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

Details

• Internal ID: eeabc7c6-3796-4db0-81d1-aa0667b3c3d8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5R,6S,8S,9S,10R,13R,16S,17R)-11-ethyl-16-hydroxy-4,6-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-8-yl] acetate
• SMILES (Canonical): CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4C5C6OC)OC)OC(=O)C)O)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]6OC)OC)OC(=O)C)O)C
• InChI: InChI=1S/C25H39NO5/c1-6-26-12-23(3)8-7-19(28)25-15-9-14-17(29-4)11-24(31-13(2)27,20(15)21(14)30-5)16(22(25)26)10-18(23)25/h14-22,28H,6-12H2,1-5H3/t14-,15-,16+,17+,18-,19+,20-,21+,22-,23+,24+,25-/m1/s1
• InChI Key: LMGKIQKAZYQAKO-YNLINXDKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₉NO₅
• Molecular Weight: 433.60 g/mol
• Exact Mass: 433.28282334 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 6
• 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	+	0.8639	86.39%
Caco-2	-	0.5277	52.77%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5864	58.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9078	90.78%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6457	64.57%
P-glycoprotein inhibitior	-	0.7107	71.07%
P-glycoprotein substrate	+	0.5577	55.77%
CYP3A4 substrate	+	0.6929	69.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7096	70.96%
CYP3A4 inhibition	-	0.9040	90.40%
CYP2C9 inhibition	-	0.9040	90.40%
CYP2C19 inhibition	-	0.9338	93.38%
CYP2D6 inhibition	-	0.9207	92.07%
CYP1A2 inhibition	-	0.9162	91.62%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9728	97.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6212	62.12%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9305	93.05%
Skin irritation	-	0.7708	77.08%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7123	71.23%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6694	66.94%
skin sensitisation	-	0.8765	87.65%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8017	80.17%
Acute Oral Toxicity (c)	III	0.5574	55.74%
Estrogen receptor binding	+	0.7613	76.13%
Androgen receptor binding	+	0.7217	72.17%
Thyroid receptor binding	+	0.6457	64.57%
Glucocorticoid receptor binding	+	0.5711	57.11%
Aromatase binding	+	0.7276	72.76%
PPAR gamma	+	0.6470	64.70%
Honey bee toxicity	-	0.6961	69.61%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6283	62.83%
Fish aquatic toxicity	-	0.3909	39.09%

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	96.68%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.31%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	95.63%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.08%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.72%	96.38%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.78%	96.95%
CHEMBL204	P00734	Thrombin	91.13%	96.01%
CHEMBL340	P08684	Cytochrome P450 3A4	89.94%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.16%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.34%	97.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.86%	96.77%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.72%	95.58%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.37%	94.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.27%	97.28%
CHEMBL2581	P07339	Cathepsin D	84.77%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.51%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.50%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.57%	86.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.36%	92.86%
CHEMBL1937	Q92769	Histone deacetylase 2	81.87%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.76%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.65%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.12%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.81%	91.03%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	80.76%	88.81%

Plants that contains it

• Delphinium nuttallianum

Cross-Links

• PubChem: 101678900
• LOTUS: LTS0126119
• wikiData: Q105153972