor binding	+	0.7622	76.22%
Glucocorticoid receptor binding	+	0.5697	56.97%
Aromatase binding	+	0.7246	72.46%
PPAR gamma	+	0.6180	61.80%
Honey bee toxicity	-	0.7136	71.36%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	-	0.5452	54.52%

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	99.29%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.23%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.55%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.95%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	95.14%	95.58%
CHEMBL204	P00734	Thrombin	91.77%	96.01%
CHEMBL221	P23219	Cyclooxygenase-1	90.51%	90.17%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.09%	91.03%
CHEMBL226	P30542	Adenosine A1 receptor	89.78%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.44%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.31%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.24%	96.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.97%	92.94%
CHEMBL1871	P10275	Androgen Receptor	87.30%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.30%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.21%	92.62%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.05%	95.36%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	83.27%	94.78%
CHEMBL259	P32245	Melanocortin receptor 4	83.23%	95.38%
CHEMBL228	P31645	Serotonin transporter	83.10%	95.51%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.03%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.56%	97.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.14%	96.61%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	80.87%	95.52%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.49%	98.99%

Plants that contains it

• Delphinium verdunense
• Jatropha gossypiifolia

Cross-Links

• PubChem: 101713176
• NPASS: NPC197219
• LOTUS: LTS0051724
• wikiData: Q105215130