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methyl 2-[3-[(3E,5E)-7-(2,4-dioxopyrrolidin-3-ylidene)-7-hydroxy-4-methylhepta-3,5-dien-2-yl]-1,4-dimethyl-6-oxospiro[2,9-dioxabicyclo[3.3.1]nonane-8,3'-oxirane]-2'-yl]propanoate

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 245d49e3-ff83-4287-872a-648e1b9bf96b
Taxonomy Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
IUPAC Name methyl 2-[3-[(3E,5E)-7-(2,4-dioxopyrrolidin-3-ylidene)-7-hydroxy-4-methylhepta-3,5-dien-2-yl]-1,4-dimethyl-6-oxospiro[2,9-dioxabicyclo[3.3.1]nonane-8,3'-oxirane]-2'-yl]propanoate
SMILES (Canonical) CC1C2C(=O)CC3(C(O3)C(C)C(=O)OC)C(O2)(OC1C(C)C=C(C)C=CC(=C4C(=O)CNC4=O)O)C
SMILES (Isomeric) CC1C2C(=O)CC3(C(O3)C(C)C(=O)OC)C(O2)(OC1C(C)/C=C(\C)/C=C/C(=C4C(=O)CNC4=O)O)C
InChI InChI=1S/C26H33NO9/c1-12(7-8-16(28)19-18(30)11-27-23(19)31)9-13(2)20-14(3)21-17(29)10-26(25(5,34-20)35-21)22(36-26)15(4)24(32)33-6/h7-9,13-15,20-22,28H,10-11H2,1-6H3,(H,27,31)/b8-7+,12-9+,19-16?
InChI Key HYMKQHFHDVAFGQ-OZAMFLKISA-N
Popularity 6 references in papers

Physical and Chemical Properties

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Molecular Formula C26H33NO9
Molecular Weight 503.50 g/mol
Exact Mass 503.21553163 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 1.69
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[3-[(3E,5E)-7-(2,4-dioxopyrrolidin-3-ylidene)-7-hydroxy-4-methylhepta-3,5-dien-2-yl]-1,4-dimethyl-6-oxospiro[2,9-dioxabicyclo[3.3.1]nonane-8,3'-oxirane]-2'-yl]propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7130 71.30%
Caco-2 - 0.7312 73.12%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.4555 45.55%
OATP2B1 inhibitior - 0.8557 85.57%
OATP1B1 inhibitior + 0.8680 86.80%
OATP1B3 inhibitior + 0.9423 94.23%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9654 96.54%
P-glycoprotein inhibitior + 0.7806 78.06%
P-glycoprotein substrate + 0.6491 64.91%
CYP3A4 substrate + 0.6876 68.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8862 88.62%
CYP3A4 inhibition - 0.9116 91.16%
CYP2C9 inhibition - 0.8610 86.10%
CYP2C19 inhibition - 0.8586 85.86%
CYP2D6 inhibition - 0.9280 92.80%
CYP1A2 inhibition - 0.8200 82.00%
CYP2C8 inhibition + 0.5447 54.47%
CYP inhibitory promiscuity - 0.7361 73.61%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4539 45.39%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9302 93.02%
Skin irritation - 0.7506 75.06%
Skin corrosion - 0.9210 92.10%
Ames mutagenesis + 0.5546 55.46%
Human Ether-a-go-go-Related Gene inhibition - 0.3941 39.41%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.5217 52.17%
skin sensitisation - 0.8309 83.09%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8302 83.02%
Acute Oral Toxicity (c) III 0.4800 48.00%
Estrogen receptor binding + 0.8000 80.00%
Androgen receptor binding + 0.7354 73.54%
Thyroid receptor binding + 0.6096 60.96%
Glucocorticoid receptor binding + 0.7957 79.57%
Aromatase binding + 0.6937 69.37%
PPAR gamma + 0.7725 77.25%
Honey bee toxicity - 0.6802 68.02%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity - 0.6342 63.42%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.04% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.56% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.08% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.36% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.24% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.05% 98.95%
CHEMBL299 P17252 Protein kinase C alpha 90.16% 98.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.51% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.71% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 88.66% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.30% 99.23%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 88.26% 92.29%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 87.64% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.50% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.75% 95.56%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.40% 83.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.74% 97.14%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.48% 92.88%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.88% 85.31%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.58% 99.17%
CHEMBL2996 Q05655 Protein kinase C delta 80.84% 97.79%
CHEMBL1937 Q92769 Histone deacetylase 2 80.57% 94.75%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.17% 80.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 91995671
LOTUS LTS0089386
wikiData Q105035378