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

Details

• Internal ID: 45669888-44c3-4bf7-91c2-60455d21ba9a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1S,2R,3R,4S,5S,6S,8R,9S,10S,13R,16S,17R,18S)-11-ethyl-6,16,18-trimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,9-triol
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6O)OC)O)O)OC)OC)C
• SMILES (Isomeric): CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@@H]([C@@]([C@H]31)([C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6O)OC)O)O)OC)OC)C
• InChI: InChI=1S/C24H39NO6/c1-6-25-11-21(2)8-7-15(30-4)23-13-9-12-14(29-3)10-22(27,16(13)17(12)26)24(28,20(23)25)19(31-5)18(21)23/h12-20,26-28H,6-11H2,1-5H3/t12-,13-,14+,15+,16-,17+,18-,19+,20+,21+,22-,23+,24-/m1/s1
• InChI Key: HJKCJRMDRQXXHH-FCXNFKKQSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₉NO₆
• Molecular Weight: 437.60 g/mol
• Exact Mass: 437.27773796 g/mol
• Topological Polar Surface Area (TPSA): 91.60 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.64
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5345	53.45%
Caco-2	-	0.6067	60.67%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.6758	67.58%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9236	92.36%
OATP1B3 inhibitior	+	0.9455	94.55%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5542	55.42%
P-glycoprotein inhibitior	-	0.8791	87.91%
P-glycoprotein substrate	+	0.5752	57.52%
CYP3A4 substrate	+	0.7013	70.13%
CYP2C9 substrate	-	0.8202	82.02%
CYP2D6 substrate	+	0.3924	39.24%
CYP3A4 inhibition	-	0.9330	93.30%
CYP2C9 inhibition	-	0.8962	89.62%
CYP2C19 inhibition	-	0.8966	89.66%
CYP2D6 inhibition	-	0.9314	93.14%
CYP1A2 inhibition	-	0.9364	93.64%
CYP2C8 inhibition	+	0.5576	55.76%
CYP inhibitory promiscuity	-	0.9782	97.82%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6180	61.80%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9258	92.58%
Skin irritation	-	0.7611	76.11%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6451	64.51%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.6702	67.02%
skin sensitisation	-	0.8616	86.16%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8575	85.75%
Acute Oral Toxicity (c)	III	0.4007	40.07%
Estrogen receptor binding	+	0.6892	68.92%
Androgen receptor binding	+	0.7224	72.24%
Thyroid receptor binding	+	0.7230	72.30%
Glucocorticoid receptor binding	-	0.5281	52.81%
Aromatase binding	+	0.7058	70.58%
PPAR gamma	+	0.6527	65.27%
Honey bee toxicity	-	0.6504	65.04%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	-	0.6382	63.82%

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	99.37%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.97%	97.25%
CHEMBL204	P00734	Thrombin	94.58%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.32%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.10%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	93.24%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.33%	94.45%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.23%	95.58%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.27%	91.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.18%	96.38%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	88.88%	95.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.92%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.14%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.72%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.17%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.75%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.89%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.74%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.60%	96.61%
CHEMBL3820	P35557	Hexokinase type IV	82.49%	91.96%
CHEMBL256	P0DMS8	Adenosine A3 receptor	81.89%	95.93%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.73%	97.50%
CHEMBL1871	P10275	Androgen Receptor	81.63%	96.43%
CHEMBL259	P32245	Melanocortin receptor 4	81.34%	95.38%
CHEMBL2996	Q05655	Protein kinase C delta	81.32%	97.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.56%	95.89%
CHEMBL332	P03956	Matrix metalloproteinase-1	80.46%	94.50%

Plants that contains it

• Delphinium gracile
• Delphinium nudicaule
• Delphinium peregrinum
• Delphinium verdunense
• Jatropha gossypiifolia

Cross-Links

• PubChem: 101625137
• NPASS: NPC242383
• LOTUS: LTS0099920
• wikiData: Q104252961