PlantaeDB Logo
Login Sign-up

4-[(2E,4E,6R)-6-[(1R,3R,4S,5R)-1,4-dimethylspiro[2,9-dioxabicyclo[3.3.1]non-6-ene-8,2'-oxirane]-3-yl]-4-methylhepta-2,4-dienoyl]-5-hydroxy-1,2-dihydropyrrol-3-one

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

Top
Internal ID c72ddf83-731b-4dce-b7d1-2c3bd7b30d37
Taxonomy Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
IUPAC Name 4-[(2E,4E,6R)-6-[(1R,3R,4S,5R)-1,4-dimethylspiro[2,9-dioxabicyclo[3.3.1]non-6-ene-8,2'-oxirane]-3-yl]-4-methylhepta-2,4-dienoyl]-5-hydroxy-1,2-dihydropyrrol-3-one
SMILES (Canonical) CC1C2C=CC3(CO3)C(O2)(OC1C(C)C=C(C)C=CC(=O)C4=C(NCC4=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=C/C(=O)C4=C(NCC4=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/h5-9,13-14,17,19,23,26H,10-11H2,1-4H3/b6-5+,12-9+/t13-,14+,17-,19-,21-,22?/m1/s1
InChI Key OVPXYDRCUOKUSP-ZJLJSLEGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C22H27NO6
Molecular Weight 401.50 g/mol
Exact Mass 401.18383758 g/mol
Topological Polar Surface Area (TPSA) 97.40 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.11
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 4-[(2E,4E,6R)-6-[(1R,3R,4S,5R)-1,4-dimethylspiro[2,9-dioxabicyclo[3.3.1]non-6-ene-8,2'-oxirane]-3-yl]-4-methylhepta-2,4-dienoyl]-5-hydroxy-1,2-dihydropyrrol-3-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8925 89.25%
Caco-2 - 0.5262 52.62%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5937 59.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8723 87.23%
OATP1B3 inhibitior + 0.9413 94.13%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9668 96.68%
P-glycoprotein inhibitior + 0.5937 59.37%
P-glycoprotein substrate + 0.5922 59.22%
CYP3A4 substrate + 0.6371 63.71%
CYP2C9 substrate - 0.8066 80.66%
CYP2D6 substrate - 0.8800 88.00%
CYP3A4 inhibition - 0.9394 93.94%
CYP2C9 inhibition - 0.7830 78.30%
CYP2C19 inhibition - 0.7859 78.59%
CYP2D6 inhibition - 0.9092 90.92%
CYP1A2 inhibition - 0.7701 77.01%
CYP2C8 inhibition + 0.4903 49.03%
CYP inhibitory promiscuity - 0.8293 82.93%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4881 48.81%
Eye corrosion - 0.9833 98.33%
Eye irritation - 0.9675 96.75%
Skin irritation - 0.7476 74.76%
Skin corrosion - 0.9168 91.68%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7234 72.34%
Micronuclear + 0.6900 69.00%
Hepatotoxicity + 0.6500 65.00%
skin sensitisation - 0.8177 81.77%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.7781 77.81%
Acute Oral Toxicity (c) III 0.5083 50.83%
Estrogen receptor binding + 0.7707 77.07%
Androgen receptor binding + 0.6080 60.80%
Thyroid receptor binding + 0.6361 63.61%
Glucocorticoid receptor binding + 0.7315 73.15%
Aromatase binding + 0.6509 65.09%
PPAR gamma + 0.7316 73.16%
Honey bee toxicity - 0.7703 77.03%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity - 0.4849 48.49%

Targets

Top

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 99.00% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.09% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.04% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.95% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.26% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.85% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.14% 95.56%
CHEMBL230 P35354 Cyclooxygenase-2 90.13% 89.63%
CHEMBL1937 Q92769 Histone deacetylase 2 89.98% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.95% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.55% 99.23%
CHEMBL3310 Q96DB2 Histone deacetylase 11 87.70% 88.56%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.64% 89.34%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 86.42% 92.29%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.79% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.44% 90.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.37% 91.07%
CHEMBL255 P29275 Adenosine A2b receptor 83.35% 98.59%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 83.30% 93.10%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.03% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.65% 86.33%

Plants that contains it

Top
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

Top
PubChem 6443922
LOTUS LTS0208884
wikiData Q105200905