[(1S,2R,3R,4S,5R,6S,8R,9R,10S,13S,16S,17R,18S)-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-[(4-ethoxy-4-oxobutanoyl)amino]benzoate

Details

• Internal ID: e90e3aea-9676-4cd5-885d-269f8819d515
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5R,6S,8R,9R,10S,13S,16S,17R,18S)-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-[(4-ethoxy-4-oxobutanoyl)amino]benzoate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)CCC(=O)OCC
• 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)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)CCC(=O)OCC
• InChI: InChI=1S/C38H54N2O11/c1-7-40-19-35(20-51-33(43)21-11-9-10-12-24(21)39-27(41)13-14-28(42)50-8-2)16-15-26(47-4)37-23-17-22-25(46-3)18-36(44,29(23)30(22)48-5)38(45,34(37)40)32(49-6)31(35)37/h9-12,22-23,25-26,29-32,34,44-45H,7-8,13-20H2,1-6H3,(H,39,41)/t22-,23-,25+,26+,29-,30+,31-,32+,34+,35+,36-,37+,38+/m1/s1
• InChI Key: WBFCHBFKXWETKA-VQDIFMFFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₄N₂O₁₁
• Molecular Weight: 714.80 g/mol
• Exact Mass: 714.37276054 g/mol
• Topological Polar Surface Area (TPSA): 162.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5111	51.11%
Caco-2	-	0.8458	84.58%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5583	55.83%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8440	84.40%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.8046	80.46%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9882	98.82%
P-glycoprotein inhibitior	+	0.7772	77.72%
P-glycoprotein substrate	+	0.7358	73.58%
CYP3A4 substrate	+	0.7443	74.43%
CYP2C9 substrate	-	0.5968	59.68%
CYP2D6 substrate	-	0.8080	80.80%
CYP3A4 inhibition	-	0.7798	77.98%
CYP2C9 inhibition	-	0.8754	87.54%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.8575	85.75%
CYP1A2 inhibition	-	0.9029	90.29%
CYP2C8 inhibition	+	0.8537	85.37%
CYP inhibitory promiscuity	-	0.9401	94.01%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6543	65.43%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9208	92.08%
Skin irritation	-	0.7829	78.29%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6840	68.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7506	75.06%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.6855	68.55%
skin sensitisation	-	0.8840	88.40%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6823	68.23%
Acute Oral Toxicity (c)	III	0.6025	60.25%
Estrogen receptor binding	+	0.8480	84.80%
Androgen receptor binding	+	0.7568	75.68%
Thyroid receptor binding	+	0.5465	54.65%
Glucocorticoid receptor binding	+	0.7124	71.24%
Aromatase binding	+	0.6985	69.85%
PPAR gamma	+	0.7318	73.18%
Honey bee toxicity	-	0.7051	70.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.8513	85.13%

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	99.00%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.84%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.66%	97.09%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	94.64%	92.67%
CHEMBL220	P22303	Acetylcholinesterase	93.17%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.14%	99.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.19%	97.21%
CHEMBL230	P35354	Cyclooxygenase-2	91.18%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.90%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.40%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	89.61%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.04%	97.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.56%	93.03%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.73%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.47%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.96%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.23%	91.07%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.41%	82.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.50%	92.62%
CHEMBL3180	O00748	Carboxylesterase 2	82.46%	90.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.29%	96.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.75%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.50%	96.67%
CHEMBL5028	O14672	ADAM10	81.34%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.26%	85.14%
CHEMBL2535	P11166	Glucose transporter	80.05%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.00%	99.17%

Plants that contains it

• Aconitum leucostomum

Cross-Links

• PubChem: 162972006
• LOTUS: LTS0104747
• wikiData: Q105300697