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

Details

• Internal ID: 60f12bfd-d7a1-45d5-94fb-4a7d5505ad4c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1R,2S,3R,4S,5S,8S,9S,10R,13R,16S,17R)-11-ethyl-16-methoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-2,4,8-triol
• InChI: InChI=1S/C22H35NO4/c1-4-23-11-19(2)7-6-15(27-3)22-14(19)9-13(18(22)23)20(25)8-5-12-10-21(22,26)17(20)16(12)24/h12-18,24-26H,4-11H2,1-3H3/t12-,13-,14+,15-,16-,17+,18+,19-,20-,21-,22-/m0/s1
• InChI Key: MDCQBGQVDRLEGB-SZDRHTRBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₅NO₄
• Molecular Weight: 377.50 g/mol
• Exact Mass: 377.25660860 g/mol
• Topological Polar Surface Area (TPSA): 73.20 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8105	81.05%
Caco-2	+	0.5545	55.45%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Lysosomes	0.7486	74.86%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9280	92.80%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6961	69.61%
P-glycoprotein inhibitior	-	0.9087	90.87%
P-glycoprotein substrate	+	0.5398	53.98%
CYP3A4 substrate	+	0.6600	66.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4514	45.14%
CYP3A4 inhibition	-	0.9534	95.34%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9236	92.36%
CYP2C8 inhibition	+	0.5809	58.09%
CYP inhibitory promiscuity	-	0.9675	96.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6337	63.37%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8932	89.32%
Skin irritation	-	0.7699	76.99%
Skin corrosion	-	0.9220	92.20%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4435	44.35%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6827	68.27%
skin sensitisation	-	0.8646	86.46%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7362	73.62%
Acute Oral Toxicity (c)	III	0.4877	48.77%
Estrogen receptor binding	+	0.7625	76.25%
Androgen receptor binding	+	0.7171	71.71%
Thyroid receptor binding	+	0.7536	75.36%
Glucocorticoid receptor binding	+	0.6078	60.78%
Aromatase binding	+	0.6531	65.31%
PPAR gamma	-	0.5175	51.75%
Honey bee toxicity	-	0.7747	77.47%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	-	0.6509	65.09%

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	99.08%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.69%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.52%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.14%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	91.69%	90.17%
CHEMBL240	Q12809	HERG	91.32%	89.76%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.14%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.36%	94.45%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.97%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.74%	95.89%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	89.30%	87.16%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.87%	89.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.61%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.47%	100.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.89%	82.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.83%	82.69%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.67%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.43%	96.77%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	83.98%	94.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.82%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.47%	92.94%
CHEMBL284	P27487	Dipeptidyl peptidase IV	83.16%	95.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.97%	93.00%
CHEMBL259	P32245	Melanocortin receptor 4	82.95%	95.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.61%	85.14%
CHEMBL1871	P10275	Androgen Receptor	82.60%	96.43%
CHEMBL2971	O60674	Tyrosine-protein kinase JAK2	82.49%	96.66%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.34%	100.00%
CHEMBL4073	P09237	Matrix metalloproteinase 7	81.66%	97.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.49%	95.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.87%	90.24%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	80.78%	95.52%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.75%	95.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.42%	96.61%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.35%	100.00%

Plants that contains it

• Aconitum racemulosum

Cross-Links

• PubChem: 101169160
• LOTUS: LTS0025663
• wikiData: Q105161595