Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C13H18O6 |
Molecular Weight | 270.2784 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 5 / 5 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC[C@H]1O[C@@H](OCC2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O
InChI
InChIKey=GKHCBYYBLTXYEV-UJPOAAIJSA-N
InChI=1S/C13H18O6/c14-6-9-10(15)11(16)12(17)13(19-9)18-7-8-4-2-1-3-5-8/h1-5,9-17H,6-7H2/t9-,10-,11+,12-,13-/m1/s1
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/25497988https://www.ncbi.nlm.nih.gov/pubmed/18305416 | https://www.ncbi.nlm.nih.gov/pubmed/14709918 |Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/18305416 | https://www.ncbi.nlm.nih.gov/pubmed/25127165
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25497988https://www.ncbi.nlm.nih.gov/pubmed/18305416 | https://www.ncbi.nlm.nih.gov/pubmed/14709918 |
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/18305416 | https://www.ncbi.nlm.nih.gov/pubmed/25127165
Benzyl-beta-D-glucoside (benzyl beta-D-glucopyranoside, BG) is a benzoyl glucoside, a natural substance that can be found in Pteris ensiformis. Benzyl beta-D-glucopyranoside, the constituent of the fruit of Prunus mume has been shown to relieve tension in experimental menopausal model rats (M-rats) caused by ether stress.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/14709918
Curator's Comment: Benzyl-beta-D-glucoside relieved tension in experimental menopausal model rats (M-rats) caused by ether stress.
Originator
Sources: Justus Liebigs Annalen der Chemie Volume 383 Pages 68-91, 1911https://www.ncbi.nlm.nih.gov/pubmed/18305416
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: GO:0042417 Sources: https://www.ncbi.nlm.nih.gov/pubmed/14709918 |
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Target ID: GO:0032496 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25497988 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25497988
Curator's Comment: Spontaneous EBV-EA activation in our Raji cell subline was less than 0.1%. Inhibition of EBV-EA activation was assayed using Raji cells (virus nonproducer
type). Indicator cells (Raji, 13106 cells/ml) were incubated at 37 °C for 48 in 1 ml
of medium containing 0.5 M n-butyric acid [8 ul, 4 mmol (coinducer)] and 12-O-tetradecanoylphorbol 13-acetate (TPA) [32 pmol=20 ng in dimethylsulfoxide (DMSO), 2 ul] as an inducer, with or without various amounts of Benzyl-beta-D-glucoside.
Benzoyl-beta-D-glucoside antiinflammatory activity was evaluated in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated TNFalpha production at 0.4, 2 and 10 mkM. Benzoyl-beta-D-glucoside (compound 4) at 10 mkM decrease LPS-stimulated TNFalpha on 13.02%
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SUBSTANCE RECORD