[(1S,2R,3R,4S,5R,6S,8R,9S,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-methoxy-4-oxobutanoyl)amino]benzoate

Details

• Internal ID: 42e156b3-525a-475f-b2e7-b90febcfaad6
• 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)-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-methoxy-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)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)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)CCC(=O)OC
• InChI: InChI=1S/C37H52N2O11/c1-7-39-18-34(19-50-32(42)20-10-8-9-11-23(20)38-26(40)12-13-27(41)47-4)15-14-25(46-3)36-22-16-21-24(45-2)17-35(43,28(22)29(21)48-5)37(44,33(36)39)31(49-6)30(34)36/h8-11,21-22,24-25,28-31,33,43-44H,7,12-19H2,1-6H3,(H,38,40)/t21-,22-,24+,25+,28-,29+,30-,31+,33+,34+,35-,36+,37-/m1/s1
• InChI Key: SVMCGAKQNRLCHV-SBONBFDRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₂N₂O₁₁
• Molecular Weight: 700.80 g/mol
• Exact Mass: 700.35711048 g/mol
• Topological Polar Surface Area (TPSA): 162.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 12
• 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	-	0.5111	51.11%
Caco-2	-	0.8390	83.90%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5583	55.83%
OATP2B1 inhibitior	-	0.5739	57.39%
OATP1B1 inhibitior	+	0.8443	84.43%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.8046	80.46%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9894	98.94%
P-glycoprotein inhibitior	+	0.7757	77.57%
P-glycoprotein substrate	+	0.7506	75.06%
CYP3A4 substrate	+	0.7347	73.47%
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	+	0.8541	85.41%
CYP inhibitory promiscuity	-	0.9401	94.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6543	65.43%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9222	92.22%
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	+	0.7919	79.19%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.7013	70.13%
skin sensitisation	-	0.8840	88.40%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7093	70.93%
Acute Oral Toxicity (c)	III	0.6025	60.25%
Estrogen receptor binding	+	0.8271	82.71%
Androgen receptor binding	+	0.7621	76.21%
Thyroid receptor binding	+	0.5575	55.75%
Glucocorticoid receptor binding	+	0.7262	72.62%
Aromatase binding	+	0.6997	69.97%
PPAR gamma	+	0.7190	71.90%
Honey bee toxicity	-	0.7249	72.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
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	99.27%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.60%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.34%	97.25%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	94.44%	92.67%
CHEMBL220	P22303	Acetylcholinesterase	94.03%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.43%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.78%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.60%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.57%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.42%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	89.48%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.15%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.41%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.60%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.49%	89.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.48%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.49%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.39%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.43%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.64%	97.21%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.53%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.17%	85.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.39%	93.00%
CHEMBL2581	P07339	Cathepsin D	80.24%	98.95%
CHEMBL2535	P11166	Glucose transporter	80.18%	98.75%

Plants that contains it

• Aconitum barbatum
• Delphinium cashmerianum

Cross-Links

• PubChem: 102401347
• LOTUS: LTS0114689
• wikiData: Q104394131