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3-[(6R)-6-[(1R,3R,4S,5R)-1,4-dimethylspiro[2,9-dioxabicyclo[3.3.1]non-6-ene-8,2'-oxirane]-3-yl]-1-hydroxy-4-methylhepta-2,4-dienylidene]pyrrolidine-2,4-dione

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 7bb1f9fc-f030-4db5-b0a3-9439083fb670
Taxonomy Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
IUPAC Name 3-[(6R)-6-[(1R,3R,4S,5R)-1,4-dimethylspiro[2,9-dioxabicyclo[3.3.1]non-6-ene-8,2'-oxirane]-3-yl]-1-hydroxy-4-methylhepta-2,4-dienylidene]pyrrolidine-2,4-dione
SMILES (Canonical) CC1C2C=CC3(CO3)C(O2)(OC1C(C)C=C(C)C=CC(=C4C(=O)CNC4=O)O)C
SMILES (Isomeric) C[C@H]1[C@H]2C=CC3(CO3)[C@](O2)(O[C@@H]1[C@H](C)C=C(C)C=CC(=C4C(=O)CNC4=O)O)C
InChI InChI=1S/C22H27NO6/c1-12(5-6-15(24)18-16(25)10-23-20(18)26)9-13(2)19-14(3)17-7-8-22(11-27-22)21(4,28-17)29-19/h5-9,13-14,17,19,24H,10-11H2,1-4H3,(H,23,26)/t13-,14+,17-,19-,21-,22?/m1/s1
InChI Key LTYHWFXVSQHTQH-LLRMGGBISA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C22H27NO6
Molecular Weight 401.50 g/mol
Exact Mass 401.18383758 g/mol
Topological Polar Surface Area (TPSA) 97.40 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.11
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(6R)-6-[(1R,3R,4S,5R)-1,4-dimethylspiro[2,9-dioxabicyclo[3.3.1]non-6-ene-8,2'-oxirane]-3-yl]-1-hydroxy-4-methylhepta-2,4-dienylidene]pyrrolidine-2,4-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8081 80.81%
Caco-2 - 0.5653 56.53%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.5127 51.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8842 88.42%
OATP1B3 inhibitior + 0.9483 94.83%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8957 89.57%
P-glycoprotein inhibitior - 0.4391 43.91%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6174 61.74%
CYP2C9 substrate - 0.8072 80.72%
CYP2D6 substrate - 0.8877 88.77%
CYP3A4 inhibition - 0.9589 95.89%
CYP2C9 inhibition - 0.8541 85.41%
CYP2C19 inhibition - 0.8416 84.16%
CYP2D6 inhibition - 0.9203 92.03%
CYP1A2 inhibition - 0.8376 83.76%
CYP2C8 inhibition + 0.4521 45.21%
CYP inhibitory promiscuity - 0.8055 80.55%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4735 47.35%
Eye corrosion - 0.9852 98.52%
Eye irritation - 0.9588 95.88%
Skin irritation - 0.7457 74.57%
Skin corrosion - 0.9194 91.94%
Ames mutagenesis - 0.5537 55.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6721 67.21%
Micronuclear + 0.7000 70.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8247 82.47%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8048 80.48%
Acute Oral Toxicity (c) III 0.4732 47.32%
Estrogen receptor binding + 0.7380 73.80%
Androgen receptor binding + 0.6322 63.22%
Thyroid receptor binding + 0.6705 67.05%
Glucocorticoid receptor binding + 0.7338 73.38%
Aromatase binding + 0.6190 61.90%
PPAR gamma + 0.7161 71.61%
Honey bee toxicity - 0.7439 74.39%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity - 0.6180 61.80%

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 98.43% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.30% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.31% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.22% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.90% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.70% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.94% 95.56%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 90.81% 89.34%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.80% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.68% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 89.49% 94.75%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 87.63% 92.29%
CHEMBL221 P23219 Cyclooxygenase-1 85.95% 90.17%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.57% 88.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.94% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.01% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.89% 97.09%
CHEMBL230 P35354 Cyclooxygenase-2 82.45% 89.63%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.14% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 81.38% 94.73%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.18% 85.30%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.95% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.70% 90.71%

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.
There are no matching plants.

Cross-Links

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PubChem 137796319
LOTUS LTS0204083
wikiData Q104401880