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

Details

• Internal ID: cc7c64a6-c759-4d0e-b64a-35f2760e5fdd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Lappaconitine-type diterpenoid alkaloids
• IUPAC Name: (1R,2S,3S,4S,5R,6S,8S,9S,10R,13S,16S,17S)-11-ethyl-4,6-dimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-3,8,13,16-tetrol
• SMILES (Canonical): CCN1CC2(CCC(C34C2CC(C31)C5(CC(C6CC4C5(C6OC)O)OC)O)O)O
• 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@@]5([C@H]6OC)O)OC)O)O)O
• InChI: InChI=1S/C22H35NO6/c1-4-23-10-19(25)6-5-16(24)21-14(19)8-12(17(21)23)20(26)9-13(28-2)11-7-15(21)22(20,27)18(11)29-3/h11-18,24-27H,4-10H2,1-3H3/t11-,12+,13+,14-,15+,16+,17-,18+,19-,20+,21+,22+/m1/s1
• InChI Key: DTOLGJFFBKWDJX-OEJWVEOKSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₅NO₆
• Molecular Weight: 409.50 g/mol
• Exact Mass: 409.24643784 g/mol
• Topological Polar Surface Area (TPSA): 103.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.26
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6071	60.71%
Caco-2	-	0.5822	58.22%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.6263	62.63%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9273	92.73%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6359	63.59%
P-glycoprotein inhibitior	-	0.9003	90.03%
P-glycoprotein substrate	-	0.5080	50.80%
CYP3A4 substrate	+	0.6581	65.81%
CYP2C9 substrate	-	0.8202	82.02%
CYP2D6 substrate	+	0.3924	39.24%
CYP3A4 inhibition	-	0.9388	93.88%
CYP2C9 inhibition	-	0.9095	90.95%
CYP2C19 inhibition	-	0.9115	91.15%
CYP2D6 inhibition	-	0.9109	91.09%
CYP1A2 inhibition	-	0.9316	93.16%
CYP2C8 inhibition	-	0.6335	63.35%
CYP inhibitory promiscuity	-	0.9826	98.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6093	60.93%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9256	92.56%
Skin irritation	-	0.7707	77.07%
Skin corrosion	-	0.9279	92.79%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6414	64.14%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6863	68.63%
skin sensitisation	-	0.8637	86.37%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8757	87.57%
Acute Oral Toxicity (c)	III	0.4666	46.66%
Estrogen receptor binding	+	0.7613	76.13%
Androgen receptor binding	+	0.6888	68.88%
Thyroid receptor binding	+	0.6854	68.54%
Glucocorticoid receptor binding	+	0.5649	56.49%
Aromatase binding	+	0.6940	69.40%
PPAR gamma	+	0.5986	59.86%
Honey bee toxicity	-	0.7524	75.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.7496	74.96%

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	98.28%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.54%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	95.44%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.35%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.80%	96.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.73%	85.14%
CHEMBL332	P03956	Matrix metalloproteinase-1	90.79%	94.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.09%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.31%	95.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.90%	95.58%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	86.12%	90.24%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.06%	82.38%
CHEMBL1871	P10275	Androgen Receptor	84.89%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	84.22%	90.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.50%	90.08%
CHEMBL1937	Q92769	Histone deacetylase 2	83.36%	94.75%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.20%	95.36%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.20%	91.03%
CHEMBL259	P32245	Melanocortin receptor 4	82.85%	95.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.78%	92.62%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.60%	95.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.27%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.19%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.69%	93.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.31%	94.66%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	81.27%	92.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.18%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.15%	97.14%
CHEMBL4073	P09237	Matrix metalloproteinase 7	80.82%	97.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.79%	97.28%
CHEMBL2996	Q05655	Protein kinase C delta	80.72%	97.79%

Plants that contains it

• Aconitum laeve
• Aconitum leucostomum
• Aconitum septentrionale

Cross-Links

• PubChem: 101324719
• LOTUS: LTS0145417
• wikiData: Q104384717