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(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[(3R)-8-hydroxyoct-1-en-3-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

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 f116bd70-c5b3-4001-8911-0802e55aff2e
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[(3R)-8-hydroxyoct-1-en-3-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) C=CC(CCCCCO)OC1C(C(C(C(O1)COC2C(C(C(CO2)O)O)O)O)O)OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric) C=C[C@@H](CCCCCO)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@H]([C@H](CO2)O)O)O)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI InChI=1S/C25H44O16/c1-2-11(6-4-3-5-7-26)38-25-22(41-24-21(35)18(32)16(30)13(8-27)39-24)19(33)17(31)14(40-25)10-37-23-20(34)15(29)12(28)9-36-23/h2,11-35H,1,3-10H2/t11-,12-,13+,14+,15-,16+,17+,18-,19-,20+,21+,22+,23-,24-,25+/m0/s1
InChI Key QZVLTTWIHASKNB-QKXBAMJDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H44O16
Molecular Weight 600.60 g/mol
Exact Mass 600.26293531 g/mol
Topological Polar Surface Area (TPSA) 258.00 Ų
XlogP -4.30
Atomic LogP (AlogP) -4.80
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[(3R)-8-hydroxyoct-1-en-3-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9224 92.24%
Caco-2 - 0.8843 88.43%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7871 78.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9038 90.38%
OATP1B3 inhibitior + 0.9418 94.18%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.6597 65.97%
P-glycoprotein inhibitior - 0.6118 61.18%
P-glycoprotein substrate - 0.6957 69.57%
CYP3A4 substrate + 0.6500 65.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8199 81.99%
CYP3A4 inhibition - 0.9001 90.01%
CYP2C9 inhibition - 0.9278 92.78%
CYP2C19 inhibition - 0.8689 86.89%
CYP2D6 inhibition - 0.9103 91.03%
CYP1A2 inhibition - 0.9323 93.23%
CYP2C8 inhibition - 0.6214 62.14%
CYP inhibitory promiscuity - 0.9612 96.12%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7323 73.23%
Eye corrosion - 0.9842 98.42%
Eye irritation - 0.9261 92.61%
Skin irritation - 0.8392 83.92%
Skin corrosion - 0.9569 95.69%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8461 84.61%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.7915 79.15%
skin sensitisation - 0.8821 88.21%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity - 0.6000 60.00%
Mitochondrial toxicity - 0.7125 71.25%
Nephrotoxicity - 0.8058 80.58%
Acute Oral Toxicity (c) III 0.5373 53.73%
Estrogen receptor binding + 0.6897 68.97%
Androgen receptor binding - 0.5737 57.37%
Thyroid receptor binding - 0.5052 50.52%
Glucocorticoid receptor binding - 0.5994 59.94%
Aromatase binding + 0.7373 73.73%
PPAR gamma + 0.6387 63.87%
Honey bee toxicity - 0.6110 61.10%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7605 76.05%
Fish aquatic toxicity - 0.4166 41.66%

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 98.37% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 95.16% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.03% 96.09%
CHEMBL3589 P55263 Adenosine kinase 91.31% 98.05%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.76% 99.17%
CHEMBL1937 Q92769 Histone deacetylase 2 87.23% 94.75%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.80% 95.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.08% 86.92%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 85.73% 83.57%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.53% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.09% 97.09%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 84.71% 97.29%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.54% 90.08%
CHEMBL237 P41145 Kappa opioid receptor 84.37% 98.10%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 83.80% 92.32%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.62% 98.75%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.59% 95.83%
CHEMBL2581 P07339 Cathepsin D 83.01% 98.95%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 81.76% 97.86%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.50% 92.86%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.29% 95.17%
CHEMBL3401 O75469 Pregnane X receptor 81.24% 94.73%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.04% 100.00%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.78% 97.47%

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.
Acanthus ilicifolius

Cross-Links

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PubChem 154496760
LOTUS LTS0184912
wikiData Q105232410