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

Details

• Internal ID: 7fee7e92-616c-4b61-b878-007f36cb8bc8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-4-acetyloxy-11-ethyl-8,9-dihydroxy-6,16,18-trimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[[(2R)-4-amino-2-methyl-4-oxobutanoyl]amino]benzoate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC(=O)C)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)C(C)CC(=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]6OC(=O)C)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)[C@H](C)CC(=O)N
• InChI: InChI=1S/C38H53N3O11/c1-7-41-17-35(18-51-33(45)21-10-8-9-11-24(21)40-32(44)19(2)14-27(39)43)13-12-26(49-5)37-23-15-22-25(48-4)16-36(46,28(23)29(22)52-20(3)42)38(47,34(37)41)31(50-6)30(35)37/h8-11,19,22-23,25-26,28-31,34,46-47H,7,12-18H2,1-6H3,(H2,39,43)(H,40,44)/t19-,22-,23-,25+,26+,28-,29+,30-,31+,34+,35+,36-,37+,38-/m1/s1
• InChI Key: CXPFYSSQFFIRBD-RGZLIBPPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₃N₃O₁₁
• Molecular Weight: 727.80 g/mol
• Exact Mass: 727.36800952 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5573	55.73%
Caco-2	-	0.8476	84.76%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4093	40.93%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8564	85.64%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.8046	80.46%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9325	93.25%
P-glycoprotein inhibitior	+	0.7655	76.55%
P-glycoprotein substrate	+	0.8115	81.15%
CYP3A4 substrate	+	0.7419	74.19%
CYP2C9 substrate	-	0.6024	60.24%
CYP2D6 substrate	-	0.8131	81.31%
CYP3A4 inhibition	-	0.7030	70.30%
CYP2C9 inhibition	-	0.8824	88.24%
CYP2C19 inhibition	-	0.8991	89.91%
CYP2D6 inhibition	-	0.8545	85.45%
CYP1A2 inhibition	-	0.9068	90.68%
CYP2C8 inhibition	+	0.8096	80.96%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6216	62.16%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9195	91.95%
Skin irritation	-	0.7756	77.56%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.6340	63.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.6616	66.16%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5617	56.17%
skin sensitisation	-	0.8783	87.83%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6244	62.44%
Acute Oral Toxicity (c)	III	0.5823	58.23%
Estrogen receptor binding	+	0.8383	83.83%
Androgen receptor binding	+	0.7762	77.62%
Thyroid receptor binding	+	0.5697	56.97%
Glucocorticoid receptor binding	+	0.7681	76.81%
Aromatase binding	+	0.7013	70.13%
PPAR gamma	+	0.7620	76.20%
Honey bee toxicity	-	0.6907	69.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8821	88.21%

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	99.76%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.47%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.30%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	96.40%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.66%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.74%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.16%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.82%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.61%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.37%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	90.81%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.65%	97.21%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.63%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.02%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	88.55%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	88.07%	97.79%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	88.02%	88.42%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.35%	93.03%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.19%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.83%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.48%	96.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.24%	95.89%
CHEMBL5028	O14672	ADAM10	85.00%	97.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.46%	96.38%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.12%	96.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.06%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.96%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.31%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.62%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.24%	94.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.16%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.75%	94.08%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.97%	92.67%

Plants that contains it

• Delphinium umbrosum

Cross-Links

• PubChem: 162852441
• LOTUS: LTS0108785
• wikiData: Q104971968