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

Details

• Internal ID: fff3b695-9e2c-42fb-8cb7-a38c9f59a5e4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[[(2R)-4-methoxy-2-methyl-4-oxobutanoyl]amino]benzoate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CCC6CC4C5C6OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)C(C)CC(=O)OC
• SMILES (Isomeric): CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@@H]([C@@]([C@H]31)([C@]5(CC[C@H]6C[C@@H]4[C@@H]5[C@H]6OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)[C@H](C)CC(=O)OC
• InChI: InChI=1S/C37H52N2O10/c1-7-39-18-34(19-49-32(42)22-10-8-9-11-24(22)38-31(41)20(2)16-26(40)46-4)14-13-25(45-3)36-23-17-21-12-15-35(43,27(23)28(21)47-5)37(44,33(36)39)30(48-6)29(34)36/h8-11,20-21,23,25,27-30,33,43-44H,7,12-19H2,1-6H3,(H,38,41)/t20-,21+,23-,25+,27-,28+,29-,30+,33+,34+,35-,36+,37-/m1/s1
• InChI Key: HFUPYKXHLCKZRV-RDTSQMAGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₂N₂O₁₀
• Molecular Weight: 684.80 g/mol
• Exact Mass: 684.36219586 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5133	51.33%
Caco-2	-	0.8353	83.53%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5356	53.56%
OATP2B1 inhibitior	-	0.7159	71.59%
OATP1B1 inhibitior	+	0.8526	85.26%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.8046	80.46%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9790	97.90%
P-glycoprotein inhibitior	+	0.7833	78.33%
P-glycoprotein substrate	+	0.7740	77.40%
CYP3A4 substrate	+	0.7208	72.08%
CYP2C9 substrate	-	0.5968	59.68%
CYP2D6 substrate	-	0.8080	80.80%
CYP3A4 inhibition	-	0.7229	72.29%
CYP2C9 inhibition	-	0.8411	84.11%
CYP2C19 inhibition	-	0.8774	87.74%
CYP2D6 inhibition	-	0.8714	87.14%
CYP1A2 inhibition	-	0.8947	89.47%
CYP2C8 inhibition	+	0.8313	83.13%
CYP inhibitory promiscuity	-	0.9267	92.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6451	64.51%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9271	92.71%
Skin irritation	-	0.7782	77.82%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8353	83.53%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5849	58.49%
skin sensitisation	-	0.8820	88.20%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6097	60.97%
Acute Oral Toxicity (c)	III	0.6005	60.05%
Estrogen receptor binding	+	0.8137	81.37%
Androgen receptor binding	+	0.7877	78.77%
Thyroid receptor binding	+	0.5653	56.53%
Glucocorticoid receptor binding	+	0.7492	74.92%
Aromatase binding	+	0.6845	68.45%
PPAR gamma	+	0.7420	74.20%
Honey bee toxicity	-	0.7654	76.54%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9299	92.99%

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	99.18%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.88%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.65%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.14%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.21%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.12%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.47%	82.69%
CHEMBL4040	P28482	MAP kinase ERK2	90.12%	83.82%
CHEMBL226	P30542	Adenosine A1 receptor	89.84%	95.93%
CHEMBL340	P08684	Cytochrome P450 3A4	89.83%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.26%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.34%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.15%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.72%	98.95%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	86.72%	92.67%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.07%	89.62%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.68%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.68%	95.56%
CHEMBL5028	O14672	ADAM10	84.39%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.26%	91.07%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.99%	95.58%
CHEMBL2996	Q05655	Protein kinase C delta	83.87%	97.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.15%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.70%	96.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.52%	92.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.26%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.47%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.44%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.22%	86.33%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.22%	88.42%

Plants that contains it

• Delphinium cuneatum

Cross-Links

• PubChem: 162964270
• LOTUS: LTS0244777
• wikiData: Q105027552