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Ajugamarin E 1

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 87af6ee9-6c3d-4de9-95df-c6fb4e5dd524
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [2-[(1S,2R,4S,4aR,8R,8aR)-4-acetyloxy-8-hydroxy-4a-(hydroxymethyl)-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] 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC(CC1(C(CC(C2(C1C(CCC23CO3)O)CO)OC(=O)C)C)C)C4=CC(=O)OC4
SMILES (Isomeric) CCC(C)C(=O)OC(C[C@]1([C@@H](C[C@@H]([C@@]2([C@@H]1[C@@H](CCC23CO3)O)CO)OC(=O)C)C)C)C4=CC(=O)OC4
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(35-17(4)29)27(13-28)23(25)19(30)7-8-26(27)14-34-26/h10,15-16,19-21,23,28,30H,6-9,11-14H2,1-5H3/t15?,16-,19-,20?,21+,23-,25+,26?,27-/m1/s1
InChI Key RNYBHVLREIXMCA-YTEGUBOOSA-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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123297-94-9
Butanoic acid, 2-methyl-, (1S)-2-((1R,4R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)octahydro-4-hydroxy-8a-(hydroxymethyl)-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)octahydro-4-hydroxy-8a-(hydroxymethyl)-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))-
DTXSID00924439
2-[8-(Acetyloxy)-4-hydroxy-8a-(hydroxymethyl)-5,6-dimethyloctahydro-2H-spiro[naphthalene-1,2'-oxiran]-5-yl]-1-(5-oxo-2,5-dihydrofuran-3-yl)ethyl 2-methylbutanoate

2D Structure

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2D Structure of Ajugamarin E 1

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9811 98.11%
Caco-2 - 0.6852 68.52%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7644 76.44%
OATP2B1 inhibitior - 0.8630 86.30%
OATP1B1 inhibitior + 0.8448 84.48%
OATP1B3 inhibitior + 0.9499 94.99%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9779 97.79%
P-glycoprotein inhibitior + 0.7171 71.71%
P-glycoprotein substrate + 0.6721 67.21%
CYP3A4 substrate + 0.7006 70.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8929 89.29%
CYP3A4 inhibition + 0.7274 72.74%
CYP2C9 inhibition - 0.7618 76.18%
CYP2C19 inhibition - 0.8706 87.06%
CYP2D6 inhibition - 0.9271 92.71%
CYP1A2 inhibition - 0.8611 86.11%
CYP2C8 inhibition + 0.5075 50.75%
CYP inhibitory promiscuity - 0.8186 81.86%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Danger 0.4346 43.46%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9329 93.29%
Skin irritation + 0.5173 51.73%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7139 71.39%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.5649 56.49%
skin sensitisation - 0.9061 90.61%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.4824 48.24%
Acute Oral Toxicity (c) III 0.4118 41.18%
Estrogen receptor binding + 0.8685 86.85%
Androgen receptor binding + 0.7478 74.78%
Thyroid receptor binding - 0.5775 57.75%
Glucocorticoid receptor binding + 0.8336 83.36%
Aromatase binding + 0.7986 79.86%
PPAR gamma + 0.6198 61.98%
Honey bee toxicity - 0.7037 70.37%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9878 98.78%

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 98.70% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.08% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.95% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.36% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.36% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.79% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.95% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.12% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.45% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.51% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 88.42% 94.80%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.15% 96.77%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.51% 89.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.03% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.05% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.72% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 84.82% 92.50%
CHEMBL226 P30542 Adenosine A1 receptor 84.31% 95.93%
CHEMBL221 P23219 Cyclooxygenase-1 83.68% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.88% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 82.25% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.17% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.01% 86.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.63% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.25% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.75% 95.89%

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
Melia azedarach

Cross-Links

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PubChem 180163
LOTUS LTS0089783
wikiData Q105176249