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[5-acetyloxy-4a-(acetyloxymethyl)-7,8-dimethyl-8-[2-(2-methylbut-2-enoyloxy)-2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] 2-methylbutanoate

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 55c1d78a-7ea5-4ac6-b44b-78070ec60fcc
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [5-acetyloxy-4a-(acetyloxymethyl)-7,8-dimethyl-8-[2-(2-methylbut-2-enoyloxy)-2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1CCC2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)CC(C4=CC(=O)OC4)OC(=O)C(=CC)C)COC(=O)C
SMILES (Isomeric) CCC(C)C(=O)OC1CCC2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)CC(C4=CC(=O)OC4)OC(=O)C(=CC)C)COC(=O)C
InChI InChI=1S/C34H48O11/c1-9-19(3)30(38)44-25-11-12-33(17-42-33)34(18-41-22(6)35)27(43-23(7)36)13-21(5)32(8,29(25)34)15-26(24-14-28(37)40-16-24)45-31(39)20(4)10-2/h10,14,19,21,25-27,29H,9,11-13,15-18H2,1-8H3
InChI Key YUTIPMUBYJJHKA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H48O11
Molecular Weight 632.70 g/mol
Exact Mass 632.31966234 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.40
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-acetyloxy-4a-(acetyloxymethyl)-7,8-dimethyl-8-[2-(2-methylbut-2-enoyloxy)-2-(5-oxo-2H-furan-3-yl)ethyl]spiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] 2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9910 99.10%
Caco-2 - 0.7696 76.96%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7421 74.21%
OATP2B1 inhibitior - 0.5801 58.01%
OATP1B1 inhibitior + 0.8372 83.72%
OATP1B3 inhibitior + 0.9687 96.87%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.9919 99.19%
P-glycoprotein inhibitior + 0.8805 88.05%
P-glycoprotein substrate + 0.7019 70.19%
CYP3A4 substrate + 0.7022 70.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8993 89.93%
CYP3A4 inhibition - 0.7113 71.13%
CYP2C9 inhibition - 0.7934 79.34%
CYP2C19 inhibition - 0.7359 73.59%
CYP2D6 inhibition - 0.9202 92.02%
CYP1A2 inhibition - 0.7900 79.00%
CYP2C8 inhibition + 0.6461 64.61%
CYP inhibitory promiscuity - 0.6954 69.54%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4988 49.88%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9105 91.05%
Skin irritation - 0.5929 59.29%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7214 72.14%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5951 59.51%
skin sensitisation - 0.8423 84.23%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.6208 62.08%
Acute Oral Toxicity (c) III 0.5143 51.43%
Estrogen receptor binding + 0.8306 83.06%
Androgen receptor binding + 0.7403 74.03%
Thyroid receptor binding + 0.5616 56.16%
Glucocorticoid receptor binding + 0.8147 81.47%
Aromatase binding + 0.7081 70.81%
PPAR gamma + 0.7184 71.84%
Honey bee toxicity - 0.6709 67.09%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9961 99.61%

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 98.79% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.24% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.95% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.87% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.55% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 94.21% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.08% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.43% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.16% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.83% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.64% 100.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.56% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.36% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.46% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.29% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.09% 97.28%
CHEMBL1937 Q92769 Histone deacetylase 2 84.00% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.61% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.54% 99.23%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.19% 89.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.96% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 80.83% 92.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.54% 92.88%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.54% 100.00%

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.
Ajuga ciliata
Ajuga decumbens

Cross-Links

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PubChem 73814609
LOTUS LTS0149316
wikiData Q105364948