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Ajugamarin E 3

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 c1a5165f-d820-4bf3-a324-3e884dac3b83
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(1S)-2-[(1S,2R,4S,4aR,8R,8aR)-4-acetyloxy-4a-(acetyloxymethyl)-8-hydroxy-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-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(CCC23CO3)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]1[C@@H](CCC23CO3)O)COC(=O)C)OC(=O)C)C)C)C4=CC(=O)OC4
InChI InChI=1S/C29H42O10/c1-7-16(2)26(34)39-22(20-11-24(33)35-13-20)12-27(6)17(3)10-23(38-19(5)31)29(15-36-18(4)30)25(27)21(32)8-9-28(29)14-37-28/h11,16-17,21-23,25,32H,7-10,12-15H2,1-6H3/t16-,17+,21+,22-,23-,25+,27-,28?,29+/m0/s1
InChI Key DRXQFROYDPGCHB-HMDICYLKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O10
Molecular Weight 550.60 g/mol
Exact Mass 550.27779753 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.88
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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123297-96-1
DTXSID70924441
2-{8-(Acetyloxy)-8a-[(acetyloxy)methyl]-4-hydroxy-5,6-dimethyloctahydro-2H-spiro[naphthalene-1,2'-oxiran]-5-yl}-1-(5-oxo-2,5-dihydrofuran-3-yl)ethyl 2-methylbutanoate
Butanoic acid, 2-methyl-, (1S)-2-((1R,4R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-((acetyloxy)methyl)octahydro-4-hydroxy-5,6-dimethylspiro(naphthalene-1(2H),2'-oxiran)-5-yl)-1-(2,5-dihydro-5-oxo-3-furanyl)ethyl ester, (2S)-
Butanoic acid, 2-methyl-, 2-(8-(acetyloxy)-8a-((acetyloxy)methyl)octahydro-4-hydroxy-5,6-dimethylspiro(naphthalene-1(2H),2'-oxiran)-5-yl)-1-(2,5-dihydro-5-oxo-3-furanyl)ethyl ester, (1R-(1alpha,4beta,4abeta,5beta(S*(S*)),6alpha,8alpha,8aalpha))-

2D Structure

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2D Structure of Ajugamarin E 3

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9889 98.89%
Caco-2 - 0.7257 72.57%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7781 77.81%
OATP2B1 inhibitior - 0.8626 86.26%
OATP1B1 inhibitior + 0.8499 84.99%
OATP1B3 inhibitior + 0.9522 95.22%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9743 97.43%
P-glycoprotein inhibitior + 0.7970 79.70%
P-glycoprotein substrate + 0.7005 70.05%
CYP3A4 substrate + 0.6987 69.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8932 89.32%
CYP3A4 inhibition + 0.5109 51.09%
CYP2C9 inhibition - 0.6945 69.45%
CYP2C19 inhibition - 0.8094 80.94%
CYP2D6 inhibition - 0.9304 93.04%
CYP1A2 inhibition - 0.8708 87.08%
CYP2C8 inhibition + 0.5323 53.23%
CYP inhibitory promiscuity - 0.8394 83.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4903 49.03%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9143 91.43%
Skin irritation + 0.5121 51.21%
Skin corrosion - 0.9333 93.33%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7178 71.78%
Micronuclear - 0.6700 67.00%
Hepatotoxicity + 0.5149 51.49%
skin sensitisation - 0.8899 88.99%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.4765 47.65%
Acute Oral Toxicity (c) III 0.3987 39.87%
Estrogen receptor binding + 0.8703 87.03%
Androgen receptor binding + 0.7453 74.53%
Thyroid receptor binding - 0.5220 52.20%
Glucocorticoid receptor binding + 0.8129 81.29%
Aromatase binding + 0.7690 76.90%
PPAR gamma + 0.6627 66.27%
Honey bee toxicity - 0.7038 70.38%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9930 99.30%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.77% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.93% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.83% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.82% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.37% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.67% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.31% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.20% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.22% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.91% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.51% 94.80%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.41% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.22% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.02% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.55% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.10% 89.50%
CHEMBL5255 O00206 Toll-like receptor 4 84.86% 92.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.79% 97.28%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.85% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.68% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.10% 99.23%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.71% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 81.37% 91.19%

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 180165
LOTUS LTS0138315
wikiData Q82898607