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1-[6-[6-[6-[6-[2-[7-[(18Z)-6-amino-19-chlorononadeca-1,3,8,10,18-pentaen-12,16-diynyl]-22-hydroxy-2,6,11,15,20-pentaoxapentacyclo[12.9.0.03,12.05,10.016,21]tricosan-19-yl]-3-methyl-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-6-yl]-3,8-dihydroxy-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]-8-chloro-3-hydroxy-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]-3,4-dihydroxy-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]-3,4,5-trihydroxyoxan-2-yl]-11-chloro-8-[5-(1,2-dihydroxyethyl)-3,4-dihydroxyoxolan-2-yl]oxy-3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyhexadeca-13,15-diyne-2,6,7,9,10-pentol

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 83baa7d4-e671-49c2-b473-1bf288aada18
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name 1-[6-[6-[6-[6-[2-[7-[(18Z)-6-amino-19-chlorononadeca-1,3,8,10,18-pentaen-12,16-diynyl]-22-hydroxy-2,6,11,15,20-pentaoxapentacyclo[12.9.0.03,12.05,10.016,21]tricosan-19-yl]-3-methyl-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-6-yl]-3,8-dihydroxy-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]-8-chloro-3-hydroxy-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]-3,4-dihydroxy-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]-3,4,5-trihydroxyoxan-2-yl]-11-chloro-8-[5-(1,2-dihydroxyethyl)-3,4-dihydroxyoxolan-2-yl]oxy-3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyhexadeca-13,15-diyne-2,6,7,9,10-pentol
SMILES (Canonical) CC1CC2C(CCC(O2)C3CC(C4C(O3)CC(C(O4)C5CC(C6C(O5)CC(C(O6)C7CCC8C(O7)C(C(C(O8)C9C(C(C(C(O9)CC(C(C(CC(C(C(C(C(C(CC#CC#C)Cl)O)O)OC2C(C(C(O2)C(CO)O)O)O)O)O)OC2C(C(C(CO2)O)O)O)OC2C(C(C(O2)CO)O)O)O)O)O)O)O)O)O)Cl)O)O)OC1C1CCC2C(O1)C(CC1C(O2)CC2C(O1)CC1C(O2)CCC(O1)C=CC=CCC(CC=CC=CC#CCCC#CC=CCl)N)O
SMILES (Isomeric) CC1CC2C(CCC(O2)C3CC(C4C(O3)CC(C(O4)C5CC(C6C(O5)CC(C(O6)C7CCC8C(O7)C(C(C(O8)C9C(C(C(C(O9)CC(C(C(CC(C(C(C(C(C(CC#CC#C)Cl)O)O)OC2C(C(C(O2)C(CO)O)O)O)O)O)OC2C(C(C(CO2)O)O)O)OC2C(C(C(O2)CO)O)O)O)O)O)O)O)O)O)Cl)O)O)OC1C1CCC2C(O1)C(CC1C(O2)CC2C(O1)CC1C(O2)CCC(O1)C=CC=CCC(CC=CC=CC#CCCC#C/C=C\Cl)N)O
InChI InChI=1S/C107H154Cl3NO44/c1-3-4-15-23-49(109)79(122)85(128)102(155-107-92(135)89(132)100(154-107)57(120)43-112)81(124)51(114)35-77(149-105-90(133)80(123)58(121)45-136-105)99(153-106-91(134)83(126)78(44-113)150-106)54(117)38-73-82(125)84(127)86(129)103(148-73)104-88(131)87(130)101-65(147-104)31-30-64(146-101)96-55(118)39-75-94(151-96)50(110)34-74(143-75)97-56(119)40-76-98(152-97)53(116)36-67(142-76)60-26-27-61-66(138-60)33-46(2)93(144-61)62-28-29-63-95(145-62)52(115)37-68-70(140-63)42-71-72(141-68)41-69-59(139-71)25-24-48(137-69)22-18-14-17-21-47(111)20-16-12-10-8-6-5-7-9-11-13-19-32-108/h1,8,10,12,14,16-19,22,32,46-107,112-135H,7,9,20-21,23-31,33-45,111H2,2H3/b10-8?,16-12?,17-14?,22-18?,32-19-
InChI Key JWYXXCZNFFQYGQ-UOMKELITSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C107H154Cl3NO44
Molecular Weight 2264.70 g/mol
Exact Mass 2262.894285 g/mol
Topological Polar Surface Area (TPSA) 696.00 Ų
XlogP -3.70
Atomic LogP (AlogP) -5.61
H-Bond Acceptor 45
H-Bond Donor 25
Rotatable Bonds 34

