PlantaeDB Logo
Login Sign-up

Ajugareptone

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 caf45a34-bb5d-441d-ad42-82a4dace3a8c
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(1S)-2-[(1S,2R,4S,4aR,5R,6S,8aR)-4-acetyloxy-4a-(acetyloxymethyl)-6-hydroxy-1,2-dimethyl-8-oxospiro[2,3,4,6,7,8a-hexahydronaphthalene-5,2'-oxirane]-1-yl]-1-(5-oxo-2H-furan-3-yl)ethyl] (2S)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC(CC1(C(CC(C2(C1C(=O)CC(C23CO3)O)COC(=O)C)OC(=O)C)C)C)C4=CC(=O)OC4
SMILES (Isomeric) CC[C@H](C)C(=O)O[C@@H](C[C@]1([C@@H](C[C@@H]([C@@]2([C@@H]1C(=O)C[C@@H]([C@]23CO3)O)COC(=O)C)OC(=O)C)C)C)C4=CC(=O)OC4
InChI InChI=1S/C29H40O11/c1-7-15(2)26(35)40-21(19-9-24(34)36-12-19)11-27(6)16(3)8-23(39-18(5)31)28(13-37-17(4)30)25(27)20(32)10-22(33)29(28)14-38-29/h9,15-16,21-23,25,33H,7-8,10-14H2,1-6H3/t15-,16+,21-,22-,23-,25+,27-,28+,29+/m0/s1
InChI Key FBRDVUZJHINCDE-OKVAHJLYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C29H40O11
Molecular Weight 564.60 g/mol
Exact Mass 564.25706209 g/mol
Topological Polar Surface Area (TPSA) 155.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 2.06
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

Top
CHEMBL2269695

2D Structure

Top
2D Structure of Ajugareptone

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9873 98.73%
Caco-2 - 0.7415 74.15%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7382 73.82%
OATP2B1 inhibitior - 0.8616 86.16%
OATP1B1 inhibitior + 0.8553 85.53%
OATP1B3 inhibitior + 0.9412 94.12%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9810 98.10%
P-glycoprotein inhibitior + 0.8299 82.99%
P-glycoprotein substrate + 0.7336 73.36%
CYP3A4 substrate + 0.6699 66.99%
CYP2C9 substrate - 0.8415 84.15%
CYP2D6 substrate - 0.8942 89.42%
CYP3A4 inhibition + 0.5887 58.87%
CYP2C9 inhibition - 0.7406 74.06%
CYP2C19 inhibition - 0.7986 79.86%
CYP2D6 inhibition - 0.9441 94.41%
CYP1A2 inhibition - 0.8942 89.42%
CYP2C8 inhibition + 0.5120 51.20%
CYP inhibitory promiscuity - 0.8373 83.73%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4887 48.87%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9158 91.58%
Skin irritation - 0.5170 51.70%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4316 43.16%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5468 54.68%
skin sensitisation - 0.8608 86.08%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.7114 71.14%
Acute Oral Toxicity (c) I 0.5015 50.15%
Estrogen receptor binding + 0.8575 85.75%
Androgen receptor binding + 0.7525 75.25%
Thyroid receptor binding + 0.5573 55.73%
Glucocorticoid receptor binding + 0.8317 83.17%
Aromatase binding + 0.7614 76.14%
PPAR gamma + 0.7183 71.83%
Honey bee toxicity - 0.6429 64.29%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9932 99.32%

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 98.60% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.50% 97.25%
CHEMBL2581 P07339 Cathepsin D 98.00% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.08% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.83% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.38% 91.11%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 95.37% 94.80%
CHEMBL4040 P28482 MAP kinase ERK2 95.32% 83.82%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 93.40% 98.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.38% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.81% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.65% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 88.88% 90.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.37% 96.77%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.19% 89.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.08% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.02% 96.47%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.44% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.42% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.64% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.89% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.64% 94.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.13% 100.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.91% 96.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.84% 92.62%
CHEMBL2996 Q05655 Protein kinase C delta 81.37% 97.79%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.07% 97.28%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.17% 82.50%

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.
Ajuga reptans

Cross-Links

Top
PubChem 76312393
LOTUS LTS0173886
wikiData Q104992836