[8-Acetyloxy-11-ethyl-16-hydroxy-6,18-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate

Details

• Internal ID: f909b458-4bba-4d7d-bcd9-6e761b066dff
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [8-acetyloxy-11-ethyl-16-hydroxy-6,18-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)C5(CC(C6CC4C5C6OC(=O)C7=CC=CC=C7)OC)OC(=O)C)OC)O)COC
• SMILES (Isomeric): CCN1CC2(CCC(C34C2C(C(C31)C5(CC(C6CC4C5C6OC(=O)C7=CC=CC=C7)OC)OC(=O)C)OC)O)COC
• InChI: InChI=1S/C33H45NO8/c1-6-34-16-31(17-38-3)13-12-23(36)33-21-14-20-22(39-4)15-32(42-18(2)35,25(29(33)34)27(40-5)28(31)33)24(21)26(20)41-30(37)19-10-8-7-9-11-19/h7-11,20-29,36H,6,12-17H2,1-5H3
• InChI Key: XLRLDVRIQBZJPD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₅NO₈
• Molecular Weight: 583.70 g/mol
• Exact Mass: 583.31451739 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.94
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8992	89.92%
Caco-2	-	0.7611	76.11%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Lysosomes	0.4889	48.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8786	87.86%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.9020	90.20%
OCT2 inhibitior	-	0.6349	63.49%
BSEP inhibitior	+	0.9312	93.12%
P-glycoprotein inhibitior	+	0.6445	64.45%
P-glycoprotein substrate	+	0.6952	69.52%
CYP3A4 substrate	+	0.7209	72.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7110	71.10%
CYP3A4 inhibition	-	0.6726	67.26%
CYP2C9 inhibition	-	0.8927	89.27%
CYP2C19 inhibition	-	0.9027	90.27%
CYP2D6 inhibition	-	0.8997	89.97%
CYP1A2 inhibition	-	0.9058	90.58%
CYP2C8 inhibition	+	0.7814	78.14%
CYP inhibitory promiscuity	-	0.9497	94.97%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6120	61.20%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9224	92.24%
Skin irritation	-	0.7915	79.15%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7939	79.39%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5683	56.83%
skin sensitisation	-	0.8884	88.84%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7619	76.19%
Acute Oral Toxicity (c)	III	0.4601	46.01%
Estrogen receptor binding	+	0.8461	84.61%
Androgen receptor binding	+	0.7072	70.72%
Thyroid receptor binding	+	0.5552	55.52%
Glucocorticoid receptor binding	-	0.5595	55.95%
Aromatase binding	+	0.6803	68.03%
PPAR gamma	+	0.7206	72.06%
Honey bee toxicity	-	0.7725	77.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5645	56.45%
Fish aquatic toxicity	+	0.8387	83.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.54%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.26%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.56%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.73%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	95.17%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.71%	97.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.34%	94.62%
CHEMBL5028	O14672	ADAM10	88.10%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.84%	96.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.38%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	85.50%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.94%	97.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.79%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.28%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.61%	97.14%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.59%	83.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.41%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.09%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.03%	85.14%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.88%	92.67%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.23%	94.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.10%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.08%	92.62%

Plants that contains it

• Aconitum napellus

Cross-Links

• PubChem: 73157907
• LOTUS: LTS0221396
• wikiData: Q105330307