[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(E,2S)-4-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]but-3-en-2-yl]oxyoxan-2-yl]methyl hydrogen sulfate

Details

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Internal ID aa3b18d8-6571-4bbe-9484-04b69fa15f1e
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)-3,4,5-trihydroxy-6-[(E,2S)-4-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]but-3-en-2-yl]oxyoxan-2-yl]methyl hydrogen sulfate
SMILES (Canonical) CC1=CC(=O)CC(C1(C=CC(C)OC2C(C(C(C(O2)COS(=O)(=O)O)O)O)O)O)(C)C
SMILES (Isomeric) CC1=CC(=O)CC([C@]1(/C=C/[C@H](C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COS(=O)(=O)O)O)O)O)O)(C)C
InChI InChI=1S/C19H30O11S/c1-10-7-12(20)8-18(3,4)19(10,24)6-5-11(2)29-17-16(23)15(22)14(21)13(30-17)9-28-31(25,26)27/h5-7,11,13-17,21-24H,8-9H2,1-4H3,(H,25,26,27)/b6-5+/t11-,13+,14+,15-,16+,17+,19+/m0/s1
InChI Key HFSJQXKIOHMFKF-PUVRWCMWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H30O11S
Molecular Weight 466.50 g/mol
Exact Mass 466.15088294 g/mol
Topological Polar Surface Area (TPSA) 188.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -0.75
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(E,2S)-4-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]but-3-en-2-yl]oxyoxan-2-yl]methyl hydrogen sulfate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6216 62.16%
Caco-2 - 0.8361 83.61%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6116 61.16%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8831 88.31%
OATP1B3 inhibitior + 0.9306 93.06%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.6308 63.08%
P-glycoprotein inhibitior - 0.6134 61.34%
P-glycoprotein substrate - 0.7613 76.13%
CYP3A4 substrate + 0.6573 65.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8780 87.80%
CYP3A4 inhibition - 0.8804 88.04%
CYP2C9 inhibition - 0.7378 73.78%
CYP2C19 inhibition - 0.7194 71.94%
CYP2D6 inhibition - 0.8718 87.18%
CYP1A2 inhibition - 0.7282 72.82%
CYP2C8 inhibition - 0.8146 81.46%
CYP inhibitory promiscuity - 0.8184 81.84%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.5300 53.00%
Carcinogenicity (trinary) Non-required 0.5842 58.42%
Eye corrosion - 0.9701 97.01%
Eye irritation - 0.9386 93.86%
Skin irritation - 0.7820 78.20%
Skin corrosion - 0.8985 89.85%
Ames mutagenesis - 0.5654 56.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4578 45.78%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.6948 69.48%
skin sensitisation - 0.8324 83.24%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8927 89.27%
Acute Oral Toxicity (c) III 0.6004 60.04%
Estrogen receptor binding + 0.6645 66.45%
Androgen receptor binding + 0.5396 53.96%
Thyroid receptor binding + 0.6079 60.79%
Glucocorticoid receptor binding + 0.6262 62.62%
Aromatase binding + 0.5454 54.54%
PPAR gamma + 0.5622 56.22%
Honey bee toxicity - 0.7669 76.69%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9801 98.01%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.72% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.72% 95.56%
CHEMBL2581 P07339 Cathepsin D 95.66% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.60% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 94.20% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.82% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.96% 96.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.87% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.83% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 88.12% 85.31%
CHEMBL1937 Q92769 Histone deacetylase 2 87.12% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.99% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 86.57% 94.73%
CHEMBL5255 O00206 Toll-like receptor 4 84.67% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.45% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.06% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.70% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.52% 95.89%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.86% 96.47%
CHEMBL1951 P21397 Monoamine oxidase A 82.79% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.67% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.08% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.53% 94.45%

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.
Sonchus erzincanicus

Cross-Links

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PubChem 101781141
LOTUS LTS0055370
wikiData Q105027511