[(1S,2R,3R,4S,5S,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-4,8,9-trihydroxy-6,16,18-trimethoxy-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: bcdff4d8-b416-4336-8c29-5f82626ac00c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
• IUPAC Name: [(1S,2R,3R,4S,5S,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-4,8,9-trihydroxy-6,16,18-trimethoxy-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(C6CC4C5C6O)OC)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]6O)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7N8C(=O)C[C@@H](C8=O)C
• InChI: InChI=1S/C36H48N2O10/c1-6-37-16-33(17-48-31(42)19-9-7-8-10-22(19)38-25(39)13-18(2)30(38)41)12-11-24(46-4)35-21-14-20-23(45-3)15-34(43,26(21)27(20)40)36(44,32(35)37)29(47-5)28(33)35/h7-10,18,20-21,23-24,26-29,32,40,43-44H,6,11-17H2,1-5H3/t18-,20+,21+,23-,24-,26+,27-,28+,29-,32-,33-,34+,35-,36+/m0/s1
• InChI Key: GFWYSOWSJXKFFQ-IPVNYRSLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈N₂O₁₀
• Molecular Weight: 668.80 g/mol
• Exact Mass: 668.33089573 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.38
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6178	61.78%
Caco-2	-	0.8215	82.15%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5485	54.85%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8546	85.46%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9892	98.92%
P-glycoprotein inhibitior	+	0.7565	75.65%
P-glycoprotein substrate	+	0.7560	75.60%
CYP3A4 substrate	+	0.7426	74.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7775	77.75%
CYP3A4 inhibition	-	0.8854	88.54%
CYP2C9 inhibition	-	0.8889	88.89%
CYP2C19 inhibition	-	0.8890	88.90%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	-	0.9301	93.01%
CYP2C8 inhibition	+	0.7750	77.50%
CYP inhibitory promiscuity	-	0.9346	93.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6268	62.68%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9276	92.76%
Skin irritation	-	0.7842	78.42%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.6340	63.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.7933	79.33%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.7119	71.19%
skin sensitisation	-	0.8793	87.93%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8615	86.15%
Acute Oral Toxicity (c)	III	0.5465	54.65%
Estrogen receptor binding	+	0.8054	80.54%
Androgen receptor binding	+	0.7663	76.63%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6662	66.62%
Aromatase binding	+	0.6942	69.42%
PPAR gamma	+	0.7457	74.57%
Honey bee toxicity	-	0.7158	71.58%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9197	91.97%

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	97.90%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.84%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	95.11%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.95%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.26%	97.09%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	92.89%	92.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.56%	86.33%
CHEMBL299	P17252	Protein kinase C alpha	90.97%	98.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.80%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.88%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.80%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.88%	91.07%
CHEMBL1902	P62942	FK506-binding protein 1A	85.85%	97.05%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	85.72%	88.42%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.42%	82.69%
CHEMBL2535	P11166	Glucose transporter	83.89%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.99%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.50%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.35%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.63%	89.62%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.13%	97.33%

Plants that contains it

• Delphinium barbeyi
• Delphinium elatum
• Delphinium nuttallianum
• Delphinium pentagynum
• Delphinium scabriflorum

Cross-Links

• PubChem: 101631700
• LOTUS: LTS0073528
• wikiData: Q105007850