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(2R,3R,4S,5R,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]oxane-3,5-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 8019423a-35ea-4080-a231-752a4b770887
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name (2R,3R,4S,5R,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-(hydroxymethyl)-6-[4-[(E)-3-hydroxyprop-1-enyl]-2-methoxyphenoxy]oxane-3,5-diol
SMILES (Canonical) COC1=C(C=CC(=C1)C=CCO)OC2C(C(C(C(O2)CO)O)OC3C(C(CO3)(CO)O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)/C=C/CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O[C@H]3[C@@H]([C@](CO3)(CO)O)O)O
InChI InChI=1S/C21H30O12/c1-29-13-7-11(3-2-6-22)4-5-12(13)31-19-16(26)17(15(25)14(8-23)32-19)33-20-18(27)21(28,9-24)10-30-20/h2-5,7,14-20,22-28H,6,8-10H2,1H3/b3-2+/t14-,15-,16-,17+,18+,19-,20+,21-/m1/s1
InChI Key RRHIOWAMUGNOTR-DQZPVBGBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H30O12
Molecular Weight 474.50 g/mol
Exact Mass 474.17372639 g/mol
Topological Polar Surface Area (TPSA) 188.00 Ų
XlogP -1.70
Atomic LogP (AlogP) -2.66
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6716 67.16%
Caco-2 - 0.8596 85.96%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6241 62.41%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.8929 89.29%
OATP1B3 inhibitior + 0.9678 96.78%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8170 81.70%
P-glycoprotein inhibitior - 0.7256 72.56%
P-glycoprotein substrate - 0.6815 68.15%
CYP3A4 substrate + 0.6421 64.21%
CYP2C9 substrate + 0.5829 58.29%
CYP2D6 substrate - 0.8159 81.59%
CYP3A4 inhibition - 0.8769 87.69%
CYP2C9 inhibition - 0.8523 85.23%
CYP2C19 inhibition - 0.8045 80.45%
CYP2D6 inhibition - 0.8754 87.54%
CYP1A2 inhibition - 0.8709 87.09%
CYP2C8 inhibition + 0.5812 58.12%
CYP inhibitory promiscuity - 0.6398 63.98%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5085 50.85%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9511 95.11%
Skin irritation - 0.8139 81.39%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6659 66.59%
Micronuclear - 0.5441 54.41%
Hepatotoxicity - 0.6177 61.77%
skin sensitisation - 0.7974 79.74%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.7194 71.94%
Acute Oral Toxicity (c) III 0.7302 73.02%
Estrogen receptor binding + 0.6714 67.14%
Androgen receptor binding - 0.5138 51.38%
Thyroid receptor binding + 0.6810 68.10%
Glucocorticoid receptor binding + 0.5566 55.66%
Aromatase binding + 0.6680 66.80%
PPAR gamma + 0.7105 71.05%
Honey bee toxicity - 0.7696 76.96%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity - 0.5068 50.68%

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 98.23% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.49% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.52% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.17% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.26% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.99% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.85% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 91.37% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.86% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.22% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.57% 97.09%
CHEMBL4208 P20618 Proteasome component C5 87.10% 90.00%
CHEMBL1951 P21397 Monoamine oxidase A 85.46% 91.49%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.22% 86.92%
CHEMBL4302 P08183 P-glycoprotein 1 83.12% 92.98%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.62% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.35% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.21% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.27% 91.07%

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.
Tinospora sinensis

Cross-Links

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PubChem 163190293
LOTUS LTS0128156
wikiData Q105244047