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

Details

• Internal ID: 038d61f6-ae08-424e-9ff4-715b69d9a464
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1R,2R,3R,4R,5S,6S,8R,9S,10S,13S,16R,17S,18S)-11-ethyl-6,18-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,16-triol
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)C5(CC(C6CC4C5C6O)OC)O)OC)O)C
• SMILES (Isomeric): CCN1C[C@]2(CC[C@H]([C@]34[C@H]2[C@@H]([C@H]([C@@H]31)[C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@@H]6O)OC)O)OC)O)C
• InChI: InChI=1S/C23H37NO5/c1-5-24-10-21(2)7-6-14(25)23-12-8-11-13(28-3)9-22(27,15(12)17(11)26)16(20(23)24)18(29-4)19(21)23/h11-20,25-27H,5-10H2,1-4H3/t11-,12-,13+,14-,15-,16-,17-,18-,19+,20+,21-,22-,23-/m1/s1
• InChI Key: MAFISJYAUUZDMK-GYXKTGJPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₇NO₅
• Molecular Weight: 407.50 g/mol
• Exact Mass: 407.26717328 g/mol
• Topological Polar Surface Area (TPSA): 82.40 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.88
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8105	81.05%
Caco-2	-	0.5560	55.60%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.7486	74.86%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9323	93.23%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7096	70.96%
P-glycoprotein inhibitior	-	0.8927	89.27%
P-glycoprotein substrate	+	0.6086	60.86%
CYP3A4 substrate	+	0.6879	68.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4514	45.14%
CYP3A4 inhibition	-	0.9534	95.34%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9236	92.36%
CYP2C8 inhibition	-	0.5912	59.12%
CYP inhibitory promiscuity	-	0.9675	96.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6337	63.37%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9225	92.25%
Skin irritation	-	0.7699	76.99%
Skin corrosion	-	0.9220	92.20%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6539	65.39%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5851	58.51%
skin sensitisation	-	0.8646	86.46%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8523	85.23%
Acute Oral Toxicity (c)	III	0.4877	48.77%
Estrogen receptor binding	+	0.6276	62.76%
Androgen receptor binding	+	0.6387	63.87%
Thyroid receptor binding	+	0.7338	73.38%
Glucocorticoid receptor binding	-	0.4836	48.36%
Aromatase binding	+	0.6343	63.43%
PPAR gamma	+	0.5402	54.02%
Honey bee toxicity	-	0.6807	68.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	-	0.6509	65.09%

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	99.43%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.33%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	98.27%	95.58%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.53%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.47%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.42%	85.14%
CHEMBL1871	P10275	Androgen Receptor	92.77%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	92.67%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.37%	94.45%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.29%	91.03%
CHEMBL204	P00734	Thrombin	90.13%	96.01%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.83%	92.94%
CHEMBL221	P23219	Cyclooxygenase-1	89.64%	90.17%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	89.42%	98.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.30%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.03%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.21%	92.86%
CHEMBL228	P31645	Serotonin transporter	85.61%	95.51%
CHEMBL2581	P07339	Cathepsin D	85.47%	98.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.13%	97.28%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.09%	96.77%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.32%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.26%	90.24%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	84.20%	87.16%
CHEMBL4040	P28482	MAP kinase ERK2	84.13%	83.82%
CHEMBL2835	P23458	Tyrosine-protein kinase JAK1	82.59%	98.79%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.58%	82.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.32%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.27%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.03%	97.50%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	81.87%	99.17%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	81.44%	88.81%
CHEMBL4073	P09237	Matrix metalloproteinase 7	81.05%	97.56%

Plants that contains it

• Delphinium pentagynum

Cross-Links

• PubChem: 163104996
• LOTUS: LTS0221016
• wikiData: Q105160312