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2-[(2S)-4-[(2E,4E,6E,8Z,10E,12E,14Z)-9,15-dichlorohexadeca-2,4,6,8,10,12,14-heptaenoyl]-1-[(3S,4R,5R)-3-[(2S,3S,4R,5R)-3,4-dihydroxy-5-[(2S,3S,4R,5R)-4-hydroxy-3-methoxy-5-methyloxolan-2-yl]oxyoxan-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

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Internal ID f59623de-48db-4197-963f-efb8da0a196d
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name 2-[(2S)-4-[(2E,4E,6E,8Z,10E,12E,14Z)-9,15-dichlorohexadeca-2,4,6,8,10,12,14-heptaenoyl]-1-[(3S,4R,5R)-3-[(2S,3S,4R,5R)-3,4-dihydroxy-5-[(2S,3S,4R,5R)-4-hydroxy-3-methoxy-5-methyloxolan-2-yl]oxyoxan-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=C(C=CC=CC=C(C)Cl)Cl)CC(=O)N)O)O)OC)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)OC)O
InChI InChI=1S/C38H48Cl2N2O15/c1-19(39)12-8-7-10-14-21(40)13-9-5-4-6-11-15-23(43)27-29(47)22(16-26(41)45)42(35(27)51)36-33(30(48)24(44)17-53-36)57-37-32(50)31(49)25(18-54-37)56-38-34(52-3)28(46)20(2)55-38/h4-15,20,22,24-25,28,30-34,36-38,44,46,48-51H,16-18H2,1-3H3,(H2,41,45)/b6-4+,8-7+,9-5+,14-10+,15-11+,19-12-,21-13-/t20-,22+,24-,25-,28-,30-,31+,32+,33+,34+,36?,37+,38+/m1/s1
InChI Key PELZHXAISHUYNC-VNERNCSFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H48Cl2N2O15
Molecular Weight 843.70 g/mol
Exact Mass 842.2431742 g/mol
Topological Polar Surface Area (TPSA) 257.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 0.55
H-Bond Acceptor 16
H-Bond Donor 7
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(2S)-4-[(2E,4E,6E,8Z,10E,12E,14Z)-9,15-dichlorohexadeca-2,4,6,8,10,12,14-heptaenoyl]-1-[(3S,4R,5R)-3-[(2S,3S,4R,5R)-3,4-dihydroxy-5-[(2S,3S,4R,5R)-4-hydroxy-3-methoxy-5-methyloxolan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]-5-hydroxy-3-oxo-2H-pyrrol-2-yl]acetamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6403 64.03%
Caco-2 - 0.8704 87.04%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.4587 45.87%
OATP2B1 inhibitior - 0.5729 57.29%
OATP1B1 inhibitior + 0.8341 83.41%
OATP1B3 inhibitior + 0.9365 93.65%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9403 94.03%
P-glycoprotein inhibitior + 0.7164 71.64%
P-glycoprotein substrate + 0.7459 74.59%
CYP3A4 substrate + 0.7222 72.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8747 87.47%
CYP3A4 inhibition - 0.7004 70.04%
CYP2C9 inhibition - 0.7830 78.30%
CYP2C19 inhibition - 0.7435 74.35%
CYP2D6 inhibition - 0.8990 89.90%
CYP1A2 inhibition - 0.8686 86.86%
CYP2C8 inhibition + 0.6489 64.89%
CYP inhibitory promiscuity - 0.9000 90.00%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.7638 76.38%
Carcinogenicity (trinary) Danger 0.4440 44.40%
Eye corrosion - 0.9826 98.26%
Eye irritation - 0.9128 91.28%
Skin irritation - 0.7707 77.07%
Skin corrosion - 0.9213 92.13%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8190 81.90%
Micronuclear + 0.8900 89.00%
Hepatotoxicity - 0.5394 53.94%
skin sensitisation - 0.8482 84.82%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.7759 77.59%
Acute Oral Toxicity (c) III 0.5806 58.06%
Estrogen receptor binding + 0.8254 82.54%
Androgen receptor binding + 0.5459 54.59%
Thyroid receptor binding + 0.5710 57.10%
Glucocorticoid receptor binding + 0.7219 72.19%
Aromatase binding + 0.5209 52.09%
PPAR gamma + 0.7760 77.60%
Honey bee toxicity - 0.6111 61.11%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity - 0.3853 38.53%

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 99.27% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.22% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.75% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.35% 89.00%
CHEMBL2581 P07339 Cathepsin D 91.17% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 88.38% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.00% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.93% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.35% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.01% 95.56%
CHEMBL3474 P14555 Phospholipase A2 group IIA 84.46% 94.05%
CHEMBL1951 P21397 Monoamine oxidase A 84.33% 91.49%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.31% 92.94%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.78% 97.36%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.37% 96.77%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.65% 89.34%

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 6475525
LOTUS LTS0132372
wikiData Q105207175