[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13R,16S,17R,18S)-11-ethyl-8,9-dihydroxy-6,16,18-trimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] (2R)-2-methylbutanoate

Details

• Internal ID: f814b0fd-7e9c-4e39-833c-e23b7e68147d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5R,6S,8R,9S,10S,13R,16S,17R,18S)-11-ethyl-8,9-dihydroxy-6,16,18-trimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] (2R)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2CC3C1C(CC2OC)(C4(C(C5C36C4N(CC5(CCC6OC)C)CC)OC)O)O
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@H]1[C@@H]2C[C@@H]3[C@H]1[C@](C[C@@H]2OC)([C@]4([C@H]([C@H]5[C@]36[C@@H]4N(C[C@@]5(CC[C@@H]6OC)C)CC)OC)O)O
• InChI: InChI=1S/C29H47NO7/c1-8-15(3)24(31)37-21-16-12-17-20(21)27(32,13-18(16)34-5)29(33)23(36-7)22-26(4)11-10-19(35-6)28(17,22)25(29)30(9-2)14-26/h15-23,25,32-33H,8-14H2,1-7H3/t15-,16-,17-,18+,19+,20-,21+,22-,23+,25+,26+,27-,28+,29-/m1/s1
• InChI Key: QCBDBBVOICJTEF-TYSFSATASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₇NO₇
• Molecular Weight: 521.70 g/mol
• Exact Mass: 521.33525284 g/mol
• Topological Polar Surface Area (TPSA): 97.70 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5451	54.51%
Caco-2	-	0.6582	65.82%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5108	51.08%
OATP2B1 inhibitior	-	0.7207	72.07%
OATP1B1 inhibitior	+	0.8904	89.04%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7594	75.94%
P-glycoprotein inhibitior	-	0.6212	62.12%
P-glycoprotein substrate	+	0.6111	61.11%
CYP3A4 substrate	+	0.7161	71.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7620	76.20%
CYP3A4 inhibition	-	0.8537	85.37%
CYP2C9 inhibition	-	0.9128	91.28%
CYP2C19 inhibition	-	0.9248	92.48%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.9263	92.63%
CYP2C8 inhibition	+	0.5476	54.76%
CYP inhibitory promiscuity	-	0.9798	97.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5801	58.01%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9167	91.67%
Skin irritation	-	0.7542	75.42%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3636	36.36%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5327	53.27%
skin sensitisation	-	0.8764	87.64%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.9220	92.20%
Acute Oral Toxicity (c)	III	0.3709	37.09%
Estrogen receptor binding	+	0.7560	75.60%
Androgen receptor binding	+	0.7367	73.67%
Thyroid receptor binding	+	0.5867	58.67%
Glucocorticoid receptor binding	+	0.5503	55.03%
Aromatase binding	+	0.7175	71.75%
PPAR gamma	+	0.6392	63.92%
Honey bee toxicity	-	0.6422	64.22%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	-	0.3681	36.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.69%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.68%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.92%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.87%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.92%	97.09%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	90.51%	95.36%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.54%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.14%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	88.87%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.79%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.01%	92.62%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.82%	95.58%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.26%	96.47%
CHEMBL204	P00734	Thrombin	87.04%	96.01%
CHEMBL299	P17252	Protein kinase C alpha	86.97%	98.03%
CHEMBL202	P00374	Dihydrofolate reductase	86.56%	89.92%
CHEMBL2996	Q05655	Protein kinase C delta	86.25%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.63%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.22%	93.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.05%	89.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.48%	97.50%
CHEMBL284	P27487	Dipeptidyl peptidase IV	84.33%	95.69%
CHEMBL2581	P07339	Cathepsin D	84.28%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.09%	94.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.91%	97.28%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.87%	93.03%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	83.81%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	83.41%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	83.34%	95.93%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.14%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.78%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.97%	82.50%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.12%	92.78%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.04%	82.69%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.87%	95.71%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.80%	99.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.65%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.39%	100.00%

Plants that contains it

• Delphinium verdunense

Cross-Links

• PubChem: 162938411
• LOTUS: LTS0051839
• wikiData: Q105218134