[(1S,2R,3R,4S,5S,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-4,8,9-trihydroxy-6,16,18-trimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[[(3R)-4-amino-3-methyl-4-oxobutanoyl]amino]benzoate

Details

• Internal ID: 0e26342a-bb30-4d30-9255-f5cdecd4c2a1
• 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-4,8,9-trihydroxy-6,16,18-trimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[[(3R)-4-amino-3-methyl-4-oxobutanoyl]amino]benzoate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6O)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)CC(C)C(=O)N
• 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)OC)COC(=O)C7=CC=CC=C7NC(=O)C[C@@H](C)C(=O)N
• InChI: InChI=1S/C36H51N3O10/c1-6-39-16-33(17-49-31(43)19-9-7-8-10-22(19)38-25(40)13-18(2)30(37)42)12-11-24(47-4)35-21-14-20-23(46-3)15-34(44,26(21)27(20)41)36(45,32(35)39)29(48-5)28(33)35/h7-10,18,20-21,23-24,26-29,32,41,44-45H,6,11-17H2,1-5H3,(H2,37,42)(H,38,40)/t18-,20-,21-,23+,24+,26-,27+,28-,29+,32+,33+,34-,35+,36-/m1/s1
• InChI Key: XRSXVXWWMSONJI-WBLXQRKYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₁N₃O₁₀
• Molecular Weight: 685.80 g/mol
• Exact Mass: 685.35744483 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.93
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5789	57.89%
Caco-2	-	0.8515	85.15%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.4104	41.04%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8757	87.57%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.8846	88.46%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9675	96.75%
P-glycoprotein inhibitior	+	0.7382	73.82%
P-glycoprotein substrate	+	0.8121	81.21%
CYP3A4 substrate	+	0.7363	73.63%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.8061	80.61%
CYP3A4 inhibition	-	0.8134	81.34%
CYP2C9 inhibition	-	0.8660	86.60%
CYP2C19 inhibition	-	0.8870	88.70%
CYP2D6 inhibition	-	0.8704	87.04%
CYP1A2 inhibition	-	0.9035	90.35%
CYP2C8 inhibition	+	0.8274	82.74%
CYP inhibitory promiscuity	-	0.9422	94.22%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6353	63.53%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9262	92.62%
Skin irritation	-	0.7714	77.14%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.6340	63.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7547	75.47%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.6273	62.73%
skin sensitisation	-	0.8733	87.33%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6374	63.74%
Acute Oral Toxicity (c)	III	0.5609	56.09%
Estrogen receptor binding	+	0.8068	80.68%
Androgen receptor binding	+	0.7761	77.61%
Thyroid receptor binding	+	0.5289	52.89%
Glucocorticoid receptor binding	+	0.7029	70.29%
Aromatase binding	+	0.7129	71.29%
PPAR gamma	+	0.7387	73.87%
Honey bee toxicity	-	0.7038	70.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8600	86.00%

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	99.75%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.60%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.41%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.87%	97.25%
CHEMBL2535	P11166	Glucose transporter	93.15%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.55%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.61%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	91.37%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.59%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.39%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.87%	97.14%
CHEMBL2581	P07339	Cathepsin D	89.72%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.35%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.36%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.31%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.47%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.40%	99.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.66%	97.21%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.80%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	84.60%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.55%	91.07%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.86%	96.61%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.84%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.63%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.25%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.97%	96.67%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	82.57%	92.67%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.79%	94.00%
CHEMBL1914	P06276	Butyrylcholinesterase	80.71%	95.00%
CHEMBL5028	O14672	ADAM10	80.53%	97.50%

Plants that contains it

• Delphinium trifoliolatum

Cross-Links

• PubChem: 101341024
• LOTUS: LTS0142012
• wikiData: Q105340730