[(2S,5R,6S,8R,13S,16R)-14-ethyl-2-hydroxy-4,6,19-trimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-21-yl] acetate

Details

• Internal ID: d76732bc-4464-4a7a-8b33-f5dee2a480bd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(2S,5R,6S,8R,13S,16R)-14-ethyl-2-hydroxy-4,6,19-trimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-21-yl] acetate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C5(C31)C6(CC(C7CC4(C6C7OC)O)OC)OCO5)OC(=O)C)OC)C
• SMILES (Isomeric): CCN1C[C@@]2(CCC(C34[C@H]1C5(C(C23)OC(=O)C)[C@]6(C[C@@H]([C@H]7C[C@@]4(C6C7OC)O)OC)OCO5)OC)C
• InChI: InChI=1S/C27H41NO8/c1-7-28-12-23(3)9-8-17(32-5)26-20(23)21(36-14(2)29)27(22(26)28)25(34-13-35-27)11-16(31-4)15-10-24(26,30)19(25)18(15)33-6/h15-22,30H,7-13H2,1-6H3/t15-,16+,17?,18?,19?,20?,21?,22+,23+,24+,25-,26?,27?/m1/s1
• InChI Key: DTTPWCNKTMQMTE-NPULJSPYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₁NO₈
• Molecular Weight: 507.60 g/mol
• Exact Mass: 507.28321727 g/mol
• Topological Polar Surface Area (TPSA): 95.90 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6757	67.57%
Caco-2	-	0.6025	60.25%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.6438	64.38%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6733	67.33%
P-glycoprotein inhibitior	-	0.6225	62.25%
P-glycoprotein substrate	+	0.5240	52.40%
CYP3A4 substrate	+	0.7142	71.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7955	79.55%
CYP3A4 inhibition	-	0.8333	83.33%
CYP2C9 inhibition	-	0.9144	91.44%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9260	92.60%
CYP2C8 inhibition	+	0.5855	58.55%
CYP inhibitory promiscuity	-	0.9363	93.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5481	54.81%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9105	91.05%
Skin irritation	-	0.7882	78.82%
Skin corrosion	-	0.9341	93.41%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7348	73.48%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5870	58.70%
skin sensitisation	-	0.8541	85.41%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6018	60.18%
Acute Oral Toxicity (c)	III	0.4927	49.27%
Estrogen receptor binding	+	0.8191	81.91%
Androgen receptor binding	+	0.7548	75.48%
Thyroid receptor binding	+	0.6019	60.19%
Glucocorticoid receptor binding	+	0.5771	57.71%
Aromatase binding	+	0.6764	67.64%
PPAR gamma	+	0.7219	72.19%
Honey bee toxicity	-	0.7084	70.84%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.5560	55.60%

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	99.14%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.26%	97.25%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.11%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.89%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.97%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	94.40%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.50%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.28%	97.09%
CHEMBL204	P00734	Thrombin	89.78%	96.01%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.46%	92.62%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.14%	97.28%
CHEMBL2581	P07339	Cathepsin D	87.17%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.09%	97.14%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.84%	89.05%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.65%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.39%	86.33%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.79%	95.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.68%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.57%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.34%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.68%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	81.52%	91.19%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.21%	82.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.20%	89.50%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.09%	94.42%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.96%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.51%	100.00%

Plants that contains it

• Aconitum columbianum
• Delphinium andersonii
• Delphinium anthriscifolium
• Delphinium barbeyi
• Delphinium cheilanthum
• Delphinium delavayi
• Delphinium dictyocarpum
• Delphinium elatum
• Delphinium iliense
• Delphinium majus
• Delphinium occidentale
• Delphinium omeiense
• Delphinium potaninii var. bonvalotii

Cross-Links

• PubChem: 145994496
• LOTUS: LTS0241933
• wikiData: Q104390497