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(2R,3S,4S,5R,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[(E,2R)-4-[(3R,4S)-3,4-dihydroxy-2,6,6-trimethylcyclohexen-1-yl]but-3-en-2-yl]oxy-2-(hydroxymethyl)oxane-3,4-diol

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 9867d9ab-d4dd-4f51-a9a2-484f57628601
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name (2R,3S,4S,5R,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[(E,2R)-4-[(3R,4S)-3,4-dihydroxy-2,6,6-trimethylcyclohexen-1-yl]but-3-en-2-yl]oxy-2-(hydroxymethyl)oxane-3,4-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H40O12/c1-11(5-6-13-12(2)16(28)14(27)7-23(13,3)4)34-21-19(18(30)17(29)15(8-25)35-21)36-22-20(31)24(32,9-26)10-33-22/h5-6,11,14-22,25-32H,7-10H2,1-4H3/b6-5+/t11-,14+,15-,16-,17-,18+,19-,20+,21-,22+,24-/m1/s1
InChI Key UVNWUTOIBBOFBU-ZQOGFMHLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C24H40O12
Molecular Weight 520.60 g/mol
Exact Mass 520.25197671 g/mol
Topological Polar Surface Area (TPSA) 199.00 Ų
XlogP -2.30
Atomic LogP (AlogP) -2.32
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[(E,2R)-4-[(3R,4S)-3,4-dihydroxy-2,6,6-trimethylcyclohexen-1-yl]but-3-en-2-yl]oxy-2-(hydroxymethyl)oxane-3,4-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6811 68.11%
Caco-2 - 0.8534 85.34%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7078 70.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8680 86.80%
OATP1B3 inhibitior + 0.9304 93.04%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.5873 58.73%
P-glycoprotein inhibitior - 0.5868 58.68%
P-glycoprotein substrate - 0.6152 61.52%
CYP3A4 substrate + 0.6718 67.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8510 85.10%
CYP3A4 inhibition - 0.8983 89.83%
CYP2C9 inhibition - 0.8274 82.74%
CYP2C19 inhibition - 0.8457 84.57%
CYP2D6 inhibition - 0.9217 92.17%
CYP1A2 inhibition - 0.8794 87.94%
CYP2C8 inhibition - 0.6129 61.29%
CYP inhibitory promiscuity - 0.7516 75.16%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5677 56.77%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9487 94.87%
Skin irritation - 0.7725 77.25%
Skin corrosion - 0.9467 94.67%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8373 83.73%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8222 82.22%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.5597 55.97%
Acute Oral Toxicity (c) III 0.6249 62.49%
Estrogen receptor binding + 0.6351 63.51%
Androgen receptor binding + 0.5306 53.06%
Thyroid receptor binding + 0.5705 57.05%
Glucocorticoid receptor binding + 0.6139 61.39%
Aromatase binding + 0.6596 65.96%
PPAR gamma + 0.6359 63.59%
Honey bee toxicity - 0.6779 67.79%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.6711 67.11%

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
CHEMBL226 P30542 Adenosine A1 receptor 97.76% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.78% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.87% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.71% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.58% 97.09%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 89.58% 97.47%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.10% 86.92%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 88.66% 95.58%
CHEMBL2581 P07339 Cathepsin D 88.50% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.39% 96.09%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.07% 98.75%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.30% 91.24%
CHEMBL3401 O75469 Pregnane X receptor 86.88% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.55% 94.45%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 85.98% 92.88%
CHEMBL1937 Q92769 Histone deacetylase 2 85.82% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.69% 95.89%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 84.09% 92.32%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.20% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.92% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.22% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.51% 86.33%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 80.37% 91.83%

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 ebracteatus

Cross-Links

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PubChem 102376769
LOTUS LTS0068463
wikiData Q105280002