[(1S,2R,3R,4R,5R,6S,7S,8R,9R,10R,13R,14R,16S,17S,18R)-11-ethyl-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-8-[(E)-octadec-9-enoyl]oxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate

Details

• Internal ID: 11baa56f-182c-4d2b-b5db-648f40d889bb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4R,5R,6S,7S,8R,9R,10R,13R,14R,16S,17S,18R)-11-ethyl-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-8-[(E)-octadec-9-enoyl]oxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate
• InChI: InChI=1S/C50H77NO11/c1-7-9-10-11-12-13-14-15-16-17-18-19-20-21-25-28-37(53)62-50-38-34(30-48(56,45(60-6)43(50)54)44(38)61-46(55)33-26-23-22-24-27-33)49-36(58-4)29-35(52)47(32-57-3)31-51(8-2)42(49)39(50)40(59-5)41(47)49/h15-16,22-24,26-27,34-36,38-45,52,54,56H,7-14,17-21,25,28-32H2,1-6H3/b16-15+/t34-,35-,36+,38-,39+,40+,41-,42-,43+,44-,45+,47+,48-,49+,50-/m1/s1
• InChI Key: RRRXDGGYJSTVMB-OGDQVIILSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₇NO₁₁
• Molecular Weight: 868.10 g/mol
• Exact Mass: 867.54966227 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 6.67
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7731	77.31%
Caco-2	-	0.8526	85.26%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4397	43.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8698	86.98%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7849	78.49%
BSEP inhibitior	+	0.9767	97.67%
P-glycoprotein inhibitior	+	0.7412	74.12%
P-glycoprotein substrate	+	0.7636	76.36%
CYP3A4 substrate	+	0.7334	73.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7961	79.61%
CYP3A4 inhibition	-	0.7903	79.03%
CYP2C9 inhibition	-	0.8863	88.63%
CYP2C19 inhibition	-	0.8815	88.15%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	-	0.9204	92.04%
CYP2C8 inhibition	+	0.8253	82.53%
CYP inhibitory promiscuity	-	0.9376	93.76%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5670	56.70%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9053	90.53%
Skin irritation	-	0.7537	75.37%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6988	69.88%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8790	87.90%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.9569	95.69%
Acute Oral Toxicity (c)	I	0.5933	59.33%
Estrogen receptor binding	+	0.8265	82.65%
Androgen receptor binding	+	0.7142	71.42%
Thyroid receptor binding	+	0.5352	53.52%
Glucocorticoid receptor binding	+	0.5850	58.50%
Aromatase binding	+	0.5877	58.77%
PPAR gamma	+	0.7580	75.80%
Honey bee toxicity	-	0.7762	77.62%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7700	77.00%
Fish aquatic toxicity	+	0.9210	92.10%

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	99.34%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.15%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	97.98%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.31%	99.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	96.70%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.42%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.91%	92.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.14%	99.23%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	90.00%	87.16%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.06%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.15%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.51%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.90%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.63%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	84.72%	95.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.36%	91.19%
CHEMBL5028	O14672	ADAM10	84.05%	97.50%
CHEMBL3891	P07384	Calpain 1	83.93%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.78%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.75%	83.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.15%	92.86%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.12%	93.00%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	81.35%	88.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.30%	89.00%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	81.10%	96.47%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.54%	95.50%
CHEMBL230	P35354	Cyclooxygenase-2	80.46%	89.63%
CHEMBL5255	O00206	Toll-like receptor 4	80.39%	92.50%
CHEMBL2535	P11166	Glucose transporter	80.18%	98.75%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.18%	82.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.02%	92.62%

Plants that contains it

• Aconitum carmichaelii
• Aconitum japonicum

Cross-Links

• PubChem: 101670823
• NPASS: NPC78397