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Ajugamarin E 2

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 7cd96a1e-05b0-482f-bbcd-8a43cee72b89
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(1S)-2-[(1S,2R,4S,4aR,8R,8aR)-4a-(acetyloxymethyl)-4,8-dihydroxy-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)
SMILES (Isomeric)
InChI InChI=1S/C27H40O9/c1-6-15(2)24(32)36-20(18-10-22(31)33-12-18)11-25(5)16(3)9-21(30)27(14-34-17(4)28)23(25)19(29)7-8-26(27)13-35-26/h10,15-16,19-21,23,29-30H,6-9,11-14H2,1-5H3/t15-,16+,19+,20-,21-,23+,25-,26?,27+/m0/s1
InChI Key VSIJCFRXIFHCDV-BHVGLEMXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H40O9
Molecular Weight 508.60 g/mol
Exact Mass 508.26723285 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.31
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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123297-95-0
DTXSID10924440
2-{8a-[(Acetyloxy)methyl]-4,8-dihydroxy-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)-8a-((acetyloxy)methyl)octahydro-4,8-dihydroxy-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-(8a-((acetyloxy)methyl)octahydro-4,8-dihydroxy-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 2

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9850 98.50%
Caco-2 - 0.6947 69.47%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7839 78.39%
OATP2B1 inhibitior - 0.8623 86.23%
OATP1B1 inhibitior + 0.8584 85.84%
OATP1B3 inhibitior + 0.9577 95.77%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9748 97.48%
P-glycoprotein inhibitior + 0.7055 70.55%
P-glycoprotein substrate + 0.6959 69.59%
CYP3A4 substrate + 0.6921 69.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8932 89.32%
CYP3A4 inhibition + 0.5730 57.30%
CYP2C9 inhibition - 0.7615 76.15%
CYP2C19 inhibition - 0.8586 85.86%
CYP2D6 inhibition - 0.9298 92.98%
CYP1A2 inhibition - 0.8700 87.00%
CYP2C8 inhibition + 0.4882 48.82%
CYP inhibitory promiscuity - 0.8281 82.81%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.4430 44.30%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9343 93.43%
Skin irritation + 0.5146 51.46%
Skin corrosion - 0.9366 93.66%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7368 73.68%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5274 52.74%
skin sensitisation - 0.8976 89.76%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6202 62.02%
Acute Oral Toxicity (c) I 0.3968 39.68%
Estrogen receptor binding + 0.8722 87.22%
Androgen receptor binding + 0.7619 76.19%
Thyroid receptor binding - 0.5776 57.76%
Glucocorticoid receptor binding + 0.8362 83.62%
Aromatase binding + 0.8093 80.93%
PPAR gamma + 0.6101 61.01%
Honey bee toxicity - 0.7147 71.47%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9933 99.33%

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 98.20% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.14% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.91% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.82% 85.14%
CHEMBL2581 P07339 Cathepsin D 97.51% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.45% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.94% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.33% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.09% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.82% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.37% 89.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.81% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.76% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.50% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.42% 96.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.98% 94.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.90% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.23% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 82.19% 95.93%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.70% 89.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.26% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 80.76% 94.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.31% 95.89%
CHEMBL5028 O14672 ADAM10 80.23% 97.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.12% 97.28%

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 180164
LOTUS LTS0102630
wikiData Q82898606