Aconine-14-(4-methoxybenzoate)

Details

• Internal ID: 18871dfd-bab5-4d28-b17a-de3b8a516778
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(3R,4R,6S,7S,8R,13R,14R,16S,17S,18R)-11-ethyl-5,7,8,14-tetrahydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] 4-methoxybenzoate
• SMILES (Canonical): CCN1CC2(C(CC(C34C2C(C(C31)C5(C6C4CC(C6OC(=O)C7=CC=C(C=C7)OC)(C(C5O)OC)O)O)OC)OC)O)COC
• SMILES (Isomeric): CCN1C[C@@]2([C@@H](C[C@@H](C34[C@@H]2[C@H](C(C31)[C@@]5([C@@H]6C4CC([C@@H]6OC(=O)C7=CC=C(C=C7)OC)([C@H]([C@@H]5O)OC)O)O)OC)OC)O)COC
• InChI: InChI=1S/C33H47NO11/c1-7-34-14-30(15-40-2)19(35)12-20(42-4)32-18-13-31(38)27(45-29(37)16-8-10-17(41-3)11-9-16)21(18)33(39,26(36)28(31)44-6)22(25(32)34)23(43-5)24(30)32/h8-11,18-28,35-36,38-39H,7,12-15H2,1-6H3/t18?,19-,20+,21-,22?,23+,24-,25?,26+,27-,28+,30+,31?,32?,33-/m1/s1
• InChI Key: OKZRRYTYGSMPAD-BATLQEFTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₇NO₁₁
• Molecular Weight: 633.70 g/mol
• Exact Mass: 633.31491132 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.09
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

• Aconine-14-(4-methoxybenzoate)
• BRN 0074160
• Aconitane-3,8,13,14,15-pentol, 20-ethyl-1,6,16-trimethoxy-4-(methoxymethyl)-, 14-(4-methoxybenzoate), (1-alpha,3-alpha,6-alpha,14-alpha,15-alpha,16-beta)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7049	70.49%
Caco-2	-	0.8229	82.29%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5943	59.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9155	91.55%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9002	90.02%
P-glycoprotein inhibitior	+	0.6693	66.93%
P-glycoprotein substrate	+	0.6825	68.25%
CYP3A4 substrate	+	0.7066	70.66%
CYP2C9 substrate	-	0.8123	81.23%
CYP2D6 substrate	-	0.6918	69.18%
CYP3A4 inhibition	-	0.8800	88.00%
CYP2C9 inhibition	-	0.8900	89.00%
CYP2C19 inhibition	-	0.8803	88.03%
CYP2D6 inhibition	-	0.8937	89.37%
CYP1A2 inhibition	-	0.8779	87.79%
CYP2C8 inhibition	+	0.7127	71.27%
CYP inhibitory promiscuity	-	0.9283	92.83%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5756	57.56%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9139	91.39%
Skin irritation	-	0.7782	77.82%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7235	72.35%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8617	86.17%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.9350	93.50%
Acute Oral Toxicity (c)	I	0.5303	53.03%
Estrogen receptor binding	+	0.7997	79.97%
Androgen receptor binding	+	0.6988	69.88%
Thyroid receptor binding	+	0.5624	56.24%
Glucocorticoid receptor binding	-	0.5871	58.71%
Aromatase binding	+	0.6864	68.64%
PPAR gamma	+	0.7256	72.56%
Honey bee toxicity	-	0.8062	80.62%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8839	88.39%

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	99.65%	96.09%
CHEMBL4208	P20618	Proteasome component C5	96.63%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.26%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.50%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	92.81%	90.17%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	92.32%	81.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.25%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.51%	97.09%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	90.44%	87.67%
CHEMBL4040	P28482	MAP kinase ERK2	90.39%	83.82%
CHEMBL205	P00918	Carbonic anhydrase II	89.04%	98.44%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.85%	95.89%
CHEMBL2581	P07339	Cathepsin D	88.26%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.34%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.28%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.90%	92.62%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	85.48%	87.16%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.73%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.24%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.02%	97.25%
CHEMBL2535	P11166	Glucose transporter	82.82%	98.75%
CHEMBL261	P00915	Carbonic anhydrase I	82.31%	96.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.93%	95.56%
CHEMBL3820	P35557	Hexokinase type IV	81.83%	91.96%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.45%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.08%	90.24%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.44%	92.94%

Plants that contains it

• Aconitum carmichaelii
• Aconitum japonicum

Cross-Links

• PubChem: 24832655
• NPASS: NPC208815