(2R,3R,4S,5S,6R)-2-[(2R)-3-hydroxy-2-(4-hydroxy-3-methoxyphenyl)propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID 2e5b0205-9699-4219-b969-a5b2e5c3aa61
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (2R,3R,4S,5S,6R)-2-[(2R)-3-hydroxy-2-(4-hydroxy-3-methoxyphenyl)propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) COC1=C(C=CC(=C1)C(CO)COC2C(C(C(C(O2)CO)O)O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)[C@H](CO)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
InChI InChI=1S/C16H24O9/c1-23-11-4-8(2-3-10(11)19)9(5-17)7-24-16-15(22)14(21)13(20)12(6-18)25-16/h2-4,9,12-22H,5-7H2,1H3/t9-,12-,13-,14+,15-,16-/m1/s1
InChI Key REHZVRNVHQFBAF-YYMOATHLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H24O9
Molecular Weight 360.36 g/mol
Exact Mass 360.14203234 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -1.71
H-Bond Acceptor 9
H-Bond Donor 6
Rotatable Bonds 7

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-[(2R)-3-hydroxy-2-(4-hydroxy-3-methoxyphenyl)propoxy]-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 - 0.8407 84.07%
Caco-2 - 0.8523 85.23%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6129 61.29%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8694 86.94%
OATP1B3 inhibitior + 0.9682 96.82%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.9338 93.38%
P-glycoprotein inhibitior - 0.9243 92.43%
P-glycoprotein substrate - 0.8151 81.51%
CYP3A4 substrate - 0.5163 51.63%
CYP2C9 substrate - 0.7952 79.52%
CYP2D6 substrate - 0.7988 79.88%
CYP3A4 inhibition - 0.9135 91.35%
CYP2C9 inhibition - 0.8692 86.92%
CYP2C19 inhibition - 0.8622 86.22%
CYP2D6 inhibition - 0.9229 92.29%
CYP1A2 inhibition - 0.8887 88.87%
CYP2C8 inhibition - 0.7168 71.68%
CYP inhibitory promiscuity - 0.6649 66.49%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6491 64.91%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9602 96.02%
Skin irritation - 0.8386 83.86%
Skin corrosion - 0.9583 95.83%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5913 59.13%
Micronuclear - 0.5841 58.41%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.8703 87.03%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.5111 51.11%
Mitochondrial toxicity - 0.7750 77.50%
Nephrotoxicity - 0.8132 81.32%
Acute Oral Toxicity (c) III 0.7549 75.49%
Estrogen receptor binding - 0.6625 66.25%
Androgen receptor binding - 0.6016 60.16%
Thyroid receptor binding + 0.6223 62.23%
Glucocorticoid receptor binding - 0.6150 61.50%
Aromatase binding - 0.5778 57.78%
PPAR gamma - 0.5316 53.16%
Honey bee toxicity - 0.8437 84.37%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5949 59.49%
Fish aquatic toxicity - 0.6613 66.13%

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 98.93% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.76% 96.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.14% 89.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.49% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.34% 96.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 87.82% 99.15%
CHEMBL2581 P07339 Cathepsin D 87.33% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 87.17% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.74% 95.56%
CHEMBL4208 P20618 Proteasome component C5 84.60% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.54% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.15% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.64% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.52% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.10% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.22% 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.
Glehnia littoralis
Juniperus communis var. depressa
Juniperus phoenicea
Peucedanum japonicum

Cross-Links

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PubChem 38363186
LOTUS LTS0181507
wikiData Q105234875