(1R,2S,3S,4S,5R,6S,8S,9S,10R,13S,16S,17S)-11-ethyl-6,8-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,9,16-triol

Details

• Internal ID: 91754415-a460-4581-b811-baf1a36dd5c0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1R,2S,3S,4S,5R,6S,8S,9S,10R,13S,16S,17S)-11-ethyl-6,8-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,9,16-triol
• SMILES (Canonical): CCN1CC2(CCC(C34C2CC(C31)(C5(CC(C6CC4C5C6O)OC)OC)O)O)C
• SMILES (Isomeric): CCN1C[C@]2(CC[C@@H]([C@]34[C@H]2C[C@]([C@@H]31)([C@@]5(C[C@@H]([C@@H]6C[C@H]4[C@H]5[C@H]6O)OC)OC)O)O)C
• InChI: InChI=1S/C23H37NO5/c1-5-24-11-20(2)7-6-16(25)23-13-8-12-14(28-3)9-22(29-4,17(13)18(12)26)21(27,19(23)24)10-15(20)23/h12-19,25-27H,5-11H2,1-4H3/t12-,13-,14-,15-,16-,17-,18-,19-,20+,21-,22-,23-/m0/s1
• InChI Key: MRAUUHCURXZDPX-VUXTYGICSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₇NO₅
• Molecular Weight: 407.50 g/mol
• Exact Mass: 407.26717328 g/mol
• Topological Polar Surface Area (TPSA): 82.40 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7572	75.72%
Caco-2	-	0.5253	52.53%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.6111	61.11%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9299	92.99%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4932	49.32%
P-glycoprotein inhibitior	-	0.8913	89.13%
P-glycoprotein substrate	+	0.6074	60.74%
CYP3A4 substrate	+	0.6950	69.50%
CYP2C9 substrate	-	0.8228	82.28%
CYP2D6 substrate	+	0.4426	44.26%
CYP3A4 inhibition	-	0.8798	87.98%
CYP2C9 inhibition	-	0.9127	91.27%
CYP2C19 inhibition	-	0.9077	90.77%
CYP2D6 inhibition	-	0.9115	91.15%
CYP1A2 inhibition	-	0.9423	94.23%
CYP2C8 inhibition	+	0.5402	54.02%
CYP inhibitory promiscuity	-	0.9674	96.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6088	60.88%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8832	88.32%
Skin irritation	-	0.7671	76.71%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6600	66.00%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.7077	70.77%
skin sensitisation	-	0.8696	86.96%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8341	83.41%
Acute Oral Toxicity (c)	III	0.4030	40.30%
Estrogen receptor binding	+	0.7057	70.57%
Androgen receptor binding	+	0.7472	74.72%
Thyroid receptor binding	+	0.7466	74.66%
Glucocorticoid receptor binding	+	0.5461	54.61%
Aromatase binding	+	0.7354	73.54%
PPAR gamma	+	0.5470	54.70%
Honey bee toxicity	-	0.7021	70.21%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	-	0.6306	63.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.17%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.11%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.41%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.12%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.73%	95.58%
CHEMBL226	P30542	Adenosine A1 receptor	93.28%	95.93%
CHEMBL204	P00734	Thrombin	91.72%	96.01%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.41%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.77%	85.14%
CHEMBL1871	P10275	Androgen Receptor	90.26%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.64%	100.00%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	89.20%	95.52%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.03%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.80%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.07%	95.89%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.88%	95.36%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.56%	96.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.76%	91.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.74%	96.38%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.14%	97.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.40%	82.38%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.36%	95.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.60%	92.94%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.17%	97.21%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.64%	92.86%
CHEMBL221	P23219	Cyclooxygenase-1	80.45%	90.17%
CHEMBL222	P23975	Norepinephrine transporter	80.33%	96.06%
CHEMBL259	P32245	Melanocortin receptor 4	80.08%	95.38%

Plants that contains it

• Delphinium elatum

Cross-Links

• PubChem: 154496256
• LOTUS: LTS0274022
• wikiData: Q105170443