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2-[(2S,4E)-4-[(2E,4E,6E,8E,10E,12E,14E)-11,15-dichloro-1-hydroxyhexadeca-2,4,6,8,10,12,14-heptaenylidene]-1-[(2R,3R,4S,5R)-3-[(2S,3S,4S,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]-3,5-dioxopyrrolidin-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 64f33c1a-7104-4d2a-b3cc-ce93ee723520
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name 2-[(2S,4E)-4-[(2E,4E,6E,8E,10E,12E,14E)-11,15-dichloro-1-hydroxyhexadeca-2,4,6,8,10,12,14-heptaenylidene]-1-[(2R,3R,4S,5R)-3-[(2S,3S,4S,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]-3,5-dioxopyrrolidin-2-yl]acetamide
SMILES (Canonical) CC1C(C(C(O1)OC2COC(C(C2O)O)OC3C(C(COC3N4C(C(=O)C(=C(C=CC=CC=CC=CC=C(C=CC=C(C)Cl)Cl)O)C4=O)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](CO[C@H]3N4[C@H](C(=O)/C(=C(/C=C/C=C/C=C/C=C/C=C(\C=C\C=C(/C)\Cl)/Cl)\O)/C4=O)CC(=O)N)O)O)OC)O
InChI InChI=1S/C38H48Cl2N2O15/c1-19(39)12-11-14-21(40)13-9-7-5-4-6-8-10-15-23(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/h4-15,20,22,24-25,28,30-34,36-38,43-44,46,48-50H,16-18H2,1-3H3,(H2,41,45)/b5-4+,8-6+,9-7+,14-11+,15-10+,19-12+,21-13+,27-23+/t20-,22+,24-,25-,28-,30+,31-,32+,33-,34+,36-,37+,38+/m1/s1
InChI Key BJBQDBKMVBSDFN-KRWCOERHSA-N
Popularity 1 reference 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 1.00
Atomic LogP (AlogP) 0.55
H-Bond Acceptor 15
H-Bond Donor 7
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(2S,4E)-4-[(2E,4E,6E,8E,10E,12E,14E)-11,15-dichloro-1-hydroxyhexadeca-2,4,6,8,10,12,14-heptaenylidene]-1-[(2R,3R,4S,5R)-3-[(2S,3S,4S,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]-3,5-dioxopyrrolidin-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 + 0.6488 64.88%
Caco-2 - 0.8695 86.95%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.3777 37.77%
OATP2B1 inhibitior - 0.7150 71.50%
OATP1B1 inhibitior + 0.8325 83.25%
OATP1B3 inhibitior + 0.9371 93.71%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9585 95.85%
P-glycoprotein inhibitior + 0.7167 71.67%
P-glycoprotein substrate + 0.7309 73.09%
CYP3A4 substrate + 0.7198 71.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8685 86.85%
CYP3A4 inhibition - 0.7555 75.55%
CYP2C9 inhibition - 0.8278 82.78%
CYP2C19 inhibition - 0.7809 78.09%
CYP2D6 inhibition - 0.8952 89.52%
CYP1A2 inhibition - 0.9030 90.30%
CYP2C8 inhibition + 0.6643 66.43%
CYP inhibitory promiscuity - 0.9197 91.97%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.7638 76.38%
Carcinogenicity (trinary) Danger 0.4402 44.02%
Eye corrosion - 0.9843 98.43%
Eye irritation - 0.9126 91.26%
Skin irritation - 0.7761 77.61%
Skin corrosion - 0.9255 92.55%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7768 77.68%
Micronuclear + 0.8900 89.00%
Hepatotoxicity - 0.5445 54.45%
skin sensitisation - 0.8571 85.71%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8394 83.94%
Acute Oral Toxicity (c) III 0.5797 57.97%
Estrogen receptor binding + 0.8233 82.33%
Androgen receptor binding + 0.5713 57.13%
Thyroid receptor binding + 0.5856 58.56%
Glucocorticoid receptor binding + 0.7303 73.03%
Aromatase binding + 0.5287 52.87%
PPAR gamma + 0.7733 77.33%
Honey bee toxicity - 0.6517 65.17%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity - 0.4322 43.22%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.69% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.62% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.00% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.90% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.26% 94.45%
CHEMBL2581 P07339 Cathepsin D 89.94% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.64% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.34% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.78% 95.56%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 86.63% 91.83%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.08% 93.00%
CHEMBL4208 P20618 Proteasome component C5 83.24% 90.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.19% 96.77%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.53% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.44% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 82.34% 90.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.52% 97.36%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 81.22% 88.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.02% 97.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.74% 97.09%

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 100975900
LOTUS LTS0033963
wikiData Q104936958