PlantaeDB Logo
Login Sign-up

(2E,4E,6R)-N-[(1S,2R,2'S,3'S,5R,6S)-4-chloro-2',5-dihydroxyspiro[7-oxabicyclo[4.1.0]hept-3-ene-2,5'-oxolane]-3'-yl]-4,6-dimethyldodeca-2,4-dienamide

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 5da8320a-fe24-47a7-9b43-d2631c25dd9d
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty amides > N-acyl amines
IUPAC Name (2E,4E,6R)-N-[(1S,2R,2'S,3'S,5R,6S)-4-chloro-2',5-dihydroxyspiro[7-oxabicyclo[4.1.0]hept-3-ene-2,5'-oxolane]-3'-yl]-4,6-dimethyldodeca-2,4-dienamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C23H34ClNO5/c1-4-5-6-7-8-14(2)11-15(3)9-10-18(26)25-17-13-23(30-22(17)28)12-16(24)19(27)20-21(23)29-20/h9-12,14,17,19-22,27-28H,4-8,13H2,1-3H3,(H,25,26)/b10-9+,15-11+/t14-,17+,19+,20+,21+,22+,23+/m1/s1
InChI Key XKJXLFLLICSWJK-MECFWYRWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C23H34ClNO5
Molecular Weight 440.00 g/mol
Exact Mass 439.2125509 g/mol
Topological Polar Surface Area (TPSA) 91.30 Ų
XlogP 4.20
Atomic LogP (AlogP) 3.32
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2E,4E,6R)-N-[(1S,2R,2'S,3'S,5R,6S)-4-chloro-2',5-dihydroxyspiro[7-oxabicyclo[4.1.0]hept-3-ene-2,5'-oxolane]-3'-yl]-4,6-dimethyldodeca-2,4-dienamide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9404 94.04%
Caco-2 - 0.7427 74.27%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5914 59.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8616 86.16%
OATP1B3 inhibitior + 0.9267 92.67%
MATE1 inhibitior - 0.9446 94.46%
OCT2 inhibitior - 0.7572 75.72%
BSEP inhibitior - 0.6974 69.74%
P-glycoprotein inhibitior - 0.5271 52.71%
P-glycoprotein substrate + 0.6251 62.51%
CYP3A4 substrate + 0.6880 68.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8643 86.43%
CYP3A4 inhibition - 0.7447 74.47%
CYP2C9 inhibition - 0.7206 72.06%
CYP2C19 inhibition - 0.6704 67.04%
CYP2D6 inhibition - 0.8669 86.69%
CYP1A2 inhibition - 0.7328 73.28%
CYP2C8 inhibition + 0.5094 50.94%
CYP inhibitory promiscuity - 0.6632 66.32%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7844 78.44%
Carcinogenicity (trinary) Non-required 0.4295 42.95%
Eye corrosion - 0.9831 98.31%
Eye irritation - 0.9843 98.43%
Skin irritation - 0.7174 71.74%
Skin corrosion - 0.9107 91.07%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7707 77.07%
Micronuclear + 0.6900 69.00%
Hepatotoxicity + 0.5210 52.10%
skin sensitisation - 0.8101 81.01%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.7326 73.26%
Acute Oral Toxicity (c) III 0.5338 53.38%
Estrogen receptor binding + 0.5953 59.53%
Androgen receptor binding + 0.5719 57.19%
Thyroid receptor binding - 0.5361 53.61%
Glucocorticoid receptor binding + 0.6070 60.70%
Aromatase binding - 0.4894 48.94%
PPAR gamma - 0.5256 52.56%
Honey bee toxicity - 0.8683 86.83%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6460 64.60%
Fish aquatic toxicity + 0.9814 98.14%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.42% 96.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 96.02% 92.86%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.83% 91.11%
CHEMBL299 P17252 Protein kinase C alpha 95.65% 98.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.78% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 94.67% 94.73%
CHEMBL2581 P07339 Cathepsin D 94.07% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.77% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 92.18% 90.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.78% 93.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.45% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.93% 95.50%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.46% 90.71%
CHEMBL226 P30542 Adenosine A1 receptor 86.83% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.66% 96.61%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 86.22% 92.29%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 86.15% 95.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.68% 96.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.44% 89.34%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.66% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.12% 91.19%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.00% 97.21%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.00% 97.29%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.72% 96.90%
CHEMBL2514 O95665 Neurotensin receptor 2 80.02% 100.00%

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 21672331
LOTUS LTS0015168
wikiData Q105329512