Aconitane-7,8-diol, 4-(((2-((4-amino-1,4-dioxobutyl)amino)benzoyl)oxy)methyl)-20-ethyl-1,6,14,16-tetramethoxy-, (1alpha,6beta,14alpha,16beta)-

Details

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Internal ID e6830aca-e250-4ca5-b3ad-ee36cdd4bb43
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1S,2R,3R,4S,5R,6S,8R,9S,13S,16S,17R,18R)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(4-amino-4-oxobutanoyl)amino]benzoate
SMILES (Canonical) CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)CCC(=O)N
SMILES (Isomeric) CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@H]([C@@](C31)([C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6OC)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7NC(=O)CCC(=O)N
InChI InChI=1S/C36H51N3O10/c1-6-39-17-33(18-49-31(42)19-9-7-8-10-22(19)38-26(41)12-11-25(37)40)14-13-24(46-3)35-21-15-20-23(45-2)16-34(43,27(21)28(20)47-4)36(44,32(35)39)30(48-5)29(33)35/h7-10,20-21,23-24,27-30,32,43-44H,6,11-18H2,1-5H3,(H2,37,40)(H,38,41)/t20-,21-,23+,24+,27-,28+,29-,30-,32?,33+,34-,35+,36-/m1/s1
InChI Key ZBALYAJAWGGUCX-OVHFASGNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H51N3O10
Molecular Weight 685.80 g/mol
Exact Mass 685.35744483 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 1.34
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 12

Synonyms

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Aconitane-7,8-diol, 4-(((2-((4-amino-1,4-dioxobutyl)amino)benzoyl)oxy)methyl)-20-ethyl-1,6,14,16-tetramethoxy-, (1alpha,6beta,14alpha,16beta)-
509-16-0
(20-ethyl-7,8-dihydroxy-1alpha,6beta,14alpha,16beta-tetramethoxyaconitan-4-yl)methyl 2-(4-amino-4-oxobutanamido)benzoate
CHEBI:2934
C08661
Q27105890
[(1S,2R,3R,4S,5R,6S,8R,9S,13S,16S,17R,18R)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(4-amino-4-oxobutanoyl)amino]benzoate

2D Structure

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2D Structure of Aconitane-7,8-diol, 4-(((2-((4-amino-1,4-dioxobutyl)amino)benzoyl)oxy)methyl)-20-ethyl-1,6,14,16-tetramethoxy-, (1alpha,6beta,14alpha,16beta)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5264 52.64%
Caco-2 - 0.8473 84.73%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.4328 43.28%
OATP2B1 inhibitior + 0.5704 57.04%
OATP1B1 inhibitior + 0.8589 85.89%
OATP1B3 inhibitior + 0.9370 93.70%
MATE1 inhibitior - 0.7846 78.46%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9725 97.25%
P-glycoprotein inhibitior + 0.7521 75.21%
P-glycoprotein substrate + 0.7738 77.38%
CYP3A4 substrate + 0.7341 73.41%
CYP2C9 substrate - 0.6086 60.86%
CYP2D6 substrate - 0.8098 80.98%
CYP3A4 inhibition - 0.7400 74.00%
CYP2C9 inhibition - 0.8898 88.98%
CYP2C19 inhibition - 0.8991 89.91%
CYP2D6 inhibition - 0.8468 84.68%
CYP1A2 inhibition - 0.8992 89.92%
CYP2C8 inhibition + 0.8466 84.66%
CYP inhibitory promiscuity - 0.9609 96.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6316 63.16%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9244 92.44%
Skin irritation - 0.7797 77.97%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6340 63.40%
Human Ether-a-go-go-Related Gene inhibition - 0.3645 36.45%
Micronuclear + 0.8100 81.00%
Hepatotoxicity - 0.6388 63.88%
skin sensitisation - 0.8775 87.75%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7709 77.09%
Acute Oral Toxicity (c) III 0.5869 58.69%
Estrogen receptor binding + 0.8071 80.71%
Androgen receptor binding + 0.7645 76.45%
Thyroid receptor binding + 0.5571 55.71%
Glucocorticoid receptor binding + 0.6904 69.04%
Aromatase binding + 0.7347 73.47%
PPAR gamma + 0.7183 71.83%
Honey bee toxicity - 0.7292 72.92%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.7996 79.96%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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%
CHEMBL221 P23219 Cyclooxygenase-1 97.38% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.12% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.94% 97.25%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.77% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.70% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.69% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.57% 99.23%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 90.05% 89.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.80% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 88.26% 91.19%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.18% 97.21%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 86.51% 92.67%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.44% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.80% 93.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.60% 93.03%
CHEMBL220 P22303 Acetylcholinesterase 84.65% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.37% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.29% 95.89%
CHEMBL230 P35354 Cyclooxygenase-2 82.70% 89.63%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.50% 96.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.27% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.26% 94.00%
CHEMBL2535 P11166 Glucose transporter 80.48% 98.75%
CHEMBL3891 P07384 Calpain 1 80.10% 93.04%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.05% 96.61%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Delphinium cashmerianum

Cross-Links

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PubChem 441710
LOTUS LTS0040448
wikiData Q27105890