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[(2R,3R,4S,5R,6R)-2-[(2S,3S,4S,5R)-2,5-bis(acetyloxymethyl)-3,4-dihydroxyoxolan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(5R)-5-methylheptanoyl]oxyoxan-4-yl] (5S)-5-methylheptanoate

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 49ed59ce-57af-44f6-b8c6-680639c65f35
Taxonomy Lipids and lipid-like molecules > Saccharolipids
IUPAC Name [(2R,3R,4S,5R,6R)-2-[(2S,3S,4S,5R)-2,5-bis(acetyloxymethyl)-3,4-dihydroxyoxolan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(5R)-5-methylheptanoyl]oxyoxan-4-yl] (5S)-5-methylheptanoate
SMILES (Canonical) CCC(C)CCCC(=O)OC1C(C(OC(C1OC(=O)CCCC(C)CC)OC2(C(C(C(O2)COC(=O)C)O)O)COC(=O)C)CO)O
SMILES (Isomeric) CC[C@H](C)CCCC(=O)O[C@H]1[C@@H]([C@H](O[C@@H]([C@@H]1OC(=O)CCC[C@H](C)CC)O[C@]2([C@H]([C@@H]([C@H](O2)COC(=O)C)O)O)COC(=O)C)CO)O
InChI InChI=1S/C32H54O15/c1-7-18(3)11-9-13-24(36)44-28-26(38)22(15-33)43-31(29(28)45-25(37)14-10-12-19(4)8-2)47-32(17-42-21(6)35)30(40)27(39)23(46-32)16-41-20(5)34/h18-19,22-23,26-31,33,38-40H,7-17H2,1-6H3/t18-,19+,22+,23+,26+,27+,28-,29+,30-,31+,32-/m0/s1
InChI Key NQOOVYISLGIOTP-DQJUMKFFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H54O15
Molecular Weight 678.80 g/mol
Exact Mass 678.34627101 g/mol
Topological Polar Surface Area (TPSA) 214.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 1.28
H-Bond Acceptor 15
H-Bond Donor 4
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6R)-2-[(2S,3S,4S,5R)-2,5-bis(acetyloxymethyl)-3,4-dihydroxyoxolan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(5R)-5-methylheptanoyl]oxyoxan-4-yl] (5S)-5-methylheptanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7925 79.25%
Caco-2 - 0.8502 85.02%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8493 84.93%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.8012 80.12%
OATP1B3 inhibitior + 0.9306 93.06%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8087 80.87%
P-glycoprotein inhibitior + 0.7044 70.44%
P-glycoprotein substrate - 0.5893 58.93%
CYP3A4 substrate + 0.6512 65.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8932 89.32%
CYP3A4 inhibition - 0.7022 70.22%
CYP2C9 inhibition - 0.8688 86.88%
CYP2C19 inhibition - 0.8378 83.78%
CYP2D6 inhibition - 0.9391 93.91%
CYP1A2 inhibition - 0.8829 88.29%
CYP2C8 inhibition - 0.5855 58.55%
CYP inhibitory promiscuity - 0.9525 95.25%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6908 69.08%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9084 90.84%
Skin irritation - 0.7576 75.76%
Skin corrosion - 0.9511 95.11%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9413 94.13%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity - 0.7222 72.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.5384 53.84%
Acute Oral Toxicity (c) III 0.4950 49.50%
Estrogen receptor binding + 0.7663 76.63%
Androgen receptor binding + 0.5724 57.24%
Thyroid receptor binding - 0.6038 60.38%
Glucocorticoid receptor binding + 0.7159 71.59%
Aromatase binding + 0.6350 63.50%
PPAR gamma + 0.5789 57.89%
Honey bee toxicity - 0.7592 75.92%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7305 73.05%
Fish aquatic toxicity + 0.8781 87.81%

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 98.71% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.80% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.70% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.47% 97.25%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 92.61% 82.50%
CHEMBL226 P30542 Adenosine A1 receptor 92.57% 95.93%
CHEMBL5255 O00206 Toll-like receptor 4 92.15% 92.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.71% 96.61%
CHEMBL3401 O75469 Pregnane X receptor 90.68% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.85% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.44% 99.17%
CHEMBL2996 Q05655 Protein kinase C delta 88.57% 97.79%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.11% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.14% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.48% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.44% 95.89%
CHEMBL299 P17252 Protein kinase C alpha 84.36% 98.03%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.32% 93.56%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.35% 94.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.35% 96.90%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.71% 97.21%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.63% 94.33%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 81.09% 92.32%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.80% 97.09%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.09% 92.86%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.03% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.00% 96.47%

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.
Nicotiana gossei

Cross-Links

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PubChem 163194183
LOTUS LTS0182448
wikiData Q105184012