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(2R,3R,4S,5S,6R)-2-[[(1S,2R,3R,5R,8R)-3-hydroxy-8-[(E,3R)-3-hydroxybut-1-enyl]-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-2-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 1e8ec032-20b1-4662-9d12-a015366fbe15
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(1S,2R,3R,5R,8R)-3-hydroxy-8-[(E,3R)-3-hydroxybut-1-enyl]-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(C=CC1C2(CC(C(C1(CO2)C)OC3C(C(C(C(O3)CO)O)O)O)O)C)O
SMILES (Isomeric) C[C@H](/C=C/[C@H]1[C@]2(C[C@H]([C@@H]([C@@]1(CO2)C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)C)O
InChI InChI=1S/C19H32O9/c1-9(21)4-5-12-18(2)8-26-19(12,3)6-10(22)16(18)28-17-15(25)14(24)13(23)11(7-20)27-17/h4-5,9-17,20-25H,6-8H2,1-3H3/b5-4+/t9-,10-,11-,12-,13-,14+,15-,16+,17+,18-,19-/m1/s1
InChI Key QEBWOBFSNAGMNR-ACFVITIISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H32O9
Molecular Weight 404.50 g/mol
Exact Mass 404.20463259 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -1.72
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(1S,2R,3R,5R,8R)-3-hydroxy-8-[(E,3R)-3-hydroxybut-1-enyl]-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-2-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 - 0.6163 61.63%
Caco-2 - 0.7885 78.85%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.5303 53.03%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.8926 89.26%
OATP1B3 inhibitior + 0.9412 94.12%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.9088 90.88%
P-glycoprotein inhibitior - 0.8046 80.46%
P-glycoprotein substrate - 0.7175 71.75%
CYP3A4 substrate + 0.6221 62.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8474 84.74%
CYP3A4 inhibition - 0.9294 92.94%
CYP2C9 inhibition - 0.9127 91.27%
CYP2C19 inhibition - 0.8874 88.74%
CYP2D6 inhibition - 0.9463 94.63%
CYP1A2 inhibition - 0.9170 91.70%
CYP2C8 inhibition - 0.7906 79.06%
CYP inhibitory promiscuity - 0.9517 95.17%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6447 64.47%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9788 97.88%
Skin irritation - 0.7167 71.67%
Skin corrosion - 0.9512 95.12%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4108 41.08%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.7950 79.50%
skin sensitisation - 0.9045 90.45%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity + 0.5415 54.15%
Acute Oral Toxicity (c) I 0.6359 63.59%
Estrogen receptor binding + 0.5298 52.98%
Androgen receptor binding + 0.5447 54.47%
Thyroid receptor binding + 0.6327 63.27%
Glucocorticoid receptor binding - 0.4800 48.00%
Aromatase binding + 0.5425 54.25%
PPAR gamma + 0.6085 60.85%
Honey bee toxicity - 0.6106 61.06%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.8400 84.00%
Fish aquatic toxicity + 0.9079 90.79%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.15% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.02% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.24% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.14% 97.25%
CHEMBL2581 P07339 Cathepsin D 90.72% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.30% 96.61%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 90.00% 97.88%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.27% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.17% 97.09%
CHEMBL237 P41145 Kappa opioid receptor 87.78% 98.10%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.07% 89.34%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.44% 96.47%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.25% 91.24%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.58% 89.50%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 84.43% 95.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.26% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.16% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 84.00% 95.93%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.70% 82.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.75% 96.21%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.64% 97.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.92% 97.36%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.81% 96.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.79% 91.07%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.69% 97.47%
CHEMBL3401 O75469 Pregnane X receptor 80.45% 94.73%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 80.34% 97.34%

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.
Euphorbia resinifera

Cross-Links

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PubChem 11090751
LOTUS LTS0254914
wikiData Q104665545