Royline

Details

• Internal ID: 3d82060b-f7a1-4183-869b-a34a6a71e31d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: (1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-13-(hydroxymethyl)-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-8,9-diol
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC)OC)O)O)OC)OC)CO
• 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]6OC)OC)O)O)OC)OC)CO
• InChI: InChI=1S/C25H41NO7/c1-6-26-11-22(12-27)8-7-16(31-3)24-14-9-13-15(30-2)10-23(28,17(14)18(13)32-4)25(29,21(24)26)20(33-5)19(22)24/h13-21,27-29H,6-12H2,1-5H3/t13-,14-,15+,16+,17-,18+,19-,20+,21+,22+,23-,24+,25-/m1/s1
• InChI Key: YOTUXHIWBVZAJQ-DIZROUMASA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₁NO₇
• Molecular Weight: 467.60 g/mol
• Exact Mass: 467.28830265 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.27
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• Delsine
• Royline
• Roylin
• (+)-Lycoctonine
• 26000-17-9
• NSC 268791
• BRN 0054190
• O(C)C1CCC2(CO)CN(CC)C3C4(O)C(OC)C2C13C5CC6C(OC)CC4(O)C5C6OC
• (1-alpha,6-beta,14-alpha,16-beta)-20-Ethyl-4-(hydroxymethyl)-1,6,14,16-tetramethoxyaconitane-7,8-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6595	65.95%
Caco-2	-	0.6681	66.81%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.6712	67.12%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5386	53.86%
P-glycoprotein inhibitior	-	0.8802	88.02%
P-glycoprotein substrate	+	0.6173	61.73%
CYP3A4 substrate	+	0.6924	69.24%
CYP2C9 substrate	-	0.8114	81.14%
CYP2D6 substrate	+	0.3571	35.71%
CYP3A4 inhibition	-	0.8647	86.47%
CYP2C9 inhibition	-	0.8943	89.43%
CYP2C19 inhibition	-	0.9088	90.88%
CYP2D6 inhibition	-	0.9213	92.13%
CYP1A2 inhibition	-	0.9285	92.85%
CYP2C8 inhibition	+	0.5289	52.89%
CYP inhibitory promiscuity	-	0.9741	97.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6286	62.86%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9151	91.51%
Skin irritation	-	0.7688	76.88%
Skin corrosion	-	0.9300	93.00%
Ames mutagenesis	-	0.7248	72.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7581	75.81%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.6389	63.89%
skin sensitisation	-	0.8598	85.98%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8402	84.02%
Acute Oral Toxicity (c)	III	0.4928	49.28%
Estrogen receptor binding	+	0.7396	73.96%
Androgen receptor binding	+	0.7340	73.40%
Thyroid receptor binding	+	0.6775	67.75%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6954	69.54%
PPAR gamma	+	0.7026	70.26%
Honey bee toxicity	-	0.7117	71.17%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.8508	85.08%

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	98.94%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.67%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.00%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	88.89%	95.93%
CHEMBL230	P35354	Cyclooxygenase-2	88.80%	89.63%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.47%	96.38%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	88.25%	95.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.94%	94.45%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.49%	95.58%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.41%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.57%	96.61%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.33%	91.03%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.59%	97.28%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.76%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.66%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.36%	97.14%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	83.00%	92.38%
CHEMBL2996	Q05655	Protein kinase C delta	82.99%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.85%	100.00%
CHEMBL3820	P35557	Hexokinase type IV	82.81%	91.96%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.54%	100.00%
CHEMBL204	P00734	Thrombin	82.31%	96.01%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.20%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.44%	89.62%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.60%	88.42%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.54%	93.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.47%	100.00%
CHEMBL1871	P10275	Androgen Receptor	80.46%	96.43%

Plants that contains it

• Aconitum carmichaelii
• Aconitum cochleare
• Aconitum finetianum
• Aconitum japonicum
• Aconitum nasutum
• Delphinium andersonii
• Delphinium delavayi
• Delphinium dictyocarpum
• Delphinium fissum
• Delphinium formosum
• Delphinium glaucescens
• Delphinium iliense
• Delphinium majus
• Delphinium nordhagenii
• Delphinium nudicaule
• Delphinium pentagynum
• Delphinium retropilosum
• Delphinium scabriflorum
• Delphinium schmalhausenii
• Delphinium tatsienense
• Delphinium umbrosum
• Delphinium yunnanense
• Lycopodium lagopus

Cross-Links

• PubChem: 57506221
• NPASS: NPC166603
• LOTUS: LTS0044204
• wikiData: Q104888863