14-Benzoylaconine 8-linolenate

Details

• Internal ID: 499d1779-b5c0-41ed-a7b7-12ea6bc06fd3
• 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-[(9E,12E,15E)-octadeca-9,12,15-trienoyl]oxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate
• SMILES (Canonical): CCC=CCC=CCC=CCCCCCCCC(=O)OC12C3C(CC(C3OC(=O)C4=CC=CC=C4)(C(C1O)OC)O)C56C(CC(C7(C5C(C2C6N(C7)CC)OC)COC)O)OC
• SMILES (Isomeric): CC/C=C/C/C=C/C/C=C/CCCCCCCC(=O)O[C@@]12[C@@H]3[C@@H](C[C@@]([C@@H]3OC(=O)C4=CC=CC=C4)([C@H]([C@@H]1O)OC)O)[C@]56[C@H](C[C@H]([C@@]7([C@H]5[C@H]([C@H]2[C@H]6N(C7)CC)OC)COC)O)OC
• InChI: InChI=1S/C50H73NO11/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/h9-10,12-13,15-16,22-24,26-27,34-36,38-45,52,54,56H,7-8,11,14,17-21,25,28-32H2,1-6H3/b10-9+,13-12+,16-15+/t34-,35-,36+,38-,39+,40+,41-,42-,43+,44-,45+,47+,48-,49+,50-/m1/s1
• InChI Key: GVEJRCQMQPVFDI-GRQPYNRXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₃NO₁₁
• Molecular Weight: 864.10 g/mol
• Exact Mass: 863.51836214 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.22
• H-Bond Acceptor: 12
• H-Bond Donor: 3
• Rotatable Bonds: 22

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	-	0.8571	85.71%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4397	43.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8647	86.47%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7849	78.49%
BSEP inhibitior	+	0.9829	98.29%
P-glycoprotein inhibitior	+	0.7478	74.78%
P-glycoprotein substrate	+	0.7658	76.58%
CYP3A4 substrate	+	0.7383	73.83%
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	+	0.8250	82.50%
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	-	0.9069	90.69%
Skin irritation	-	0.7537	75.37%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7591	75.91%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8790	87.90%
Respiratory toxicity	+	0.9667	96.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.9766	97.66%
Acute Oral Toxicity (c)	I	0.5933	59.33%
Estrogen receptor binding	+	0.8210	82.10%
Androgen receptor binding	+	0.7035	70.35%
Thyroid receptor binding	+	0.5862	58.62%
Glucocorticoid receptor binding	+	0.6643	66.43%
Aromatase binding	+	0.5247	52.47%
PPAR gamma	+	0.7751	77.51%
Honey bee toxicity	-	0.7547	75.47%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
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	99.49%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.99%	90.17%
CHEMBL2581	P07339	Cathepsin D	97.36%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.98%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.04%	99.17%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	95.22%	87.16%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	95.05%	94.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.14%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.97%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.52%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.98%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.09%	85.14%
CHEMBL5028	O14672	ADAM10	85.27%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.10%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	84.84%	83.82%
CHEMBL1914	P06276	Butyrylcholinesterase	83.84%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.61%	91.11%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	83.45%	88.00%
CHEMBL2535	P11166	Glucose transporter	83.00%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.02%	97.09%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	81.94%	90.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.52%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.27%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.44%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.25%	93.00%
CHEMBL202	P00374	Dihydrofolate reductase	80.17%	89.92%

Plants that contains it

• Aconitum carmichaelii
• Aconitum japonicum

Cross-Links

• PubChem: 101670822
• NPASS: NPC155468