PlantaeDB Logo
Login Sign-up

3-Acetylaconitine

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID df42b264-9e99-4267-ab3e-68503e2d434f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(2R,3R,5R,6S,8R,10R,17S)-8,14-diacetyloxy-11-ethyl-5,7-dihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate
SMILES (Canonical) CCN1CC2(C(CC(C34C2C(C(C31)C5(C6C4CC(C6OC(=O)C7=CC=CC=C7)(C(C5O)OC)O)OC(=O)C)OC)OC)OC(=O)C)COC
SMILES (Isomeric) CCN1CC2([C@H]3C(C4[C@@H]1C3([C@@H]5C[C@@]6([C@H](C([C@]4([C@H]5C6OC(=O)C7=CC=CC=C7)OC(=O)C)O)OC)O)C(CC2OC(=O)C)OC)OC)COC
InChI InChI=1S/C36H49NO12/c1-8-37-16-33(17-43-4)22(47-18(2)38)14-23(44-5)35-21-15-34(42)30(48-32(41)20-12-10-9-11-13-20)24(21)36(49-19(3)39,29(40)31(34)46-7)25(28(35)37)26(45-6)27(33)35/h9-13,21-31,40,42H,8,14-17H2,1-7H3/t21-,22?,23?,24-,25?,26?,27-,28-,29?,30?,31+,33?,34-,35?,36-/m1/s1
InChI Key RIPYIJVYDYCPKW-WEVHBWGYSA-N
Popularity 11 references in papers

Physical and Chemical Properties

Top
Molecular Formula C36H49NO12
Molecular Weight 687.80 g/mol
Exact Mass 687.32547600 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 1.22
H-Bond Acceptor 13
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

Top
Flaconitine
Aconitine 3-acetate
Aconitine 3-monoacetate
77181-26-1
N8Y4AH95JL
C36H49NO12
C36-H49-N-O12
UNII-N8Y4AH95JL
[(2R,3R,5R,6S,8R,10R,17S)-8,14-diacetyloxy-11-ethyl-5,7-dihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate

2D Structure

Top
2D Structure of 3-Acetylaconitine

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6301 63.01%
Caco-2 - 0.8184 81.84%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Lysosomes 0.5882 58.82%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.9199 91.99%
OATP1B3 inhibitior + 0.9498 94.98%
MATE1 inhibitior - 0.9220 92.20%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9545 95.45%
P-glycoprotein inhibitior + 0.7425 74.25%
P-glycoprotein substrate + 0.6789 67.89%
CYP3A4 substrate + 0.7162 71.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7414 74.14%
CYP3A4 inhibition - 0.8000 80.00%
CYP2C9 inhibition - 0.9123 91.23%
CYP2C19 inhibition - 0.8878 88.78%
CYP2D6 inhibition - 0.9029 90.29%
CYP1A2 inhibition - 0.8925 89.25%
CYP2C8 inhibition + 0.7740 77.40%
CYP inhibitory promiscuity - 0.9119 91.19%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5591 55.91%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9108 91.08%
Skin irritation - 0.7747 77.47%
Skin corrosion - 0.9407 94.07%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6505 65.05%
Micronuclear + 0.5500 55.00%
Hepatotoxicity + 0.8375 83.75%
skin sensitisation - 0.8711 87.11%
Respiratory toxicity + 0.9556 95.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8931 89.31%
Acute Oral Toxicity (c) I 0.8147 81.47%
Estrogen receptor binding + 0.8006 80.06%
Androgen receptor binding + 0.6839 68.39%
Thyroid receptor binding + 0.5364 53.64%
Glucocorticoid receptor binding - 0.6518 65.18%
Aromatase binding + 0.6860 68.60%
PPAR gamma + 0.7524 75.24%
Honey bee toxicity - 0.7543 75.43%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5345 53.45%
Fish aquatic toxicity + 0.8549 85.49%

Targets

Top

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 99.49% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.11% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.80% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 96.50% 90.17%
CHEMBL2581 P07339 Cathepsin D 95.66% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 94.73% 83.82%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 94.17% 94.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.51% 99.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.97% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.27% 91.19%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 85.07% 94.62%
CHEMBL2535 P11166 Glucose transporter 84.65% 98.75%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.89% 81.11%
CHEMBL5028 O14672 ADAM10 83.72% 97.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.64% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.57% 92.62%
CHEMBL4208 P20618 Proteasome component C5 83.07% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.95% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.74% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.42% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.12% 91.11%

Plants that contains it

Top
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.
Aconitum carmichaelii
Aconitum jaluense
Aconitum japonicum
Aconitum kusnezoffii
Aconitum variegatum
Aconitum volubile var. pubescens

Cross-Links

Top
PubChem 53595
NPASS NPC62092
LOTUS LTS0052812
wikiData Q105237048