(2S,3R,5S,8S,13S,17R)-11-ethyl-6,18-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-2,4,8,16-tetrol

Details

• Internal ID: 3c851d50-89ef-476b-81e5-b1ed78ad4148
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (2S,3R,5S,8S,13S,17R)-11-ethyl-6,18-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-2,4,8,16-tetrol
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)C5(CC(C6CC4(C5C6O)O)OC)O)OC)O)COC
• SMILES (Isomeric): CCN1C[C@@]2(CCC(C34[C@@H]2C(C(C31)[C@]5(CC([C@H]6C[C@@]4([C@@H]5C6O)O)OC)O)OC)O)COC
• InChI: InChI=1S/C24H39NO7/c1-5-25-10-21(11-30-2)7-6-14(26)24-19(21)17(32-4)15(20(24)25)22(28)9-13(31-3)12-8-23(24,29)18(22)16(12)27/h12-20,26-29H,5-11H2,1-4H3/t12-,13?,14?,15?,16?,17?,18-,19-,20?,21+,22+,23+,24?/m1/s1
• InChI Key: COLAMBKEZAEWGO-IYMSLOOZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₉NO₇
• Molecular Weight: 453.60 g/mol
• Exact Mass: 453.27265258 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.38
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8399	83.99%
Caco-2	-	0.6544	65.44%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.7408	74.08%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9238	92.38%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5502	55.02%
P-glycoprotein inhibitior	-	0.8983	89.83%
P-glycoprotein substrate	+	0.6190	61.90%
CYP3A4 substrate	+	0.6839	68.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4514	45.14%
CYP3A4 inhibition	-	0.9356	93.56%
CYP2C9 inhibition	-	0.8984	89.84%
CYP2C19 inhibition	-	0.8889	88.89%
CYP2D6 inhibition	-	0.9224	92.24%
CYP1A2 inhibition	-	0.9230	92.30%
CYP2C8 inhibition	+	0.4799	47.99%
CYP inhibitory promiscuity	-	0.9489	94.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9099	90.99%
Skin irritation	-	0.7772	77.72%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.6064	60.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3861	38.61%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6014	60.14%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6668	66.68%
Acute Oral Toxicity (c)	III	0.4756	47.56%
Estrogen receptor binding	+	0.7190	71.90%
Androgen receptor binding	+	0.6916	69.16%
Thyroid receptor binding	+	0.6476	64.76%
Glucocorticoid receptor binding	-	0.5170	51.70%
Aromatase binding	+	0.6502	65.02%
PPAR gamma	+	0.5991	59.91%
Honey bee toxicity	-	0.7821	78.21%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.6766	67.66%

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	98.37%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.20%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.92%	96.38%
CHEMBL4040	P28482	MAP kinase ERK2	96.56%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.86%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.50%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	92.45%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.40%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.77%	90.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.48%	92.94%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.96%	95.58%
CHEMBL1871	P10275	Androgen Receptor	88.37%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.86%	95.89%
CHEMBL204	P00734	Thrombin	87.65%	96.01%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	87.55%	87.16%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.70%	95.17%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	86.02%	98.99%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.31%	90.24%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.21%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.18%	95.50%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	83.81%	94.78%
CHEMBL5319	Q08345	Epithelial discoidin domain-containing receptor 1	83.50%	90.30%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.40%	97.14%
CHEMBL259	P32245	Melanocortin receptor 4	83.30%	95.38%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.01%	99.18%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.89%	97.28%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.87%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.81%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.97%	100.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.74%	82.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.23%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.06%	91.11%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.47%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.47%	96.00%
CHEMBL4073	P09237	Matrix metalloproteinase 7	80.39%	97.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.09%	95.89%

Plants that contains it

• Aconitum fukutomei
• Aconitum kusnezoffii

Cross-Links

• PubChem: 138114026
• LOTUS: LTS0153427
• wikiData: Q104967129