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

Details

• Internal ID: 9c15cc27-196e-4e43-a4bc-3c200d0d0f7f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1S,2R,3R,4S,5S,6S,8R,9R,10R,13R,16S,17R,18R)-11-ethyl-6,8,16-trimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,18-diol
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)C5(CC(C6CC4C5C6O)OC)OC)O)OC)C
• SMILES (Isomeric): CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@H]([C@@H]([C@H]31)[C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6O)OC)OC)O)OC)C
• InChI: InChI=1S/C24H39NO5/c1-6-25-11-22(2)8-7-15(29-4)24-13-9-12-14(28-3)10-23(30-5,16(13)18(12)26)17(21(24)25)19(27)20(22)24/h12-21,26-27H,6-11H2,1-5H3/t12-,13-,14+,15+,16-,17+,18+,19+,20-,21-,22+,23-,24+/m1/s1
• InChI Key: XWDPXXKARIDOBG-SMCICNQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₉NO₅
• Molecular Weight: 421.60 g/mol
• Exact Mass: 421.28282334 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8135	81.35%
Caco-2	+	0.4920	49.20%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5238	52.38%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9252	92.52%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6044	60.44%
P-glycoprotein inhibitior	-	0.8761	87.61%
P-glycoprotein substrate	+	0.5461	54.61%
CYP3A4 substrate	+	0.6778	67.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5122	51.22%
CYP3A4 inhibition	-	0.9344	93.44%
CYP2C9 inhibition	-	0.9078	90.78%
CYP2C19 inhibition	-	0.9162	91.62%
CYP2D6 inhibition	-	0.9015	90.15%
CYP1A2 inhibition	-	0.9084	90.84%
CYP2C8 inhibition	+	0.5178	51.78%
CYP inhibitory promiscuity	-	0.9541	95.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6202	62.02%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.7887	78.87%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6690	66.90%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5726	57.26%
skin sensitisation	-	0.8738	87.38%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8082	80.82%
Acute Oral Toxicity (c)	III	0.6086	60.86%
Estrogen receptor binding	+	0.7278	72.78%
Androgen receptor binding	+	0.6822	68.22%
Thyroid receptor binding	+	0.7536	75.36%
Glucocorticoid receptor binding	-	0.4739	47.39%
Aromatase binding	+	0.7215	72.15%
PPAR gamma	+	0.6189	61.89%
Honey bee toxicity	-	0.7178	71.78%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.5273	52.73%

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	99.48%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.34%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	96.56%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.82%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.66%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	90.25%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.50%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.30%	96.38%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	88.07%	91.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.06%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.44%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.27%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	86.03%	83.82%
CHEMBL1871	P10275	Androgen Receptor	84.58%	96.43%
CHEMBL204	P00734	Thrombin	84.14%	96.01%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.02%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.36%	97.14%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.10%	95.36%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.14%	94.78%
CHEMBL228	P31645	Serotonin transporter	82.09%	95.51%
CHEMBL256	P0DMS8	Adenosine A3 receptor	81.63%	95.93%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.63%	93.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.46%	100.00%
CHEMBL3820	P35557	Hexokinase type IV	80.54%	91.96%

Plants that contains it

• Delphinium gueneri
• Delphinium peregrinum
• Delphinium virgatum

Cross-Links

• PubChem: 101625135
• LOTUS: LTS0001368
• wikiData: Q104402247