[(1R,2S,3R,5R,7S,10R,11S,12S,13R,14R,16S,17S,18S,19R)-4-ethyl-18-hydroxy-14,16-dimethoxy-10-methyl-6-oxa-4-azaheptacyclo[15.2.1.02,7.02,11.03,13.05,10.014,19]icosan-12-yl] acetate

Details

• Internal ID: e300fad5-a63c-416c-ba18-bc9a2aca3b2a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1R,2S,3R,5R,7S,10R,11S,12S,13R,14R,16S,17S,18S,19R)-4-ethyl-18-hydroxy-14,16-dimethoxy-10-methyl-6-oxa-4-azaheptacyclo[15.2.1.02,7.02,11.03,13.05,10.014,19]icosan-12-yl] acetate
• SMILES (Canonical): CCN1C2C3C(C4C2(C5CCC4(C1O5)C)C6CC7C(CC3(C6C7O)OC)OC)OC(=O)C
• SMILES (Isomeric): CCN1[C@@H]2[C@@H]3[C@H]([C@H]4[C@@]2([C@@H]5CC[C@]4([C@H]1O5)C)[C@@H]6C[C@@H]7[C@H](C[C@]3([C@H]6[C@H]7O)OC)OC)OC(=O)C
• InChI: InChI=1S/C25H37NO6/c1-6-26-21-17-19(31-11(2)27)20-23(3)8-7-15(32-22(23)26)25(20,21)13-9-12-14(29-4)10-24(17,30-5)16(13)18(12)28/h12-22,28H,6-10H2,1-5H3/t12-,13-,14+,15+,16-,17+,18+,19-,20-,21-,22-,23-,24-,25+/m1/s1
• InChI Key: KCKWLTSMSXSQHY-SXSSEPDDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₇NO₆
• Molecular Weight: 447.60 g/mol
• Exact Mass: 447.26208790 g/mol
• Topological Polar Surface Area (TPSA): 77.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7649	76.49%
Caco-2	-	0.5808	58.08%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.3928	39.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8787	87.87%
OATP1B3 inhibitior	+	0.9285	92.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5069	50.69%
P-glycoprotein inhibitior	-	0.7144	71.44%
P-glycoprotein substrate	+	0.5199	51.99%
CYP3A4 substrate	+	0.7389	73.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8424	84.24%
CYP3A4 inhibition	-	0.9410	94.10%
CYP2C9 inhibition	-	0.8400	84.00%
CYP2C19 inhibition	-	0.8129	81.29%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	-	0.8769	87.69%
CYP2C8 inhibition	-	0.6040	60.40%
CYP inhibitory promiscuity	-	0.8642	86.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6441	64.41%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9452	94.52%
Skin irritation	-	0.8004	80.04%
Skin corrosion	-	0.9311	93.11%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3764	37.64%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5759	57.59%
skin sensitisation	-	0.8842	88.42%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5932	59.32%
Acute Oral Toxicity (c)	III	0.6294	62.94%
Estrogen receptor binding	+	0.8258	82.58%
Androgen receptor binding	+	0.6860	68.60%
Thyroid receptor binding	+	0.6482	64.82%
Glucocorticoid receptor binding	+	0.5689	56.89%
Aromatase binding	+	0.6427	64.27%
PPAR gamma	+	0.7240	72.40%
Honey bee toxicity	-	0.7071	70.71%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.7650	76.50%

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	99.54%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.45%	97.25%
CHEMBL204	P00734	Thrombin	97.61%	96.01%
CHEMBL4040	P28482	MAP kinase ERK2	97.06%	83.82%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.48%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.15%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.65%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.52%	85.14%
CHEMBL1871	P10275	Androgen Receptor	91.31%	96.43%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.86%	95.58%
CHEMBL340	P08684	Cytochrome P450 3A4	90.18%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.72%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.33%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.30%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.12%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.59%	82.69%
CHEMBL5255	O00206	Toll-like receptor 4	87.56%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.08%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.06%	92.94%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.20%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.59%	86.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.28%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.16%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.06%	92.62%
CHEMBL226	P30542	Adenosine A1 receptor	83.21%	95.93%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.65%	89.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.54%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.12%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.90%	97.14%
CHEMBL237	P41145	Kappa opioid receptor	81.60%	98.10%
CHEMBL5028	O14672	ADAM10	80.43%	97.50%
CHEMBL259	P32245	Melanocortin receptor 4	80.32%	95.38%

Plants that contains it

• Delphinium peregrinum

Cross-Links

• PubChem: 101929536
• LOTUS: LTS0001062
• wikiData: Q105138808