(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-(1-hydroxyprop-2-enyl)-2,6-dimethoxyphenoxy]oxane-3,4,5-triol

Details

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Internal ID c1d72431-5951-4bdf-a066-e0e98292cb2d
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-(1-hydroxyprop-2-enyl)-2,6-dimethoxyphenoxy]oxane-3,4,5-triol
SMILES (Canonical) COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)OC)C(C=C)O
SMILES (Isomeric) COC1=CC(=CC(=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)OC)C(C=C)O
InChI InChI=1S/C17H24O9/c1-4-9(19)8-5-10(23-2)16(11(6-8)24-3)26-17-15(22)14(21)13(20)12(7-18)25-17/h4-6,9,12-15,17-22H,1,7H2,2-3H3/t9?,12-,13-,14+,15-,17+/m1/s1
InChI Key MATKEAOBTGAMFZ-VEHOAVMDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H24O9
Molecular Weight 372.40 g/mol
Exact Mass 372.14203234 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -0.90
H-Bond Acceptor 9
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,6S)-2-(hydroxymethyl)-6-[4-(1-hydroxyprop-2-enyl)-2,6-dimethoxyphenoxy]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 - 0.7187 71.87%
Caco-2 - 0.8313 83.13%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5636 56.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8652 86.52%
OATP1B3 inhibitior + 0.9714 97.14%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5351 53.51%
P-glycoprotein inhibitior - 0.8085 80.85%
P-glycoprotein substrate - 0.8878 88.78%
CYP3A4 substrate - 0.5000 50.00%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7972 79.72%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.8486 84.86%
CYP2C19 inhibition - 0.7743 77.43%
CYP2D6 inhibition - 0.8702 87.02%
CYP1A2 inhibition - 0.8429 84.29%
CYP2C8 inhibition - 0.7322 73.22%
CYP inhibitory promiscuity - 0.5932 59.32%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7482 74.82%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9518 95.18%
Skin irritation - 0.8269 82.69%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5359 53.59%
Micronuclear - 0.5241 52.41%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.7870 78.70%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.8327 83.27%
Acute Oral Toxicity (c) III 0.7440 74.40%
Estrogen receptor binding - 0.5066 50.66%
Androgen receptor binding - 0.6521 65.21%
Thyroid receptor binding + 0.6400 64.00%
Glucocorticoid receptor binding + 0.6626 66.26%
Aromatase binding - 0.5181 51.81%
PPAR gamma + 0.7146 71.46%
Honey bee toxicity - 0.7242 72.42%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.7700 77.00%
Fish aquatic toxicity + 0.8076 80.76%

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 97.80% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.70% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.22% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.80% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.10% 85.14%
CHEMBL4208 P20618 Proteasome component C5 88.54% 90.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.15% 89.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.52% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.23% 94.45%
CHEMBL2581 P07339 Cathepsin D 86.49% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 85.88% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.03% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.36% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.94% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.46% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.67% 92.62%

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.
Codonopsis pilosula

Cross-Links

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PubChem 5321613
NPASS NPC180133