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Ajugaciliatin G

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

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Internal ID b5e62e31-2044-4397-ad62-55a65c69b61f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1R,3R,5S,6R,8S,9R,10R,13R)-8-acetyloxy-10-hydroxy-10-(hydroxymethyl)-5,6-dimethyl-3-(5-oxo-2H-furan-3-yl)-2-oxatricyclo[7.3.1.05,13]tridecan-9-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H34O9/c1-13-7-19(32-15(3)27)24(12-31-14(2)26)21-17(5-6-23(24,29)11-25)33-18(9-22(13,21)4)16-8-20(28)30-10-16/h8,13,17-19,21,25,29H,5-7,9-12H2,1-4H3/t13-,17-,18-,19+,21-,22+,23+,24-/m1/s1
InChI Key ROPQJIBJNYFSAT-ILXDFJSXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C24H34O9
Molecular Weight 466.50 g/mol
Exact Mass 466.22028266 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.29
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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CHEBI:69868
(12R)-6alpha,19-diacetoxy-1beta,12-epoxy-4alpha,18-dihydroxyneo-clerod-13-en-15,16-olide
[(2R,3aS,4R,6S,6aR,7R,9aR,9bR)-6-(acetyloxy)-7-hydroxy-7-(hydroxymethyl)-3a,4-dimethyl-2-(5-oxo-2,5-dihydrofuran-3-yl)decahydronaphtho[1,8-bc]pyran-6a(4H)-yl]methyl acetate
((1R,3R,5S,6R,8S,9R,10R,13R)-8-acetyloxy-10-hydroxy-10-(hydroxymethyl)-5,6-dimethyl-3-(5-oxo-2H-furan-3-yl)-2-oxatricyclo(7.3.1.05,13)tridecan-9-yl)methyl acetate
((2R,3aS,4R,6S,6aR,7R,9aR,9bR)-6-(acetyloxy)-7-hydroxy-7-(hydroxymethyl)-3a,4-dimethyl-2-(5-oxo-2,5-dihydrofuran-3-yl)decahydronaphtho(1,8-bc)pyran-6a(4H)-yl)methyl acetate
[(1R,3R,5S,6R,8S,9R,10R,13R)-8-acetyloxy-10-hydroxy-10-(hydroxymethyl)-5,6-dimethyl-3-(5-oxo-2H-furan-3-yl)-2-oxatricyclo[7.3.1.05,13]tridecan-9-yl]methyl acetate
RefChem:110331
(12R)-6a,19-Diacetoxy-1b,12-epoxy-4a,18-dihydroxyneo-clerod-13-en-15,16-olide
CHEMBL1813857
Q27138209

2D Structure

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2D Structure of Ajugaciliatin G

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9004 90.04%
Caco-2 - 0.6971 69.71%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8695 86.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8872 88.72%
OATP1B3 inhibitior + 0.9393 93.93%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8340 83.40%
P-glycoprotein inhibitior - 0.4639 46.39%
P-glycoprotein substrate + 0.6014 60.14%
CYP3A4 substrate + 0.6839 68.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9079 90.79%
CYP3A4 inhibition - 0.7508 75.08%
CYP2C9 inhibition - 0.9002 90.02%
CYP2C19 inhibition - 0.9274 92.74%
CYP2D6 inhibition - 0.9510 95.10%
CYP1A2 inhibition - 0.9003 90.03%
CYP2C8 inhibition + 0.4547 45.47%
CYP inhibitory promiscuity - 0.9474 94.74%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5009 50.09%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9259 92.59%
Skin irritation + 0.5321 53.21%
Skin corrosion - 0.9403 94.03%
Ames mutagenesis + 0.5346 53.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7365 73.65%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5342 53.42%
skin sensitisation - 0.9303 93.03%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.8814 88.14%
Estrogen receptor binding + 0.8979 89.79%
Androgen receptor binding + 0.7290 72.90%
Thyroid receptor binding - 0.5054 50.54%
Glucocorticoid receptor binding + 0.8167 81.67%
Aromatase binding + 0.7599 75.99%
PPAR gamma + 0.7184 71.84%
Honey bee toxicity - 0.7885 78.85%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5168 51.68%
Fish aquatic toxicity + 0.9694 96.94%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.70% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.50% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.01% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.92% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.81% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.25% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.50% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.19% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.65% 94.80%
CHEMBL2581 P07339 Cathepsin D 87.49% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.45% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 84.87% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.33% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.96% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.32% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.97% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 82.38% 92.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.71% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.56% 99.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.52% 93.04%

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.
Ajuga ciliata

Cross-Links

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PubChem 53465643
LOTUS LTS0217781
wikiData Q27138209