[(1S,5R,6S,8R,9S,13S,16S)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-(2,5-dioxopyrrolidin-1-yl)benzoate

Details

• Internal ID: 40f4f053-cef2-42f8-9384-e0dfc536a49d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,5R,6S,8R,9S,13S,16S)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-(2,5-dioxopyrrolidin-1-yl)benzoate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7N8C(=O)CCC8=O
• SMILES (Isomeric): CCN1C[C@@]2(CC[C@@H]([C@@]34C2C([C@@](C31)([C@]5(C[C@@H]([C@H]6CC4C5C6OC)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7N8C(=O)CCC8=O
• InChI: InChI=1S/C36H48N2O10/c1-6-37-17-33(18-48-31(41)19-9-7-8-10-22(19)38-25(39)11-12-26(38)40)14-13-24(45-3)35-21-15-20-23(44-2)16-34(42,27(21)28(20)46-4)36(43,32(35)37)30(47-5)29(33)35/h7-10,20-21,23-24,27-30,32,42-43H,6,11-18H2,1-5H3/t20-,21?,23+,24+,27?,28?,29?,30?,32?,33+,34-,35+,36-/m1/s1
• InChI Key: KFXVNXQXPRPLQA-UTAWNESASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈N₂O₁₀
• Molecular Weight: 668.80 g/mol
• Exact Mass: 668.33089573 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.79
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6736	67.36%
Caco-2	-	0.8146	81.46%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6546	65.46%
OATP2B1 inhibitior	-	0.5745	57.45%
OATP1B1 inhibitior	+	0.8677	86.77%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9938	99.38%
P-glycoprotein inhibitior	+	0.7657	76.57%
P-glycoprotein substrate	+	0.6886	68.86%
CYP3A4 substrate	+	0.7362	73.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7782	77.82%
CYP3A4 inhibition	-	0.8500	85.00%
CYP2C9 inhibition	-	0.8990	89.90%
CYP2C19 inhibition	-	0.8916	89.16%
CYP2D6 inhibition	-	0.9021	90.21%
CYP1A2 inhibition	-	0.9329	93.29%
CYP2C8 inhibition	+	0.7408	74.08%
CYP inhibitory promiscuity	-	0.9496	94.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6230	62.30%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9183	91.83%
Skin irritation	-	0.7940	79.40%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.7340	73.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7359	73.59%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.6566	65.66%
skin sensitisation	-	0.8830	88.30%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.9183	91.83%
Acute Oral Toxicity (c)	III	0.5783	57.83%
Estrogen receptor binding	+	0.8070	80.70%
Androgen receptor binding	+	0.7542	75.42%
Thyroid receptor binding	+	0.5197	51.97%
Glucocorticoid receptor binding	+	0.6180	61.80%
Aromatase binding	+	0.7028	70.28%
PPAR gamma	+	0.7601	76.01%
Honey bee toxicity	-	0.7497	74.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8835	88.35%

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	99.35%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.54%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.80%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.50%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.36%	86.33%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	92.33%	92.67%
CHEMBL221	P23219	Cyclooxygenase-1	91.63%	90.17%
CHEMBL230	P35354	Cyclooxygenase-2	91.59%	89.63%
CHEMBL2581	P07339	Cathepsin D	90.45%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.79%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.44%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.48%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.33%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	85.09%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.90%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.06%	92.62%
CHEMBL299	P17252	Protein kinase C alpha	82.75%	98.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.98%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.79%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.44%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.34%	94.00%
CHEMBL5028	O14672	ADAM10	80.55%	97.50%
CHEMBL4208	P20618	Proteasome component C5	80.40%	90.00%

Plants that contains it

• Aconitum barbatum
• Aconitum laeve
• Aconitum orientale
• Aconitum pseudolaeve
• Aconitum septentrionale
• Aconitum umbrosum
• Delphinium cashmerianum

Cross-Links

• PubChem: 145994500
• LOTUS: LTS0050602
• wikiData: Q104375864