8-Linoleolyl-benzoylhypaconine

Details

• Internal ID: a6a4a447-83a4-4ff3-9e78-0ca512310494
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,6S,7S,8R,9R,13S,16S,18R)-5,7-dihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-methyl-8-[(9E,12E)-octadeca-9,12-dienoyl]oxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate
• InChI: InChI=1S/C49H73NO10/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-24-27-36(51)60-49-37-34(30-47(54,44(58-6)42(49)52)43(37)59-45(53)33-25-22-21-23-26-33)48-35(56-4)28-29-46(32-55-3)31-50(2)41(48)38(49)39(57-5)40(46)48/h11-12,14-15,21-23,25-26,34-35,37-44,52,54H,7-10,13,16-20,24,27-32H2,1-6H3/b12-11+,15-14+/t34?,35-,37?,38-,39-,40?,41?,42-,43?,44-,46-,47?,48-,49+/m0/s1
• InChI Key: ALAYVBXDHKKDFW-VHLWOPCRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₃NO₁₀
• Molecular Weight: 836.10 g/mol
• Exact Mass: 835.52344753 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 7.08
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 22

Synonyms

• 14-Benzoylhypaconine 8-linoleate
• ALAYVBXDHKKDFW-VHLWOPCRSA-N
• 8-O-Linoleoyl-14-benzoyl-3-deoxymesaconine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6700	67.00%
Caco-2	-	0.8509	85.09%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4379	43.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8078	80.78%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7349	73.49%
BSEP inhibitior	+	0.9812	98.12%
P-glycoprotein inhibitior	+	0.7470	74.70%
P-glycoprotein substrate	+	0.7709	77.09%
CYP3A4 substrate	+	0.7491	74.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7961	79.61%
CYP3A4 inhibition	-	0.7630	76.30%
CYP2C9 inhibition	-	0.9007	90.07%
CYP2C19 inhibition	-	0.8718	87.18%
CYP2D6 inhibition	-	0.9135	91.35%
CYP1A2 inhibition	-	0.9124	91.24%
CYP2C8 inhibition	+	0.8347	83.47%
CYP inhibitory promiscuity	-	0.9244	92.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5542	55.42%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9079	90.79%
Skin irritation	-	0.7484	74.84%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7250	72.50%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5224	52.24%
skin sensitisation	-	0.8702	87.02%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.9403	94.03%
Acute Oral Toxicity (c)	I	0.6505	65.05%
Estrogen receptor binding	+	0.8245	82.45%
Androgen receptor binding	+	0.7138	71.38%
Thyroid receptor binding	+	0.5306	53.06%
Glucocorticoid receptor binding	+	0.6161	61.61%
Aromatase binding	+	0.5492	54.92%
PPAR gamma	+	0.7639	76.39%
Honey bee toxicity	-	0.8085	80.85%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9096	90.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.61%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.22%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.76%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.87%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.72%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.63%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.00%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.98%	94.08%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.90%	92.08%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	90.45%	90.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.61%	95.56%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	89.35%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.04%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.74%	95.89%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.63%	85.94%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.16%	100.00%
CHEMBL240	Q12809	HERG	86.42%	89.76%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.39%	95.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.07%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.58%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	85.26%	92.50%
CHEMBL4302	P08183	P-glycoprotein 1	85.10%	92.98%
CHEMBL5028	O14672	ADAM10	84.67%	97.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.47%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.30%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	82.94%	89.63%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.80%	91.81%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	82.37%	87.16%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.26%	92.62%
CHEMBL2535	P11166	Glucose transporter	81.85%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.80%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.30%	92.86%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	80.90%	87.50%
CHEMBL3891	P07384	Calpain 1	80.81%	93.04%
CHEMBL202	P00374	Dihydrofolate reductase	80.19%	89.92%

Plants that contains it

• Aconitum carmichaelii
• Aconitum japonicum

Cross-Links

• PubChem: 6426875
• NPASS: NPC289515