[(1R,2R,3R,4S,5R,6S,8R,9R,10R,13S,16S,17R,18S)-4,6-diacetyloxy-11-ethyl-8,9-dihydroxy-16,18-dimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate

Details

• Internal ID: 1f1220b9-a5fc-48b2-b41d-775dfcb9a321
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1R,2R,3R,4S,5R,6S,8R,9R,10R,13S,16S,17R,18S)-4,6-diacetyloxy-11-ethyl-8,9-dihydroxy-16,18-dimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC(=O)C)OC(=O)C)O)O)OC)OC)COC(=O)C7=CC=CC=C7N8C(=O)CC(C8=O)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]6OC(=O)C)OC(=O)C)O)O)OC)OC)COC(=O)C7=CC=CC=C7N8C(=O)C[C@@H](C8=O)C
• InChI: InChI=1S/C39H50N2O12/c1-7-40-17-36(18-51-34(46)22-10-8-9-11-25(22)41-28(44)14-19(2)33(41)45)13-12-27(49-5)38-24-15-23-26(52-20(3)42)16-37(47,29(24)30(23)53-21(4)43)39(48,35(38)40)32(50-6)31(36)38/h8-11,19,23-24,26-27,29-32,35,47-48H,7,12-18H2,1-6H3/t19-,23+,24+,26-,27-,29+,30-,31+,32-,35+,36-,37+,38+,39-/m0/s1
• InChI Key: URQIVYYWPHFPBY-XPTVJTOFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₀N₂O₁₂
• Molecular Weight: 738.80 g/mol
• Exact Mass: 738.33637503 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 13
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7378	73.78%
Caco-2	-	0.8340	83.40%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6126	61.26%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8354	83.54%
OATP1B3 inhibitior	+	0.9294	92.94%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9808	98.08%
P-glycoprotein inhibitior	+	0.7922	79.22%
P-glycoprotein substrate	+	0.7545	75.45%
CYP3A4 substrate	+	0.7444	74.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7782	77.82%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9387	93.87%
CYP2C8 inhibition	+	0.7718	77.18%
CYP inhibitory promiscuity	-	0.9484	94.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6126	61.26%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9164	91.64%
Skin irritation	-	0.7895	78.95%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.6940	69.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.6484	64.84%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.6537	65.37%
skin sensitisation	-	0.8849	88.49%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8443	84.43%
Acute Oral Toxicity (c)	III	0.5759	57.59%
Estrogen receptor binding	+	0.8440	84.40%
Androgen receptor binding	+	0.7684	76.84%
Thyroid receptor binding	+	0.5510	55.10%
Glucocorticoid receptor binding	+	0.7285	72.85%
Aromatase binding	+	0.6872	68.72%
PPAR gamma	+	0.7752	77.52%
Honey bee toxicity	-	0.6823	68.23%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9332	93.32%

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	99.49%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.28%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.46%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.17%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	94.68%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.61%	86.33%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	94.13%	92.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.74%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.50%	82.69%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	92.47%	88.42%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.98%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.77%	91.19%
CHEMBL299	P17252	Protein kinase C alpha	89.10%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	88.47%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.36%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.09%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.75%	94.08%
CHEMBL1902	P62942	FK506-binding protein 1A	84.10%	97.05%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.26%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.85%	94.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.59%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.41%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.41%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.16%	99.23%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.50%	96.67%

Plants that contains it

• Delphinium nuttallianum

Cross-Links

• PubChem: 163087873
• LOTUS: LTS0152986
• wikiData: Q105277968