[(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-acetamidobenzoate

Details

• Internal ID: cbd79b54-64a6-4989-883e-142cb2db5436
• 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-acetamidobenzoate
• SMILES (Canonical): CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6O)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=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=C7NC(=O)C
• InChI: InChI=1S/C33H46N2O9/c1-6-35-15-30(16-44-28(38)18-9-7-8-10-21(18)34-17(2)36)12-11-23(42-4)32-20-13-19-22(41-3)14-31(39,24(20)25(19)37)33(40,29(32)35)27(43-5)26(30)32/h7-10,19-20,22-27,29,37,39-40H,6,11-16H2,1-5H3,(H,34,36)/t19-,20-,22+,23+,24-,25+,26-,27+,29+,30+,31-,32+,33-/m1/s1
• InChI Key: GVZZOVYQNAEUTQ-PDVHHVOWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₆N₂O₉
• Molecular Weight: 614.70 g/mol
• Exact Mass: 614.32033105 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7235	72.35%
Caco-2	-	0.8390	83.90%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5019	50.19%
OATP2B1 inhibitior	-	0.7176	71.76%
OATP1B1 inhibitior	+	0.8728	87.28%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.8846	88.46%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9818	98.18%
P-glycoprotein inhibitior	+	0.6833	68.33%
P-glycoprotein substrate	+	0.7748	77.48%
CYP3A4 substrate	+	0.7410	74.10%
CYP2C9 substrate	+	0.5900	59.00%
CYP2D6 substrate	-	0.8008	80.08%
CYP3A4 inhibition	-	0.8665	86.65%
CYP2C9 inhibition	-	0.8381	83.81%
CYP2C19 inhibition	-	0.8698	86.98%
CYP2D6 inhibition	-	0.8818	88.18%
CYP1A2 inhibition	-	0.8761	87.61%
CYP2C8 inhibition	+	0.8189	81.89%
CYP inhibitory promiscuity	-	0.9203	92.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6689	66.89%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9333	93.33%
Skin irritation	-	0.7785	77.85%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.6140	61.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.8383	83.83%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.6867	68.67%
skin sensitisation	-	0.8756	87.56%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.5819	58.19%
Acute Oral Toxicity (c)	III	0.5905	59.05%
Estrogen receptor binding	+	0.8283	82.83%
Androgen receptor binding	+	0.7637	76.37%
Thyroid receptor binding	+	0.5865	58.65%
Glucocorticoid receptor binding	+	0.6521	65.21%
Aromatase binding	+	0.7599	75.99%
PPAR gamma	+	0.7482	74.82%
Honey bee toxicity	-	0.7313	73.13%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8523	85.23%

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	99.42%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.65%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	94.39%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.14%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.97%	97.09%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	92.93%	92.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.05%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	88.59%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.38%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	87.19%	91.19%
CHEMBL2581	P07339	Cathepsin D	87.10%	98.95%
CHEMBL2535	P11166	Glucose transporter	86.86%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.84%	93.03%
CHEMBL256	P0DMS8	Adenosine A3 receptor	86.53%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.42%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.95%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.49%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.02%	91.07%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.64%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.96%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.64%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.56%	97.21%
CHEMBL5028	O14672	ADAM10	82.55%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.46%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.42%	94.45%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.85%	96.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.68%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.69%	92.62%

Plants that contains it

• Aconitum tanguticum
• Delphinium formosum
• Delphinium nuttallianum

Cross-Links

• PubChem: 101670652
• LOTUS: LTS0135993
• wikiData: Q104397912