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[6-[6-[6-[6-[2-[7-[(18Z)-6-amino-19-chlorononadeca-1,3,8,10,18-pentaen-12,16-diynyl]-22-hydroxy-2,6,11,15,20-pentaoxapentacyclo[12.9.0.03,12.05,10.016,21]tricosan-19-yl]-3-methyl-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-6-yl]-3,8-dihydroxy-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]-8-chloro-3-hydroxy-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]-3,4-dihydroxy-2,3,4,4a,6,7,8,8a-octahydropyrano[3,2-b]pyran-2-yl]-3,4,5-trihydroxyoxan-2-yl]-11-chloro-8-[5-(1,2-dihydroxyethyl)-3,4-dihydroxyoxolan-2-yl]oxy-3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyhexadeca-13,15-diyne-2,6,7,9,10-pentol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7201 72.01%
Caco-2 - 0.8579 85.79%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Lysosomes 0.4938 49.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8080 80.80%
OATP1B3 inhibitior + 0.9398 93.98%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9644 96.44%
P-glycoprotein inhibitior + 0.7427 74.27%
P-glycoprotein substrate + 0.8384 83.84%
CYP3A4 substrate + 0.7585 75.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8296 82.96%
CYP3A4 inhibition - 0.7793 77.93%
CYP2C9 inhibition - 0.8109 81.09%
CYP2C19 inhibition - 0.6775 67.75%
CYP2D6 inhibition - 0.8185 81.85%
CYP1A2 inhibition - 0.6959 69.59%
CYP2C8 inhibition + 0.8603 86.03%
CYP inhibitory promiscuity - 0.6477 64.77%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8000 80.00%
Carcinogenicity (trinary) Non-required 0.4717 47.17%
Eye corrosion - 0.9835 98.35%
Eye irritation - 0.8968 89.68%
Skin irritation - 0.7383 73.83%
Skin corrosion - 0.9173 91.73%
Ames mutagenesis + 0.5522 55.22%
Human Ether-a-go-go-Related Gene inhibition + 0.7839 78.39%
Micronuclear + 0.5500 55.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8538 85.38%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8730 87.30%
Acute Oral Toxicity (c) III 0.5509 55.09%
Estrogen receptor binding + 0.7820 78.20%
Androgen receptor binding + 0.7364 73.64%
Thyroid receptor binding + 0.6597 65.97%
Glucocorticoid receptor binding + 0.7915 79.15%
Aromatase binding + 0.6463 64.63%
PPAR gamma + 0.8326 83.26%
Honey bee toxicity - 0.5810 58.10%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.8264 82.64%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.53% 96.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 99.25% 95.58%
CHEMBL226 P30542 Adenosine A1 receptor 98.89% 95.93%
CHEMBL206 P03372 Estrogen receptor alpha 98.75% 97.64%
CHEMBL221 P23219 Cyclooxygenase-1 98.21% 90.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 97.72% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.72% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.37% 97.09%
CHEMBL204 P00734 Thrombin 96.11% 96.01%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 95.95% 93.10%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.39% 97.25%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 93.36% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.57% 96.47%
CHEMBL4296 Q15858 Sodium channel protein type IX alpha subunit 91.53% 96.11%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 91.26% 92.32%
CHEMBL2581 P07339 Cathepsin D 90.90% 98.95%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 90.79% 100.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 90.45% 97.47%
CHEMBL3785 Q8TDS4 Hydroxycarboxylic acid receptor 2 90.19% 94.05%
CHEMBL4581 P52732 Kinesin-like protein 1 88.90% 93.18%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.89% 86.33%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.81% 92.86%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.89% 96.00%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 87.85% 92.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.93% 86.92%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.62% 96.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.55% 99.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.24% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.89% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.72% 95.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.66% 97.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.46% 95.89%
CHEMBL228 P31645 Serotonin transporter 84.93% 95.51%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.84% 96.38%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 84.84% 80.33%
CHEMBL2052031 Q13451 Peptidyl-prolyl cis-trans isomerase FKBP5 84.39% 88.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.81% 89.62%
CHEMBL249 P25103 Neurokinin 1 receptor 83.71% 99.17%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.02% 95.71%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 82.43% 99.00%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 82.42% 95.00%
CHEMBL5203 P33316 dUTP pyrophosphatase 82.02% 99.18%
CHEMBL3589 P55263 Adenosine kinase 81.69% 98.05%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 81.48% 88.00%
CHEMBL251 P29274 Adenosine A2a receptor 81.39% 94.40%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 81.33% 95.36%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.25% 89.34%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 80.92% 95.34%

Plants that contains it

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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

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PubChem 102510994
LOTUS LTS0162979
wikiData Q105136469