[(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-[[(3R)-4-methoxy-3-methyl-4-oxobutanoyl]amino]benzoate

Details

• Internal ID: a0c7743a-d5f2-499f-938a-a21e9b64734d
• 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-[[(3R)-4-methoxy-3-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)CC(C)C(=O)OC
• 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[C@@H](C)C(=O)OC
• InChI: InChI=1S/C39H54N2O12/c1-8-41-18-36(19-52-34(45)22-11-9-10-12-25(22)40-28(43)15-20(2)33(44)51-7)14-13-27(49-5)38-24-16-23-26(48-4)17-37(46,29(24)30(23)53-21(3)42)39(47,35(38)41)32(50-6)31(36)38/h9-12,20,23-24,26-27,29-32,35,46-47H,8,13-19H2,1-7H3,(H,40,43)/t20-,23-,24-,26+,27+,29-,30+,31-,32+,35+,36+,37-,38+,39-/m1/s1
• InChI Key: LUINJWNTBNQUHJ-JPBUVONMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₄N₂O₁₂
• Molecular Weight: 742.90 g/mol
• Exact Mass: 742.36767516 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 13
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5763	57.63%
Caco-2	-	0.8435	84.35%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5274	52.74%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8523	85.23%
OATP1B3 inhibitior	+	0.9314	93.14%
MATE1 inhibitior	-	0.8046	80.46%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9837	98.37%
P-glycoprotein inhibitior	+	0.7829	78.29%
P-glycoprotein substrate	+	0.7900	79.00%
CYP3A4 substrate	+	0.7450	74.50%
CYP2C9 substrate	-	0.5968	59.68%
CYP2D6 substrate	-	0.8080	80.80%
CYP3A4 inhibition	-	0.7493	74.93%
CYP2C9 inhibition	-	0.8710	87.10%
CYP2C19 inhibition	-	0.9050	90.50%
CYP2D6 inhibition	-	0.8652	86.52%
CYP1A2 inhibition	-	0.9138	91.38%
CYP2C8 inhibition	+	0.8250	82.50%
CYP inhibitory promiscuity	-	0.9341	93.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9171	91.71%
Skin irritation	-	0.7783	77.83%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.6840	68.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7568	75.68%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.6492	64.92%
skin sensitisation	-	0.8851	88.51%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.4731	47.31%
Acute Oral Toxicity (c)	III	0.5997	59.97%
Estrogen receptor binding	+	0.8366	83.66%
Androgen receptor binding	+	0.7775	77.75%
Thyroid receptor binding	+	0.5751	57.51%
Glucocorticoid receptor binding	+	0.7829	78.29%
Aromatase binding	+	0.6960	69.60%
PPAR gamma	+	0.7657	76.57%
Honey bee toxicity	-	0.6808	68.08%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9143	91.43%

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	99.60%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.63%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	95.36%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.31%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.46%	82.69%
CHEMBL2581	P07339	Cathepsin D	93.11%	98.95%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	92.93%	92.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.54%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.40%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	90.78%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.74%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.41%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.85%	89.62%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.30%	97.21%
CHEMBL226	P30542	Adenosine A1 receptor	89.20%	95.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.65%	96.38%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	88.18%	91.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.01%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.04%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.82%	93.03%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.48%	96.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.43%	92.62%
CHEMBL2996	Q05655	Protein kinase C delta	85.03%	97.79%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.60%	94.08%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.13%	94.00%
CHEMBL5028	O14672	ADAM10	83.07%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.76%	93.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.64%	96.47%
CHEMBL2535	P11166	Glucose transporter	81.78%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.93%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.58%	91.07%

Plants that contains it

• Delphinium andersonii

Cross-Links

• PubChem: 163188133
• LOTUS: LTS0103050
• wikiData: Q105157462