PlantaeDB Logo
Login Sign-up

Ajacusine

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 17a66f04-d422-4346-9635-d06dd340bd93
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1S,2R,3R,4S,5R,8R,9S,13S,16R,17R,18S)-4-benzoyloxy-11-ethyl-8,9-dihydroxy-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)
SMILES (Isomeric)
InChI InChI=1S/C43H52N2O11/c1-6-44-21-40(22-55-38(49)25-14-10-11-15-28(25)45-31(46)18-23(2)36(45)47)17-16-30(53-4)42-27-19-26-29(52-3)20-41(50,43(51,39(42)44)35(54-5)34(40)42)32(27)33(26)56-37(48)24-12-8-7-9-13-24/h7-15,23,26-27,29-30,32-35,39,50-51H,6,16-22H2,1-5H3/t23-,26+,27+,29?,30+,32+,33-,34+,35-,39?,40-,41+,42-,43+/m0/s1
InChI Key UTXPEZCSRQUREP-USXLYEPZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C43H52N2O11
Molecular Weight 772.90 g/mol
Exact Mass 772.35711048 g/mol
Topological Polar Surface Area (TPSA) 161.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.25
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

Top
Aconitane-7,8,14-triol, 20-ethyl-1,6,16-trimethoxy-4-(((2-(3-methyl-2,5-dioxo-1-pyrrolidinyl)benzoyl)oxy)methyl)-, 14-benzoate, (1beta,14alpha,16beta)-

2D Structure

Top
2D Structure of Ajacusine

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7120 71.20%
Caco-2 - 0.8397 83.97%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6126 61.26%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.8316 83.16%
OATP1B3 inhibitior + 0.9275 92.75%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9867 98.67%
P-glycoprotein inhibitior + 0.7872 78.72%
P-glycoprotein substrate + 0.7728 77.28%
CYP3A4 substrate + 0.7403 74.03%
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 + 0.8069 80.69%
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 - 0.9885 98.85%
Eye irritation - 0.9161 91.61%
Skin irritation - 0.7896 78.96%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis - 0.7540 75.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7822 78.22%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.6369 63.69%
skin sensitisation - 0.8927 89.27%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8795 87.95%
Acute Oral Toxicity (c) III 0.5759 57.59%
Estrogen receptor binding + 0.8548 85.48%
Androgen receptor binding + 0.7725 77.25%
Thyroid receptor binding + 0.5674 56.74%
Glucocorticoid receptor binding + 0.7019 70.19%
Aromatase binding + 0.6471 64.71%
PPAR gamma + 0.7756 77.56%
Honey bee toxicity - 0.7034 70.34%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9611 96.11%

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 99.05% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 98.10% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.09% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.97% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.59% 98.95%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 93.78% 92.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.95% 97.09%
CHEMBL299 P17252 Protein kinase C alpha 90.86% 98.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.51% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.27% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.19% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.17% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 87.63% 91.19%
CHEMBL1902 P62942 FK506-binding protein 1A 86.39% 97.05%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.66% 93.03%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.09% 93.00%
CHEMBL2996 Q05655 Protein kinase C delta 85.01% 97.79%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.59% 82.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.28% 91.07%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.61% 83.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.65% 94.08%
CHEMBL5028 O14672 ADAM10 81.43% 97.50%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 81.40% 88.42%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.61% 95.89%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.02% 96.67%

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.
There are no matching plants.

Cross-Links

Top
PubChem 124201531
LOTUS LTS0100547
wikiData Q105279176