PlantaeDB Logo
Login Sign-up

Ajugachin A

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 bf9fe41a-082d-4d59-bf2e-bd8a1e096eec
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(1R,2S,3R,4aR,5S,6R,8S,8aR)-5-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-3-hydroxy-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] 2-methylpropanoate
SMILES (Canonical) CC1CC(C2(C(C1(C)C3CC4C=COC4O3)CC(C(C25CO5)OC(=O)C(C)C)O)COC(=O)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@@]2([C@@H]([C@@]1(C)[C@@H]3C[C@H]4C=CO[C@H]4O3)C[C@H]([C@@H]([C@]25CO5)OC(=O)C(C)C)O)COC(=O)C)OC(=O)C
InChI InChI=1S/C28H40O10/c1-14(2)24(32)38-23-19(31)11-20-26(6,21-10-18-7-8-33-25(18)37-21)15(3)9-22(36-17(5)30)27(20,12-34-16(4)29)28(23)13-35-28/h7-8,14-15,18-23,25,31H,9-13H2,1-6H3/t15-,18-,19-,20-,21+,22+,23+,25+,26+,27+,28-/m1/s1
InChI Key MZEYOXXDMOFRMK-QOAKXUCVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C28H40O10
Molecular Weight 536.60 g/mol
Exact Mass 536.26214747 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.51
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

Top
CHEMBL2269691

2D Structure

Top
2D Structure of Ajugachin A

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9717 97.17%
Caco-2 - 0.7416 74.16%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7837 78.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8499 84.99%
OATP1B3 inhibitior + 0.8476 84.76%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8917 89.17%
P-glycoprotein inhibitior + 0.6784 67.84%
P-glycoprotein substrate + 0.5799 57.99%
CYP3A4 substrate + 0.6838 68.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8590 85.90%
CYP3A4 inhibition - 0.6287 62.87%
CYP2C9 inhibition - 0.7574 75.74%
CYP2C19 inhibition - 0.7913 79.13%
CYP2D6 inhibition - 0.9473 94.73%
CYP1A2 inhibition - 0.9333 93.33%
CYP2C8 inhibition + 0.5181 51.81%
CYP inhibitory promiscuity - 0.8792 87.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4877 48.77%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9066 90.66%
Skin irritation - 0.6582 65.82%
Skin corrosion - 0.9396 93.96%
Ames mutagenesis + 0.5363 53.63%
Human Ether-a-go-go-Related Gene inhibition - 0.4255 42.55%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8225 82.25%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.6686 66.86%
Acute Oral Toxicity (c) I 0.7326 73.26%
Estrogen receptor binding + 0.8739 87.39%
Androgen receptor binding + 0.7078 70.78%
Thyroid receptor binding + 0.5387 53.87%
Glucocorticoid receptor binding + 0.6957 69.57%
Aromatase binding + 0.7098 70.98%
PPAR gamma + 0.7240 72.40%
Honey bee toxicity - 0.6899 68.99%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6155 61.55%
Fish aquatic toxicity + 0.9910 99.10%

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 98.71% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.60% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.22% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.65% 91.11%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 93.27% 98.75%
CHEMBL340 P08684 Cytochrome P450 3A4 93.25% 91.19%
CHEMBL2581 P07339 Cathepsin D 92.85% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.98% 85.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.48% 96.47%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.16% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.24% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.19% 82.69%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 87.04% 95.71%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.78% 97.21%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.16% 91.07%
CHEMBL2996 Q05655 Protein kinase C delta 85.62% 97.79%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.31% 97.14%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.70% 89.05%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.36% 92.62%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.57% 89.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.24% 94.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.48% 96.77%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.58% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.90% 95.89%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.22% 97.36%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.08% 96.95%

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 chamaepitys
Ajuga reptans

Cross-Links

Top
PubChem 21125464
LOTUS LTS0113067
wikiData Q105175418