Eumaitenine

Details

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Internal ID 94aba7f6-1a7c-42de-bc74-e8bff9b75d61
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1R,2R,5S,6S,7R,9R,12R)-5,8,12-triacetyloxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] furan-3-carboxylate
SMILES (Canonical) CC1CCC(C2(C13C(C(C(C2OC(=O)C4=COC=C4)OC(=O)C)C(O3)(C)C)OC(=O)C)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1CC[C@@H]([C@@]2([C@@]13[C@@H]([C@@H](C([C@@H]2OC(=O)C4=COC=C4)OC(=O)C)C(O3)(C)C)OC(=O)C)C)OC(=O)C
InChI InChI=1S/C26H34O10/c1-13-8-9-18(32-14(2)27)25(7)22(35-23(30)17-10-11-31-12-17)20(33-15(3)28)19-21(34-16(4)29)26(13,25)36-24(19,5)6/h10-13,18-22H,8-9H2,1-7H3/t13-,18+,19-,20?,21-,22+,25+,26+/m1/s1
InChI Key ROIYJZDYULCGCZ-ILPQKJIASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H34O10
Molecular Weight 506.50 g/mol
Exact Mass 506.21519728 g/mol
Topological Polar Surface Area (TPSA) 128.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.21
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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112516-44-6
DTXSID50920825
[(1R,2R,5S,6S,7R,9R,12R)-5,8,12-triacetyloxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-7-yl] furan-3-carboxylate
3-Furancarboxylic acid, 4,6,10-tris(acetyloxy)octahydro-2,2,5a,9-tetramethyl-2H-3,9a-methano-1-benzoxepin-5-yl ester, (3R-(3alpha,4alpha,5beta,5aalpha,6alpha,9alpha,9aalpha,10R*))-
4,6,10-Tris(acetyloxy)-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methano-1-benzoxepin-5-yl furan-3-carboxylate

2D Structure

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2D Structure of Eumaitenine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9841 98.41%
Caco-2 - 0.6055 60.55%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6555 65.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7793 77.93%
OATP1B3 inhibitior + 0.9086 90.86%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7957 79.57%
P-glycoprotein inhibitior + 0.8670 86.70%
P-glycoprotein substrate - 0.6904 69.04%
CYP3A4 substrate + 0.6539 65.39%
CYP2C9 substrate + 0.5931 59.31%
CYP2D6 substrate - 0.8574 85.74%
CYP3A4 inhibition - 0.5805 58.05%
CYP2C9 inhibition - 0.8064 80.64%
CYP2C19 inhibition - 0.7611 76.11%
CYP2D6 inhibition - 0.9337 93.37%
CYP1A2 inhibition - 0.7745 77.45%
CYP2C8 inhibition + 0.5706 57.06%
CYP inhibitory promiscuity - 0.8962 89.62%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4609 46.09%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9080 90.80%
Skin irritation - 0.6849 68.49%
Skin corrosion - 0.6981 69.81%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8086 80.86%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.7958 79.58%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.5149 51.49%
Acute Oral Toxicity (c) III 0.5451 54.51%
Estrogen receptor binding + 0.8688 86.88%
Androgen receptor binding + 0.5683 56.83%
Thyroid receptor binding + 0.6428 64.28%
Glucocorticoid receptor binding + 0.7473 74.73%
Aromatase binding + 0.7214 72.14%
PPAR gamma + 0.7630 76.30%
Honey bee toxicity - 0.8655 86.55%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5195 51.95%
Fish aquatic toxicity + 0.9771 97.71%

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 97.29% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 92.24% 83.82%
CHEMBL2581 P07339 Cathepsin D 91.47% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.23% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.18% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.82% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 87.47% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.34% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.13% 92.94%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.22% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.04% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.07% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.97% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.95% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 82.20% 97.79%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.23% 94.00%
CHEMBL4208 P20618 Proteasome component C5 80.29% 90.00%

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.
Maytenus boaria

Cross-Links

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PubChem 130709
LOTUS LTS0020635
wikiData Q82893537