Aconitane-7,8-diol, 4-(((2-((4-amino-1,4-dioxobutyl)amino)benzoyl)oxy)methyl)-20-ethyl-1,6,14,16-tetramethoxy-, (1alpha,6beta,14alpha,16beta)-

Details

• Internal ID: e6830aca-e250-4ca5-b3ad-ee36cdd4bb43
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5R,6S,8R,9S,13S,16S,17R,18R)-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-amino-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)N
• SMILES (Isomeric): CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@H]([C@@](C31)([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)N
• InChI: InChI=1S/C36H51N3O10/c1-6-39-17-33(18-49-31(42)19-9-7-8-10-22(19)38-26(41)12-11-25(37)40)14-13-24(46-3)35-21-15-20-23(45-2)16-34(43,27(21)28(20)47-4)36(44,32(35)39)30(48-5)29(33)35/h7-10,20-21,23-24,27-30,32,43-44H,6,11-18H2,1-5H3,(H2,37,40)(H,38,41)/t20-,21-,23+,24+,27-,28+,29-,30-,32?,33+,34-,35+,36-/m1/s1
• InChI Key: ZBALYAJAWGGUCX-OVHFASGNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₁N₃O₁₀
• Molecular Weight: 685.80 g/mol
• Exact Mass: 685.35744483 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

• Aconitane-7,8-diol, 4-(((2-((4-amino-1,4-dioxobutyl)amino)benzoyl)oxy)methyl)-20-ethyl-1,6,14,16-tetramethoxy-, (1alpha,6beta,14alpha,16beta)-
• 509-16-0
• (20-ethyl-7,8-dihydroxy-1alpha,6beta,14alpha,16beta-tetramethoxyaconitan-4-yl)methyl 2-(4-amino-4-oxobutanamido)benzoate
• CHEBI:2934
• C08661
• Q27105890
• [(1S,2R,3R,4S,5R,6S,8R,9S,13S,16S,17R,18R)-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-amino-4-oxobutanoyl)amino]benzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5264	52.64%
Caco-2	-	0.8473	84.73%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4328	43.28%
OATP2B1 inhibitior	+	0.5704	57.04%
OATP1B1 inhibitior	+	0.8589	85.89%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.7846	78.46%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9725	97.25%
P-glycoprotein inhibitior	+	0.7521	75.21%
P-glycoprotein substrate	+	0.7738	77.38%
CYP3A4 substrate	+	0.7341	73.41%
CYP2C9 substrate	-	0.6086	60.86%
CYP2D6 substrate	-	0.8098	80.98%
CYP3A4 inhibition	-	0.7400	74.00%
CYP2C9 inhibition	-	0.8898	88.98%
CYP2C19 inhibition	-	0.8991	89.91%
CYP2D6 inhibition	-	0.8468	84.68%
CYP1A2 inhibition	-	0.8992	89.92%
CYP2C8 inhibition	+	0.8466	84.66%
CYP inhibitory promiscuity	-	0.9609	96.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6316	63.16%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9244	92.44%
Skin irritation	-	0.7797	77.97%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.6340	63.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.3645	36.45%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.6388	63.88%
skin sensitisation	-	0.8775	87.75%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7709	77.09%
Acute Oral Toxicity (c)	III	0.5869	58.69%
Estrogen receptor binding	+	0.8071	80.71%
Androgen receptor binding	+	0.7645	76.45%
Thyroid receptor binding	+	0.5571	55.71%
Glucocorticoid receptor binding	+	0.6904	69.04%
Aromatase binding	+	0.7347	73.47%
PPAR gamma	+	0.7183	71.83%
Honey bee toxicity	-	0.7292	72.92%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.7996	79.96%

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	99.48%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.38%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.12%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.94%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	96.77%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.70%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.69%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.57%	99.23%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.05%	89.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.80%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	88.26%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.18%	97.21%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	86.51%	92.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.44%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.80%	93.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.60%	93.03%
CHEMBL220	P22303	Acetylcholinesterase	84.65%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.37%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.29%	95.89%
CHEMBL230	P35354	Cyclooxygenase-2	82.70%	89.63%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.50%	96.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.27%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.26%	94.00%
CHEMBL2535	P11166	Glucose transporter	80.48%	98.75%
CHEMBL3891	P07384	Calpain 1	80.10%	93.04%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.05%	96.61%

Plants that contains it

• Delphinium cashmerianum

Cross-Links

• PubChem: 441710
• LOTUS: LTS0040448
• wikiData: Q27105890