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

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	7ab65938-0d29-49df-9aa1-9c25771f81d1
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name	(1S,2R,3R,4S,5S,6S,8S,9S,10R,13S,16S,17R)-11-ethyl-13-(hydroxymethyl)-6-methoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,16-triol
SMILES (Canonical)	CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4C5C6O)OC)O)O)CO
SMILES (Isomeric)	CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2C[C@@H]([C@H]31)[C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6O)OC)O)O)CO
InChI	InChI=1S/C22H35NO5/c1-3-23-9-20(10-24)5-4-16(25)22-12-6-11-14(28-2)8-21(27,17(12)18(11)26)13(19(22)23)7-15(20)22/h11-19,24-27H,3-10H2,1-2H3/t11-,12-,13+,14+,15-,16+,17-,18+,19-,20+,21+,22-/m1/s1
InChI Key	VGMSYPBIRZMVCJ-JEJCSOMWSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₃₅NO₅
Molecular Weight	393.50 g/mol
Exact Mass	393.25152322 g/mol
Topological Polar Surface Area (TPSA)	93.40 Å²
XlogP	-0.20
Atomic LogP (AlogP)	0.22
H-Bond Acceptor	6
H-Bond Donor	4
Rotatable Bonds	3

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8483	84.83%
Caco-2	-	0.6624	66.24%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.8227	82.27%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9356	93.56%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6534	65.34%
BSEP inhibitior	-	0.6724	67.24%
P-glycoprotein inhibitior	-	0.9196	91.96%
P-glycoprotein substrate	+	0.6082	60.82%
CYP3A4 substrate	+	0.6680	66.80%
CYP2C9 substrate	-	0.8228	82.28%
CYP2D6 substrate	+	0.4019	40.19%
CYP3A4 inhibition	-	0.9540	95.40%
CYP2C9 inhibition	-	0.9012	90.12%
CYP2C19 inhibition	-	0.8878	88.78%
CYP2D6 inhibition	-	0.9174	91.74%
CYP1A2 inhibition	-	0.9167	91.67%
CYP2C8 inhibition	+	0.4590	45.90%
CYP inhibitory promiscuity	-	0.9482	94.82%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6583	65.83%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.8592	85.92%
Skin irritation	-	0.7763	77.63%
Skin corrosion	-	0.9292	92.92%
Ames mutagenesis	-	0.6448	64.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7084	70.84%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6274	62.74%
skin sensitisation	-	0.8586	85.86%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7612	76.12%
Acute Oral Toxicity (c)	III	0.5647	56.47%
Estrogen receptor binding	+	0.7193	71.93%
Androgen receptor binding	+	0.6719	67.19%
Thyroid receptor binding	+	0.6858	68.58%
Glucocorticoid receptor binding	+	0.6117	61.17%
Aromatase binding	+	0.6241	62.41%
PPAR gamma	-	0.5055	50.55%
Honey bee toxicity	-	0.7680	76.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.8740	87.40%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.66%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.49%	97.25%
CHEMBL204	P00734	Thrombin	97.61%	96.01%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.41%	85.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.10%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.70%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	92.26%	91.03%
CHEMBL226	P30542	Adenosine A1 receptor	91.96%	95.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.97%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.88%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.91%	95.89%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.55%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.63%	90.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.31%	92.94%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	86.28%	87.16%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	86.16%	95.36%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	86.15%	92.38%
CHEMBL1871	P10275	Androgen Receptor	85.96%	96.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.05%	95.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.69%	90.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.04%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.83%	97.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.44%	96.61%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.01%	95.83%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	82.67%	98.99%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.42%	92.86%
CHEMBL259	P32245	Melanocortin receptor 4	81.66%	95.38%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.19%	91.07%
CHEMBL2581	P07339	Cathepsin D	81.17%	98.95%
CHEMBL3820	P35557	Hexokinase type IV	81.14%	91.96%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	81.14%	95.52%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.21%	94.45%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.