[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13R,16S,17R,18S)-11-ethyl-9,16,18-trihydroxy-6,8-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadec-14-en-4-yl] acetate

Details

• Internal ID: 1b129ed3-41bc-49a7-b4d1-fe05a209ee2f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5R,6S,8R,9S,10S,13R,16S,17R,18S)-11-ethyl-9,16,18-trihydroxy-6,8-dimethoxy-13-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadec-14-en-4-yl] acetate
• SMILES (Canonical): CCN1CC2(C=CC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC(=O)C)OC)OC)O)O)O)C
• SMILES (Isomeric): CCN1C[C@@]2(C=C[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(=O)C)OC)OC)O)O)O)C
• InChI: InChI=1S/C25H37NO7/c1-6-26-11-22(3)8-7-16(28)24-14-9-13-15(31-4)10-23(32-5,17(14)18(13)33-12(2)27)25(30,21(24)26)20(29)19(22)24/h7-8,13-21,28-30H,6,9-11H2,1-5H3/t13-,14-,15+,16+,17-,18+,19-,20+,21+,22+,23-,24+,25-/m1/s1
• InChI Key: YAYGEJIOACUKQR-DIZROUMASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₇NO₇
• Molecular Weight: 463.60 g/mol
• Exact Mass: 463.25700252 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 8
• 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	-	0.4714	47.14%
Caco-2	-	0.6510	65.10%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.4029	40.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8927	89.27%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7019	70.19%
P-glycoprotein inhibitior	-	0.5868	58.68%
P-glycoprotein substrate	+	0.6459	64.59%
CYP3A4 substrate	+	0.7125	71.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8025	80.25%
CYP3A4 inhibition	-	0.9249	92.49%
CYP2C9 inhibition	-	0.8995	89.95%
CYP2C19 inhibition	-	0.8943	89.43%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.8936	89.36%
CYP2C8 inhibition	+	0.4859	48.59%
CYP inhibitory promiscuity	-	0.9362	93.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5306	53.06%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9511	95.11%
Skin irritation	-	0.7598	75.98%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	-	0.6034	60.34%
Human Ether-a-go-go-Related Gene inhibition	+	0.7347	73.47%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6282	62.82%
skin sensitisation	-	0.8670	86.70%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7504	75.04%
Acute Oral Toxicity (c)	III	0.4451	44.51%
Estrogen receptor binding	+	0.8297	82.97%
Androgen receptor binding	+	0.7355	73.55%
Thyroid receptor binding	+	0.6378	63.78%
Glucocorticoid receptor binding	-	0.5946	59.46%
Aromatase binding	+	0.6217	62.17%
PPAR gamma	+	0.6439	64.39%
Honey bee toxicity	-	0.6864	68.64%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.8759	87.59%

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	99.63%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.27%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.17%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.68%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.85%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.28%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	88.59%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	87.48%	83.82%
CHEMBL4208	P20618	Proteasome component C5	87.20%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.06%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.93%	94.08%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.89%	97.28%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.79%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	83.74%	90.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.00%	97.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.36%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.27%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.76%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.35%	96.77%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.75%	93.00%

Plants that contains it

• Delphinium anthriscifolium
• Delphinium densiflorum

Cross-Links

• PubChem: 102032664
• LOTUS: LTS0030172
• wikiData: Q105345690