PlantaeDB Logo
Login Sign-up

2-[(2S)-4-[(2E,4E,6E,8E,10Z,12E,14Z)-11,15-dichlorohexadeca-2,4,6,8,10,12,14-heptaenoyl]-1-[(3S,4R,5R)-3-[(2S,3S,4R,5R)-5-[(2S,3S,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]-5-hydroxy-3-oxo-2H-pyrrol-2-yl]acetamide

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 9e449ad8-0f3f-479d-9de0-cc93e2a8dce7
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name 2-[(2S)-4-[(2E,4E,6E,8E,10Z,12E,14Z)-11,15-dichlorohexadeca-2,4,6,8,10,12,14-heptaenoyl]-1-[(3S,4R,5R)-3-[(2S,3S,4R,5R)-5-[(2S,3S,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]-5-hydroxy-3-oxo-2H-pyrrol-2-yl]acetamide
SMILES (Canonical) CC1C(C(C(O1)OC2COC(C(C2O)O)OC3C(C(COC3N4C(C(=O)C(=C4O)C(=O)C=CC=CC=CC=CC=C(C=CC=C(C)Cl)Cl)CC(=O)N)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@@H](O1)O[C@@H]2CO[C@H]([C@H]([C@H]2O)O)O[C@H]3[C@@H]([C@@H](COC3N4[C@H](C(=O)C(=C4O)C(=O)/C=C/C=C/C=C/C=C/C=C(/C=C/C=C(/C)\Cl)\Cl)CC(=O)N)O)O)O)O
InChI InChI=1S/C37H46Cl2N2O15/c1-18(38)11-10-13-20(39)12-8-6-4-3-5-7-9-14-22(42)26-28(46)21(15-25(40)44)41(34(26)51)35-33(29(47)23(43)16-52-35)56-36-32(50)30(48)24(17-53-36)55-37-31(49)27(45)19(2)54-37/h3-14,19,21,23-24,27,29-33,35-37,43,45,47-51H,15-17H2,1-2H3,(H2,40,44)/b4-3+,7-5+,8-6+,13-10+,14-9+,18-11-,20-12-/t19-,21+,23-,24-,27-,29-,30+,31+,32+,33+,35?,36+,37+/m1/s1
InChI Key IUSIZVXMYIMUHS-NINWEDIOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C37H46Cl2N2O15
Molecular Weight 829.70 g/mol
Exact Mass 828.2275242 g/mol
Topological Polar Surface Area (TPSA) 268.00 Ų
XlogP 0.80
Atomic LogP (AlogP) -0.11
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 15

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 2-[(2S)-4-[(2E,4E,6E,8E,10Z,12E,14Z)-11,15-dichlorohexadeca-2,4,6,8,10,12,14-heptaenoyl]-1-[(3S,4R,5R)-3-[(2S,3S,4R,5R)-5-[(2S,3S,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]-5-hydroxy-3-oxo-2H-pyrrol-2-yl]acetamide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7043 70.43%
Caco-2 - 0.8674 86.74%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.4874 48.74%
OATP2B1 inhibitior - 0.7154 71.54%
OATP1B1 inhibitior + 0.8369 83.69%
OATP1B3 inhibitior + 0.9374 93.74%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9317 93.17%
BSEP inhibitior + 0.9681 96.81%
P-glycoprotein inhibitior + 0.7122 71.22%
P-glycoprotein substrate + 0.7199 71.99%
CYP3A4 substrate + 0.7175 71.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8750 87.50%
CYP3A4 inhibition - 0.8141 81.41%
CYP2C9 inhibition - 0.7568 75.68%
CYP2C19 inhibition - 0.6898 68.98%
CYP2D6 inhibition - 0.9034 90.34%
CYP1A2 inhibition - 0.8499 84.99%
CYP2C8 inhibition + 0.6198 61.98%
CYP inhibitory promiscuity - 0.8342 83.42%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.7738 77.38%
Carcinogenicity (trinary) Non-required 0.4387 43.87%
Eye corrosion - 0.9832 98.32%
Eye irritation - 0.9135 91.35%
Skin irritation - 0.7713 77.13%
Skin corrosion - 0.9223 92.23%
Ames mutagenesis + 0.5736 57.36%
Human Ether-a-go-go-Related Gene inhibition + 0.8307 83.07%
Micronuclear + 0.9200 92.00%
Hepatotoxicity - 0.5695 56.95%
skin sensitisation - 0.8487 84.87%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7290 72.90%
Acute Oral Toxicity (c) III 0.5854 58.54%
Estrogen receptor binding + 0.8203 82.03%
Androgen receptor binding + 0.5350 53.50%
Thyroid receptor binding + 0.5712 57.12%
Glucocorticoid receptor binding + 0.7226 72.26%
Aromatase binding + 0.5343 53.43%
PPAR gamma + 0.7771 77.71%
Honey bee toxicity - 0.6315 63.15%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.7299 72.99%

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 99.17% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.84% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.57% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.45% 89.00%
CHEMBL2581 P07339 Cathepsin D 92.20% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.97% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.65% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.60% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.47% 97.36%
CHEMBL3474 P14555 Phospholipase A2 group IIA 85.15% 94.05%
CHEMBL340 P08684 Cytochrome P450 3A4 84.86% 91.19%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.26% 89.34%
CHEMBL1951 P21397 Monoamine oxidase A 83.93% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.83% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.67% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.54% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.78% 97.25%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.15% 92.94%

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 6475500
LOTUS LTS0051335
wikiData Q105120802